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class="vector-toc-text"> <span class="vector-toc-numb">2</span> <span>Uses</span> </div> </a> <button aria-controls="toc-Uses-sublist" class="cdx-button cdx-button--weight-quiet cdx-button--icon-only vector-toc-toggle"> <span class="vector-icon mw-ui-icon-wikimedia-expand"></span> <span>Toggle Uses subsection</span> </button> <ul id="toc-Uses-sublist" class="vector-toc-list"> <li id="toc-Polymerization" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Polymerization"> <div class="vector-toc-text"> <span class="vector-toc-numb">2.1</span> <span>Polymerization</span> </div> </a> <ul id="toc-Polymerization-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Oxidation" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Oxidation"> <div class="vector-toc-text"> <span class="vector-toc-numb">2.2</span> <span>Oxidation</span> </div> </a> <ul id="toc-Oxidation-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Halogenation_and_hydrohalogenation" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Halogenation_and_hydrohalogenation"> <div class="vector-toc-text"> <span class="vector-toc-numb">2.3</span> <span>Halogenation and hydrohalogenation</span> </div> </a> <ul id="toc-Halogenation_and_hydrohalogenation-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Alkylation" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Alkylation"> <div class="vector-toc-text"> <span class="vector-toc-numb">2.4</span> <span>Alkylation</span> </div> </a> <ul id="toc-Alkylation-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Oxo_reaction" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Oxo_reaction"> <div class="vector-toc-text"> <span class="vector-toc-numb">2.5</span> <span>Oxo reaction</span> </div> </a> <ul id="toc-Oxo_reaction-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Hydration" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Hydration"> <div class="vector-toc-text"> <span class="vector-toc-numb">2.6</span> <span>Hydration</span> </div> </a> <ul id="toc-Hydration-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Dimerization_to_butenes" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Dimerization_to_butenes"> <div class="vector-toc-text"> <span class="vector-toc-numb">2.7</span> <span>Dimerization to butenes</span> </div> </a> <ul id="toc-Dimerization_to_butenes-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Fruit_and_flowering" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Fruit_and_flowering"> <div class="vector-toc-text"> <span class="vector-toc-numb">2.8</span> <span>Fruit and flowering</span> </div> </a> <ul id="toc-Fruit_and_flowering-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Niche_uses" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Niche_uses"> <div class="vector-toc-text"> <span class="vector-toc-numb">2.9</span> <span>Niche uses</span> </div> </a> <ul id="toc-Niche_uses-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-Production" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Production"> <div class="vector-toc-text"> <span class="vector-toc-numb">3</span> <span>Production</span> </div> </a> <button aria-controls="toc-Production-sublist" class="cdx-button cdx-button--weight-quiet cdx-button--icon-only vector-toc-toggle"> <span class="vector-icon mw-ui-icon-wikimedia-expand"></span> <span>Toggle Production subsection</span> </button> <ul id="toc-Production-sublist" class="vector-toc-list"> <li id="toc-Industrial_process" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Industrial_process"> <div class="vector-toc-text"> <span class="vector-toc-numb">3.1</span> <span>Industrial process</span> </div> </a> <ul id="toc-Industrial_process-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Laboratory_synthesis" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Laboratory_synthesis"> <div class="vector-toc-text"> <span class="vector-toc-numb">3.2</span> <span>Laboratory synthesis</span> </div> </a> <ul id="toc-Laboratory_synthesis-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Biosynthesis" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Biosynthesis"> <div class="vector-toc-text"> <span class="vector-toc-numb">3.3</span> <span>Biosynthesis</span> </div> </a> <ul id="toc-Biosynthesis-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-Ligand" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Ligand"> <div class="vector-toc-text"> <span class="vector-toc-numb">4</span> <span>Ligand</span> </div> </a> <ul id="toc-Ligand-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-History" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#History"> <div class="vector-toc-text"> <span class="vector-toc-numb">5</span> <span>History</span> </div> </a> <button aria-controls="toc-History-sublist" class="cdx-button cdx-button--weight-quiet cdx-button--icon-only vector-toc-toggle"> <span class="vector-icon mw-ui-icon-wikimedia-expand"></span> <span>Toggle History subsection</span> </button> <ul id="toc-History-sublist" class="vector-toc-list"> <li id="toc-Nomenclature" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Nomenclature"> <div class="vector-toc-text"> <span class="vector-toc-numb">5.1</span> <span>Nomenclature</span> </div> </a> <ul id="toc-Nomenclature-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-Greenhouse_gas_emissions" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Greenhouse_gas_emissions"> <div class="vector-toc-text"> <span class="vector-toc-numb">6</span> <span>Greenhouse gas emissions</span> </div> </a> <ul id="toc-Greenhouse_gas_emissions-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Safety" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Safety"> <div class="vector-toc-text"> <span class="vector-toc-numb">7</span> <span>Safety</span> </div> </a> <ul id="toc-Safety-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-See_also" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#See_also"> <div class="vector-toc-text"> <span class="vector-toc-numb">8</span> <span>See also</span> </div> </a> <ul id="toc-See_also-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-References" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#References"> <div class="vector-toc-text"> <span class="vector-toc-numb">9</span> <span>References</span> </div> </a> <ul id="toc-References-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-External_links" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#External_links"> <div class="vector-toc-text"> <span class="vector-toc-numb">10</span> <span>External links</span> </div> </a> <ul id="toc-External_links-sublist" class="vector-toc-list"> </ul> </li> </ul> </div> </div> </nav> </div> </div> <div class="mw-content-container"> <main id="content" class="mw-body"> <header class="mw-body-header vector-page-titlebar"> <nav aria-label="Contents" class="vector-toc-landmark"> <div id="vector-page-titlebar-toc" class="vector-dropdown vector-page-titlebar-toc vector-button-flush-left" > <input type="checkbox" id="vector-page-titlebar-toc-checkbox" role="button" aria-haspopup="true" data-event-name="ui.dropdown-vector-page-titlebar-toc" class="vector-dropdown-checkbox " aria-label="Toggle the table of contents" > <label id="vector-page-titlebar-toc-label" for="vector-page-titlebar-toc-checkbox" class="vector-dropdown-label cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet cdx-button--icon-only " aria-hidden="true" ><span class="vector-icon mw-ui-icon-listBullet mw-ui-icon-wikimedia-listBullet"></span> <span class="vector-dropdown-label-text">Toggle the table of contents</span> </label> <div class="vector-dropdown-content"> <div id="vector-page-titlebar-toc-unpinned-container" class="vector-unpinned-container"> </div> </div> </div> </nav> <h1 id="firstHeading" class="firstHeading mw-first-heading"><span class="mw-page-title-main">Ethylene</span></h1> <div id="p-lang-btn" class="vector-dropdown mw-portlet mw-portlet-lang" > <input type="checkbox" id="p-lang-btn-checkbox" role="button" aria-haspopup="true" data-event-name="ui.dropdown-p-lang-btn" class="vector-dropdown-checkbox mw-interlanguage-selector" aria-label="Go to an article in another language. Available in 74 languages" > <label id="p-lang-btn-label" for="p-lang-btn-checkbox" class="vector-dropdown-label cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet cdx-button--action-progressive mw-portlet-lang-heading-74" aria-hidden="true" ><span class="vector-icon mw-ui-icon-language-progressive mw-ui-icon-wikimedia-language-progressive"></span> <span class="vector-dropdown-label-text">74 languages</span> </label> <div class="vector-dropdown-content"> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li class="interlanguage-link interwiki-af mw-list-item"><a href="https://af.wikipedia.org/wiki/Etileen" title="Etileen – Afrikaans" lang="af" hreflang="af" data-title="Etileen" data-language-autonym="Afrikaans" data-language-local-name="Afrikaans" class="interlanguage-link-target"><span>Afrikaans</span></a></li><li class="interlanguage-link interwiki-ar mw-list-item"><a href="https://ar.wikipedia.org/wiki/%D8%A5%D9%8A%D8%AB%D9%8A%D9%84%D9%8A%D9%86" title="إيثيلين – Arabic" lang="ar" hreflang="ar" data-title="إيثيلين" data-language-autonym="العربية" data-language-local-name="Arabic" class="interlanguage-link-target"><span>العربية</span></a></li><li class="interlanguage-link interwiki-ast mw-list-item"><a href="https://ast.wikipedia.org/wiki/Etilenu" title="Etilenu – Asturian" lang="ast" hreflang="ast" data-title="Etilenu" data-language-autonym="Asturianu" data-language-local-name="Asturian" class="interlanguage-link-target"><span>Asturianu</span></a></li><li class="interlanguage-link interwiki-az mw-list-item"><a href="https://az.wikipedia.org/wiki/Etilen" title="Etilen – Azerbaijani" lang="az" hreflang="az" data-title="Etilen" data-language-autonym="Azərbaycanca" data-language-local-name="Azerbaijani" class="interlanguage-link-target"><span>Azərbaycanca</span></a></li><li class="interlanguage-link interwiki-azb mw-list-item"><a href="https://azb.wikipedia.org/wiki/%D8%A7%D8%AA%DB%8C%D9%84%D9%86" title="اتیلن – South Azerbaijani" lang="azb" hreflang="azb" data-title="اتیلن" data-language-autonym="تۆرکجه" data-language-local-name="South Azerbaijani" class="interlanguage-link-target"><span>تۆرکجه</span></a></li><li class="interlanguage-link interwiki-bn mw-list-item"><a href="https://bn.wikipedia.org/wiki/%E0%A6%87%E0%A6%A5%E0%A6%BF%E0%A6%A8" title="ইথিন – Bangla" lang="bn" hreflang="bn" data-title="ইথিন" data-language-autonym="বাংলা" data-language-local-name="Bangla" class="interlanguage-link-target"><span>বাংলা</span></a></li><li class="interlanguage-link interwiki-zh-min-nan mw-list-item"><a href="https://zh-min-nan.wikipedia.org/wiki/It-hi" title="It-hi – Minnan" lang="nan" hreflang="nan" data-title="It-hi" data-language-autonym="閩南語 / Bân-lâm-gú" data-language-local-name="Minnan" class="interlanguage-link-target"><span>閩南語 / Bân-lâm-gú</span></a></li><li class="interlanguage-link interwiki-be mw-list-item"><a href="https://be.wikipedia.org/wiki/%D0%AD%D1%82%D1%8B%D0%BB%D0%B5%D0%BD" title="Этылен – Belarusian" lang="be" hreflang="be" data-title="Этылен" data-language-autonym="Беларуская" data-language-local-name="Belarusian" class="interlanguage-link-target"><span>Беларуская</span></a></li><li class="interlanguage-link interwiki-be-x-old mw-list-item"><a href="https://be-tarask.wikipedia.org/wiki/%D0%AD%D1%82%D1%8B%D0%BB%D0%B5%D0%BD" title="Этылен – Belarusian (Taraškievica orthography)" lang="be-tarask" hreflang="be-tarask" data-title="Этылен" data-language-autonym="Беларуская (тарашкевіца)" data-language-local-name="Belarusian (Taraškievica orthography)" class="interlanguage-link-target"><span>Беларуская (тарашкевіца)</span></a></li><li class="interlanguage-link interwiki-bg mw-list-item"><a href="https://bg.wikipedia.org/wiki/%D0%95%D1%82%D0%B8%D0%BB%D0%B5%D0%BD" title="Етилен – Bulgarian" lang="bg" hreflang="bg" data-title="Етилен" data-language-autonym="Български" data-language-local-name="Bulgarian" class="interlanguage-link-target"><span>Български</span></a></li><li class="interlanguage-link interwiki-bs mw-list-item"><a href="https://bs.wikipedia.org/wiki/Eten" title="Eten – Bosnian" lang="bs" hreflang="bs" data-title="Eten" data-language-autonym="Bosanski" data-language-local-name="Bosnian" class="interlanguage-link-target"><span>Bosanski</span></a></li><li class="interlanguage-link interwiki-ca mw-list-item"><a href="https://ca.wikipedia.org/wiki/Et%C3%A8" title="Etè – Catalan" lang="ca" hreflang="ca" data-title="Etè" data-language-autonym="Català" data-language-local-name="Catalan" class="interlanguage-link-target"><span>Català</span></a></li><li class="interlanguage-link interwiki-cs mw-list-item"><a href="https://cs.wikipedia.org/wiki/Ethen" title="Ethen – Czech" lang="cs" hreflang="cs" data-title="Ethen" data-language-autonym="Čeština" data-language-local-name="Czech" class="interlanguage-link-target"><span>Čeština</span></a></li><li class="interlanguage-link interwiki-cy mw-list-item"><a href="https://cy.wikipedia.org/wiki/Ethen" title="Ethen – Welsh" lang="cy" hreflang="cy" data-title="Ethen" data-language-autonym="Cymraeg" data-language-local-name="Welsh" class="interlanguage-link-target"><span>Cymraeg</span></a></li><li class="interlanguage-link interwiki-da mw-list-item"><a href="https://da.wikipedia.org/wiki/Ethen" title="Ethen – Danish" lang="da" hreflang="da" data-title="Ethen" data-language-autonym="Dansk" data-language-local-name="Danish" class="interlanguage-link-target"><span>Dansk</span></a></li><li class="interlanguage-link interwiki-de badge-Q17437798 badge-goodarticle mw-list-item" title="good article badge"><a href="https://de.wikipedia.org/wiki/Ethen" title="Ethen – German" lang="de" hreflang="de" data-title="Ethen" data-language-autonym="Deutsch" data-language-local-name="German" class="interlanguage-link-target"><span>Deutsch</span></a></li><li class="interlanguage-link interwiki-et mw-list-item"><a href="https://et.wikipedia.org/wiki/Et%C3%BCleen" title="Etüleen – Estonian" lang="et" hreflang="et" data-title="Etüleen" data-language-autonym="Eesti" data-language-local-name="Estonian" class="interlanguage-link-target"><span>Eesti</span></a></li><li class="interlanguage-link interwiki-el mw-list-item"><a href="https://el.wikipedia.org/wiki/%CE%91%CE%B9%CE%B8%CE%AD%CE%BD%CE%B9%CE%BF" title="Αιθένιο – Greek" lang="el" hreflang="el" data-title="Αιθένιο" data-language-autonym="Ελληνικά" data-language-local-name="Greek" class="interlanguage-link-target"><span>Ελληνικά</span></a></li><li class="interlanguage-link interwiki-es mw-list-item"><a href="https://es.wikipedia.org/wiki/Etileno" title="Etileno – Spanish" lang="es" hreflang="es" data-title="Etileno" data-language-autonym="Español" data-language-local-name="Spanish" class="interlanguage-link-target"><span>Español</span></a></li><li class="interlanguage-link interwiki-eo mw-list-item"><a href="https://eo.wikipedia.org/wiki/Etileno" title="Etileno – Esperanto" lang="eo" hreflang="eo" data-title="Etileno" data-language-autonym="Esperanto" data-language-local-name="Esperanto" class="interlanguage-link-target"><span>Esperanto</span></a></li><li class="interlanguage-link interwiki-eu mw-list-item"><a href="https://eu.wikipedia.org/wiki/Etileno" title="Etileno – Basque" lang="eu" hreflang="eu" data-title="Etileno" data-language-autonym="Euskara" data-language-local-name="Basque" class="interlanguage-link-target"><span>Euskara</span></a></li><li class="interlanguage-link interwiki-fa mw-list-item"><a href="https://fa.wikipedia.org/wiki/%D8%A7%D8%AA%DB%8C%D9%84%D9%86" title="اتیلن – Persian" lang="fa" hreflang="fa" data-title="اتیلن" data-language-autonym="فارسی" data-language-local-name="Persian" class="interlanguage-link-target"><span>فارسی</span></a></li><li class="interlanguage-link interwiki-fr mw-list-item"><a href="https://fr.wikipedia.org/wiki/%C3%89thyl%C3%A8ne" title="Éthylène – French" lang="fr" hreflang="fr" data-title="Éthylène" data-language-autonym="Français" data-language-local-name="French" class="interlanguage-link-target"><span>Français</span></a></li><li class="interlanguage-link interwiki-ga mw-list-item"><a href="https://ga.wikipedia.org/wiki/Eit%C3%A9in" title="Eitéin – Irish" lang="ga" hreflang="ga" data-title="Eitéin" data-language-autonym="Gaeilge" data-language-local-name="Irish" class="interlanguage-link-target"><span>Gaeilge</span></a></li><li class="interlanguage-link interwiki-gl mw-list-item"><a href="https://gl.wikipedia.org/wiki/Etileno" title="Etileno – Galician" lang="gl" hreflang="gl" data-title="Etileno" data-language-autonym="Galego" data-language-local-name="Galician" class="interlanguage-link-target"><span>Galego</span></a></li><li class="interlanguage-link interwiki-gu mw-list-item"><a href="https://gu.wikipedia.org/wiki/%E0%AA%88%E0%AA%A5%E0%AA%BF%E0%AA%B2%E0%AB%80%E0%AA%A8" title="ઈથિલીન – Gujarati" lang="gu" hreflang="gu" data-title="ઈથિલીન" data-language-autonym="ગુજરાતી" data-language-local-name="Gujarati" class="interlanguage-link-target"><span>ગુજરાતી</span></a></li><li class="interlanguage-link interwiki-ko mw-list-item"><a href="https://ko.wikipedia.org/wiki/%EC%97%90%ED%8B%B8%EB%A0%8C" title="에틸렌 – Korean" lang="ko" hreflang="ko" data-title="에틸렌" data-language-autonym="한국어" data-language-local-name="Korean" class="interlanguage-link-target"><span>한국어</span></a></li><li class="interlanguage-link interwiki-hy mw-list-item"><a href="https://hy.wikipedia.org/wiki/%D4%B7%D5%A9%D5%AB%D5%AC%D5%A5%D5%B6" title="Էթիլեն – Armenian" lang="hy" hreflang="hy" data-title="Էթիլեն" data-language-autonym="Հայերեն" data-language-local-name="Armenian" class="interlanguage-link-target"><span>Հայերեն</span></a></li><li class="interlanguage-link interwiki-hi mw-list-item"><a href="https://hi.wikipedia.org/wiki/%E0%A4%8F%E0%A4%A5%E0%A4%BF%E0%A4%B2%E0%A5%80%E0%A4%A8" title="एथिलीन – Hindi" lang="hi" hreflang="hi" data-title="एथिलीन" data-language-autonym="हिन्दी" data-language-local-name="Hindi" class="interlanguage-link-target"><span>हिन्दी</span></a></li><li class="interlanguage-link interwiki-hr mw-list-item"><a href="https://hr.wikipedia.org/wiki/Eten" title="Eten – Croatian" lang="hr" hreflang="hr" data-title="Eten" data-language-autonym="Hrvatski" data-language-local-name="Croatian" class="interlanguage-link-target"><span>Hrvatski</span></a></li><li class="interlanguage-link interwiki-id mw-list-item"><a href="https://id.wikipedia.org/wiki/Etena" title="Etena – Indonesian" lang="id" hreflang="id" data-title="Etena" data-language-autonym="Bahasa Indonesia" data-language-local-name="Indonesian" class="interlanguage-link-target"><span>Bahasa Indonesia</span></a></li><li class="interlanguage-link interwiki-it mw-list-item"><a href="https://it.wikipedia.org/wiki/Etilene" title="Etilene – Italian" lang="it" hreflang="it" data-title="Etilene" data-language-autonym="Italiano" data-language-local-name="Italian" class="interlanguage-link-target"><span>Italiano</span></a></li><li class="interlanguage-link interwiki-he mw-list-item"><a href="https://he.wikipedia.org/wiki/%D7%90%D7%AA%D7%9F" title="אתן – Hebrew" lang="he" hreflang="he" data-title="אתן" data-language-autonym="עברית" data-language-local-name="Hebrew" class="interlanguage-link-target"><span>עברית</span></a></li><li class="interlanguage-link interwiki-kn mw-list-item"><a href="https://kn.wikipedia.org/wiki/%E0%B2%8E%E0%B2%A5%E0%B2%BF%E0%B2%B2%E0%B3%80%E0%B2%A8%E0%B3%8D" title="ಎಥಿಲೀನ್ – Kannada" lang="kn" hreflang="kn" data-title="ಎಥಿಲೀನ್" data-language-autonym="ಕನ್ನಡ" data-language-local-name="Kannada" class="interlanguage-link-target"><span>ಕನ್ನಡ</span></a></li><li class="interlanguage-link interwiki-kk mw-list-item"><a href="https://kk.wikipedia.org/wiki/%D0%AD%D1%82%D0%B8%D0%BB%D0%B5%D0%BD" title="Этилен – Kazakh" lang="kk" hreflang="kk" data-title="Этилен" data-language-autonym="Қазақша" data-language-local-name="Kazakh" class="interlanguage-link-target"><span>Қазақша</span></a></li><li class="interlanguage-link interwiki-ht mw-list-item"><a href="https://ht.wikipedia.org/wiki/Etil%C3%A8n" title="Etilèn – Haitian Creole" lang="ht" hreflang="ht" data-title="Etilèn" data-language-autonym="Kreyòl ayisyen" data-language-local-name="Haitian Creole" class="interlanguage-link-target"><span>Kreyòl ayisyen</span></a></li><li class="interlanguage-link interwiki-ky mw-list-item"><a href="https://ky.wikipedia.org/wiki/%D0%AD%D1%82%D0%B8%D0%BB%D0%B5%D0%BD" title="Этилен – Kyrgyz" lang="ky" hreflang="ky" data-title="Этилен" data-language-autonym="Кыргызча" data-language-local-name="Kyrgyz" class="interlanguage-link-target"><span>Кыргызча</span></a></li><li class="interlanguage-link interwiki-la mw-list-item"><a href="https://la.wikipedia.org/wiki/Ethenum" title="Ethenum – Latin" lang="la" hreflang="la" data-title="Ethenum" data-language-autonym="Latina" data-language-local-name="Latin" class="interlanguage-link-target"><span>Latina</span></a></li><li class="interlanguage-link interwiki-lv mw-list-item"><a href="https://lv.wikipedia.org/wiki/Etil%C4%93ns" title="Etilēns – Latvian" lang="lv" hreflang="lv" data-title="Etilēns" data-language-autonym="Latviešu" data-language-local-name="Latvian" class="interlanguage-link-target"><span>Latviešu</span></a></li><li class="interlanguage-link interwiki-lt mw-list-item"><a href="https://lt.wikipedia.org/wiki/Etenas" title="Etenas – Lithuanian" lang="lt" hreflang="lt" data-title="Etenas" data-language-autonym="Lietuvių" data-language-local-name="Lithuanian" class="interlanguage-link-target"><span>Lietuvių</span></a></li><li class="interlanguage-link interwiki-hu mw-list-item"><a href="https://hu.wikipedia.org/wiki/Et%C3%A9n" title="Etén – Hungarian" lang="hu" hreflang="hu" data-title="Etén" data-language-autonym="Magyar" data-language-local-name="Hungarian" class="interlanguage-link-target"><span>Magyar</span></a></li><li class="interlanguage-link interwiki-mk mw-list-item"><a href="https://mk.wikipedia.org/wiki/%D0%95%D1%82%D0%B8%D0%BB%D0%B5%D0%BD" title="Етилен – Macedonian" lang="mk" hreflang="mk" data-title="Етилен" data-language-autonym="Македонски" data-language-local-name="Macedonian" class="interlanguage-link-target"><span>Македонски</span></a></li><li class="interlanguage-link interwiki-ml mw-list-item"><a href="https://ml.wikipedia.org/wiki/%E0%B4%8E%E0%B4%A5%E0%B4%BF%E0%B4%B2%E0%B5%80%E0%B5%BB" title="എഥിലീൻ – Malayalam" lang="ml" hreflang="ml" data-title="എഥിലീൻ" data-language-autonym="മലയാളം" data-language-local-name="Malayalam" class="interlanguage-link-target"><span>മലയാളം</span></a></li><li class="interlanguage-link interwiki-ms mw-list-item"><a href="https://ms.wikipedia.org/wiki/Etena" title="Etena – Malay" lang="ms" hreflang="ms" data-title="Etena" data-language-autonym="Bahasa Melayu" data-language-local-name="Malay" class="interlanguage-link-target"><span>Bahasa Melayu</span></a></li><li class="interlanguage-link interwiki-nl mw-list-item"><a href="https://nl.wikipedia.org/wiki/Etheen" title="Etheen – Dutch" lang="nl" hreflang="nl" data-title="Etheen" data-language-autonym="Nederlands" data-language-local-name="Dutch" class="interlanguage-link-target"><span>Nederlands</span></a></li><li class="interlanguage-link interwiki-ja mw-list-item"><a href="https://ja.wikipedia.org/wiki/%E3%82%A8%E3%83%81%E3%83%AC%E3%83%B3" title="エチレン – Japanese" lang="ja" hreflang="ja" data-title="エチレン" data-language-autonym="日本語" data-language-local-name="Japanese" class="interlanguage-link-target"><span>日本語</span></a></li><li class="interlanguage-link interwiki-no mw-list-item"><a href="https://no.wikipedia.org/wiki/Eten" title="Eten – Norwegian Bokmål" lang="nb" hreflang="nb" data-title="Eten" data-language-autonym="Norsk bokmål" data-language-local-name="Norwegian Bokmål" class="interlanguage-link-target"><span>Norsk bokmål</span></a></li><li class="interlanguage-link interwiki-nn mw-list-item"><a href="https://nn.wikipedia.org/wiki/Eten" title="Eten – Norwegian Nynorsk" lang="nn" hreflang="nn" data-title="Eten" data-language-autonym="Norsk nynorsk" data-language-local-name="Norwegian Nynorsk" class="interlanguage-link-target"><span>Norsk nynorsk</span></a></li><li class="interlanguage-link interwiki-oc mw-list-item"><a href="https://oc.wikipedia.org/wiki/Et%C3%A8n" title="Etèn – Occitan" lang="oc" hreflang="oc" data-title="Etèn" data-language-autonym="Occitan" data-language-local-name="Occitan" class="interlanguage-link-target"><span>Occitan</span></a></li><li class="interlanguage-link interwiki-uz mw-list-item"><a href="https://uz.wikipedia.org/wiki/Etilen" title="Etilen – Uzbek" lang="uz" hreflang="uz" data-title="Etilen" data-language-autonym="Oʻzbekcha / ўзбекча" data-language-local-name="Uzbek" class="interlanguage-link-target"><span>Oʻzbekcha / ўзбекча</span></a></li><li class="interlanguage-link interwiki-pnb mw-list-item"><a href="https://pnb.wikipedia.org/wiki/%D8%A7%DB%8C%D8%AA%DA%BE%DB%8C%D9%86" title="ایتھین – Western Punjabi" lang="pnb" hreflang="pnb" data-title="ایتھین" data-language-autonym="پنجابی" data-language-local-name="Western Punjabi" class="interlanguage-link-target"><span>پنجابی</span></a></li><li class="interlanguage-link interwiki-pl mw-list-item"><a href="https://pl.wikipedia.org/wiki/Eten" title="Eten – Polish" lang="pl" hreflang="pl" data-title="Eten" data-language-autonym="Polski" data-language-local-name="Polish" class="interlanguage-link-target"><span>Polski</span></a></li><li class="interlanguage-link interwiki-pt mw-list-item"><a href="https://pt.wikipedia.org/wiki/Etileno" title="Etileno – Portuguese" lang="pt" hreflang="pt" data-title="Etileno" data-language-autonym="Português" data-language-local-name="Portuguese" class="interlanguage-link-target"><span>Português</span></a></li><li class="interlanguage-link interwiki-ro mw-list-item"><a href="https://ro.wikipedia.org/wiki/Eten%C4%83" title="Etenă – Romanian" lang="ro" hreflang="ro" data-title="Etenă" data-language-autonym="Română" data-language-local-name="Romanian" class="interlanguage-link-target"><span>Română</span></a></li><li class="interlanguage-link interwiki-ru mw-list-item"><a href="https://ru.wikipedia.org/wiki/%D0%AD%D1%82%D0%B8%D0%BB%D0%B5%D0%BD" title="Этилен – Russian" lang="ru" hreflang="ru" data-title="Этилен" data-language-autonym="Русский" data-language-local-name="Russian" class="interlanguage-link-target"><span>Русский</span></a></li><li class="interlanguage-link interwiki-sco mw-list-item"><a href="https://sco.wikipedia.org/wiki/Ethylene" title="Ethylene – Scots" lang="sco" hreflang="sco" data-title="Ethylene" data-language-autonym="Scots" data-language-local-name="Scots" class="interlanguage-link-target"><span>Scots</span></a></li><li class="interlanguage-link interwiki-simple mw-list-item"><a href="https://simple.wikipedia.org/wiki/Ethylene" title="Ethylene – Simple English" lang="en-simple" hreflang="en-simple" data-title="Ethylene" data-language-autonym="Simple English" data-language-local-name="Simple English" class="interlanguage-link-target"><span>Simple English</span></a></li><li class="interlanguage-link interwiki-sk mw-list-item"><a href="https://sk.wikipedia.org/wiki/Et%C3%A9n" title="Etén – Slovak" lang="sk" hreflang="sk" data-title="Etén" data-language-autonym="Slovenčina" data-language-local-name="Slovak" class="interlanguage-link-target"><span>Slovenčina</span></a></li><li class="interlanguage-link interwiki-sl mw-list-item"><a href="https://sl.wikipedia.org/wiki/Eten" title="Eten – Slovenian" lang="sl" hreflang="sl" data-title="Eten" data-language-autonym="Slovenščina" data-language-local-name="Slovenian" class="interlanguage-link-target"><span>Slovenščina</span></a></li><li class="interlanguage-link interwiki-sr mw-list-item"><a href="https://sr.wikipedia.org/wiki/%D0%95%D1%82%D0%B5%D0%BD" title="Етен – Serbian" lang="sr" hreflang="sr" data-title="Етен" data-language-autonym="Српски / srpski" data-language-local-name="Serbian" class="interlanguage-link-target"><span>Српски / srpski</span></a></li><li class="interlanguage-link interwiki-sh mw-list-item"><a href="https://sh.wikipedia.org/wiki/Eten" title="Eten – Serbo-Croatian" lang="sh" hreflang="sh" data-title="Eten" data-language-autonym="Srpskohrvatski / српскохрватски" data-language-local-name="Serbo-Croatian" class="interlanguage-link-target"><span>Srpskohrvatski / српскохрватски</span></a></li><li class="interlanguage-link interwiki-fi mw-list-item"><a href="https://fi.wikipedia.org/wiki/Eteeni" title="Eteeni – Finnish" lang="fi" hreflang="fi" data-title="Eteeni" data-language-autonym="Suomi" data-language-local-name="Finnish" class="interlanguage-link-target"><span>Suomi</span></a></li><li class="interlanguage-link interwiki-sv mw-list-item"><a href="https://sv.wikipedia.org/wiki/Eten" title="Eten – Swedish" lang="sv" hreflang="sv" data-title="Eten" data-language-autonym="Svenska" data-language-local-name="Swedish" class="interlanguage-link-target"><span>Svenska</span></a></li><li class="interlanguage-link interwiki-tl mw-list-item"><a href="https://tl.wikipedia.org/wiki/Etileno" title="Etileno – Tagalog" lang="tl" hreflang="tl" data-title="Etileno" data-language-autonym="Tagalog" data-language-local-name="Tagalog" class="interlanguage-link-target"><span>Tagalog</span></a></li><li class="interlanguage-link interwiki-ta mw-list-item"><a href="https://ta.wikipedia.org/wiki/%E0%AE%8E%E0%AE%A4%E0%AF%8D%E0%AE%A4%E0%AE%BF%E0%AE%B2%E0%AF%80%E0%AE%A9%E0%AF%8D" title="எத்திலீன் – Tamil" lang="ta" hreflang="ta" data-title="எத்திலீன்" data-language-autonym="தமிழ்" data-language-local-name="Tamil" class="interlanguage-link-target"><span>தமிழ்</span></a></li><li class="interlanguage-link interwiki-tt mw-list-item"><a href="https://tt.wikipedia.org/wiki/Etilen" title="Etilen – Tatar" lang="tt" hreflang="tt" data-title="Etilen" data-language-autonym="Татарча / tatarça" data-language-local-name="Tatar" class="interlanguage-link-target"><span>Татарча / tatarça</span></a></li><li class="interlanguage-link interwiki-th mw-list-item"><a href="https://th.wikipedia.org/wiki/%E0%B9%80%E0%B8%AD%E0%B8%97%E0%B8%B4%E0%B8%A5%E0%B8%B5%E0%B8%99" title="เอทิลีน – Thai" lang="th" hreflang="th" data-title="เอทิลีน" data-language-autonym="ไทย" data-language-local-name="Thai" class="interlanguage-link-target"><span>ไทย</span></a></li><li class="interlanguage-link interwiki-tr mw-list-item"><a href="https://tr.wikipedia.org/wiki/Etilen" title="Etilen – Turkish" lang="tr" hreflang="tr" data-title="Etilen" data-language-autonym="Türkçe" data-language-local-name="Turkish" class="interlanguage-link-target"><span>Türkçe</span></a></li><li class="interlanguage-link interwiki-uk mw-list-item"><a href="https://uk.wikipedia.org/wiki/%D0%95%D1%82%D0%B8%D0%BB%D0%B5%D0%BD" title="Етилен – Ukrainian" lang="uk" hreflang="uk" data-title="Етилен" data-language-autonym="Українська" data-language-local-name="Ukrainian" class="interlanguage-link-target"><span>Українська</span></a></li><li class="interlanguage-link interwiki-vi mw-list-item"><a href="https://vi.wikipedia.org/wiki/Ethylen" title="Ethylen – Vietnamese" lang="vi" hreflang="vi" data-title="Ethylen" data-language-autonym="Tiếng Việt" data-language-local-name="Vietnamese" class="interlanguage-link-target"><span>Tiếng Việt</span></a></li><li class="interlanguage-link interwiki-war mw-list-item"><a href="https://war.wikipedia.org/wiki/Etileno" title="Etileno – Waray" lang="war" hreflang="war" data-title="Etileno" data-language-autonym="Winaray" data-language-local-name="Waray" class="interlanguage-link-target"><span>Winaray</span></a></li><li class="interlanguage-link interwiki-wuu mw-list-item"><a href="https://wuu.wikipedia.org/wiki/%E4%B9%99%E7%83%AF" title="乙烯 – Wu" lang="wuu" hreflang="wuu" data-title="乙烯" data-language-autonym="吴语" data-language-local-name="Wu" class="interlanguage-link-target"><span>吴语</span></a></li><li class="interlanguage-link interwiki-zh-yue mw-list-item"><a href="https://zh-yue.wikipedia.org/wiki/%E4%B9%99%E7%83%AF" title="乙烯 – Cantonese" lang="yue" hreflang="yue" data-title="乙烯" data-language-autonym="粵語" data-language-local-name="Cantonese" class="interlanguage-link-target"><span>粵語</span></a></li><li class="interlanguage-link interwiki-zh mw-list-item"><a href="https://zh.wikipedia.org/wiki/%E4%B9%99%E7%83%AF" title="乙烯 – Chinese" lang="zh" hreflang="zh" data-title="乙烯" data-language-autonym="中文" data-language-local-name="Chinese" class="interlanguage-link-target"><span>中文</span></a></li> </ul> <div class="after-portlet after-portlet-lang"><span class="wb-langlinks-edit wb-langlinks-link"><a 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searchaux" style="display:none">Hydrocarbon compound (H₂C=CH₂)</div> <style data-mw-deduplicate="TemplateStyles:r1236090951">.mw-parser-output .hatnote{font-style:italic}.mw-parser-output div.hatnote{padding-left:1.6em;margin-bottom:0.5em}.mw-parser-output .hatnote i{font-style:normal}.mw-parser-output .hatnote+link+.hatnote{margin-top:-0.5em}@media print{body.ns-0 .mw-parser-output .hatnote{display:none!important}}</style><div role="note" class="hatnote navigation-not-searchable">"Ethene" redirects here. Not to be confused with <a href="/wiki/Ethane" title="Ethane">ethane</a> or <a href="/wiki/Ethyne" class="mw-redirect" title="Ethyne">ethyne</a>.</div> <style data-mw-deduplicate="TemplateStyles:r1084375498">.mw-parser-output .ib-chembox{border-collapse:collapse;text-align:left}.mw-parser-output .ib-chembox td,.mw-parser-output .ib-chembox th{border:1px solid #a2a9b1;width:40%}.mw-parser-output .ib-chembox td+td{width:60%}</style> <table class="infobox ib-chembox"> <caption>Ethylene </caption> <tbody><tr> <td colspan="2" style="text-align:center; padding:2px;"><span class="skin-invert-image" typeof="mw:File"><a href="/wiki/File:Ethylene-CRC-MW-dimensions-2D-Vector.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/4/43/Ethylene-CRC-MW-dimensions-2D-Vector.svg/160px-Ethylene-CRC-MW-dimensions-2D-Vector.svg.png" decoding="async" width="160" height="94" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/4/43/Ethylene-CRC-MW-dimensions-2D-Vector.svg/240px-Ethylene-CRC-MW-dimensions-2D-Vector.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/4/43/Ethylene-CRC-MW-dimensions-2D-Vector.svg/320px-Ethylene-CRC-MW-dimensions-2D-Vector.svg.png 2x" data-file-width="500" data-file-height="293" /></a></span> </td></tr> <tr> <td colspan="2" class="borderless" style="text-align:center"> <table border="0" style="width:100%;display:inline-table;"> <tbody><tr> <td style="border-right:1px solid #aaa; width:50%;"><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Ethylene-CRC-MW-3D-balls.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/c/c2/Ethylene-CRC-MW-3D-balls.png/110px-Ethylene-CRC-MW-3D-balls.png" decoding="async" width="110" height="94" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/c/c2/Ethylene-CRC-MW-3D-balls.png/165px-Ethylene-CRC-MW-3D-balls.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/c/c2/Ethylene-CRC-MW-3D-balls.png/220px-Ethylene-CRC-MW-3D-balls.png 2x" data-file-width="1100" data-file-height="941" /></a><figcaption></figcaption></figure> </td> <td style="width:50%;"><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Ethylene-3D-vdW.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/c/c3/Ethylene-3D-vdW.png/110px-Ethylene-3D-vdW.png" decoding="async" width="110" height="86" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/c/c3/Ethylene-3D-vdW.png/165px-Ethylene-3D-vdW.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/c/c3/Ethylene-3D-vdW.png/220px-Ethylene-3D-vdW.png 2x" data-file-width="1100" data-file-height="855" /></a><figcaption></figcaption></figure> </td></tr></tbody></table> </td></tr> <tr> <th colspan="2" style="background: #f8eaba; text-align: center;">Names </th></tr> <tr> <td colspan="2" style="text-align:left;"><a href="/wiki/Preferred_IUPAC_name" title="Preferred IUPAC name">Preferred IUPAC name</a> <div style="max-width:22em; word-wrap:break-word; padding-left:1.7em;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0; max-width:22em;">Ethene<sup id="cite_ref-1" class="reference"><a href="#cite_note-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup></div></div> </td></tr> <tr> <td colspan="2" style="text-align:left;"><a href="/wiki/Chemical_nomenclature#Systematic_name" title="Chemical nomenclature">Systematic IUPAC name</a> <div style="max-width:22em; word-wrap:break-word; padding-left:1.7em;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0; max-width:22em;">Ethene</div></div> </td></tr> <tr> <td colspan="2" style="text-align:left;">Other names <div style="max-width:22em; word-wrap:break-word; padding-left:1.7em;">Refrigerant R-1150</div> </td></tr> <tr> <th colspan="2" style="background: #f8eaba; text-align: center;">Identifiers </th></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/CAS_Registry_Number" title="CAS Registry Number">CAS Number</a></div> </td> <td><style data-mw-deduplicate="TemplateStyles:r1126788409">.mw-parser-output .plainlist ol,.mw-parser-output .plainlist ul{line-height:inherit;list-style:none;margin:0;padding:0}.mw-parser-output .plainlist ol li,.mw-parser-output .plainlist ul li{margin-bottom:0}</style><div class="plainlist"><ul><li><span title="commonchemistry.cas.org"><a rel="nofollow" class="external text" href="https://commonchemistry.cas.org/detail?cas_rn=74-85-1">74-85-1</a></span><sup> <span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></li></ul></div> </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;">3D model (<a href="/wiki/JSmol" class="mw-redirect" title="JSmol">JSmol</a>)</div> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="chemapps.stolaf.edu (3D interactive model)"><a rel="nofollow" class="external text" href="https://chemapps.stolaf.edu/jmol/jmol.php?model=C%3DC">Interactive image</a></span></li></ul></div> </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Beilstein_database" title="Beilstein database">Beilstein Reference</a></div> </td> <td>1730731 </td></tr> <tr> <td><a href="/wiki/ChEBI" title="ChEBI">ChEBI</a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="www.ebi.ac.uk"><a rel="nofollow" class="external text" href="https://www.ebi.ac.uk/chebi/searchId.do?chebiId=18153">CHEBI:18153</a></span><sup> <span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></li></ul></div> </td></tr> <tr> <td><a href="/wiki/ChEMBL" title="ChEMBL">ChEMBL</a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="www.ebi.ac.uk"><a rel="nofollow" class="external text" href="https://www.ebi.ac.uk/chembl/explore/compound/ChEMBL117822">ChEMBL117822</a></span><sup> <span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></li></ul></div> </td></tr> <tr> <td><a href="/wiki/ChemSpider" title="ChemSpider">ChemSpider</a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="www.chemspider.com"><a rel="nofollow" class="external text" href="https://www.chemspider.com/Chemical-Structure.6085.html">6085</a></span><sup> <span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></li></ul></div> </td></tr> <tr> <td><a href="/wiki/ECHA_InfoCard" class="mw-redirect" title="ECHA InfoCard"><span title="echa.europa.eu">ECHA InfoCard</span></a> </td> <td><a rel="nofollow" class="external text" href="https://echa.europa.eu/substance-information/-/substanceinfo/100.000.742">100.000.742</a> <span class="mw-valign-text-top noprint" typeof="mw:File/Frameless"><a href="https://www.wikidata.org/wiki/Q151313#P2566" title="Edit this at Wikidata"><img alt="Edit this at Wikidata" src="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/10px-OOjs_UI_icon_edit-ltr-progressive.svg.png" decoding="async" width="10" height="10" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/15px-OOjs_UI_icon_edit-ltr-progressive.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/20px-OOjs_UI_icon_edit-ltr-progressive.svg.png 2x" data-file-width="20" data-file-height="20" /></a></span> </td></tr> <tr> <td><a href="/wiki/European_Community_number" title="European Community number"><span title="European Community number (chemical identifier)">EC Number</span></a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li>200-815-3</li></ul></div> </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Gmelin_database" title="Gmelin database">Gmelin Reference</a></div> </td> <td>214 </td></tr> <tr> <td><a href="/wiki/KEGG" title="KEGG">KEGG</a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="www.kegg.jp"><a rel="nofollow" class="external text" href="https://www.kegg.jp/entry/C06547">C06547</a></span><sup> <span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></li></ul></div> </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/PubChem" title="PubChem">PubChem</a> <abbr title="Compound ID">CID</abbr></div> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="pubchem.ncbi.nlm.nih.gov"><a rel="nofollow" class="external text" href="https://pubchem.ncbi.nlm.nih.gov/compound/6325">6325</a></span></li></ul></div> </td></tr> <tr> <td><a href="/wiki/RTECS" class="mw-redirect" title="RTECS">RTECS number</a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li>KU5340000</li></ul></div> </td></tr> <tr> <td><a href="/wiki/Unique_Ingredient_Identifier" title="Unique Ingredient Identifier">UNII</a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="precision.fda.gov"><a rel="nofollow" class="external text" href="https://precision.fda.gov/uniisearch/srs/unii/91GW059KN7">91GW059KN7</a></span><sup> <span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></li></ul></div> </td></tr> <tr> <td><a href="/wiki/UN_number" title="UN number">UN number</a> </td> <td>1962 1038 </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/CompTox_Chemicals_Dashboard" title="CompTox Chemicals Dashboard">CompTox Dashboard</a> <span style="font-weight:normal">(<abbr title="U.S. Environmental Protection Agency">EPA</abbr>)</span></div> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="comptox.epa.gov"><a rel="nofollow" class="external text" href="https://comptox.epa.gov/dashboard/chemical/details/DTXSID1026378">DTXSID1026378</a> <span class="mw-valign-text-top noprint" typeof="mw:File/Frameless"><a href="https://www.wikidata.org/wiki/Q151313#P3117" title="Edit this at Wikidata"><img alt="Edit this at Wikidata" src="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/10px-OOjs_UI_icon_edit-ltr-progressive.svg.png" decoding="async" width="10" height="10" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/15px-OOjs_UI_icon_edit-ltr-progressive.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/20px-OOjs_UI_icon_edit-ltr-progressive.svg.png 2x" data-file-width="20" data-file-height="20" /></a></span></span></li></ul></div> </td></tr> <tr> <td colspan="2"><div class="collapsible-list mw-collapsible mw-collapsed" style="text-align: left;"> <div style="line-height: 1.6em; font-weight: bold; text-align:left; font-weight:normal; background:transparent;"><div><a href="/wiki/International_Chemical_Identifier" title="International Chemical Identifier">InChI</a></div></div> <ul class="mw-collapsible-content" style="margin-top: 0; margin-bottom: 0; line-height: inherit; list-style: none; margin-left: 0; word-break:break-all;"><li style="line-height: inherit; margin: 0"><div style="border-top:1px solid #ccc; padding:0.2em 0 0.2em 1.5em; text-align:left;"><div style="word-wrap:break-word; text-indent:-1.5em; font-size:97%; line-height:120%;">InChI=1S/C2H4/c1-2/h1-2H2<sup> <span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></div><div style="word-wrap:break-word; text-indent:-1.5em; font-size:97%; line-height:120%;">Key: VGGSQFUCUMXWEO-UHFFFAOYSA-N<sup> <span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></div></div></li><li style="line-height: inherit; margin: 0"><div style="border-top:1px solid #ccc; padding:0.2em 0 0.2em 1.5em; text-align:left;"><div style="word-wrap:break-word; text-indent:-1.5em; font-size:97%; line-height:120%;">InChI=1/C2H4/c1-2/h1-2H2</div><div style="word-wrap:break-word; text-indent:-1.5em; font-size:97%; line-height:120%;">Key: VGGSQFUCUMXWEO-UHFFFAOYAE</div></div></li></ul> </div> </td></tr> <tr> <td colspan="2"><div class="collapsible-list mw-collapsible mw-collapsed" style="text-align: left;"> <div style="line-height: 1.6em; font-weight: bold; text-align:left; font-weight:normal; background:transparent;"><div><a href="/wiki/Simplified_molecular-input_line-entry_system" class="mw-redirect" title="Simplified molecular-input line-entry system">SMILES</a></div></div> <ul class="mw-collapsible-content" style="margin-top: 0; margin-bottom: 0; line-height: inherit; list-style: none; margin-left: 0; word-break:break-all;"><li style="line-height: inherit; margin: 0"><div style="border-top:1px solid #ccc; padding:0.2em 0 0.2em 1.6em; word-wrap:break-word; text-indent:-1.5em; text-align:left; font-size:97%; line-height:120%;">C=C</div></li></ul> </div> </td></tr> <tr> <th colspan="2" style="background: #f8eaba; text-align: center;">Properties </th></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Chemical_formula" title="Chemical formula">Chemical formula</a></div> </td> <td><span class="chemf nowrap">C<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline"></sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">2</sub></span></span>H<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline"></sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">4</sub></span></span></span>  </td></tr> <tr> <td><a href="/wiki/Molar_mass" title="Molar mass">Molar mass</a> </td> <td><span class="nowrap"><span data-sort-value="7001280540000000000♠"></span>28.054</span> g·mol<sup>−1</sup>   </td></tr> <tr> <td>Appearance </td> <td>colourless gas </td></tr> <tr> <td><a href="/wiki/Density" title="Density">Density</a> </td> <td>1.178 kg/m<sup>3</sup> at 15 °C, gas<sup id="cite_ref-GESTIS_2-0" class="reference"><a href="#cite_note-GESTIS-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <td><a href="/wiki/Melting_point" title="Melting point">Melting point</a> </td> <td>−169.2 °C (−272.6 °F; 104.0 K) </td></tr> <tr> <td><a href="/wiki/Boiling_point" title="Boiling point">Boiling point</a> </td> <td>−103.7 °C (−154.7 °F; 169.5 K) </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Aqueous_solution" title="Aqueous solution">Solubility in water</a></div> </td> <td>131 mg/L (25 °C);<sup id="cite_ref-JPhysChem1966_3-0" class="reference"><a href="#cite_note-JPhysChem1966-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup> 2.9 mg/L<sup id="cite_ref-neilands_4-0" class="reference"><a href="#cite_note-neilands-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <td><a href="/wiki/Solubility" title="Solubility">Solubility</a> in <a href="/wiki/Ethanol" title="Ethanol">ethanol</a> </td> <td>4.22 mg/L<sup id="cite_ref-neilands_4-1" class="reference"><a href="#cite_note-neilands-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <td><a href="/wiki/Solubility" title="Solubility">Solubility</a> in <a href="/wiki/Diethyl_ether" title="Diethyl ether">diethyl ether</a> </td> <td>good<sup id="cite_ref-neilands_4-2" class="reference"><a href="#cite_note-neilands-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <td><a href="/wiki/Acid_dissociation_constant" title="Acid dissociation constant">Acidity</a> (p<i>K</i><sub>a</sub>) </td> <td>44 </td></tr> <tr> <td><a href="/wiki/Conjugate_acid" class="mw-redirect" title="Conjugate acid">Conjugate acid</a> </td> <td><a href="/wiki/Ethenium" title="Ethenium">Ethenium</a> </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Magnetic_susceptibility" title="Magnetic susceptibility">Magnetic susceptibility</a> (χ)</div> </td> <td>-15.30·10<sup>−6</sup> cm<sup>3</sup>/mol </td></tr> <tr> <td><a href="/wiki/Viscosity" title="Viscosity">Viscosity</a> </td> <td>10.28 μPa·s<sup id="cite_ref-Kestin1977_5-0" class="reference"><a href="#cite_note-Kestin1977-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <th colspan="2" style="background: #f8eaba; text-align: center;">Structure </th></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Molecular_geometry" title="Molecular geometry">Molecular shape</a></div> </td> <td>D<sub>2h</sub> </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Dipole#Molecular_dipoles" title="Dipole">Dipole moment</a></div> </td> <td>zero </td></tr> <tr> <th colspan="2" style="background: #f8eaba; text-align: center;">Thermochemistry </th></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Standard_molar_entropy" title="Standard molar entropy">Std molar<br />entropy</a> <span style="font-size:112%;">(<i>S</i><sup>⦵</sup><sub>298</sub>)</span></div> </td> <td>219.32 J·K<sup>−1</sup>·mol<sup>−1</sup> </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Standard_enthalpy_change_of_formation" class="mw-redirect" title="Standard enthalpy change of formation">Std enthalpy of<br />formation</a> <span style="font-size:112%;">(Δ<sub>f</sub><i>H</i><sup>⦵</sup><sub>298</sub>)</span></div> </td> <td>+52.47 kJ/mol </td></tr> <tr> <th colspan="2" style="background: #f8eaba; text-align: center;">Hazards </th></tr> <tr> <td colspan="2" style="text-align:left; background-color:#eaeaea;"><a href="/wiki/Globally_Harmonized_System_of_Classification_and_Labelling_of_Chemicals" title="Globally Harmonized System of Classification and Labelling of Chemicals"><b>GHS</b> labelling</a>: </td></tr> <tr> <td style="padding-left:1em;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/GHS_hazard_pictograms" title="GHS hazard pictograms">Pictograms</a></div> </td> <td><span typeof="mw:File"><a href="/wiki/File:GHS-pictogram-flamme.svg" class="mw-file-description" title="GHS02: Flammable"><img alt="GHS02: Flammable" src="//upload.wikimedia.org/wikipedia/commons/thumb/6/6d/GHS-pictogram-flamme.svg/50px-GHS-pictogram-flamme.svg.png" decoding="async" width="50" height="50" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/6/6d/GHS-pictogram-flamme.svg/75px-GHS-pictogram-flamme.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/6/6d/GHS-pictogram-flamme.svg/100px-GHS-pictogram-flamme.svg.png 2x" data-file-width="512" data-file-height="512" /></a></span><span typeof="mw:File"><a href="/wiki/File:GHS-pictogram-exclam.svg" class="mw-file-description" title="GHS07: Exclamation mark"><img alt="GHS07: Exclamation mark" src="//upload.wikimedia.org/wikipedia/commons/thumb/c/c3/GHS-pictogram-exclam.svg/50px-GHS-pictogram-exclam.svg.png" decoding="async" width="50" height="50" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/c/c3/GHS-pictogram-exclam.svg/75px-GHS-pictogram-exclam.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/c/c3/GHS-pictogram-exclam.svg/100px-GHS-pictogram-exclam.svg.png 2x" data-file-width="512" data-file-height="512" /></a></span> </td></tr> <tr> <td style="padding-left:1em;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Globally_Harmonized_System_of_Classification_and_Labelling_of_Chemicals#Signal_word" title="Globally Harmonized System of Classification and Labelling of Chemicals">Signal word</a></div> </td> <td><b>Danger</b> </td></tr> <tr> <td style="padding-left:1em;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/GHS_hazard_statements" title="GHS hazard statements">Hazard statements</a></div> </td> <td><abbr class="abbr" title="H220: Extremely flammable gas">H220</abbr>, <abbr class="abbr" title="H336: May cause drowsiness or dizziness">H336</abbr> </td></tr> <tr> <td style="padding-left:1em;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/GHS_precautionary_statements" title="GHS precautionary statements">Precautionary statements</a></div> </td> <td><abbr class="abbr" title="P210: Keep away from heat, hot surfaces, sparks, open flames and other ignition sources. No smoking.">P210</abbr>, <abbr class="abbr" title="P261: Avoid breathing dust/fume/gas/mist/vapours/spray.">P261</abbr>, <abbr class="abbr" title="P271: Use only outdoors or in a well-ventilated area.">P271</abbr>, <abbr class="abbr" title="P304+P340: IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for breathing.">P304+P340</abbr>, <abbr class="abbr" title="P312: Call a POISON CENTER or doctor/physician if you feel unwell.">P312</abbr>, <abbr class="abbr" title="P377: Leaking gas fire – do not extinguish unless leak can be stopped safely.">P377</abbr>, <abbr class="abbr" title="P381: In case of leakage, eliminate all ignition sources.">P381</abbr>, <abbr class="abbr" title="P403: Store in a well ventilated place.">P403</abbr>, <abbr class="abbr" title="P403+P233: Store in a well ventilated place. Keep container tightly closed.">P403+P233</abbr>, <abbr class="abbr" title="P405: Store locked up.">P405</abbr>, <abbr class="abbr" title="P501: Dispose of contents/container to ...">P501</abbr> </td></tr> <tr> <td><a href="/wiki/NFPA_704" title="NFPA 704"><b>NFPA 704</b></a> (fire diamond) </td> <td><style data-mw-deduplicate="TemplateStyles:r1170367383">.mw-parser-output .nfpa-704-diamond-ref{float:right;padding:1px;text-align:right}.mw-parser-output .nfpa-704-diamond-container{width:82px;font-family:sans-serif;margin:0 auto}.mw-parser-output .nfpa-704-diamond-container-ref{float:left;margin-left:1em}.mw-parser-output .nfpa-704-diamond-images{float:left;font-size:20px;text-align:center;position:relative;height:80px;width:80px;padding:1px}.mw-parser-output .nfpa-704-diamond-map{position:absolute;height:80px;width:80px}.mw-parser-output .nfpa-704-diamond .noresize{margin:0 auto}.mw-parser-output .nfpa-704-diamond-code{line-height:1em;text-align:center;position:absolute}.mw-parser-output .nfpa-704-diamond-code>a{color:black}.mw-parser-output .nfpa-704-diamond-blue{width:13px;top:31px;left:15px}.mw-parser-output .nfpa-704-diamond-red{width:12px;top:12px;left:35px}.mw-parser-output .nfpa-704-diamond-yellow{width:13px;top:31px;left:54px}.mw-parser-output .nfpa-704-diamond-white-image{position:relative;top:51px;left:0}.mw-parser-output .nfpa-704-diamond-white-text{vertical-align:middle;text-align:center;line-height:80%;position:absolute;top:52px}.mw-parser-output .nfpa-704-diamond-white-text a>span{position:absolute;color:black}.mw-parser-output .nfpa-704-diamond-white-wors{font-size:15px;width:23px;left:29px}.mw-parser-output .nfpa-704-diamond-white-wox{font-size:15px;font-stretch:condensed;width:21px;line-height:80%;top:-4px;left:29px}.mw-parser-output .nfpa-704-diamond-white-abcp{font-size:13.5px;font-stretch:condensed;width:28px;left:26px}.mw-parser-output .nfpa-704-diamond-white-ac{font-size:10px;width:30px;left:25px}.mw-parser-output .nfpa-704-diamond-white-strike{text-decoration:line-through}</style><div class="nfpa-704-diamond notheme"><div class="nfpa-704-diamond-container"><div class="nfpa-704-diamond-images nounderlines"> <div class="nfpa-704-diamond-map"><figure class="noresize" typeof="mw:File"><span><img alt="NFPA 704 four-colored diamond" src="//upload.wikimedia.org/wikipedia/commons/thumb/6/6f/NFPA_704.svg/80px-NFPA_704.svg.png" decoding="async" width="80" height="80" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/6/6f/NFPA_704.svg/120px-NFPA_704.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/6/6f/NFPA_704.svg/160px-NFPA_704.svg.png 2x" data-file-width="512" data-file-height="512" usemap="#ImageMap_29f44b75b33b8bd1" /></span><map name="ImageMap_29f44b75b33b8bd1"><area href="/wiki/NFPA_704#Blue" shape="poly" coords="23,23,47,47,23,70,0,47" alt="Health 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroform" title="Health 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroform" /><area href="/wiki/NFPA_704#Red" shape="poly" coords="47,0,70,23,47,47,23,23" alt="Flammability 4: Will rapidly or completely vaporize at normal atmospheric pressure and temperature, or is readily dispersed in air and will burn readily. Flash point below 23 °C (73 °F). E.g. propane" title="Flammability 4: Will rapidly or completely vaporize at normal atmospheric pressure and temperature, or is readily dispersed in air and will burn readily. Flash point below 23 °C (73 °F). E.g. propane" /><area href="/wiki/NFPA_704#Yellow" shape="poly" coords="70,23,94,47,70,70,47,47" alt="Instability 2: Undergoes violent chemical change at elevated temperatures and pressures, reacts violently with water, or may form explosive mixtures with water. E.g. white phosphorus" title="Instability 2: Undergoes violent chemical change at elevated temperatures and pressures, reacts violently with water, or may form explosive mixtures with water. E.g. white phosphorus" /><area href="/wiki/NFPA_704#White" shape="poly" coords="47,47,70,70,47,94,23,70" alt="Special hazards (white): no code" title="Special hazards (white): no code" /></map><figcaption></figcaption></figure></div><div class="nfpa-704-diamond-code nfpa-704-diamond-blue"> <a href="/wiki/NFPA_704#Blue" title="NFPA 704"><span title="Health 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroform" class="notheme mw-no-invert">2</span></a></div><div class="nfpa-704-diamond-code nfpa-704-diamond-red"> <a href="/wiki/NFPA_704#Red" title="NFPA 704"><span title="Flammability 4: Will rapidly or completely vaporize at normal atmospheric pressure and temperature, or is readily dispersed in air and will burn readily. Flash point below 23 °C (73 °F). E.g. propane" class="notheme mw-no-invert">4</span></a></div><div class="nfpa-704-diamond-code nfpa-704-diamond-yellow"> <a href="/wiki/NFPA_704#Yellow" title="NFPA 704"><span title="Instability 2: Undergoes violent chemical change at elevated temperatures and pressures, reacts violently with water, or may form explosive mixtures with water. E.g. white phosphorus" class="notheme mw-no-invert">2</span></a></div></div></div></div> </td></tr> <tr> <td><a href="/wiki/Flash_point" title="Flash point">Flash point</a> </td> <td>−136 °C (−213 °F; 137 K) </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Autoignition_temperature" title="Autoignition temperature">Autoignition<br />temperature</a></div> </td> <td>542.8 °C (1,009.0 °F; 815.9 K) </td></tr> <tr> <td><a href="/wiki/Safety_data_sheet" title="Safety data sheet">Safety data sheet</a> (SDS) </td> <td><a rel="nofollow" class="external text" href="http://www.inchem.org/documents/icsc/icsc/eics0475.htm">ICSC 0475</a> </td></tr> <tr id="cite_ref-6" class="cite-bracket"> <th colspan="2" style="background: #f8eaba; text-align: center;">Related compounds </th></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;">Related compounds</div> </td> <td><a href="/wiki/Ethane" title="Ethane">Ethane</a><br /><a href="/wiki/Acetylene" title="Acetylene">Acetylene</a> <br /><a href="/wiki/Propene" class="mw-redirect" title="Propene">Propene</a> </td></tr> <tr> <th colspan="2" style="background: #f8eaba; text-align: center;">Supplementary data page </th></tr> <tr> <td colspan="2" style="text-align:center"><a href="/wiki/Ethylene_(data_page)" title="Ethylene (data page)">Ethylene (data page)</a> </td></tr> <tr> <td colspan="2" style="text-align:left; background:#f8eaba; border:1px solid #a2a9b1;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;">Except where otherwise noted, data are given for materials in their <a href="/wiki/Standard_state" title="Standard state">standard state</a> (at 25 °C [77 °F], 100 kPa).</div> <div style="margin-top: 0.3em;"><div style="text-align:center;"><span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/12px-Yes_check.svg.png" decoding="async" width="12" height="12" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/18px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/24px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span> <span class="reflink plainlinks nourlexpansion"><a class="external text" href="https://en.wikipedia.org/w/index.php?title=Special:ComparePages&rev1=477167214&page2=Ethylene">verify</a></span> (<a href="/wiki/Wikipedia:WikiProject_Chemicals/Chembox_validation" title="Wikipedia:WikiProject Chemicals/Chembox validation">what is</a> <sup><span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span><span typeof="mw:File"><span><img alt="☒" src="//upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/7px-X_mark.svg.png" decoding="async" width="7" height="8" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/11px-X_mark.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/14px-X_mark.svg.png 2x" data-file-width="525" data-file-height="600" /></span></span><span style="display:none">N</span></sup> ?) </div></div> <div style="margin-top: 0.3em; text-align: center;"><a href="/wiki/Wikipedia:Chemical_infobox#References" title="Wikipedia:Chemical infobox">Infobox references</a></div> </td></tr> </tbody></table><div class="shortdescription nomobile noexcerpt noprint searchaux" style="display:none">Chemical compound</div> <p><b>Ethylene</b> (<a href="/wiki/IUPAC" class="mw-redirect" title="IUPAC">IUPAC</a> name: <b>ethene</b>) is a <a href="/wiki/Hydrocarbon" title="Hydrocarbon">hydrocarbon</a> which has the formula <style data-mw-deduplicate="TemplateStyles:r1123817410">.mw-parser-output .template-chem2-su{display:inline-block;font-size:80%;line-height:1;vertical-align:-0.35em}.mw-parser-output .template-chem2-su>span{display:block;text-align:left}.mw-parser-output sub.template-chem2-sub{font-size:80%;vertical-align:-0.35em}.mw-parser-output sup.template-chem2-sup{font-size:80%;vertical-align:0.65em}</style><span class="chemf nowrap">C<sub class="template-chem2-sub">2</sub>H<sub class="template-chem2-sub">4</sub></span> or <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">H<sub class="template-chem2-sub">2</sub>C=CH<sub class="template-chem2-sub">2</sub></span>. It is a colourless, <a href="/wiki/Flammable" class="mw-redirect" title="Flammable">flammable</a> gas with a faint "sweet and <a href="/wiki/Musk" title="Musk">musky</a>" odour when pure.<sup id="cite_ref-UllmannEthylene_7-0" class="reference"><a href="#cite_note-UllmannEthylene-7"><span class="cite-bracket">[</span>7<span class="cite-bracket">]</span></a></sup> It is the simplest <a href="/wiki/Alkene" title="Alkene">alkene</a> (a hydrocarbon with <a href="/wiki/Carbon%E2%80%93carbon_bond" title="Carbon–carbon bond">carbon–carbon</a> <a href="/wiki/Double_bond" title="Double bond">double bonds</a>). </p><p>Ethylene is widely used in the chemical industry, and its worldwide production (over 150 million <a href="/wiki/Tonne" title="Tonne">tonnes</a> in 2016<sup id="cite_ref-8" class="reference"><a href="#cite_note-8"><span class="cite-bracket">[</span>8<span class="cite-bracket">]</span></a></sup>) exceeds that of any other <a href="/wiki/Organic_compound" title="Organic compound">organic compound</a>.<sup id="cite_ref-cenews_9-0" class="reference"><a href="#cite_note-cenews-9"><span class="cite-bracket">[</span>9<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Technology_Economics_Program_10-0" class="reference"><a href="#cite_note-Technology_Economics_Program-10"><span class="cite-bracket">[</span>10<span class="cite-bracket">]</span></a></sup> Much of this production goes toward creating <a href="/wiki/Polyethylene" title="Polyethylene">polythene</a>, which is a widely used <a href="/wiki/Plastic" title="Plastic">plastic</a> containing <a href="/wiki/Polymer" title="Polymer">polymer</a> chains of ethylene units in various chain lengths. Production <a href="/wiki/Greenhouse_gas_emissions" title="Greenhouse gas emissions">emits greenhouse gases</a>, including <a href="/wiki/Methane" title="Methane">methane</a> from <a href="/wiki/Feedstock" class="mw-redirect" title="Feedstock">feedstock</a> production and <a href="/wiki/Carbon_dioxide" title="Carbon dioxide">carbon dioxide</a> from any non-<a href="/wiki/Sustainable_energy" title="Sustainable energy">sustainable energy</a> used. </p><p>Ethylene is also an important natural <a href="/wiki/Plant_hormone" title="Plant hormone">plant hormone</a> and is used in agriculture to induce <a href="/wiki/Ripening" title="Ripening">ripening</a> of <a href="/wiki/Fruit" title="Fruit">fruits</a>.<sup id="cite_ref-Wang_2002_11-0" class="reference"><a href="#cite_note-Wang_2002-11"><span class="cite-bracket">[</span>11<span class="cite-bracket">]</span></a></sup> The <a href="/wiki/Hydrate" title="Hydrate">hydrate</a> of ethylene is <a href="/wiki/Ethanol" title="Ethanol">ethanol</a>. </p> <meta property="mw:PageProp/toc" /> <div class="mw-heading mw-heading2"><h2 id="Structure_and_properties">Structure and properties</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Ethylene&action=edit&section=1" title="Edit section: Structure and properties"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <figure class="mw-halign-left" typeof="mw:File/Thumb"><a href="/wiki/File:Dewar-Chatt-Duncanson_model.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/6/67/Dewar-Chatt-Duncanson_model.png/260px-Dewar-Chatt-Duncanson_model.png" decoding="async" width="260" height="98" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/6/67/Dewar-Chatt-Duncanson_model.png 1.5x" data-file-width="388" data-file-height="146" /></a><figcaption>Orbital description of bonding between ethylene and a transition metal</figcaption></figure> <p>This <a href="/wiki/Hydrocarbon" title="Hydrocarbon">hydrocarbon</a> has four <a href="/wiki/Hydrogen" title="Hydrogen">hydrogen</a> <a href="/wiki/Atom" title="Atom">atoms</a> bound to a pair of <a href="/wiki/Carbon" title="Carbon">carbon</a> atoms that are connected by a <a href="/wiki/Double_bond" title="Double bond">double bond</a>. All six atoms that comprise ethylene are <a href="/wiki/Coplanar" class="mw-redirect" title="Coplanar">coplanar</a>. The H-C-H <a href="/wiki/Angle" title="Angle">angle</a> is 117.4°, close to the 120° for ideal sp² <a href="/wiki/Hybridization_(chemistry)" class="mw-redirect" title="Hybridization (chemistry)">hybridized</a> carbon. The molecule is also relatively weak: rotation about the C-C bond is a very low energy process that requires breaking the <a href="/wiki/Pi_bond" title="Pi bond">π-bond</a> by supplying heat at 50 °C.<sup class="noprint Inline-Template Template-Fact" style="white-space:nowrap;">[<i><a href="/wiki/Wikipedia:Citation_needed" title="Wikipedia:Citation needed"><span title="This claim needs references to reliable sources. (January 2021)">citation needed</span></a></i>]</sup> </p><p>The <a href="/wiki/Pi_bond" title="Pi bond">π-bond</a> in the ethylene molecule is responsible for its useful reactivity. The double bond is a region of high <a href="/wiki/Electron_density" title="Electron density">electron density</a>, thus it is susceptible to attack by <a href="/wiki/Electrophiles" class="mw-redirect" title="Electrophiles">electrophiles</a>. Many reactions of ethylene are catalyzed by transition metals, which bind transiently to the ethylene using both the π and π* orbitals.<sup class="noprint Inline-Template Template-Fact" style="white-space:nowrap;">[<i><a href="/wiki/Wikipedia:Citation_needed" title="Wikipedia:Citation needed"><span title="This claim needs references to reliable sources. (January 2021)">citation needed</span></a></i>]</sup> </p><p>Being a simple molecule, ethylene is spectroscopically simple. Its UV-vis <a href="/wiki/Spectroscopy" title="Spectroscopy">spectrum</a> is still used as a test of theoretical methods.<sup id="cite_ref-NIST_Webbook_12-0" class="reference"><a href="#cite_note-NIST_Webbook-12"><span class="cite-bracket">[</span>12<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Uses">Uses</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Ethylene&action=edit&section=2" title="Edit section: Uses"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <figure class="mw-default-size mw-halign-left" typeof="mw:File/Thumb"><a href="/wiki/File:Uses_of_Ethene.tif" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/f/fc/Uses_of_Ethene.tif/lossy-page1-220px-Uses_of_Ethene.tif.jpg" decoding="async" width="220" height="176" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/f/fc/Uses_of_Ethene.tif/lossy-page1-330px-Uses_of_Ethene.tif.jpg 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/f/fc/Uses_of_Ethene.tif/lossy-page1-440px-Uses_of_Ethene.tif.jpg 2x" data-file-width="6000" data-file-height="4800" /></a><figcaption>Diagram of uses of ethene</figcaption></figure> <p>Major industrial reactions of ethylene include in order of scale: 1) <a href="/wiki/Polymerization" title="Polymerization">polymerization</a>, 2) <a href="/wiki/Oxidation" class="mw-redirect" title="Oxidation">oxidation</a>, 3) <a href="/wiki/Halogenation" title="Halogenation">halogenation</a> and <a href="/wiki/Hydrohalogenation" title="Hydrohalogenation">hydrohalogenation</a>, 4) <a href="/wiki/Alkylation" title="Alkylation">alkylation</a>, 5) <a href="/wiki/Hydration_reaction" title="Hydration reaction">hydration</a>, 6) <a href="/wiki/Oligomerization" class="mw-redirect" title="Oligomerization">oligomerization</a>, and 7) <a href="/wiki/Hydroformylation" title="Hydroformylation">hydroformylation</a>. In the <a href="/wiki/United_States" title="United States">United States</a> and <a href="/wiki/Europe" title="Europe">Europe</a>, approximately 90% of ethylene is used to produce <a href="/wiki/Ethylene_oxide" title="Ethylene oxide">ethylene oxide</a>, <a href="/wiki/Ethylene_dichloride" class="mw-redirect" title="Ethylene dichloride">ethylene dichloride</a>, <a href="/wiki/Ethylbenzene" title="Ethylbenzene">ethylbenzene</a> and <a href="/wiki/Polyethylene" title="Polyethylene">polyethylene</a>.<sup id="cite_ref-inchem_13-0" class="reference"><a href="#cite_note-inchem-13"><span class="cite-bracket">[</span>13<span class="cite-bracket">]</span></a></sup> Most of the reactions with ethylene are <a href="/wiki/Electrophilic_addition" title="Electrophilic addition">electrophilic addition</a>.<sup class="noprint Inline-Template Template-Fact" style="white-space:nowrap;">[<i><a href="/wiki/Wikipedia:Citation_needed" title="Wikipedia:Citation needed"><span title="This claim needs references to reliable sources. (January 2021)">citation needed</span></a></i>]</sup> </p> <figure class="mw-halign-left" typeof="mw:File/Thumb"><a href="/wiki/File:C2H4uses.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/d/d8/C2H4uses.png/520px-C2H4uses.png" decoding="async" width="520" height="157" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/d/d8/C2H4uses.png/780px-C2H4uses.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/d/d8/C2H4uses.png/1040px-C2H4uses.png 2x" data-file-width="2382" data-file-height="719" /></a><figcaption>Main industrial uses of ethylene. Clockwise from the upper right: its conversions to <a href="/wiki/Ethylene_oxide" title="Ethylene oxide">ethylene oxide</a>, precursor to <a href="/wiki/Ethylene_glycol" title="Ethylene glycol">ethylene glycol</a>; to <a href="/wiki/Ethylbenzene" title="Ethylbenzene">ethylbenzene</a>, precursor to <a href="/wiki/Styrene" title="Styrene">styrene</a>; to various kinds of <a href="/wiki/Polyethylene" title="Polyethylene">polyethylene</a>; to <a href="/wiki/Ethylene_dichloride" class="mw-redirect" title="Ethylene dichloride">ethylene dichloride</a>, precursor to <a href="/wiki/Vinyl_chloride" title="Vinyl chloride">vinyl chloride</a>.</figcaption></figure> <div style="clear:left;" class=""></div> <div class="mw-heading mw-heading3"><h3 id="Polymerization">Polymerization</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Ethylene&action=edit&section=3" title="Edit section: Polymerization"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236090951"><div role="note" class="hatnote navigation-not-searchable">See also: <a href="/wiki/Ziegler%E2%80%93Natta_catalyst" title="Ziegler–Natta catalyst">Ziegler–Natta catalyst</a> and <a href="/wiki/Polyethylene" title="Polyethylene">Polyethylene</a></div> <p>Polyethylene production uses more than half of the world's ethylene supply. Polyethylene, also called <i>polyethene</i> and <i>polythene</i>, is the world's most widely used plastic. It is primarily used to make films in <a href="/wiki/Packaging" title="Packaging">packaging</a>, <a href="/wiki/Carrier_bags" class="mw-redirect" title="Carrier bags">carrier bags</a> and trash <a href="/wiki/Bin_bag" title="Bin bag">liners</a>. Linear <a href="/wiki/Alpha-olefins" class="mw-redirect" title="Alpha-olefins">alpha-olefins</a>, produced by <a href="/wiki/Oligomerization" class="mw-redirect" title="Oligomerization">oligomerization</a> (formation of short-chain molecules) are used as <a href="/wiki/Precursor_(chemistry)" title="Precursor (chemistry)">precursors</a>, <a href="/wiki/Detergents" class="mw-redirect" title="Detergents">detergents</a>, <a href="/wiki/Plasticisers" class="mw-redirect" title="Plasticisers">plasticisers</a>, <a href="/wiki/Synthetic_lubricants" class="mw-redirect" title="Synthetic lubricants">synthetic lubricants</a>, additives, and also as co-monomers in the production of polyethylenes.<sup id="cite_ref-inchem_13-1" class="reference"><a href="#cite_note-inchem-13"><span class="cite-bracket">[</span>13<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Oxidation">Oxidation</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Ethylene&action=edit&section=4" title="Edit section: Oxidation"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Ethylene is <a href="/wiki/Oxidation" class="mw-redirect" title="Oxidation">oxidized</a> to produce <a href="/wiki/Ethylene_oxide" title="Ethylene oxide">ethylene oxide</a>, a key raw material in the production of <a href="/wiki/Surfactant" title="Surfactant">surfactants</a> and <a href="/wiki/Detergent" title="Detergent">detergents</a> by <a href="/wiki/Ethoxylation" title="Ethoxylation">ethoxylation</a>. Ethylene oxide is also hydrolyzed to produce <a href="/wiki/Ethylene_glycol" title="Ethylene glycol">ethylene glycol</a>, widely used as an automotive antifreeze as well as higher molecular weight glycols, <a href="/wiki/Glycol_ethers" title="Glycol ethers">glycol ethers</a>, and <a href="/wiki/Polyethylene_terephthalate" title="Polyethylene terephthalate">polyethylene terephthalate</a>.<sup id="cite_ref-14" class="reference"><a href="#cite_note-14"><span class="cite-bracket">[</span>14<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-15" class="reference"><a href="#cite_note-15"><span class="cite-bracket">[</span>15<span class="cite-bracket">]</span></a></sup> </p> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236090951"><div role="note" class="hatnote navigation-not-searchable">Main article: <a href="/wiki/Wacker_process" title="Wacker process">Wacker process</a></div> <p>Ethylene oxidation in the presence of a palladium catalyst can form <a href="/wiki/Acetaldehyde" title="Acetaldehyde">acetaldehyde</a>. This conversion remains a major industrial process (10M kg/y).<sup id="cite_ref-16" class="reference"><a href="#cite_note-16"><span class="cite-bracket">[</span>16<span class="cite-bracket">]</span></a></sup> The process proceeds via the initial complexation of ethylene to a Pd(II) center.<sup class="noprint Inline-Template Template-Fact" style="white-space:nowrap;">[<i><a href="/wiki/Wikipedia:Citation_needed" title="Wikipedia:Citation needed"><span title="This claim needs references to reliable sources. (January 2021)">citation needed</span></a></i>]</sup> </p> <div class="mw-heading mw-heading3"><h3 id="Halogenation_and_hydrohalogenation">Halogenation and hydrohalogenation</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Ethylene&action=edit&section=5" title="Edit section: Halogenation and hydrohalogenation"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Major intermediates from the <a href="/wiki/Halogenation" title="Halogenation">halogenation</a> and <a href="/wiki/Hydrohalogenation" title="Hydrohalogenation">hydrohalogenation</a> of ethylene include <a href="/wiki/Ethylene_dichloride" class="mw-redirect" title="Ethylene dichloride">ethylene dichloride</a>, <a href="/wiki/Ethyl_chloride" class="mw-redirect" title="Ethyl chloride">ethyl chloride</a>, and <a href="/wiki/Ethylene_dibromide" class="mw-redirect" title="Ethylene dibromide">ethylene dibromide</a>. The addition of chlorine entails "<a href="/wiki/Oxychlorination" title="Oxychlorination">oxychlorination</a>", i.e. chlorine itself is not used. Some products derived from this group are <a href="/wiki/Polyvinyl_chloride" title="Polyvinyl chloride">polyvinyl chloride</a>, <a href="/wiki/Trichloroethylene" title="Trichloroethylene">trichloroethylene</a>, <a href="/wiki/Perchloroethylene" class="mw-redirect" title="Perchloroethylene">perchloroethylene</a>, <a href="/wiki/Methyl_chloroform" class="mw-redirect" title="Methyl chloroform">methyl chloroform</a>, <a href="/wiki/Polyvinylidene_chloride" title="Polyvinylidene chloride">polyvinylidene chloride</a> and <a href="/wiki/Copolymer" title="Copolymer">copolymers</a>, and <a href="/wiki/Ethyl_bromide" class="mw-redirect" title="Ethyl bromide">ethyl bromide</a>.<sup id="cite_ref-Keystone_17-0" class="reference"><a href="#cite_note-Keystone-17"><span class="cite-bracket">[</span>17<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Alkylation">Alkylation</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Ethylene&action=edit&section=6" title="Edit section: Alkylation"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Major chemical intermediates from the <a href="/wiki/Alkylation" title="Alkylation">alkylation</a> with ethylene is <a href="/wiki/Ethylbenzene" title="Ethylbenzene">ethylbenzene</a>, precursor to <a href="/wiki/Styrene" title="Styrene">styrene</a>. Styrene is used principally in <a href="/wiki/Polystyrene" title="Polystyrene">polystyrene</a> for packaging and insulation, as well as in <a href="/wiki/Styrene-butadiene" title="Styrene-butadiene">styrene-butadiene</a> rubber for tires and footwear. On a smaller scale, <a href="/wiki/Ethyltoluene" title="Ethyltoluene">ethyltoluene</a>, ethylanilines, 1,4-hexadiene, and <a href="/wiki/Aluminium" title="Aluminium">aluminium</a> alkyls. Products of these intermediates include <a href="/wiki/Polystyrene" title="Polystyrene">polystyrene</a>, <a href="/wiki/Saturated_and_unsaturated_compounds" title="Saturated and unsaturated compounds">unsaturated</a> <a href="/wiki/Polyester" title="Polyester">polyesters</a> and ethylene-propylene <a href="/wiki/Copolymer" title="Copolymer">terpolymers</a>.<sup id="cite_ref-Keystone_17-1" class="reference"><a href="#cite_note-Keystone-17"><span class="cite-bracket">[</span>17<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Oxo_reaction">Oxo reaction</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Ethylene&action=edit&section=7" title="Edit section: Oxo reaction"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>The <a href="/wiki/Hydroformylation" title="Hydroformylation">hydroformylation</a> (oxo reaction) of ethylene results in <a href="/wiki/Propionaldehyde" title="Propionaldehyde">propionaldehyde</a>, a precursor to <a href="/wiki/Propionic_acid" title="Propionic acid">propionic acid</a> and <a href="/wiki/N-propyl_alcohol" class="mw-redirect" title="N-propyl alcohol">n-propyl alcohol</a>.<sup id="cite_ref-Keystone_17-2" class="reference"><a href="#cite_note-Keystone-17"><span class="cite-bracket">[</span>17<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Hydration">Hydration</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Ethylene&action=edit&section=8" title="Edit section: Hydration"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Ethylene has long represented the major nonfermentative precursor to <a href="/wiki/Ethanol" title="Ethanol">ethanol</a>. The original method entailed its conversion to <a href="/wiki/Diethyl_sulfate" title="Diethyl sulfate">diethyl sulfate</a>, followed by hydrolysis. The main method practiced since the mid-1990s is the direct hydration of ethylene catalyzed by <a href="/wiki/Solid_acid_catalyst" class="mw-redirect" title="Solid acid catalyst">solid acid catalysts</a>:<sup id="cite_ref-18" class="reference"><a href="#cite_note-18"><span class="cite-bracket">[</span>18<span class="cite-bracket">]</span></a></sup> </p> <dl><dd>C<sub>2</sub>H<sub>4</sub> + H<sub>2</sub>O → CH<sub>3</sub>CH<sub>2</sub>OH</dd></dl> <div class="mw-heading mw-heading3"><h3 id="Dimerization_to_butenes">Dimerization to butenes</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Ethylene&action=edit&section=9" title="Edit section: Dimerization to butenes"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Ethylene is <a href="/wiki/Dimer_(chemistry)" class="mw-redirect" title="Dimer (chemistry)">dimerized</a> by <a href="/wiki/Hydrovinylation" title="Hydrovinylation">hydrovinylation</a> to give <i>n</i>-butenes using processes licensed by Lummus or <a href="/wiki/French_Institute_of_Petroleum" title="French Institute of Petroleum">IFP</a>. The Lummus process produces mixed <i>n</i>-butenes (primarily <a href="/wiki/2-butene" class="mw-redirect" title="2-butene">2-butenes</a>) while the IFP process produces <a href="/wiki/1-butene" class="mw-redirect" title="1-butene">1-butene</a>. 1-Butene is used as a <a href="/wiki/Comonomer" title="Comonomer">comonomer</a> in the production of certain kinds of <a href="/wiki/Polyethylene" title="Polyethylene">polyethylene</a>.<sup id="cite_ref-19" class="reference"><a href="#cite_note-19"><span class="cite-bracket">[</span>19<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Fruit_and_flowering">Fruit and flowering</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Ethylene&action=edit&section=10" title="Edit section: Fruit and flowering"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236090951"><div role="note" class="hatnote navigation-not-searchable">Main article: <a href="/wiki/Ethylene_(plant_hormone)" title="Ethylene (plant hormone)">Ethylene (plant hormone)</a></div> <p>Ethylene is a hormone that affects the ripening and flowering of many plants. It is widely used to control freshness in <a href="/wiki/Horticulture" title="Horticulture">horticulture</a> and <a href="/wiki/Fruit" title="Fruit">fruits</a>.<sup id="cite_ref-20" class="reference"><a href="#cite_note-20"><span class="cite-bracket">[</span>20<span class="cite-bracket">]</span></a></sup> The scrubbing of naturally occurring ethylene delays ripening.<sup id="cite_ref-21" class="reference"><a href="#cite_note-21"><span class="cite-bracket">[</span>21<span class="cite-bracket">]</span></a></sup> Adsorption of ethylene by nets coated in <a href="/wiki/Titanium_dioxide" title="Titanium dioxide">titanium dioxide</a> gel has also been shown to be effective.<sup id="cite_ref-22" class="reference"><a href="#cite_note-22"><span class="cite-bracket">[</span>22<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Niche_uses">Niche uses</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Ethylene&action=edit&section=11" title="Edit section: Niche uses"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>An example of a niche use is as an <a href="/wiki/Anesthesiology" title="Anesthesiology">anesthetic agent</a> (in an 85% ethylene/15% oxygen ratio).<sup id="cite_ref-23" class="reference"><a href="#cite_note-23"><span class="cite-bracket">[</span>23<span class="cite-bracket">]</span></a></sup> Another use is as a welding gas.<sup id="cite_ref-inchem_13-2" class="reference"><a href="#cite_note-inchem-13"><span class="cite-bracket">[</span>13<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-calibulletin_24-0" class="reference"><a href="#cite_note-calibulletin-24"><span class="cite-bracket">[</span>24<span class="cite-bracket">]</span></a></sup> It is also used as a refrigerant gas for low temperature applications under the name R-1150.<sup id="cite_ref-25" class="reference"><a href="#cite_note-25"><span class="cite-bracket">[</span>25<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Production">Production</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Ethylene&action=edit&section=12" title="Edit section: Production"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Global ethylene production was 107 million tonnes in 2005,<sup id="cite_ref-cenews_9-1" class="reference"><a href="#cite_note-cenews-9"><span class="cite-bracket">[</span>9<span class="cite-bracket">]</span></a></sup> 109 million tonnes in 2006,<sup id="cite_ref-26" class="reference"><a href="#cite_note-26"><span class="cite-bracket">[</span>26<span class="cite-bracket">]</span></a></sup> 138 million tonnes in 2010, and 141 million tonnes in 2011.<sup id="cite_ref-27" class="reference"><a href="#cite_note-27"><span class="cite-bracket">[</span>27<span class="cite-bracket">]</span></a></sup> By 2013, ethylene was produced by at least 117 companies in 32 countries. To meet the ever-increasing demand for ethylene, sharp increases in production facilities are added globally, particularly in the <a href="/wiki/Mideast" class="mw-redirect" title="Mideast">Mideast</a> and in <a href="/wiki/China" title="China">China</a>.<sup id="cite_ref-Ceresana_28-0" class="reference"><a href="#cite_note-Ceresana-28"><span class="cite-bracket">[</span>28<span class="cite-bracket">]</span></a></sup> Production <a href="/wiki/Greenhouse_gas_emissions" title="Greenhouse gas emissions">emits greenhouse gas</a>, namely significant amounts of carbon dioxide.<sup id="cite_ref-29" class="reference"><a href="#cite_note-29"><span class="cite-bracket">[</span>29<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Industrial_process">Industrial process</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Ethylene&action=edit&section=13" title="Edit section: Industrial process"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Ethylene is produced by several methods in the <a href="/wiki/Petrochemical_industry" title="Petrochemical industry">petrochemical industry</a>. A primary method is <a href="/wiki/Steam_cracking" title="Steam cracking">steam cracking</a> (SC) where hydrocarbons and steam are heated to 750–950 °C. This process converts large hydrocarbons into smaller ones and introduces unsaturation. When <a href="/wiki/Ethane" title="Ethane">ethane</a> is the feedstock, ethylene is the product. Ethylene is separated from the resulting mixture by repeated <a href="/wiki/Compression_(physical)" class="mw-redirect" title="Compression (physical)">compression</a> and <a href="/wiki/Distillation" title="Distillation">distillation</a>.<sup id="cite_ref-Keystone_17-3" class="reference"><a href="#cite_note-Keystone-17"><span class="cite-bracket">[</span>17<span class="cite-bracket">]</span></a></sup> In Europe and Asia, ethylene is obtained mainly from cracking naphtha, gasoil and condensates with the coproduction of propylene, C4 olefins and aromatics (pyrolysis gasoline).<sup id="cite_ref-30" class="reference"><a href="#cite_note-30"><span class="cite-bracket">[</span>30<span class="cite-bracket">]</span></a></sup> Other technologies employed for the production of ethylene include <a href="/wiki/Fischer-Tropsch_synthesis" class="mw-redirect" title="Fischer-Tropsch synthesis">Fischer-Tropsch synthesis</a> and <a href="/wiki/Methanol-to-olefin" class="mw-redirect" title="Methanol-to-olefin">methanol-to-olefins</a> (MTO).<sup id="cite_ref-31" class="reference"><a href="#cite_note-31"><span class="cite-bracket">[</span>31<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Laboratory_synthesis">Laboratory synthesis</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Ethylene&action=edit&section=14" title="Edit section: Laboratory synthesis"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Although of great value industrially, ethylene is rarely synthesized in the laboratory and is ordinarily purchased.<sup id="cite_ref-32" class="reference"><a href="#cite_note-32"><span class="cite-bracket">[</span>32<span class="cite-bracket">]</span></a></sup> It can be produced via dehydration of <a href="/wiki/Ethanol" title="Ethanol">ethanol</a> with <a href="/wiki/Sulfuric_acid" title="Sulfuric acid">sulfuric acid</a> or in the gas phase with <a href="/wiki/Aluminium_oxide" title="Aluminium oxide">aluminium oxide</a> or <a href="/wiki/Activated_alumina" title="Activated alumina">activated alumina</a>.<sup id="cite_ref-33" class="reference"><a href="#cite_note-33"><span class="cite-bracket">[</span>33<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Biosynthesis">Biosynthesis</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Ethylene&action=edit&section=15" title="Edit section: Biosynthesis"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Ethylene is produced from <a href="/wiki/Methionine" title="Methionine">methionine</a> in nature. The immediate precursor is <a href="/wiki/1-Aminocyclopropane-1-carboxylic_acid" title="1-Aminocyclopropane-1-carboxylic acid">1-aminocyclopropane-1-carboxylic acid</a>.<sup id="cite_ref-Yang_1984_34-0" class="reference"><a href="#cite_note-Yang_1984-34"><span class="cite-bracket">[</span>34<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Ligand">Ligand</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Ethylene&action=edit&section=16" title="Edit section: Ligand"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <figure class="mw-default-size mw-halign-right" typeof="mw:File/Thumb"><a href="/wiki/File:Rh2Cl2_C2H4_4.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/0/0f/Rh2Cl2_C2H4_4.svg/220px-Rh2Cl2_C2H4_4.svg.png" decoding="async" width="220" height="95" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/0/0f/Rh2Cl2_C2H4_4.svg/330px-Rh2Cl2_C2H4_4.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/0/0f/Rh2Cl2_C2H4_4.svg/440px-Rh2Cl2_C2H4_4.svg.png 2x" data-file-width="2198" data-file-height="953" /></a><figcaption><a href="/wiki/Chlorobis(ethylene)rhodium_dimer" title="Chlorobis(ethylene)rhodium dimer">Chlorobis(ethylene)rhodium dimer</a> is a well-studied complex of ethylene.<sup id="cite_ref-35" class="reference"><a href="#cite_note-35"><span class="cite-bracket">[</span>35<span class="cite-bracket">]</span></a></sup></figcaption></figure> <p>Ethylene is a fundamental <a href="/wiki/Ligand" title="Ligand">ligand</a> in <a href="/wiki/Transition_metal_alkene_complexes" class="mw-redirect" title="Transition metal alkene complexes">transition metal alkene complexes</a>. One of the first organometallic compounds, <a href="/wiki/Zeise%27s_salt" title="Zeise's salt">Zeise's salt</a> is a complex of ethylene. Useful reagents containing ethylene include Pt(PPh<sub>3</sub>)<sub>2</sub>(C<sub>2</sub>H<sub>4</sub>) and Rh<sub>2</sub>Cl<sub>2</sub>(C<sub>2</sub>H<sub>4</sub>)<sub>4</sub>. The Rh-catalysed <a href="/wiki/Hydroformylation" title="Hydroformylation">hydroformylation</a> of ethylene is conducted on an industrial scale to provide <a href="/wiki/Propionaldehyde" title="Propionaldehyde">propionaldehyde</a>.<sup id="cite_ref-36" class="reference"><a href="#cite_note-36"><span class="cite-bracket">[</span>36<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="History">History</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Ethylene&action=edit&section=17" title="Edit section: History"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Some geologists and scholars believe that the famous Greek Oracle at <a href="/wiki/Delphi" title="Delphi">Delphi</a> (the <a href="/wiki/Pythia" title="Pythia">Pythia</a>) went into her trance-like state as an effect of ethylene rising from ground faults.<sup id="cite_ref-Roach_37-0" class="reference"><a href="#cite_note-Roach-37"><span class="cite-bracket">[</span>37<span class="cite-bracket">]</span></a></sup> </p><p>Ethylene appears to have been discovered by <a href="/wiki/Johann_Joachim_Becher" title="Johann Joachim Becher">Johann Joachim Becher</a>, who obtained it by heating <a href="/wiki/Ethanol" title="Ethanol">ethanol</a> with sulfuric acid;<sup id="cite_ref-38" class="reference"><a href="#cite_note-38"><span class="cite-bracket">[</span>38<span class="cite-bracket">]</span></a></sup> he mentioned the gas in his <i>Physica Subterranea</i> (1669).<sup id="cite_ref-39" class="reference"><a href="#cite_note-39"><span class="cite-bracket">[</span>39<span class="cite-bracket">]</span></a></sup> <a href="/wiki/Joseph_Priestley" title="Joseph Priestley">Joseph Priestley</a> also mentions the gas in his <i>Experiments and observations relating to the various branches of natural philosophy: with a continuation of the observations on air</i> (1779), where he reports that <a href="/wiki/Jan_Ingenhousz" title="Jan Ingenhousz">Jan Ingenhousz</a> saw ethylene synthesized in the same way by a Mr. Enée in Amsterdam in 1777 and that Ingenhousz subsequently produced the gas himself.<sup id="cite_ref-40" class="reference"><a href="#cite_note-40"><span class="cite-bracket">[</span>40<span class="cite-bracket">]</span></a></sup> The properties of ethylene were studied in 1795 by four <a href="/wiki/Netherlands" title="Netherlands">Dutch</a> chemists, Johann Rudolph Deimann, Adrien Paets van Troostwyck, Anthoni Lauwerenburgh and Nicolas Bondt, who found that it differed from <a href="/wiki/Hydrogen" title="Hydrogen">hydrogen</a> gas and that it contained both carbon and hydrogen.<sup id="cite_ref-41" class="reference"><a href="#cite_note-41"><span class="cite-bracket">[</span>41<span class="cite-bracket">]</span></a></sup> This group also discovered that ethylene could be combined with <a href="/wiki/Chlorine" title="Chlorine">chlorine</a> to produce the <i>Dutch oil</i>, <a href="/wiki/1,2-Dichloroethane" title="1,2-Dichloroethane">1,2-dichloroethane</a>; this discovery gave ethylene the name used for it at that time, <i>olefiant gas</i> (oil-making gas.)<sup id="cite_ref-42" class="reference"><a href="#cite_note-42"><span class="cite-bracket">[</span>42<span class="cite-bracket">]</span></a></sup> The term olefiant gas is in turn the etymological origin of the modern word "olefin", the class of hydrocarbons in which ethylene is the first member.<sup class="noprint Inline-Template Template-Fact" style="white-space:nowrap;">[<i><a href="/wiki/Wikipedia:Citation_needed" title="Wikipedia:Citation needed"><span title="This claim needs references to reliable sources. (January 2021)">citation needed</span></a></i>]</sup> </p><p>In the mid-19th century, the suffix <i>-ene</i> (an Ancient Greek root added to the end of female names meaning "daughter of") was widely used to refer to a molecule or part thereof that contained one fewer hydrogen atoms than the molecule being modified. Thus, <i>ethylene</i> (<span class="chemf nowrap">C<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline"></sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">2</sub></span></span>H<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline"></sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">4</sub></span></span></span>) was the "daughter of <a href="/wiki/Ethyl_group" title="Ethyl group">ethyl</a>" (<span class="chemf nowrap">C<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline"></sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">2</sub></span></span>H<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline"></sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">5</sub></span></span></span>). The name ethylene was used in this sense as early as 1852.<sup id="cite_ref-43" class="reference"><a href="#cite_note-43"><span class="cite-bracket">[</span>43<span class="cite-bracket">]</span></a></sup> </p><p>In 1866, the <a href="/wiki/Germany" title="Germany">German</a> chemist <a href="/wiki/August_Wilhelm_von_Hofmann" title="August Wilhelm von Hofmann">August Wilhelm von Hofmann</a> proposed a system of hydrocarbon nomenclature in which the suffixes -ane, -ene, -ine, -one, and -une were used to denote the hydrocarbons with 0, 2, 4, 6, and 8 fewer hydrogens than their parent <a href="/wiki/Alkane" title="Alkane">alkane</a>.<sup id="cite_ref-44" class="reference"><a href="#cite_note-44"><span class="cite-bracket">[</span>44<span class="cite-bracket">]</span></a></sup> In this system, ethylene became <i>ethene</i>. Hofmann's system eventually became the basis for the Geneva nomenclature approved by the International Congress of Chemists in 1892, which remains at the core of the <a href="/wiki/IUPAC" class="mw-redirect" title="IUPAC">IUPAC</a> nomenclature. However, by that time, the name ethylene was deeply entrenched, and it remains in wide use today, especially in the chemical industry. </p><p>Following experimentation by Luckhardt, Crocker, and Carter at the University of Chicago,<sup id="cite_ref-45" class="reference"><a href="#cite_note-45"><span class="cite-bracket">[</span>45<span class="cite-bracket">]</span></a></sup> ethylene was used as an anesthetic.<sup id="cite_ref-46" class="reference"><a href="#cite_note-46"><span class="cite-bracket">[</span>46<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-UllmannEthylene_7-1" class="reference"><a href="#cite_note-UllmannEthylene-7"><span class="cite-bracket">[</span>7<span class="cite-bracket">]</span></a></sup> It remained in use through the 1940s use even while chloroform was being phased out. Its pungent odor and its explosive nature limit its use today.<sup id="cite_ref-47" class="reference"><a href="#cite_note-47"><span class="cite-bracket">[</span>47<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Nomenclature">Nomenclature</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Ethylene&action=edit&section=18" title="Edit section: Nomenclature"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>The 1979 IUPAC nomenclature rules made an exception for retaining the non-systematic name <i>ethylene</i>;<sup id="cite_ref-48" class="reference"><a href="#cite_note-48"><span class="cite-bracket">[</span>48<span class="cite-bracket">]</span></a></sup> however, this decision was reversed in the 1993 rules,<sup id="cite_ref-49" class="reference"><a href="#cite_note-49"><span class="cite-bracket">[</span>49<span class="cite-bracket">]</span></a></sup> and it remains unchanged in the newest 2013 recommendations,<sup id="cite_ref-50" class="reference"><a href="#cite_note-50"><span class="cite-bracket">[</span>50<span class="cite-bracket">]</span></a></sup> so the IUPAC name is now <i>ethene</i>. In the IUPAC system, the name <i>ethylene</i> is reserved for the <a href="/wiki/Divalent" class="mw-redirect" title="Divalent">divalent</a> group -CH<sub>2</sub>CH<sub>2</sub>-. Hence, names like <i>ethylene oxide</i> and <i>ethylene dibromide</i> are permitted, but the use of the name <i>ethylene</i> for the two-carbon alkene is not. Nevertheless, use of the name <i>ethylene</i> for H<sub>2</sub>C=CH<sub>2</sub> (and propylene for H<sub>2</sub>C=CHCH<sub>3</sub>) is still prevalent among chemists in North America.<sup id="cite_ref-51" class="reference"><a href="#cite_note-51"><span class="cite-bracket">[</span>51<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Greenhouse_gas_emissions">Greenhouse gas emissions</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Ethylene&action=edit&section=19" title="Edit section: Greenhouse gas emissions"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>"A key factor affecting petrochemicals life-cycle emissions is the methane intensity of feedstocks, especially in the production segment."<sup id="cite_ref-52" class="reference"><a href="#cite_note-52"><span class="cite-bracket">[</span>52<span class="cite-bracket">]</span></a></sup> Emissions from cracking of naptha and natural gas (common in the US as gas is cheap there) depend a lot on the source of energy (for example gas burnt to provide high temperatures<sup id="cite_ref-53" class="reference"><a href="#cite_note-53"><span class="cite-bracket">[</span>53<span class="cite-bracket">]</span></a></sup>) but that from naptha is certainly more per kg of feedstock.<sup id="cite_ref-COMET_54-0" class="reference"><a href="#cite_note-COMET-54"><span class="cite-bracket">[</span>54<span class="cite-bracket">]</span></a></sup> Both steam cracking and production from natural gas via ethane are estimated to emit 1.8 to 2kg of CO2 per kg ethylene produced,<sup id="cite_ref-55" class="reference"><a href="#cite_note-55"><span class="cite-bracket">[</span>55<span class="cite-bracket">]</span></a></sup> totalling over 260 million tonnes a year.<sup id="cite_ref-56" class="reference"><a href="#cite_note-56"><span class="cite-bracket">[</span>56<span class="cite-bracket">]</span></a></sup> This is more than all other manufactured chemicals except cement and ammonia.<sup id="cite_ref-57" class="reference"><a href="#cite_note-57"><span class="cite-bracket">[</span>57<span class="cite-bracket">]</span></a></sup> According to a 2022 report using renewable or nuclear energy could cut emissions by almost half.<sup id="cite_ref-COMET_54-1" class="reference"><a href="#cite_note-COMET-54"><span class="cite-bracket">[</span>54<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Safety">Safety</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Ethylene&action=edit&section=20" title="Edit section: Safety"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Like all hydrocarbons, ethylene is a combustible <a href="/wiki/Asphyxiant_gas" title="Asphyxiant gas">asphyxiant</a>. It is listed as an <a href="/wiki/International_Agency_for_Research_on_Cancer" title="International Agency for Research on Cancer">IARC</a> <a href="/wiki/IARC_Group_3" class="mw-redirect" title="IARC Group 3">group 3 agent</a>, since there is no current evidence that it causes cancer in humans.<sup id="cite_ref-58" class="reference"><a href="#cite_note-58"><span class="cite-bracket">[</span>58<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="See_also">See also</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Ethylene&action=edit&section=21" title="Edit section: See also"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <ul><li><a href="/wiki/RediRipe" title="RediRipe">RediRipe</a>, an ethylene detector for fruits.</li></ul> <div class="mw-heading mw-heading2"><h2 id="References">References</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Ethylene&action=edit&section=22" title="Edit section: References"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <style data-mw-deduplicate="TemplateStyles:r1239543626">.mw-parser-output .reflist{margin-bottom:0.5em;list-style-type:decimal}@media screen{.mw-parser-output .reflist{font-size:90%}}.mw-parser-output .reflist .references{font-size:100%;margin-bottom:0;list-style-type:inherit}.mw-parser-output .reflist-columns-2{column-width:30em}.mw-parser-output .reflist-columns-3{column-width:25em}.mw-parser-output .reflist-columns{margin-top:0.3em}.mw-parser-output .reflist-columns ol{margin-top:0}.mw-parser-output .reflist-columns li{page-break-inside:avoid;break-inside:avoid-column}.mw-parser-output .reflist-upper-alpha{list-style-type:upper-alpha}.mw-parser-output .reflist-upper-roman{list-style-type:upper-roman}.mw-parser-output .reflist-lower-alpha{list-style-type:lower-alpha}.mw-parser-output .reflist-lower-greek{list-style-type:lower-greek}.mw-parser-output .reflist-lower-roman{list-style-type:lower-roman}</style><div class="reflist reflist-columns references-column-width" style="column-width: 35em;"> <ol class="references"> <li id="cite_note-1"><span class="mw-cite-backlink"><b><a href="#cite_ref-1">^</a></b></span> <span class="reference-text"><style data-mw-deduplicate="TemplateStyles:r1238218222">.mw-parser-output cite.citation{font-style:inherit;word-wrap:break-word}.mw-parser-output .citation q{quotes:"\"""\"""'""'"}.mw-parser-output .citation:target{background-color:rgba(0,127,255,0.133)}.mw-parser-output .id-lock-free.id-lock-free a{background:url("//upload.wikimedia.org/wikipedia/commons/6/65/Lock-green.svg")right 0.1em center/9px no-repeat}.mw-parser-output .id-lock-limited.id-lock-limited a,.mw-parser-output .id-lock-registration.id-lock-registration a{background:url("//upload.wikimedia.org/wikipedia/commons/d/d6/Lock-gray-alt-2.svg")right 0.1em center/9px no-repeat}.mw-parser-output .id-lock-subscription.id-lock-subscription a{background:url("//upload.wikimedia.org/wikipedia/commons/a/aa/Lock-red-alt-2.svg")right 0.1em center/9px no-repeat}.mw-parser-output .cs1-ws-icon a{background:url("//upload.wikimedia.org/wikipedia/commons/4/4c/Wikisource-logo.svg")right 0.1em center/12px no-repeat}body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-free a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-limited a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-registration a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-subscription a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .cs1-ws-icon a{background-size:contain;padding:0 1em 0 0}.mw-parser-output .cs1-code{color:inherit;background:inherit;border:none;padding:inherit}.mw-parser-output .cs1-hidden-error{display:none;color:var(--color-error,#d33)}.mw-parser-output .cs1-visible-error{color:var(--color-error,#d33)}.mw-parser-output .cs1-maint{display:none;color:#085;margin-left:0.3em}.mw-parser-output .cs1-kern-left{padding-left:0.2em}.mw-parser-output .cs1-kern-right{padding-right:0.2em}.mw-parser-output .citation .mw-selflink{font-weight:inherit}@media screen{.mw-parser-output .cs1-format{font-size:95%}html.skin-theme-clientpref-night .mw-parser-output .cs1-maint{color:#18911f}}@media screen and (prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .cs1-maint{color:#18911f}}</style><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://pubchem.ncbi.nlm.nih.gov/compound/6325#section=IUPAC-Name&fullscreen=true">"Ethylene"</a>. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20231008084336/https://pubchem.ncbi.nlm.nih.gov/compound/6325#section=IUPAC-Name&fullscreen=true">Archived</a> from the original on 2023-10-08<span class="reference-accessdate">. Retrieved <span class="nowrap">2021-05-27</span></span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=unknown&rft.btitle=Ethylene&rft_id=https%3A%2F%2Fpubchem.ncbi.nlm.nih.gov%2Fcompound%2F6325%23section%3DIUPAC-Name%26fullscreen%3Dtrue&rfr_id=info%3Asid%2Fen.wikipedia.org%3AEthylene" class="Z3988"></span></span> </li> <li id="cite_note-GESTIS-2"><span class="mw-cite-backlink"><b><a href="#cite_ref-GESTIS_2-0">^</a></b></span> <span class="reference-text"><a rel="nofollow" class="external text" href="https://gestis.dguv.de/data?name=012710&lang=en">Record of <i>Ethylene</i></a> in the <a href="/wiki/GESTIS_Substance_Database" title="GESTIS Substance Database">GESTIS Substance Database</a> of the <a href="/wiki/Institute_for_Occupational_Safety_and_Health_of_the_German_Social_Accident_Insurance" title="Institute for Occupational Safety and Health of the German Social Accident Insurance">Institute for Occupational Safety and Health</a>, accessed on 25 October 2007. </span> </li> <li id="cite_note-JPhysChem1966-3"><span class="mw-cite-backlink"><b><a href="#cite_ref-JPhysChem1966_3-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFMcAuliffe,_C.1966" class="citation journal cs1">McAuliffe, C. (1966). "Solubility in Water of Paraffin, Cycloparaffin, Olefin, Acetylene, Cycloolefin, and Aromatic Hydrocarbons". <i>Journal of Physical Chemistry</i>. <b>70</b> (4): 1267–1275. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1021%2Fj100876a049">10.1021/j100876a049</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Journal+of+Physical+Chemistry&rft.atitle=Solubility+in+Water+of+Paraffin%2C+Cycloparaffin%2C+Olefin%2C+Acetylene%2C+Cycloolefin%2C+and+Aromatic+Hydrocarbons&rft.volume=70&rft.issue=4&rft.pages=1267-1275&rft.date=1966&rft_id=info%3Adoi%2F10.1021%2Fj100876a049&rft.au=McAuliffe%2C+C.&rfr_id=info%3Asid%2Fen.wikipedia.org%3AEthylene" class="Z3988"></span></span> </li> <li id="cite_note-neilands-4"><span class="mw-cite-backlink">^ <a href="#cite_ref-neilands_4-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-neilands_4-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-neilands_4-2"><sup><i><b>c</b></i></sup></a></span> <span class="reference-text">Neiland, O. Ya. (1990) <i>Органическая химия: Учебник для хим. спец. вузов</i>. Moscow. Vysshaya Shkola. p. 128.</span> </li> <li id="cite_note-Kestin1977-5"><span class="mw-cite-backlink"><b><a href="#cite_ref-Kestin1977_5-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFKestinKhalifaWakeham1977" class="citation journal cs1">Kestin J, Khalifa HE, Wakeham WA (1977). "The viscosity of five gaseous hydrocarbons". <i>The Journal of Chemical Physics</i>. <b>66</b> (3): 1132–1134. <a href="/wiki/Bibcode_(identifier)" class="mw-redirect" title="Bibcode (identifier)">Bibcode</a>:<a rel="nofollow" class="external text" href="https://ui.adsabs.harvard.edu/abs/1977JChPh..66.1132K">1977JChPh..66.1132K</a>. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1063%2F1.434048">10.1063/1.434048</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=The+Journal+of+Chemical+Physics&rft.atitle=The+viscosity+of+five+gaseous+hydrocarbons&rft.volume=66&rft.issue=3&rft.pages=1132-1134&rft.date=1977&rft_id=info%3Adoi%2F10.1063%2F1.434048&rft_id=info%3Abibcode%2F1977JChPh..66.1132K&rft.aulast=Kestin&rft.aufirst=J&rft.au=Khalifa%2C+HE&rft.au=Wakeham%2C+WA&rfr_id=info%3Asid%2Fen.wikipedia.org%3AEthylene" class="Z3988"></span></span> </li> <li id="cite_note-6"><span class="mw-cite-backlink"><b><a href="#cite_ref-6">^</a></b></span> <span class="reference-text"><a rel="nofollow" class="external text" href="http://cameochemicals.noaa.gov/chemical/8655">ETHYLENE | CAMEO Chemicals | NOAA</a> <a rel="nofollow" class="external text" href="https://web.archive.org/web/20150402200815/http://cameochemicals.noaa.gov/chemical/8655">Archived</a> 2015-04-02 at the <a href="/wiki/Wayback_Machine" title="Wayback Machine">Wayback Machine</a>. Cameochemicals.noaa.gov. Retrieved on 2016-04-24.</span> </li> <li id="cite_note-UllmannEthylene-7"><span class="mw-cite-backlink">^ <a href="#cite_ref-UllmannEthylene_7-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-UllmannEthylene_7-1"><sup><i><b>b</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFZimmermannWalz2008" class="citation book cs1">Zimmermann H, Walz R (2008). "Ethylene". <i>Ullmann's Encyclopedia of Industrial Chemistry</i>. 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Retrieved <span class="nowrap">19 June</span> 2016</span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=www.researchandmarkets.com&rft.atitle=The+Ethylene+Technology+Report+2016+-+Research+and+Markets&rft.au=Research+and+Markets&rft_id=http%3A%2F%2Fwww.researchandmarkets.com%2Fresearch%2F2xl4dr%2Fthe_ethylene&rfr_id=info%3Asid%2Fen.wikipedia.org%3AEthylene" class="Z3988"></span></span> </li> <li id="cite_note-cenews-9"><span class="mw-cite-backlink">^ <a href="#cite_ref-cenews_9-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-cenews_9-1"><sup><i><b>b</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation journal cs1">"Production: Growth is the Norm". <i>Chemical and Engineering News</i>. <b>84</b> (28): 59–236. 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February 2022. p. 8. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20240229165356/https://ccsi.columbia.edu/sites/default/files/content/COMET-making-plastics-emissions-transparent.pdf">Archived</a> <span class="cs1-format">(PDF)</span> from the original on 2024-02-29<span class="reference-accessdate">. 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navbox-even hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Dehydrohalogenation" title="Dehydrohalogenation">Dehydrohalogenation</a> from <a href="/wiki/Haloalkane" title="Haloalkane">haloalkane</a></li> <li><a href="/wiki/Dehydration_reaction" title="Dehydration reaction">Dehydration reaction</a> from <a href="/wiki/Alcohol_(chemistry)" title="Alcohol (chemistry)">alcohol</a></li> <li><a href="/wiki/Semihydrogenation" class="mw-redirect" title="Semihydrogenation">Semihydrogenation</a> from <a href="/wiki/Alkyne" title="Alkyne">alkyne</a></li> <li><a href="/wiki/Bamford%E2%80%93Stevens_reaction" title="Bamford–Stevens reaction">Bamford–Stevens reaction</a></li> <li><a href="/wiki/Barton%E2%80%93Kellogg_reaction" title="Barton–Kellogg reaction">Barton–Kellogg reaction</a></li> <li><a href="/wiki/Boord_olefin_synthesis" title="Boord olefin synthesis">Boord olefin synthesis</a></li> <li><a href="/wiki/Chugaev_elimination" title="Chugaev elimination">Chugaev elimination</a></li> <li><a href="/wiki/Cope_reaction" title="Cope reaction">Cope reaction</a></li> <li><a href="/wiki/Corey%E2%80%93Winter_olefin_synthesis" title="Corey–Winter olefin synthesis">Corey–Winter olefin synthesis</a></li> <li><a href="/wiki/Grieco_elimination" title="Grieco elimination">Grieco elimination</a></li> <li><a href="/wiki/Hofmann_elimination" title="Hofmann elimination">Hofmann elimination</a></li> <li><a href="/wiki/Horner%E2%80%93Wadsworth%E2%80%93Emmons_reaction" title="Horner–Wadsworth–Emmons reaction">Horner–Wadsworth–Emmons reaction</a></li> <li><a href="/wiki/Hydrazone_iodination" title="Hydrazone iodination">Hydrazone iodination</a></li> <li><a href="/wiki/Julia_olefination" title="Julia olefination">Julia olefination</a></li> <li><a href="/wiki/Kauffmann_olefination" title="Kauffmann olefination">Kauffmann olefination</a></li> <li><a href="/wiki/McMurry_reaction" title="McMurry reaction">McMurry reaction</a></li> <li><a href="/wiki/Peterson_olefination" title="Peterson olefination">Peterson olefination</a></li> <li><a href="/wiki/Ramberg%E2%80%93B%C3%A4cklund_reaction" title="Ramberg–Bäcklund reaction">Ramberg–Bäcklund reaction</a></li> <li><a href="/wiki/Shapiro_reaction" title="Shapiro reaction">Shapiro reaction</a></li> <li><a href="/wiki/Takai_olefination" title="Takai olefination">Takai olefination</a></li> <li><a href="/wiki/Wittig_reaction" title="Wittig reaction">Wittig reaction</a></li> <li><a href="/wiki/Olefin_metathesis" title="Olefin metathesis">Olefin metathesis</a></li> <li><a href="/wiki/Ene_reaction" title="Ene reaction">Ene reaction</a></li> <li><a href="/wiki/Cope_rearrangement" title="Cope rearrangement">Cope rearrangement</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Reactions</th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Hydrogenation" title="Hydrogenation">Hydrogenation</a></li> <li><a href="/wiki/Halogenation" title="Halogenation">Halogenation</a></li> <li><a href="/wiki/Hydration_reaction" title="Hydration reaction">Hydration</a></li> <li><a href="/wiki/Electrophilic_addition" title="Electrophilic addition">Electrophilic addition</a></li> <li><a href="/wiki/Oxymercuration_reaction" title="Oxymercuration reaction">Oxymercuration reaction</a></li> <li><a href="/wiki/Hydroboration" title="Hydroboration">Hydroboration</a></li> <li><a href="/wiki/Cyclopropanation" title="Cyclopropanation">Cyclopropanation</a></li> <li><a href="/wiki/Epoxidation" class="mw-redirect" title="Epoxidation">Epoxidation</a></li> <li><a href="/wiki/Dihydroxylation" title="Dihydroxylation">Dihydroxylation</a></li> <li><a href="/wiki/Ozonolysis" title="Ozonolysis">Ozonolysis</a></li> <li><a href="/wiki/Hydrohalogenation" title="Hydrohalogenation">Hydrohalogenation</a></li> <li><a href="/wiki/Polymerization" title="Polymerization">Polymerization</a></li> <li><a href="/wiki/Diels%E2%80%93Alder_reaction" title="Diels–Alder reaction">Diels–Alder reaction</a></li> <li><a href="/wiki/Wacker_process" title="Wacker process">Wacker process</a></li> <li><a href="/wiki/Dehydrogenation" title="Dehydrogenation">Dehydrogenation</a></li> <li><a href="/wiki/Ene_reaction" title="Ene reaction">Ene reaction</a></li> <li><a href="/wiki/Friedel-Crafts_Alkylation" class="mw-redirect" title="Friedel-Crafts Alkylation">Friedel-Crafts Alkylation</a></li></ul> </div></td></tr></tbody></table></div> <div class="navbox-styles"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236075235"><style data-mw-deduplicate="TemplateStyles:r886047488">.mw-parser-output .nobold{font-weight:normal}</style><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r886047488"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r886047488"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r886047488"></div><div role="navigation" class="navbox" aria-labelledby="Functional_groups" style="padding:3px"><table class="nowraplinks hlist mw-collapsible mw-collapsed navbox-inner" style="border-spacing:0;background:transparent;color:inherit"><tbody><tr><th scope="col" class="navbox-title" colspan="2"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239400231"><div class="navbar plainlinks hlist navbar-mini"><ul><li class="nv-view"><a href="/wiki/Template:Functional_groups" title="Template:Functional groups"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Functional_groups" title="Template talk:Functional groups"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Functional_groups" title="Special:EditPage/Template:Functional groups"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Functional_groups" style="font-size:114%;margin:0 4em"><a href="/wiki/Functional_group" title="Functional group">Functional groups</a></div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Hydrocarbon" title="Hydrocarbon">Hydrocarbons</a> <br /><span class="nobold">(only C and H)</span></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Alkyl" class="mw-redirect" title="Alkyl">Alkyl</a> <ul><li><a href="/wiki/Methyl_group" title="Methyl group">Methyl</a></li> <li><a href="/wiki/Ethyl_group" title="Ethyl group">Ethyl</a></li> <li><a href="/wiki/Propyl_group" title="Propyl group">Propyl</a></li> <li><a href="/wiki/Cyclopropyl" class="mw-redirect" title="Cyclopropyl">Cyclopropyl</a></li> <li><a href="/wiki/Butyl_group" title="Butyl group">Butyl</a></li> <li><a href="/wiki/Pentyl_group" title="Pentyl group">Pentyl</a></li></ul></li> <li><a href="/wiki/Methylene_group" title="Methylene group">Methylene</a> <ul><li><a href="/wiki/Methylene_bridge" title="Methylene bridge">Bridge</a></li> <li><a href="/wiki/Methine_group" title="Methine group">Methine</a></li></ul></li> <li><a href="/wiki/Alkene" title="Alkene">Alkene</a> <ul><li><a href="/wiki/Vinyl_group" title="Vinyl group">Vinyl</a></li> <li><a href="/wiki/Allyl_group" title="Allyl group">Allyl</a></li> <li><a href="/wiki/Propenyl" title="Propenyl">1-Propenyl</a></li> <li><a href="/wiki/Crotyl_group" title="Crotyl group">Crotyl</a></li> <li><a href="/wiki/Allenes" title="Allenes">Allene</a></li> <li><a href="/wiki/Cumulene" title="Cumulene">Cumulene</a></li></ul></li> <li><a href="/wiki/Aryl" class="mw-redirect" title="Aryl">Aryl</a> <ul><li><a href="/wiki/Phenyl_group" title="Phenyl group">Phenyl</a></li> <li><a href="/wiki/Benzyl_group" title="Benzyl group">Benzyl</a></li></ul></li> <li><a href="/wiki/Alkyne" title="Alkyne">Alkyne</a></li> <li><a href="/wiki/Carbene" title="Carbene">Carbene</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Only <a href="/wiki/Carbon" title="Carbon">carbon</a>, <br /><a href="/wiki/Hydrogen" title="Hydrogen">hydrogen</a>, <br />and <a href="/wiki/Oxygen" title="Oxygen">oxygen</a> <br /><span class="nobold">(only C, H and O)</span></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%">R-O-R</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Acetal" title="Acetal">Acetal</a></li> <li><a href="/wiki/Alcohol_(chemistry)" title="Alcohol (chemistry)">Alcohol</a></li> <li><a href="/wiki/Alkoxy_group" title="Alkoxy group">Alkoxy</a> <ul><li><a href="/wiki/Methoxy_group" title="Methoxy group">Methoxy</a></li></ul></li> <li><a href="/wiki/Ether" title="Ether">Ether</a> <ul><li><a href="/wiki/Enol_ether" title="Enol ether">Enol ether</a></li> <li><a href="/wiki/Epoxide" title="Epoxide">Epoxide</a></li></ul></li> <li><a href="/wiki/Organic_peroxides" title="Organic peroxides">Peroxy</a> <ul><li><a href="/wiki/Hydroperoxide" title="Hydroperoxide">Hydroperoxy</a></li> <li><a href="/wiki/Dioxirane" title="Dioxirane">Dioxiranes</a></li></ul></li> <li><a href="/wiki/Ethylenedioxy" title="Ethylenedioxy">Ethylenedioxy</a></li> <li><a href="/wiki/Methylenedioxy" title="Methylenedioxy">Methylenedioxy</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Carbonyl_group" title="Carbonyl group">carbonyl</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Acyl_group" title="Acyl group">Acyl</a> <ul><li><a href="/wiki/Acetyl_group" title="Acetyl group">Acetyl</a></li> <li><a href="/wiki/Acryloyl_group" class="mw-redirect" title="Acryloyl group">Acryloyl</a></li> <li><a href="/wiki/Benzoyl_group" title="Benzoyl group">Benzoyl</a></li></ul></li> <li><a href="/wiki/Aldehyde" title="Aldehyde">Aldehyde</a> <ul><li><a href="/wiki/Ketene" title="Ketene">Ketene</a></li></ul></li> <li><a href="/wiki/Ketone" title="Ketone">Ketone</a></li> <li><a href="/wiki/Ynone" title="Ynone">Ynone</a></li> <li><a href="/wiki/Reductone" title="Reductone">Reductone</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">carboxy</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Carboxylic_acid" title="Carboxylic acid">Carboxyl</a> <ul><li><a href="/wiki/Acetoxy_group" title="Acetoxy group">Acetoxy</a></li> <li><a href="/wiki/Carboxylic_anhydride" class="mw-redirect" title="Carboxylic anhydride">Anhydride</a></li></ul></li> <li><a href="/wiki/Ester" title="Ester">Ester</a> <ul><li><a href="/wiki/Orthoester" class="mw-redirect" title="Orthoester">Orthoester</a></li></ul></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Only one <br />element, <br />not being <br />carbon, <br />hydrogen, <br />or oxygen <br /><span class="nobold">(one element, <br />not C, H or O)</span></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Nitrogen" title="Nitrogen">Nitrogen</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Amine" title="Amine">Amine</a> <ul><li><a href="/wiki/Enamine" title="Enamine">Enamine</a></li> <li><a href="/wiki/Quaternary_ammonium_cation" title="Quaternary ammonium cation">Ammonium</a></li></ul></li> <li><a href="/wiki/Hydrazines" title="Hydrazines">Hydrazo</a></li> <li><a href="/wiki/Nitrene" title="Nitrene">Nitrene</a></li> <li><a href="/wiki/Imine" title="Imine">Imine</a></li> <li><a href="/wiki/Oxime" title="Oxime">Oxime</a></li> <li><a href="/wiki/Hydrazone" title="Hydrazone">Hydrazone</a></li> <li><a href="/wiki/Azo_compound" title="Azo compound">Azo</a></li> <li><a href="/wiki/Amide_(functional_group)" title="Amide (functional group)">Amide</a></li> <li><a href="/wiki/Imidate" class="mw-redirect" title="Imidate">Imidate</a></li> <li><a href="/wiki/Amidine" title="Amidine">Amidine</a></li> <li><a href="/wiki/Carbamate" title="Carbamate">Carbamate</a></li> <li><a href="/wiki/Imide" title="Imide">Imide</a></li> <li><a href="/wiki/Nitrile" title="Nitrile">Nitrile</a></li> <li><a href="/wiki/Isocyanide" title="Isocyanide">Isonitrile</a></li> <li><a href="/wiki/Cyanate_ester" title="Cyanate ester">Cyanate</a></li> <li><a href="/wiki/Isocyanate" title="Isocyanate">Isocyanate</a></li> <li><a href="/wiki/Nitrate_ester" title="Nitrate ester">Nitrate</a></li> <li><a href="/wiki/Nitrite_ester" class="mw-redirect" title="Nitrite ester">Nitrite</a></li> <li><a href="/wiki/Nitro_compound" title="Nitro compound">Nitro</a></li> <li><a href="/wiki/Nitroso" title="Nitroso">Nitroso</a></li> <li><a href="/wiki/NONOate" title="NONOate">NONOate</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Phosphorus" title="Phosphorus">Phosphorus</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Organophosphate" title="Organophosphate">Phosphate</a> <ul><li><a href="/wiki/Phosphodiester" class="mw-redirect" title="Phosphodiester">Phosphodiester</a></li></ul></li> <li><a href="/wiki/Phosphonate" title="Phosphonate">Phosphonate</a> <ul><li><a href="/wiki/Phosphite_ester" title="Phosphite ester">Phosphite</a></li></ul></li> <li><a href="/wiki/Phosphonite" title="Phosphonite">Phosphonous</a></li> <li><a href="/wiki/Phosphinate" title="Phosphinate">Phosphinate</a></li> <li><a href="/wiki/Phosphine_oxide" title="Phosphine oxide">Phosphine oxide</a></li> <li><a href="/wiki/Organophosphine" title="Organophosphine">Phosphine</a> <ul><li><a href="/wiki/Phosphonium" title="Phosphonium">Phosphonium</a></li></ul></li> <li><a href="/wiki/Phosphaalkene" title="Phosphaalkene">Phosphaalkene</a></li> <li><a href="/wiki/Phosphaalkyne" title="Phosphaalkyne">Phosphaalkyne</a></li> <li><a href="/wiki/1-Phosphaallenes" title="1-Phosphaallenes">Phosphaallene</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Sulfur" title="Sulfur">Sulfur</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Thiol" title="Thiol">Thiol</a></li> <li><a href="/wiki/Sulfide_(organic)" class="mw-redirect" title="Sulfide (organic)">Sulfide</a> <ul><li><a href="/wiki/Sulfonium" title="Sulfonium">Sulfonium</a></li></ul></li> <li><a href="/wiki/Persulfide" title="Persulfide">Persulfide</a></li> <li><a href="/wiki/Disulfide" title="Disulfide">Disulfide</a></li> <li><a href="/wiki/Sulfenic_acid" title="Sulfenic acid">Sulfenic acid</a></li> <li><a href="/wiki/Thiosulfinate" title="Thiosulfinate">Thiosulfinate</a></li> <li><a href="/wiki/Sulfoxide" title="Sulfoxide">Sulfoxide</a></li> <li><a href="/wiki/Thiosulfonate" title="Thiosulfonate">Thiosulfonate</a></li> <li><a href="/wiki/Sulfinic_acid" title="Sulfinic acid">Sulfinic acid</a></li> <li><a href="/wiki/Sulfone" title="Sulfone">Sulfone</a></li> <li><a href="/wiki/Sulfonic_acid" title="Sulfonic acid">Sulfonic acid</a></li> <li><a href="/wiki/Thioketone" title="Thioketone">Thioketone</a></li> <li><a href="/wiki/Thial" title="Thial">Thial</a></li> <li><a href="/wiki/Thioester" title="Thioester">Thioester</a></li> <li><a href="/wiki/Thionoester" class="mw-redirect" title="Thionoester">Thionoester</a></li> <li><a href="/wiki/Thioxanthate" title="Thioxanthate">Thioxanthate</a></li> <li><a href="/wiki/Xanthate" title="Xanthate">Xanthate</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Boron" title="Boron">Boron</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Boronic_acid" title="Boronic acid">Boronic acid</a></li> <li><a href="/wiki/Borinic_acid" title="Borinic acid">Borinic acid</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Selenium" title="Selenium">Selenium</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Selenol" title="Selenol">Selenol</a></li> <li><a href="/wiki/Selenonic_acid" title="Selenonic acid">Selenonic acid</a></li> <li><a href="/wiki/Seleninic_acid" title="Seleninic acid">Seleninic acid</a></li> <li><a href="/wiki/Selenenic_acid" title="Selenenic acid">Selenenic acid</a></li> <li><a href="/wiki/Selone" title="Selone">Selone</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Tellurium" title="Tellurium">Tellurium</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Tellurol" title="Tellurol">Tellurol</a></li> <li><a href="/wiki/Telluroketone" title="Telluroketone">Telluroketone</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><i><a href="/wiki/Halocarbon" title="Halocarbon">Halo</a></i></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Haloalkane" title="Haloalkane">Haloalkane</a> <ul><li><a href="/wiki/Fluoroethyl" title="Fluoroethyl">Fluoroethyl</a></li> <li><a href="/wiki/Trifluoromethyl" class="mw-redirect" title="Trifluoromethyl">Trifluoromethyl</a></li> <li><a href="/wiki/Trichloromethyl_group" title="Trichloromethyl group">Trichloromethyl</a></li> <li><a href="/wiki/Trifluoromethoxy_group" title="Trifluoromethoxy group">Trifluoromethoxy</a></li> <li><a href="/wiki/Iodane" class="mw-redirect" title="Iodane">Hypervalent iodine</a></li></ul></li> <li><a href="/wiki/Vinyl_halide" title="Vinyl halide">Vinyl halide</a> <ul><li><a href="/wiki/Vinyl_iodide_functional_group" title="Vinyl iodide functional group">Iodide</a></li></ul></li> <li><a href="/wiki/Acyl_halide" title="Acyl halide">Acyl halide</a> <ul><li><a href="/wiki/Acyl_chloride" title="Acyl chloride">Chloride</a></li></ul></li> <li><a href="/wiki/Perchlorate_ester" class="mw-redirect" title="Perchlorate ester">Perchlorate</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Other</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Isothiocyanate" title="Isothiocyanate">Isothiocyanate</a></li> <li><a href="/wiki/Phosphoramides" title="Phosphoramides">Phosphoramides</a></li> <li><a href="/wiki/Sulfenyl_chloride" title="Sulfenyl chloride">Sulfenyl chloride</a></li> <li><a href="/wiki/Sulfonamide" title="Sulfonamide">Sulfonamide</a></li> <li><a href="/wiki/Organic_thiocyanates" title="Organic thiocyanates">Thiocyanate</a></li> <li><a href="/wiki/Sulfinylamine" title="Sulfinylamine">Sulfinylamines</a></li></ul> </div></td></tr><tr><td class="navbox-abovebelow" colspan="2"><div> <dl><dt><span class="nobold">See also</span></dt> <dd><i><a href="/wiki/Chemical_classification" class="mw-redirect" title="Chemical classification">chemical classification</a></i></dd> <dd><i><a href="/wiki/Chemical_nomenclature" title="Chemical nomenclature">chemical nomenclature</a></i> <dl><dd><a href="/wiki/IUPAC_nomenclature_of_inorganic_chemistry" title="IUPAC nomenclature of inorganic chemistry">inorganic</a></dd> <dd><a href="/wiki/IUPAC_nomenclature_of_organic_chemistry" title="IUPAC nomenclature of organic chemistry">organic</a></dd></dl></dd></dl> </div></td></tr></tbody></table></div> <div class="navbox-styles"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236075235"></div><div role="navigation" class="navbox" aria-labelledby="Molecules_detected_in_outer_space" style="padding:3px"><table class="nowraplinks hlist mw-collapsible mw-collapsed navbox-inner" style="border-spacing:0;background:transparent;color:inherit"><tbody><tr><th scope="col" class="navbox-title" colspan="2"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239400231"><div class="navbar plainlinks hlist navbar-mini"><ul><li class="nv-view"><a href="/wiki/Template:Molecules_detected_in_outer_space" title="Template:Molecules detected in outer space"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Molecules_detected_in_outer_space" title="Template talk:Molecules detected in outer space"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Molecules_detected_in_outer_space" title="Special:EditPage/Template:Molecules detected in outer space"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Molecules_detected_in_outer_space" style="font-size:114%;margin:0 4em"><a href="/wiki/List_of_interstellar_and_circumstellar_molecules" title="List of interstellar and circumstellar molecules">Molecules detected in outer space</a></div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Molecule" title="Molecule">Molecules</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Diatomic_molecule" title="Diatomic molecule">Diatomic</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Aluminium_monochloride" title="Aluminium monochloride">Aluminium monochloride</a></li> <li><a href="/wiki/Aluminium_monofluoride" title="Aluminium monofluoride">Aluminium monofluoride</a></li> <li><a href="/wiki/Aluminium(II)_oxide" title="Aluminium(II) oxide">Aluminium(II) oxide</a></li> <li><a href="/wiki/Argonium" title="Argonium">Argonium</a></li> <li><a href="/wiki/Carbon_cation" class="mw-redirect" title="Carbon cation">Carbon cation</a></li> <li><a href="/wiki/Carbon_monophosphide" title="Carbon monophosphide">Carbon monophosphide</a></li> <li><a href="/wiki/Carbon_monosulfide" title="Carbon monosulfide">Carbon monosulfide</a></li> <li><a href="/wiki/Carbon_monoxide" title="Carbon monoxide">Carbon monoxide</a></li> <li><a href="/wiki/Cyano_radical" title="Cyano radical">Cyano radical</a></li> <li><a href="/wiki/Diatomic_carbon" title="Diatomic carbon">Diatomic carbon</a></li> <li><a href="/w/index.php?title=Fluoromethylidynium&action=edit&redlink=1" class="new" title="Fluoromethylidynium (page does not exist)">Fluoromethylidynium</a></li> <li><a href="/wiki/Helium_hydride_ion" title="Helium hydride ion">Helium hydride ion</a></li> <li><a href="/wiki/Hydrogen_chloride" title="Hydrogen chloride">Hydrogen chloride</a></li> <li><a href="/wiki/Hydrogen_fluoride" title="Hydrogen fluoride">Hydrogen fluoride</a></li> <li><a href="/wiki/Hydrogen" title="Hydrogen">Hydrogen</a> (molecular)</li> <li><a href="/wiki/Hydroxyl_radical" title="Hydroxyl radical">Hydroxyl radical</a></li> <li><a href="/wiki/Iron(II)_oxide" title="Iron(II) oxide">Iron(II) oxide</a></li> <li><a href="/wiki/Magnesium_monohydride" title="Magnesium monohydride">Magnesium monohydride</a></li> <li><a href="/wiki/Methylidyne_radical" title="Methylidyne radical">Methylidyne radical</a></li> <li><a href="/wiki/Nitric_oxide" title="Nitric oxide">Nitric oxide</a></li> <li><a href="/wiki/Nitrogen" title="Nitrogen">Nitrogen</a> (molecular)</li> <li><a href="/wiki/Imidogen" title="Imidogen">Imidogen</a></li> <li><a href="/wiki/Sulfur_mononitride" title="Sulfur mononitride">Sulfur mononitride</a></li> <li><a href="/wiki/Oxygen" title="Oxygen">Oxygen</a> (molecular)</li> <li><a href="/wiki/Phosphorus_monoxide" title="Phosphorus monoxide">Phosphorus monoxide</a></li> <li><a href="/wiki/Phosphorus_mononitride" title="Phosphorus mononitride">Phosphorus mononitride</a></li> <li><a href="/wiki/Potassium_chloride" title="Potassium chloride">Potassium chloride</a></li> <li><a href="/wiki/Silicon_carbide" title="Silicon carbide">Silicon carbide</a></li> <li><a href="/wiki/Silicon_monoxide" title="Silicon monoxide">Silicon monoxide</a></li> <li><a href="/wiki/Silicon_monosulfide" title="Silicon monosulfide">Silicon monosulfide</a></li> <li><a href="/wiki/Sodium_chloride" title="Sodium chloride">Sodium chloride</a></li> <li><a href="/wiki/Sodium_iodide" title="Sodium iodide">Sodium iodide</a></li> <li><a href="/wiki/Sulfanyl" title="Sulfanyl">Sulfanyl</a></li> <li><a href="/wiki/Sulfur_monoxide" title="Sulfur monoxide">Sulfur monoxide</a></li> <li><a href="/wiki/Titanium(II)_oxide" title="Titanium(II) oxide">Titanium(II) oxide</a></li></ul> </div></td><td class="noviewer navbox-image" rowspan="9" style="width:1px;padding:0 0 0 2px"><div><span typeof="mw:File"><a href="/wiki/Nitrous_oxide" title="Nitrous oxide"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/9/93/Nitrous-oxide-3D-balls.png/60px-Nitrous-oxide-3D-balls.png" decoding="async" width="60" height="24" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/9/93/Nitrous-oxide-3D-balls.png/90px-Nitrous-oxide-3D-balls.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/9/93/Nitrous-oxide-3D-balls.png/120px-Nitrous-oxide-3D-balls.png 2x" data-file-width="1100" data-file-height="441" /></a></span> <br /><br /><br /><br /> <span typeof="mw:File"><a href="/wiki/Ethanol" title="Ethanol"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/b/b0/Ethanol-3D-balls.png/60px-Ethanol-3D-balls.png" decoding="async" width="60" height="41" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/b/b0/Ethanol-3D-balls.png/90px-Ethanol-3D-balls.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/b/b0/Ethanol-3D-balls.png/120px-Ethanol-3D-balls.png 2x" data-file-width="1100" data-file-height="754" /></a></span> <br /><br /><br /><br /> <span typeof="mw:File"><a href="/wiki/Buckminsterfullerene" title="Buckminsterfullerene"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/0/0f/Buckminsterfullerene-perspective-3D-balls.png/60px-Buckminsterfullerene-perspective-3D-balls.png" decoding="async" width="60" height="63" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/0/0f/Buckminsterfullerene-perspective-3D-balls.png/90px-Buckminsterfullerene-perspective-3D-balls.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/0/0f/Buckminsterfullerene-perspective-3D-balls.png/120px-Buckminsterfullerene-perspective-3D-balls.png 2x" data-file-width="1056" data-file-height="1100" /></a></span></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Triatomic_molecule" title="Triatomic molecule">Triatomic</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Aluminium(I)_hydroxide" class="mw-redirect" title="Aluminium(I) hydroxide">Aluminium(I) hydroxide</a></li> <li><a href="/w/index.php?title=Aluminium_isocyanide&action=edit&redlink=1" class="new" title="Aluminium isocyanide (page does not exist)">Aluminium isocyanide</a></li> <li><a href="/wiki/Amino_radical" title="Amino radical">Amino radical</a></li> <li><a href="/wiki/Carbon_dioxide" title="Carbon dioxide">Carbon dioxide</a></li> <li><a href="/wiki/Carbonyl_sulfide" title="Carbonyl sulfide">Carbonyl sulfide</a></li> <li><a href="/w/index.php?title=CCP_radical&action=edit&redlink=1" class="new" title="CCP radical (page does not exist)">CCP radical</a></li> <li><a href="/wiki/Halonium_ion" title="Halonium ion">Chloronium</a></li> <li><a href="/wiki/Diazenylium" title="Diazenylium">Diazenylium</a></li> <li><a href="/wiki/Dicarbon_monoxide" title="Dicarbon monoxide">Dicarbon monoxide</a></li> <li><a href="/w/index.php?title=Disilicon_carbide&action=edit&redlink=1" class="new" title="Disilicon carbide (page does not exist)">Disilicon carbide</a></li> <li><a href="/wiki/Ethynyl_radical" title="Ethynyl radical">Ethynyl radical</a></li> <li><a href="/w/index.php?title=Formyl_radical&action=edit&redlink=1" class="new" title="Formyl radical (page does not exist)">Formyl radical</a></li> <li><a href="/wiki/Hydrogen_cyanide" title="Hydrogen cyanide">Hydrogen cyanide</a> (HCN)</li> <li><a href="/wiki/Hydrogen_isocyanide" title="Hydrogen isocyanide">Hydrogen isocyanide</a> (HNC)</li> <li><a href="/wiki/Hydrogen_sulfide" title="Hydrogen sulfide">Hydrogen sulfide</a></li> <li><a href="/wiki/Hydroperoxyl" title="Hydroperoxyl">Hydroperoxyl</a></li> <li><a href="/w/index.php?title=Iron_cyanide&action=edit&redlink=1" class="new" title="Iron cyanide (page does not exist)">Iron cyanide</a></li> <li><a href="/w/index.php?title=Isoformyl&action=edit&redlink=1" class="new" title="Isoformyl (page does not exist)">Isoformyl</a></li> <li><a href="/wiki/Magnesium_cyanide" title="Magnesium cyanide">Magnesium cyanide</a></li> <li><a href="/w/index.php?title=Magnesium_isocyanide&action=edit&redlink=1" class="new" title="Magnesium isocyanide (page does not exist)">Magnesium isocyanide</a></li> <li><a href="/wiki/Methylene_(compound)" title="Methylene (compound)">Methylene</a></li> <li><a href="/wiki/Diazenylium" title="Diazenylium">N<sub>2</sub>H<sup>+</sup></a></li> <li><a href="/wiki/Nitrous_oxide" title="Nitrous oxide">Nitrous oxide</a></li> <li><a href="/wiki/Nitroxyl" title="Nitroxyl">Nitroxyl</a></li> <li><a href="/wiki/Ozone" title="Ozone">Ozone</a></li> <li><a href="/wiki/Methylidynephosphane" title="Methylidynephosphane">Methylidynephosphane</a></li> <li><a href="/wiki/Potassium_cyanide" title="Potassium cyanide">Potassium cyanide</a></li> <li><a href="/wiki/Trihydrogen_cation" title="Trihydrogen cation">Trihydrogen cation</a></li> <li><a href="/wiki/Sodium_cyanide" title="Sodium cyanide">Sodium cyanide</a></li> <li><a href="/wiki/Sodium_hydroxide" title="Sodium hydroxide">Sodium hydroxide</a></li> <li><a href="/w/index.php?title=Silicon_carbonitride&action=edit&redlink=1" class="new" title="Silicon carbonitride (page does not exist)">Silicon carbonitride</a></li> <li><a href="/w/index.php?title=C-Silicon_dicarbide&action=edit&redlink=1" class="new" title="C-Silicon dicarbide (page does not exist)">c-Silicon dicarbide</a></li> <li><a href="/w/index.php?title=SiNC&action=edit&redlink=1" class="new" title="SiNC (page does not exist)">SiNC</a></li> <li><a href="/wiki/Sulfur_dioxide" title="Sulfur dioxide">Sulfur dioxide</a></li> <li><a href="/w/index.php?title=Thioformyl&action=edit&redlink=1" class="new" title="Thioformyl (page does not exist)">Thioformyl</a></li> <li><a href="/wiki/Thioxoethenylidene" title="Thioxoethenylidene">Thioxoethenylidene</a></li> <li><a href="/wiki/Titanium_dioxide" title="Titanium dioxide">Titanium dioxide</a></li> <li><a href="/wiki/Tricarbon" title="Tricarbon">Tricarbon</a></li> <li><a href="/wiki/Water" title="Water">Water</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/List_of_interstellar_and_circumstellar_molecules#Molecules" title="List of interstellar and circumstellar molecules">Four<br />atoms</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Acetylene" title="Acetylene">Acetylene</a></li> <li><a href="/wiki/Ammonia" title="Ammonia">Ammonia</a></li> <li><a href="/wiki/Isocyanic_acid" title="Isocyanic acid">Isocyanic acid</a></li> <li><a href="/wiki/Polyyne" title="Polyyne">Cyanoethynyl</a></li> <li><a href="/wiki/Interstellar_formaldehyde" title="Interstellar formaldehyde">Formaldehyde</a></li> <li><a href="/wiki/Fulminic_acid" title="Fulminic acid">Fulminic acid</a></li> <li><a href="/w/index.php?title=HCCN&action=edit&redlink=1" class="new" title="HCCN (page does not exist)">HCCN</a></li> <li><a href="/wiki/Hydrogen_peroxide" title="Hydrogen peroxide">Hydrogen peroxide</a></li> <li><a href="/w/index.php?title=Hydromagnesium_isocyanide&action=edit&redlink=1" class="new" title="Hydromagnesium isocyanide (page does not exist)">Hydromagnesium isocyanide</a></li> <li><a href="/wiki/Isocyanic_acid" title="Isocyanic acid">Isocyanic acid</a></li> <li><a href="/wiki/Thiocyanic_acid" title="Thiocyanic acid">Isothiocyanic acid</a></li> <li><a href="/w/index.php?title=Ketenyl&action=edit&redlink=1" class="new" title="Ketenyl (page does not exist)">Ketenyl</a></li> <li><a href="/w/index.php?title=Methylene_amidogen&action=edit&redlink=1" class="new" title="Methylene amidogen (page does not exist)">Methylene amidogen</a></li> <li><a href="/wiki/Methyl_cation" class="mw-redirect" title="Methyl cation">Methyl cation</a></li> <li><a href="/wiki/Methyl_radical" title="Methyl radical">Methyl radical</a></li> <li><a href="/wiki/Propynylidyne" title="Propynylidyne">Propynylidyne</a></li> <li><a href="/w/index.php?title=Protonated_carbon_dioxide&action=edit&redlink=1" class="new" title="Protonated carbon dioxide (page does not exist)">Protonated carbon dioxide</a></li> <li><a href="/wiki/Protonated_hydrogen_cyanide" title="Protonated hydrogen cyanide">Protonated hydrogen cyanide</a></li> <li><a href="/w/index.php?title=Silicon_tricarbide&action=edit&redlink=1" class="new" title="Silicon tricarbide (page does not exist)">Silicon tricarbide</a></li> <li><a href="/wiki/Thioformaldehyde" title="Thioformaldehyde">Thioformaldehyde</a></li> <li><a href="/wiki/Tricarbon_monoxide" title="Tricarbon monoxide">Tricarbon monoxide</a></li> <li><a href="/wiki/Tricarbon_monosulfide" title="Tricarbon monosulfide">Tricarbon monosulfide</a></li> <li><a href="/wiki/Thiocyanic_acid" title="Thiocyanic acid">Thiocyanic acid</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/List_of_interstellar_and_circumstellar_molecules#Molecules" title="List of interstellar and circumstellar molecules">Five<br />atoms</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Ammonium" title="Ammonium">Ammonium</a> ion</li> <li><a href="/wiki/Polyyne" title="Polyyne">Butadiynyl</a></li> <li><a href="/wiki/Carbodiimide" title="Carbodiimide">Carbodiimide</a></li> <li><a href="/wiki/Cyanamide" title="Cyanamide">Cyanamide</a></li> <li><a href="/wiki/Cyanoacetylene" title="Cyanoacetylene">Cyanoacetylene</a></li> <li><a href="/w/index.php?title=Cyanoformaldehyde&action=edit&redlink=1" class="new" title="Cyanoformaldehyde (page does not exist)">Cyanoformaldehyde</a></li> <li><a href="/wiki/Cyanomethyl" title="Cyanomethyl">Cyanomethyl</a></li> <li><a href="/wiki/Cyclopropenylidene" title="Cyclopropenylidene">Cyclopropenylidene</a></li> <li><a href="/wiki/Formic_acid" title="Formic acid">Formic acid</a></li> <li><a href="/w/index.php?title=Isocyanoacetylene&action=edit&redlink=1" class="new" title="Isocyanoacetylene (page does not exist)">Isocyanoacetylene</a></li> <li><a href="/wiki/Ketene" title="Ketene">Ketene</a></li> <li><a href="/wiki/Methane" title="Methane">Methane</a></li> <li><a href="/wiki/Methoxy" class="mw-redirect" title="Methoxy">Methoxy radical</a></li> <li><a href="/w/index.php?title=Methylenimine&action=edit&redlink=1" class="new" title="Methylenimine (page does not exist)">Methylenimine</a></li> <li><a href="/w/index.php?title=Propadienylidene&action=edit&redlink=1" class="new" title="Propadienylidene (page does not exist)">Propadienylidene</a></li> <li><a href="/w/index.php?title=Protonated_formaldehyde&action=edit&redlink=1" class="new" title="Protonated formaldehyde (page does not exist)">Protonated formaldehyde</a></li> <li><a href="/wiki/Silane" title="Silane">Silane</a></li> <li><a href="/w/index.php?title=Silicon-carbide_cluster&action=edit&redlink=1" class="new" title="Silicon-carbide cluster (page does not exist)">Silicon-carbide cluster</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/List_of_interstellar_and_circumstellar_molecules#Molecules" title="List of interstellar and circumstellar molecules">Six<br />atoms</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Acetonitrile" title="Acetonitrile">Acetonitrile</a></li> <li><a href="/w/index.php?title=Cyanobutadiynyl_radical&action=edit&redlink=1" class="new" title="Cyanobutadiynyl radical (page does not exist)">Cyanobutadiynyl radical</a></li> <li><a href="/w/index.php?title=E-Cyanomethanimine&action=edit&redlink=1" class="new" title="E-Cyanomethanimine (page does not exist)">E-Cyanomethanimine</a></li> <li><a href="/wiki/Cyclopropenone" title="Cyclopropenone">Cyclopropenone</a></li> <li><a href="/wiki/Diacetylene" title="Diacetylene">Diacetylene</a></li> <li><a class="mw-selflink selflink">Ethylene</a></li> <li><a href="/wiki/Formamide" title="Formamide">Formamide</a></li> <li><a href="/w/index.php?title=HC4N&action=edit&redlink=1" class="new" title="HC4N (page does not exist)">HC<sub>4</sub>N</a></li> <li><a href="/wiki/Ketenimine" class="mw-redirect" title="Ketenimine">Ketenimine</a></li> <li><a href="/wiki/Methanethiol" title="Methanethiol">Methanethiol</a></li> <li><a href="/wiki/Methanol" title="Methanol">Methanol</a></li> <li><a href="/wiki/Methyl_isocyanide" title="Methyl isocyanide">Methyl isocyanide</a></li> <li><a href="/wiki/Polyyne" title="Polyyne">Pentynylidyne</a></li> <li><a href="/wiki/Propynal" class="mw-redirect" title="Propynal">Propynal</a></li> <li><a href="/w/index.php?title=Protonated_cyanoacetylene&action=edit&redlink=1" class="new" title="Protonated cyanoacetylene (page does not exist)">Protonated cyanoacetylene</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/List_of_interstellar_and_circumstellar_molecules#Molecules" title="List of interstellar and circumstellar molecules">Seven<br />atoms</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Acetaldehyde" title="Acetaldehyde">Acetaldehyde</a></li> <li><a href="/wiki/Acrylonitrile" title="Acrylonitrile">Acrylonitrile</a> <ul><li><a href="/wiki/Vinyl_cyanide" class="mw-redirect" title="Vinyl cyanide">Vinyl cyanide</a></li></ul></li> <li><a href="/wiki/Cyanopolyyne" title="Cyanopolyyne">Cyanodiacetylene</a></li> <li><a href="/wiki/Ethylene_oxide" title="Ethylene oxide">Ethylene oxide</a></li> <li><a href="/wiki/Glycolonitrile" title="Glycolonitrile">Glycolonitrile</a></li> <li><a href="/wiki/Hexatriynyl_radical" title="Hexatriynyl radical">Hexatriynyl radical</a></li> <li><a href="/wiki/Propyne" title="Propyne">Propyne</a></li> <li><a href="/wiki/Methylamine" title="Methylamine">Methylamine</a></li> <li><a href="/wiki/Methyl_isocyanate" title="Methyl isocyanate">Methyl isocyanate</a></li> <li><a href="/wiki/Vinyl_alcohol" title="Vinyl alcohol">Vinyl alcohol</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/List_of_interstellar_and_circumstellar_molecules#Molecules" title="List of interstellar and circumstellar molecules">Eight<br />atoms</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Acetic_acid" title="Acetic acid">Acetic acid</a></li> <li><a href="/wiki/Aminoacetonitrile" title="Aminoacetonitrile">Aminoacetonitrile</a></li> <li><a href="/w/index.php?title=Cyanoallene&action=edit&redlink=1" class="new" title="Cyanoallene (page does not exist)">Cyanoallene</a></li> <li><a href="/wiki/Ethanimine" title="Ethanimine">Ethanimine</a></li> <li><a href="/wiki/Glycolaldehyde" title="Glycolaldehyde">Glycolaldehyde</a></li> <li><a href="/wiki/Polyyne" title="Polyyne">Hexapentaenylidene</a></li> <li><a href="/wiki/Polyyne" title="Polyyne">Methylcyanoacetylene</a></li> <li><a href="/wiki/Methyl_formate" title="Methyl formate">Methyl formate</a></li> <li><a href="/wiki/Acrolein" title="Acrolein">Acrolein</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/List_of_interstellar_and_circumstellar_molecules#Molecules" title="List of interstellar and circumstellar molecules">Nine<br />atoms</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Acetamide" title="Acetamide">Acetamide</a></li> <li><a href="/wiki/Cyanopolyyne" title="Cyanopolyyne">Cyanohexatriyne</a></li> <li><a href="/wiki/Dimethyl_ether" title="Dimethyl ether">Dimethyl ether</a></li> <li><a href="/wiki/Ethanol" title="Ethanol">Ethanol</a></li> <li><a href="/wiki/Polyyne" title="Polyyne">Methyldiacetylene</a></li> <li><a href="/wiki/Octatetraynyl_radical" title="Octatetraynyl radical">Octatetraynyl radical</a></li> <li><a href="/wiki/Propene" class="mw-redirect" title="Propene">Propene</a></li> <li><a href="/wiki/Ethanethiol" title="Ethanethiol">Ethanethiol</a></li> <li><a href="/wiki/Propionitrile" title="Propionitrile">Propionitrile</a></li> <li><a href="/wiki/N-Methylformamide" title="N-Methylformamide">N-Methylformamide</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/List_of_interstellar_and_circumstellar_molecules#Molecules" title="List of interstellar and circumstellar molecules">Ten<br />atoms<br />or more</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Acetone" title="Acetone">Acetone</a></li> <li><a href="/wiki/Benzene" title="Benzene">Benzene</a></li> <li><a href="/wiki/Benzonitrile" title="Benzonitrile">Benzonitrile</a></li> <li><a href="/wiki/Buckminsterfullerene" title="Buckminsterfullerene">Buckminsterfullerene</a> (C<sub>60</sub>, C<sub>60</sub><sup>+</sup>, fullerene, buckyball)</li> <li><a href="/wiki/C70_fullerene" title="C70 fullerene">C<sub>70</sub> fullerene</a></li> <li><a href="/wiki/Cyanopolyyne" title="Cyanopolyyne">Cyanodecapentayne</a></li> <li><a href="/wiki/Ethylene_glycol" title="Ethylene glycol">Ethylene glycol</a></li> <li><a href="/wiki/Ethyl_formate" title="Ethyl formate">Ethyl formate</a></li> <li><a href="/wiki/Methyl_acetate" title="Methyl acetate">Methyl acetate</a></li> <li><a href="/wiki/Cyanopolyyne" title="Cyanopolyyne">Methyl-cyano-diacetylene</a></li> <li><a href="/wiki/Polyyne" title="Polyyne">Methyltriacetylene</a></li> <li><a href="/wiki/Propionaldehyde" title="Propionaldehyde">Propionaldehyde</a></li> <li><a href="/wiki/Butyronitrile" title="Butyronitrile">Butyronitrile</a></li> <li><a href="/wiki/Pyrimidine" title="Pyrimidine">Pyrimidine</a></li> <li><a href="/w/index.php?title=Heptatrienyl_radical&action=edit&redlink=1" class="new" title="Heptatrienyl radical (page does not exist)">Heptatrienyl radical</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Deuterium" title="Deuterium">Deuterated</a><br />molecules</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Ammonia" title="Ammonia">Ammonia</a></li> <li><a href="/wiki/Ammonium" title="Ammonium">Ammonium</a> ion</li> <li><a href="/wiki/Formaldehyde" title="Formaldehyde">Formaldehyde</a></li> <li><a href="/wiki/Interstellar_formaldehyde#Interstellar_reactions" title="Interstellar formaldehyde">Formyl radical</a></li> <li><a href="/wiki/Heavy_water" title="Heavy water">Heavy water</a></li> <li><a href="/wiki/Hydrogen_cyanide" title="Hydrogen cyanide">Hydrogen cyanide</a></li> <li><a href="/wiki/Hydrogen_deuteride" title="Hydrogen deuteride">Hydrogen deuteride</a></li> <li><a href="/wiki/Hydrogen_isocyanide" title="Hydrogen isocyanide">Hydrogen isocyanide</a></li> <li><a href="/wiki/Propyne" title="Propyne">Propyne</a></li> <li><a href="/wiki/Diazenylium" title="Diazenylium">N<sub>2</sub>D<sup>+</sup></a></li> <li><a href="/wiki/Trihydrogen_cation" title="Trihydrogen cation">Trihydrogen cation</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/List_of_interstellar_and_circumstellar_molecules#Molecules" title="List of interstellar and circumstellar molecules">Unconfirmed</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Anthracene" title="Anthracene">Anthracene</a></li> <li><a href="/wiki/Dihydroxyacetone" title="Dihydroxyacetone">Dihydroxyacetone</a></li> <li><a href="/wiki/Methoxyethane" title="Methoxyethane">Methoxyethane</a></li> <li><a href="/wiki/Glycine" title="Glycine">Glycine</a></li> <li><a href="/wiki/Graphene" title="Graphene">Graphene</a></li> <li><a href="/wiki/Hemolithin" title="Hemolithin">Hemolithin</a></li> <li><a href="/w/index.php?title=H2NCO%2B&action=edit&redlink=1" class="new" title="H2NCO+ (page does not exist)">H<sub>2</sub>NCO<sup>+</sup></a></li> <li><a href="/wiki/Carbon" title="Carbon">Linear C<sub>5</sub></a></li> <li><a href="/wiki/Naphthalene" title="Naphthalene">Naphthalene cation</a></li> <li><a href="/wiki/Phosphine" title="Phosphine">Phosphine</a></li> <li><a href="/wiki/Pyrene" title="Pyrene">Pyrene</a></li> <li><a href="/wiki/Silylidyne" title="Silylidyne">Silylidyne</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/List_of_interstellar_and_circumstellar_molecules#See_also" title="List of interstellar and circumstellar molecules">Related</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Abiogenesis" title="Abiogenesis">Abiogenesis</a></li> <li><a href="/wiki/Astrobiology" title="Astrobiology">Astrobiology</a></li> <li><a href="/wiki/Astrochemistry" title="Astrochemistry">Astrochemistry</a></li> <li><a href="/wiki/Atomic_and_molecular_astrophysics" title="Atomic and molecular astrophysics">Atomic and molecular astrophysics</a></li> <li><a href="/wiki/Chemical_formula" title="Chemical formula">Chemical formula</a></li> <li><a href="/wiki/Circumstellar_dust" title="Circumstellar dust">Circumstellar dust</a></li> <li><a href="/wiki/Circumstellar_envelope" title="Circumstellar envelope">Circumstellar envelope</a></li> <li><a href="/wiki/Cosmic_dust" title="Cosmic dust">Cosmic dust</a></li> <li><a href="/wiki/Cosmic_ray" title="Cosmic ray">Cosmic ray</a></li> <li><a href="/wiki/Cosmochemistry" title="Cosmochemistry">Cosmochemistry</a></li> <li><a href="/wiki/Diffuse_interstellar_band" class="mw-redirect" title="Diffuse interstellar band">Diffuse interstellar band</a></li> <li><a href="/wiki/Earliest_known_life_forms" title="Earliest known life forms">Earliest known life forms</a></li> <li><a href="/wiki/Extraterrestrial_life" title="Extraterrestrial life">Extraterrestrial life</a></li> <li><a href="/wiki/Extraterrestrial_liquid_water" title="Extraterrestrial liquid water">Extraterrestrial liquid water</a></li> <li><a href="/wiki/Forbidden_mechanism" title="Forbidden mechanism">Forbidden mechanism</a></li> <li><a href="/wiki/Homochirality" title="Homochirality">Homochirality</a></li> <li><a href="/wiki/Intergalactic_dust" title="Intergalactic dust">Intergalactic dust</a></li> <li><a href="/wiki/Interplanetary_medium" title="Interplanetary medium">Interplanetary medium</a></li> <li><a href="/wiki/Interstellar_medium" title="Interstellar medium">Interstellar medium</a></li> <li><a href="/wiki/Photodissociation_region" title="Photodissociation region">Photodissociation region</a></li> <li><a href="/wiki/Iron%E2%80%93sulfur_world_theory" class="mw-redirect" title="Iron–sulfur world theory">Iron–sulfur world theory</a></li> <li><a href="/wiki/Kerogen" title="Kerogen">Kerogen</a></li> <li><a href="/wiki/Molecules_in_stars" title="Molecules in stars">Molecules in stars</a></li> <li><a href="/wiki/Nexus_for_Exoplanet_System_Science" title="Nexus for Exoplanet System Science">Nexus for Exoplanet System Science</a></li> <li><a href="/wiki/Organic_compound" title="Organic compound">Organic compound</a></li> <li><a href="/wiki/Outer_space" title="Outer space">Outer space</a></li> <li><a href="/wiki/PAH_world_hypothesis" title="PAH world hypothesis">PAH world hypothesis</a></li> <li><a href="/wiki/Pseudo-panspermia" title="Pseudo-panspermia">Pseudo-panspermia</a></li> <li><a href="/wiki/Polycyclic_aromatic_hydrocarbon" title="Polycyclic aromatic hydrocarbon">Polycyclic aromatic hydrocarbon</a> (PAH)</li> <li><a href="/wiki/RNA_world_hypothesis" class="mw-redirect" title="RNA world hypothesis">RNA world hypothesis</a></li> <li><a href="/wiki/Spectroscopy" title="Spectroscopy">Spectroscopy</a></li> <li><a href="/wiki/Tholin" title="Tholin">Tholin</a></li></ul> </div></td></tr><tr><td class="navbox-abovebelow" colspan="2" style="font-weight: bold;"><div> <ul><li><b><span class="noviewer" typeof="mw:File"><span title="Category"><img alt="" src="//upload.wikimedia.org/wikipedia/en/thumb/9/96/Symbol_category_class.svg/16px-Symbol_category_class.svg.png" decoding="async" width="16" height="16" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/9/96/Symbol_category_class.svg/23px-Symbol_category_class.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/9/96/Symbol_category_class.svg/31px-Symbol_category_class.svg.png 2x" data-file-width="180" data-file-height="185" /></span></span> <a href="/wiki/Category:Astrochemistry" title="Category:Astrochemistry">Category:Astrochemistry</a></b></li> <li><span class="nowrap"><span class="noviewer" typeof="mw:File"><span><img alt="" src="//upload.wikimedia.org/wikipedia/commons/thumb/5/5c/Earth-moon.jpg/16px-Earth-moon.jpg" decoding="async" width="16" height="13" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/5/5c/Earth-moon.jpg/24px-Earth-moon.jpg 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/5/5c/Earth-moon.jpg/32px-Earth-moon.jpg 2x" data-file-width="3000" data-file-height="2400" /></span></span> </span><a 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srcset="//upload.wikimedia.org/wikipedia/commons/thumb/e/ed/Papapishu-Lab-icon-6.svg/24px-Papapishu-Lab-icon-6.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/e/ed/Papapishu-Lab-icon-6.svg/32px-Papapishu-Lab-icon-6.svg.png 2x" data-file-width="512" data-file-height="512" /></span></span> </span><a href="/wiki/Portal:Chemistry" title="Portal:Chemistry">Chemistry portal</a></li></ul> </div></td></tr></tbody></table></div> <div class="navbox-styles"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236075235"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"></div><div role="navigation" class="navbox" aria-labelledby="General_anesthetics_(N01A)" style="padding:3px"><table class="nowraplinks mw-collapsible autocollapse navbox-inner" style="border-spacing:0;background:transparent;color:inherit"><tbody><tr><th scope="col" class="navbox-title" colspan="2"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239400231"><div class="navbar plainlinks hlist navbar-mini"><ul><li class="nv-view"><a href="/wiki/Template:General_anesthetics" title="Template:General anesthetics"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:General_anesthetics" title="Template talk:General anesthetics"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:General_anesthetics" title="Special:EditPage/Template:General anesthetics"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="General_anesthetics_(N01A)" style="font-size:114%;margin:0 4em"><a href="/wiki/General_anaesthetic" title="General anaesthetic">General anesthetics</a> (<a href="/wiki/ATC_code_N01#N01A" title="ATC code N01">N01A</a>)</div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Inhalational_anesthetic" title="Inhalational anesthetic">Inhalational</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Chloroform" title="Chloroform">Chloroform</a><sup>‡</sup></li> <li><a href="/wiki/Cyclopropane" title="Cyclopropane">Cyclopropane</a><sup>‡</sup></li> <li><a href="/wiki/Desflurane" title="Desflurane">Desflurane</a></li> <li><a href="/wiki/Diethyl_ether" title="Diethyl ether">Diethyl ether</a><sup>‡</sup></li> <li><a href="/wiki/Enflurane" title="Enflurane">Enflurane</a></li> <li><a class="mw-selflink selflink">Ethylene</a><sup>‡</sup></li> <li><a href="/wiki/Fluroxene" title="Fluroxene">Fluroxene</a><sup>‡</sup></li> <li><a href="/wiki/Halothane" title="Halothane">Halothane</a><sup>#</sup></li> <li><a href="/wiki/Isoflurane" title="Isoflurane">Isoflurane</a><sup>#</sup></li> <li><a href="/wiki/Methoxyflurane" title="Methoxyflurane">Methoxyflurane</a></li> <li><a href="/wiki/Methoxypropane" title="Methoxypropane">Methoxypropane</a><sup>‡</sup></li> <li><a href="/wiki/Nitrous_oxide" title="Nitrous oxide">Nitrous oxide</a><sup>#</sup></li> <li><a href="/wiki/Sevoflurane" title="Sevoflurane">Sevoflurane</a></li> <li><a href="/wiki/Trichloroethylene" title="Trichloroethylene">Trichloroethylene</a><sup>‡</sup></li> <li><a href="/wiki/Divinyl_ether" title="Divinyl ether">Vinyl ether</a><sup>‡</sup></li> <li><a href="/wiki/Xenon" title="Xenon">Xenon</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/General_anaesthetic#Injection" title="General anaesthetic">Injection</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Phenols" title="Phenols">Phenols</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Ciprofol" title="Ciprofol">Ciprofol</a><sup>†</sup></li> <li><a href="/wiki/Fospropofol" title="Fospropofol">Fospropofol</a></li> <li><a href="/wiki/Propofol" title="Propofol">Propofol</a><sup>#</sup></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Barbiturate" title="Barbiturate">Barbiturates</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Amobarbital" title="Amobarbital">Amobarbital</a></li> <li><a href="/wiki/Hexobarbital" title="Hexobarbital">Hexobarbital</a></li> <li><a href="/wiki/Methohexital" title="Methohexital">Methohexital</a></li> <li><a href="/wiki/Narcobarbital" title="Narcobarbital">Narcobarbital</a></li> <li><a href="/wiki/Thiamylal" title="Thiamylal">Thiamylal</a></li> <li><a href="/wiki/Sodium_thiopental" title="Sodium thiopental">Thiopental</a><sup>#</sup></li> <li><a href="/wiki/Thiotetrabarbital" title="Thiotetrabarbital">Thiotetrabarbital</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Benzodiazepine" title="Benzodiazepine">Benzodiazepines</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Midazolam" title="Midazolam">Midazolam</a><sup>#</sup></li> <li><a href="/wiki/Diazepam" title="Diazepam">Diazepam</a><sup>#</sup></li> <li><a href="/wiki/Lorazepam" title="Lorazepam">Lorazepam</a><sup>#</sup></li> <li><a href="/wiki/Remimazolam" title="Remimazolam">Remimazolam</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Opioid" title="Opioid">Opioids</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Morphine" title="Morphine">Morphine</a><sup>#</sup></li> <li><a href="/wiki/Oxycodone" title="Oxycodone">Oxycodone</a></li> <li><a href="/wiki/Anileridine" title="Anileridine">Anileridine</a><sup>‡</sup></li> <li><a href="/wiki/Embutramide" title="Embutramide">Embutramide</a><sup>‡</sup></li> <li><a href="/wiki/Fentanyl" title="Fentanyl">Fentanyl</a><sup>#</sup></li> <li><a href="/wiki/Alfentanil" title="Alfentanil">Alfentanil</a></li> <li><a href="/wiki/Phenoperidine" title="Phenoperidine">Phenoperidine</a></li> <li><a href="/wiki/Remifentanil" title="Remifentanil">Remifentanil</a>÷</li> <li><a href="/wiki/Sufentanil" title="Sufentanil">Sufentanil</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Arylcyclohexylamine" title="Arylcyclohexylamine">Arylcyclohexylamines</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Esketamine" title="Esketamine">Esketamine</a></li> <li><a href="/wiki/Ketamine" title="Ketamine">Ketamine</a><sup>#</sup></li> <li><a href="/wiki/Phencyclidine" title="Phencyclidine">Phencyclidine</a><sup>‡</sup></li> <li><a href="/wiki/Tiletamine" title="Tiletamine">Tiletamine</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Neurosteroid" title="Neurosteroid">Neuroactive steroids</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Alfadolone" title="Alfadolone">Alfadolone</a></li> <li><a href="/wiki/Alfaxalone" title="Alfaxalone">Alfaxalone</a></li> <li><a href="/wiki/Hydroxydione" title="Hydroxydione">Hydroxydione</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Others</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Etomidate" title="Etomidate">Etomidate</a></li> <li><a href="/wiki/Propanidid" title="Propanidid">Propanidid</a><sup>‡</sup></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><td colspan="2" class="navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"><div class="hlist"> <ul><li><sup>#</sup><a href="/wiki/WHO_Model_List_of_Essential_Medicines" title="WHO Model List of Essential Medicines">WHO-EM</a></li> <li><sup>‡</sup><a href="/wiki/List_of_withdrawn_drugs" title="List of withdrawn drugs">Withdrawn</a> from market</li> <li><a href="/wiki/Clinical_trial" title="Clinical trial">Clinical trials</a>: <ul><li><sup>†</sup><a href="/wiki/Phases_of_clinical_research#Phase_III" title="Phases of clinical research">Phase III</a></li> <li><sup>§</sup>Never to phase III</li></ul></li></ul> </div></div></td></tr></tbody></table></div> <div class="navbox-styles"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236075235"></div><div role="navigation" class="navbox" aria-labelledby="Binary_compounds_of_hydrogen" style="padding:3px"><table class="nowraplinks mw-collapsible mw-collapsed navbox-inner" style="border-spacing:0;background:transparent;color:inherit"><tbody><tr><th scope="col" class="navbox-title" colspan="2"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239400231"><div class="navbar plainlinks hlist navbar-mini"><ul><li class="nv-view"><a href="/wiki/Template:Hydrides_by_group" title="Template:Hydrides by group"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Hydrides_by_group" title="Template talk:Hydrides by group"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Hydrides_by_group" title="Special:EditPage/Template:Hydrides by group"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Binary_compounds_of_hydrogen" style="font-size:114%;margin:0 4em"><a href="/wiki/Binary_compounds_of_hydrogen" title="Binary compounds of hydrogen">Binary compounds of hydrogen</a></div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Hydride#Ionic_hydrides" title="Hydride">Alkali metal <br />(Group 1) hydrides</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Lithium_hydride" title="Lithium hydride">LiH</a></li> <li><a href="/wiki/Sodium_hydride" title="Sodium hydride">NaH</a></li> <li><a href="/wiki/Potassium_hydride" title="Potassium hydride">KH</a></li> <li><a href="/wiki/Rubidium_hydride" title="Rubidium hydride">RbH</a></li> <li><a href="/wiki/Caesium_hydride" title="Caesium hydride">CsH</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Hydride#Ionic_hydrides" title="Hydride">Alkaline <br />(Group 2) <br />earth hydrides</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Monohydrides" scope="row" class="navbox-group" style="width:1%">Monohydrides</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Beryllium_monohydride" title="Beryllium monohydride">BeH</a></li> <li><a href="/wiki/Magnesium_monohydride" title="Magnesium monohydride">MgH</a></li> <li><a href="/wiki/Calcium_monohydride" title="Calcium monohydride">CaH</a></li> <li><a href="/w/index.php?title=Strontium_monohydride&action=edit&redlink=1" class="new" title="Strontium monohydride (page does not exist)">SrH</a></li> <li><a href="/w/index.php?title=Barium_monohydride&action=edit&redlink=1" class="new" title="Barium monohydride (page does not exist)">BaH</a></li></ul> </div></td></tr></tbody></table><div> </div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Dihydrides" scope="row" class="navbox-group" style="width:1%">Dihydrides</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Beryllium_hydride" title="Beryllium hydride">BeH<sub>2</sub></a></li> <li><a href="/wiki/Magnesium_hydride" title="Magnesium hydride">MgH<sub>2</sub></a></li> <li><a href="/wiki/Calcium_hydride" title="Calcium hydride">CaH<sub>2</sub></a></li> <li><a href="/wiki/Strontium_hydride" title="Strontium hydride">SrH<sub>2</sub></a></li> <li><a href="/wiki/Barium_hydride" title="Barium hydride">BaH<sub>2</sub></a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Group_13_hydride" title="Group 13 hydride">Group 13 <br />hydrides</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Boranes" scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Boranes" title="Boranes">Boranes</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Borane" title="Borane">BH<sub>3</sub></a></li> <li><a href="/wiki/Boron_monohydride" title="Boron monohydride">BH</a></li> <li><a href="/wiki/Diborane" title="Diborane">B<sub>2</sub>H<sub>6</sub></a></li> <li><a href="/wiki/Diborane(2)" title="Diborane(2)">B<sub>2</sub>H<sub>2</sub></a></li> <li><a href="/wiki/Diborane(4)" title="Diborane(4)">B<sub>2</sub>H<sub>4</sub></a></li> <li><a href="/wiki/Tetraborane" title="Tetraborane">B<sub>4</sub>H<sub>10</sub></a></li> <li><a href="/wiki/Pentaborane(9)" title="Pentaborane(9)">B<sub>5</sub>H<sub>9</sub></a></li> <li><a href="/wiki/Pentaborane(11)" title="Pentaborane(11)">B<sub>5</sub>H<sub>11</sub></a></li> <li><a href="/wiki/Hexaborane(10)" title="Hexaborane(10)">B<sub>6</sub>H<sub>10</sub></a></li> <li><a href="/wiki/Hexaborane(12)" title="Hexaborane(12)">B<sub>6</sub>H<sub>12</sub></a></li> <li><a href="/wiki/Decaborane" title="Decaborane">B<sub>10</sub>H<sub>14</sub></a></li> <li><a href="/wiki/Octadecaborane" title="Octadecaborane">B<sub>18</sub>H<sub>22</sub></a></li></ul> </div></td></tr></tbody></table><div> </div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Alanes" scope="row" class="navbox-group" style="width:1%">Alanes</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Aluminium_hydride" title="Aluminium hydride">AlH<sub>3</sub></a></li> <li><a href="/wiki/Dialane" title="Dialane">Al<sub>2</sub>H<sub>6</sub></a></li></ul> </div></td></tr></tbody></table><div> </div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Gallanes" scope="row" class="navbox-group" style="width:1%">Gallanes</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Gallane" title="Gallane">GaH<sub>3</sub></a></li> <li><a href="/wiki/Digallane" title="Digallane">Ga<sub>2</sub>H<sub>6</sub></a></li></ul> </div></td></tr></tbody></table><div> </div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Indiganes" scope="row" class="navbox-group" style="width:1%">Indiganes</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Indium_trihydride" title="Indium trihydride">InH<sub>3</sub></a></li> <li><a href="/w/index.php?title=Diindigane&action=edit&redlink=1" class="new" title="Diindigane (page does not exist)">In<sub>2</sub>H<sub>6</sub></a></li></ul> </div></td></tr></tbody></table><div> </div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Thallanes" scope="row" class="navbox-group" style="width:1%">Thallanes</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Thallane" title="Thallane">TlH<sub>3</sub></a></li> <li><a href="/w/index.php?title=Dithallane&action=edit&redlink=1" class="new" title="Dithallane (page does not exist)">Tl<sub>2</sub>H<sub>6</sub></a></li></ul> </div></td></tr></tbody></table><div> </div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Nihonanes_(predicted)" scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Nihonium" title="Nihonium">Nihonanes</a> (<i>predicted</i>)</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>NhH</i></li> <li><i>NhH<sub>3</sub></i></li> <li><i>Nh<sub>2</sub>H<sub>6</sub></i></li> <li><i>NhH<sub>5</sub></i></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Group_14_hydride" title="Group 14 hydride">Group 14 hydrides</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Hydrocarbons" scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Hydrocarbon" title="Hydrocarbon">Hydrocarbons</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Alkane" title="Alkane">alkanes</a></li> <li><a href="/wiki/Alkene" title="Alkene">alkenes</a></li> <li><a href="/wiki/Alkyne" title="Alkyne">alkynes</a></li> <li><a href="/wiki/Cycloalkane" title="Cycloalkane">Cycloalkanes</a></li> <li><a href="/wiki/Cycloalkene" title="Cycloalkene">Cycloalkenes</a></li> <li><a href="/wiki/Cycloalkyne" title="Cycloalkyne">Cycloalkynes</a></li> <li><a href="/wiki/Annulenes" class="mw-redirect" title="Annulenes">Annulenes</a></li></ul> </div></td></tr></tbody></table><div> </div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><td colspan="2" class="navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Methylidyne_radical" title="Methylidyne radical">CH</a></li> <li><a href="/wiki/Methylene_(compound)" title="Methylene (compound)">CH<sub>2</sub></a></li> <li><a href="/wiki/Methyl_radical" title="Methyl radical">CH<sub>3</sub></a></li> <li><a href="/wiki/Ethynyl_radical" title="Ethynyl radical">C<sub>2</sub>H</a></li></ul> </div></td></tr></tbody></table><div> </div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Silanes" scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Silanes" title="Silanes">Silanes</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Silane" title="Silane">SiH<sub>4</sub></a></li> <li><a href="/wiki/Disilane" title="Disilane">Si<sub>2</sub>H<sub>6</sub></a></li> <li><a href="/wiki/Trisilane" title="Trisilane">Si<sub>3</sub>H<sub>8</sub></a></li> <li><a href="/wiki/Tetrasilane" title="Tetrasilane">Si<sub>4</sub>H<sub>10</sub></a></li> <li><a href="/wiki/Pentasilane" class="mw-redirect" title="Pentasilane">Si<sub>5</sub>H<sub>12</sub></a></li> <li><a href="/wiki/Hexasilane" class="mw-redirect" title="Hexasilane">Si<sub>6</sub>H<sub>14</sub></a></li> <li><a href="/w/index.php?title=Heptasilane&action=edit&redlink=1" class="new" title="Heptasilane (page does not exist)">Si<sub>7</sub>H<sub>16</sub></a></li> <li><a href="/w/index.php?title=Octasilane&action=edit&redlink=1" class="new" title="Octasilane (page does not exist)">Si<sub>8</sub>H<sub>18</sub></a></li> <li><a href="/w/index.php?title=Nonasilane&action=edit&redlink=1" class="new" title="Nonasilane (page does not exist)">Si<sub>9</sub>H<sub>20</sub></a></li> <li><a href="/w/index.php?title=Decasilane&action=edit&redlink=1" class="new" title="Decasilane (page does not exist)">Si<sub>10</sub>H<sub>22</sub></a></li> <li><a href="/wiki/Silanes" title="Silanes">more...</a></li></ul> </div></td></tr></tbody></table><div> </div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Silenes" scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Silenes" title="Silenes">Silenes</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Disilene" title="Disilene">Si<sub>2</sub>H<sub>4</sub></a></li></ul> </div></td></tr></tbody></table><div> </div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Silynes" scope="row" class="navbox-group" style="width:1%"><a href="/w/index.php?title=Silynes&action=edit&redlink=1" class="new" title="Silynes (page does not exist)">Silynes</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Disilyne" title="Disilyne">Si<sub>2</sub>H<sub>2</sub></a></li> <li><a href="/wiki/Silicon_monohydride" class="mw-redirect" title="Silicon monohydride">SiH</a></li></ul> </div></td></tr></tbody></table><div> </div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Germanes" scope="row" class="navbox-group" style="width:1%"><a href="/w/index.php?title=Germanes&action=edit&redlink=1" class="new" title="Germanes (page does not exist)">Germanes</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Germane" title="Germane">GeH<sub>4</sub></a></li> <li><a href="/wiki/Digermane" title="Digermane">Ge<sub>2</sub>H<sub>6</sub></a></li> <li><a href="/w/index.php?title=Trigermane&action=edit&redlink=1" class="new" title="Trigermane (page does not exist)">Ge<sub>3</sub>H<sub>8</sub></a></li> <li><a href="/w/index.php?title=Tetragermane&action=edit&redlink=1" class="new" title="Tetragermane (page does not exist)">Ge<sub>4</sub>H<sub>10</sub></a></li> <li><a href="/w/index.php?title=Pentagermane&action=edit&redlink=1" class="new" title="Pentagermane (page does not exist)">Ge<sub>5</sub>H<sub>12</sub></a></li></ul> </div></td></tr></tbody></table><div></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Stannanes" scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Stannanes" class="mw-redirect" title="Stannanes">Stannanes</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Stannane" title="Stannane">SnH<sub>4</sub></a></li> <li><a href="/w/index.php?title=Distannane&action=edit&redlink=1" class="new" title="Distannane (page does not exist)">Sn<sub>2</sub>H<sub>6</sub></a></li></ul> </div></td></tr></tbody></table><div></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Plumbanes" scope="row" class="navbox-group" style="width:1%">Plumbanes</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Plumbane" title="Plumbane">PbH<sub>4</sub></a></li></ul> </div></td></tr></tbody></table><div></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Flerovanes_(predicted)" scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Flerovium" title="Flerovium">Flerovanes</a> (<i>predicted</i>)</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>FlH</i></li> <li><i>FlH<sub>2</sub></i></li> <li><i>FlH<sub>4</sub></i></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Pnictogen_hydride" title="Pnictogen hydride">Pnictogen <br />(Group 15) hydrides</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Azanes" scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Azane" title="Azane">Azanes</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Ammonia" title="Ammonia">NH<sub>3</sub></a></li> <li><a href="/wiki/Hydrazine" title="Hydrazine">N<sub>2</sub>H<sub>4</sub></a></li> <li><a href="/wiki/Triazane" title="Triazane">N<sub>3</sub>H<sub>5</sub></a></li> <li><a href="/w/index.php?title=Tetrazane&action=edit&redlink=1" class="new" title="Tetrazane (page does not exist)">N<sub>4</sub>H<sub>6</sub></a></li> <li><a href="/w/index.php?title=Pentazane&action=edit&redlink=1" class="new" title="Pentazane (page does not exist)">N<sub>5</sub>H<sub>7</sub></a></li> <li><a href="/w/index.php?title=Hexazane&action=edit&redlink=1" class="new" title="Hexazane (page does not exist)">N<sub>6</sub>H<sub>8</sub></a></li> <li><a href="/w/index.php?title=Heptazane&action=edit&redlink=1" class="new" title="Heptazane (page does not exist)">N<sub>7</sub>H<sub>9</sub></a></li> <li><a href="/w/index.php?title=Octazane&action=edit&redlink=1" class="new" title="Octazane (page does not exist)">N<sub>8</sub>H<sub>10</sub></a></li> <li><a href="/w/index.php?title=Nonazane&action=edit&redlink=1" class="new" title="Nonazane (page does not exist)">N<sub>9</sub>H<sub>11</sub></a></li> <li><a href="/w/index.php?title=Decazane&action=edit&redlink=1" class="new" title="Decazane (page does not exist)">N<sub>10</sub>H<sub>12</sub></a></li> <li><a href="/wiki/Azane" title="Azane">more...</a></li></ul> </div></td></tr></tbody></table><div> </div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Azenes" scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Azo_compound" title="Azo compound">Azenes</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Diazene" class="mw-redirect" title="Diazene">N<sub>2</sub>H<sub>2</sub></a></li> <li><a href="/wiki/Triazene" title="Triazene">N<sub>3</sub>H<sub>3</sub></a></li> <li><a href="/wiki/Tetrazene" title="Tetrazene">N<sub>4</sub>H<sub>4</sub></a></li></ul> </div></td></tr></tbody></table><div> </div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Phosphanes" scope="row" class="navbox-group" style="width:1%"><a href="/w/index.php?title=Phosphanes&action=edit&redlink=1" class="new" title="Phosphanes (page does not exist)">Phosphanes</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Phosphine" title="Phosphine">PH<sub>3</sub></a></li> <li><a href="/wiki/Diphosphane" title="Diphosphane">P<sub>2</sub>H<sub>4</sub></a></li> <li><a href="/wiki/Triphosphane" title="Triphosphane">P<sub>3</sub>H<sub>5</sub></a></li> <li><a href="/w/index.php?title=Tetraphosphane&action=edit&redlink=1" class="new" title="Tetraphosphane (page does not exist)">P<sub>4</sub>H<sub>6</sub></a></li> <li><a href="/w/index.php?title=Pentaphosphane&action=edit&redlink=1" class="new" title="Pentaphosphane (page does not exist)">P<sub>5</sub>H<sub>7</sub></a></li> <li><a href="/w/index.php?title=Hexaphosphane&action=edit&redlink=1" class="new" title="Hexaphosphane (page does not exist)">P<sub>6</sub>H<sub>8</sub></a></li> <li><a href="/w/index.php?title=Heptaphosphane&action=edit&redlink=1" class="new" title="Heptaphosphane (page does not exist)">P<sub>7</sub>H<sub>9</sub></a></li> <li><a href="/w/index.php?title=Octaphosphane&action=edit&redlink=1" class="new" title="Octaphosphane (page does not exist)">P<sub>8</sub>H<sub>10</sub></a></li> <li><a href="/w/index.php?title=Nonaphosphane&action=edit&redlink=1" class="new" title="Nonaphosphane (page does not exist)">P<sub>9</sub>H<sub>11</sub></a></li> <li><a href="/w/index.php?title=Decaphosphane&action=edit&redlink=1" class="new" title="Decaphosphane (page does not exist)">P<sub>10</sub>H<sub>12</sub></a></li> <li><a href="/w/index.php?title=Phosphanes&action=edit&redlink=1" class="new" title="Phosphanes (page does not exist)">more...</a></li></ul> </div></td></tr></tbody></table><div> </div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Phosphenes" scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Diphosphenes" title="Diphosphenes">Phosphenes</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Diphosphene" title="Diphosphene">P<sub>2</sub>H<sub>2</sub></a></li> <li><a href="/w/index.php?title=Triphosphene&action=edit&redlink=1" class="new" title="Triphosphene (page does not exist)">P<sub>3</sub>H<sub>3</sub></a></li> <li><a href="/w/index.php?title=Tetraphosphene&action=edit&redlink=1" class="new" title="Tetraphosphene (page does not exist)">P<sub>4</sub>H<sub>4</sub></a></li></ul> </div></td></tr></tbody></table><div> </div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Arsanes" scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Arsane" class="mw-redirect" title="Arsane">Arsanes</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Arsine" title="Arsine">AsH<sub>3</sub></a></li> <li><a href="/wiki/Diarsine" class="mw-redirect" title="Diarsine">As<sub>2</sub>H<sub>4</sub></a></li></ul> </div></td></tr></tbody></table><div> </div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Stibanes" scope="row" class="navbox-group" style="width:1%">Stibanes</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Stibine" title="Stibine">SbH<sub>3</sub></a></li></ul> </div></td></tr></tbody></table><div> </div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Bismuthanes" scope="row" class="navbox-group" style="width:1%">Bismuthanes</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Bismuthine" title="Bismuthine">BiH<sub>3</sub></a></li></ul> </div></td></tr></tbody></table><div> </div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Moscovanes" scope="row" class="navbox-group" style="width:1%">Moscovanes</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i><a href="/wiki/Moscovium" title="Moscovium">McH<sub>3</sub></a></i> (<i>predicted</i>)</li></ul> </div></td></tr></tbody></table><div> <ul><li><a href="/wiki/Hydrazoic_acid" title="Hydrazoic acid">HN<sub>3</sub></a></li> <li><a href="/wiki/Imidogen" title="Imidogen">NH</a></li> <li><a href="/wiki/Pentazole" title="Pentazole">HN<sub>5</sub></a></li> <li><a href="/wiki/Nitrogen_pentahydride" title="Nitrogen pentahydride">NH<sub>5</sub></a> <i>(hypothetical)</i></li></ul></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Hydrogen_chalcogenide" title="Hydrogen chalcogenide">Hydrogen <br />chalcogenides <br />(Group 16 hydrides)</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Polyoxidanes" scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Hydrogen_polyoxide" title="Hydrogen polyoxide">Polyoxidanes</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <li><a href="/wiki/Properties_of_water" title="Properties of water">H<sub>2</sub>O</a></li> <li><a href="/wiki/Hydrogen_peroxide" title="Hydrogen peroxide">H<sub>2</sub>O<sub>2</sub></a></li> <li><a href="/wiki/Trioxidane" title="Trioxidane">H<sub>2</sub>O<sub>3</sub></a></li> <li><a href="/wiki/Tetraoxidane" title="Tetraoxidane">H<sub>2</sub>O<sub>4</sub></a></li> <li><a href="/wiki/Pentaoxidane" title="Pentaoxidane">H<sub>2</sub>O<sub>5</sub></a></li> <li><a href="/wiki/Hydrogen_polyoxide" title="Hydrogen polyoxide">more...</a></li> </div></td></tr></tbody></table><div> </div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Polysulfanes" scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Polysulfane" title="Polysulfane">Polysulfanes</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Hydrogen_sulfide" title="Hydrogen sulfide">H<sub>2</sub>S</a></li> <li><a href="/wiki/Hydrogen_disulfide" title="Hydrogen disulfide">H<sub>2</sub>S<sub>2</sub></a></li> <li><a href="/wiki/Trisulfane" title="Trisulfane">H<sub>2</sub>S<sub>3</sub></a></li> <li><a href="/w/index.php?title=Hydrogen_tetrasulfide&action=edit&redlink=1" class="new" title="Hydrogen tetrasulfide (page does not exist)">H<sub>2</sub>S<sub>4</sub></a></li> <li><a href="/w/index.php?title=Hydrogen_pentasulfide&action=edit&redlink=1" class="new" title="Hydrogen pentasulfide (page does not exist)">H<sub>2</sub>S<sub>5</sub></a></li> <li><a href="/w/index.php?title=Hydrogen_hexasulfide&action=edit&redlink=1" class="new" title="Hydrogen hexasulfide (page does not exist)">H<sub>2</sub>S<sub>6</sub></a></li> <li><a href="/w/index.php?title=Hydrogen_heptasulfide&action=edit&redlink=1" class="new" title="Hydrogen heptasulfide (page does not exist)">H<sub>2</sub>S<sub>7</sub></a></li> <li><a href="/w/index.php?title=Hydrogen_octasulfide&action=edit&redlink=1" class="new" title="Hydrogen octasulfide (page does not exist)">H<sub>2</sub>S<sub>8</sub></a></li> <li><a href="/w/index.php?title=Hydrogen_nonasulfide&action=edit&redlink=1" class="new" title="Hydrogen nonasulfide (page does not exist)">H<sub>2</sub>S<sub>9</sub></a></li> <li><a href="/w/index.php?title=Hydrogen_decasulfide&action=edit&redlink=1" class="new" title="Hydrogen decasulfide (page does not exist)">H<sub>2</sub>S<sub>10</sub></a></li> <li><a href="/wiki/Polysulfane" title="Polysulfane">more...</a></li></ul> </div></td></tr></tbody></table><div> </div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Selanes" scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Selanes" class="mw-redirect" title="Selanes">Selanes</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Hydrogen_selenide" title="Hydrogen selenide">H<sub>2</sub>Se</a></li> <li><a href="/wiki/Hydrogen_diselenide" title="Hydrogen diselenide">H<sub>2</sub>Se<sub>2</sub></a></li></ul> </div></td></tr></tbody></table><div> </div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Tellanes" scope="row" class="navbox-group" style="width:1%">Tellanes</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Hydrogen_telluride" title="Hydrogen telluride">H<sub>2</sub>Te</a></li> <li><a href="/wiki/Hydrogen_ditelluride" title="Hydrogen ditelluride">H<sub>2</sub>Te<sub>2</sub></a></li></ul> </div></td></tr></tbody></table><div> </div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Polanes" scope="row" class="navbox-group" style="width:1%">Polanes</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Polonium_hydride" title="Polonium hydride">PoH<sub>2</sub></a></li></ul> </div></td></tr></tbody></table><div> </div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Livermoranes" scope="row" class="navbox-group" style="width:1%">Livermoranes</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i><a href="/wiki/Livermorium" title="Livermorium">LvH<sub>2</sub></a></i> (<i>predicted</i>)</li></ul> </div></td></tr></tbody></table><div> <ul><li><a href="/wiki/Hydroxyl_radical" title="Hydroxyl radical">HO</a></li> <li><a href="/wiki/Hydroperoxyl" title="Hydroperoxyl">HO<sub>2</sub></a></li> <li><a href="/wiki/Hydrogen_ozonide" title="Hydrogen ozonide">HO<sub>3</sub></a></li> <li><a href="/w/index.php?title=Oxywater&action=edit&redlink=1" class="new" title="Oxywater (page does not exist)">H<sub>2</sub>O<sup>+</sup>–O<sup>–</sup></a> <i>(hypothetical)</i></li> <li><a href="/wiki/Sulfanyl" title="Sulfanyl">HS</a></li> <li><a href="/wiki/Semiheavy_water" title="Semiheavy water">HDO</a></li> <li><a href="/wiki/Heavy_water" title="Heavy water">D<sub>2</sub>O</a></li> <li><a href="/wiki/Tritiated_water" title="Tritiated water">T<sub>2</sub>O</a></li></ul></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Hydrogen_halide" title="Hydrogen halide">Hydrogen halides <br />(Group 17 hydrides)</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <li><a href="/wiki/Hydrogen_fluoride" title="Hydrogen fluoride">HF</a></li> <li><a href="/wiki/Hydrogen_chloride" title="Hydrogen chloride">HCl</a></li> <li><a href="/wiki/Hydrogen_bromide" title="Hydrogen bromide">HBr</a></li> <li><a href="/wiki/Hydrogen_iodide" title="Hydrogen iodide">HI</a></li> <li><a href="/wiki/Hydrogen_astatide" title="Hydrogen astatide">HAt</a></li> <li><i><a href="/wiki/Tennessine" title="Tennessine">HTs</a></i> (<i>predicted</i>)</li> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Transition_metal_hydrides" class="mw-redirect" title="Transition metal hydrides">Transition metal hydrides</a></th><td class="navbox-list-with-group navbox-list navbox-even hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Scandium_hydride" title="Scandium hydride">ScH<sub>2</sub></a></li> <li><a href="/wiki/Yttrium_hydride" title="Yttrium hydride">YH<sub>2</sub></a></li> <li><a href="/w/index.php?title=Yttrium_trihydride&action=edit&redlink=1" class="new" title="Yttrium trihydride (page does not exist)">YH<sub>3</sub></a></li> <li><a href="/w/index.php?title=Yttrium_hexahydride&action=edit&redlink=1" class="new" title="Yttrium hexahydride (page does not exist)">YH<sub>6</sub></a></li> <li><a href="/w/index.php?title=Yttrium_nonahydride&action=edit&redlink=1" class="new" title="Yttrium nonahydride (page does not exist)">YH<sub>9</sub></a></li> <li><a href="/w/index.php?title=Lutetium_dihydride&action=edit&redlink=1" class="new" title="Lutetium dihydride (page does not exist)">LuH<sub>2</sub></a></li> <li><a href="/w/index.php?title=Lutetium_trihydride&action=edit&redlink=1" class="new" title="Lutetium trihydride (page does not exist)">LuH<sub>3</sub></a></li> <li><a href="/wiki/Titanium_hydride" title="Titanium hydride">TiH<sub>2</sub></a></li> <li><a href="/wiki/Titanium(IV)_hydride" title="Titanium(IV) hydride">TiH<sub>4</sub></a></li> <li><a href="/wiki/Zirconium(II)_hydride" title="Zirconium(II) hydride">ZrH<sub>2</sub></a></li> <li><a href="/wiki/Zirconium_hydride" title="Zirconium hydride">ZrH<sub>4</sub></a></li> <li><a href="/w/index.php?title=Hafnium(II)_hydride&action=edit&redlink=1" class="new" title="Hafnium(II) hydride (page does not exist)">HfH<sub>2</sub></a></li> <li><a href="/w/index.php?title=Hafnium_hydride&action=edit&redlink=1" class="new" title="Hafnium hydride (page does not exist)">HfH<sub>4</sub></a></li> <li><a href="/w/index.php?title=Vanadium(I)_hydride&action=edit&redlink=1" class="new" title="Vanadium(I) hydride (page does not exist)">VH</a></li> <li><a href="/w/index.php?title=Vanadium(II)_hydride&action=edit&redlink=1" class="new" title="Vanadium(II) hydride (page does not exist)">VH<sub>2</sub></a></li> <li><a href="/w/index.php?title=Niobium_monohydride&action=edit&redlink=1" class="new" title="Niobium monohydride (page does not exist)">NbH</a></li> <li><a href="/w/index.php?title=Niobium_dihydride&action=edit&redlink=1" class="new" title="Niobium dihydride (page does not exist)">NbH<sub>2</sub></a></li> <li><a href="/w/index.php?title=Tantalum_monohydride&action=edit&redlink=1" class="new" title="Tantalum monohydride (page does not exist)">TaH</a></li> <li><a href="/w/index.php?title=Tantalum_dihydride&action=edit&redlink=1" class="new" title="Tantalum dihydride (page does not exist)">TaH<sub>2</sub></a></li> <li><a href="/wiki/Chromium(I)_hydride" title="Chromium(I) hydride">CrH</a></li> <li><a href="/wiki/Chromium(II)_hydride" title="Chromium(II) hydride">CrH<sub>2</sub></a></li> <li><a href="/wiki/Chromium_hydride" title="Chromium hydride">CrH<sub>x</sub></a></li> <li><a href="/wiki/Iron(I)_hydride" title="Iron(I) hydride">FeH</a></li> <li><a href="/wiki/Iron(II)_hydride" title="Iron(II) hydride">FeH<sub>2</sub></a></li> <li><a href="/wiki/Iron_pentahydride" title="Iron pentahydride">FeH<sub>5</sub></a></li> <li><a href="/wiki/Cobalt(II)_hydride" title="Cobalt(II) hydride">CoH<sub>2</sub></a></li> <li><a href="/w/index.php?title=Rhodium_hydride&action=edit&redlink=1" class="new" title="Rhodium hydride (page does not exist)">RhH<sub>2</sub></a></li> <li><a href="/wiki/Iridium_trihydride" title="Iridium trihydride">IrH<sub>3</sub></a></li> <li><a href="/wiki/Nickel_hydride" title="Nickel hydride">NiH</a></li> <li><a href="/wiki/Palladium_hydride" title="Palladium hydride">PdH<sub><i>x</i></sub> (<i>x</i> < 1)</a></li> <li><a href="/w/index.php?title=Platinum_hydride&action=edit&redlink=1" class="new" title="Platinum hydride (page does not exist)">PtH<sub><i>x</i></sub> (<i>x</i>< 1) </a></li> <li><i><a href="/wiki/Darmstadtium" title="Darmstadtium">DsH<sub>2</sub></a></i> (<i>predicted</i>)</li> <li><a href="/wiki/Copper_hydride" title="Copper hydride">CuH</a></li> <li><i><a href="/wiki/Roentgenium" title="Roentgenium">RgH</a></i> (<i>predicted</i>)</li> <li><a href="/wiki/Zinc_hydride" title="Zinc hydride">ZnH<sub>2</sub></a></li> <li><a href="/wiki/Cadmium_hydride" title="Cadmium hydride">CdH<sub>2</sub></a></li> <li><a href="/wiki/Mercury(I)_hydride" title="Mercury(I) hydride">HgH</a></li> <li><a href="/wiki/Mercury(I)_hydride" title="Mercury(I) hydride">Hg<sub>2</sub>H<sub>2</sub></a></li> <li><a href="/wiki/Mercury(II)_hydride" title="Mercury(II) hydride">HgH<sub>2</sub></a></li> <li><i><a href="/wiki/Copernicium" title="Copernicium">CnH<sub>2</sub></a></i> (<i>predicted</i>)</li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/w/index.php?title=Lanthanide_hydrides&action=edit&redlink=1" class="new" title="Lanthanide hydrides (page does not exist)">Lanthanide hydrides</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/w/index.php?title=Lanthanum_dihydride&action=edit&redlink=1" class="new" title="Lanthanum dihydride (page does not exist)">LaH<sub>2</sub></a></li> <li><a href="/w/index.php?title=Lanthanum_trihydride&action=edit&redlink=1" class="new" title="Lanthanum trihydride (page does not exist)">LaH<sub>3</sub></a></li> <li><a href="/wiki/Lanthanum_decahydride" title="Lanthanum decahydride">LaH<sub>10</sub></a></li> <li><a href="/w/index.php?title=Cerium_dihydride&action=edit&redlink=1" class="new" title="Cerium dihydride (page does not exist)">CeH<sub>2</sub></a></li> <li><a href="/w/index.php?title=Cerium_trihydride&action=edit&redlink=1" class="new" title="Cerium trihydride (page does not exist)">CeH<sub>3</sub></a></li> <li><a href="/w/index.php?title=Praseodymium_dihydride&action=edit&redlink=1" class="new" title="Praseodymium dihydride (page does not exist)">PrH<sub>2</sub></a></li> <li><a href="/w/index.php?title=Praseodymium_hydride&action=edit&redlink=1" class="new" title="Praseodymium hydride (page does not exist)">PrH<sub>3</sub></a></li> <li><a href="/wiki/Neodymium(II)_hydride" title="Neodymium(II) hydride">NdH<sub>2</sub></a></li> <li><a href="/wiki/Neodymium(III)_hydride" title="Neodymium(III) hydride">NdH<sub>3</sub></a></li> <li><a href="/w/index.php?title=Samarium_dihydride&action=edit&redlink=1" class="new" title="Samarium dihydride (page does not exist)">SmH<sub>2</sub></a></li> <li><a href="/w/index.php?title=Samarium_trihydride&action=edit&redlink=1" class="new" title="Samarium trihydride (page does not exist)">SmH<sub>3</sub></a></li> <li><a href="/wiki/Europium_hydride" title="Europium hydride">EuH<sub>2</sub></a></li> <li><a href="/w/index.php?title=Gadolinium_dihydride&action=edit&redlink=1" class="new" title="Gadolinium dihydride (page does not exist)">GdH<sub>2</sub></a></li> <li><a href="/w/index.php?title=Gadolinium_trihydride&action=edit&redlink=1" class="new" title="Gadolinium trihydride (page does not exist)">GdH<sub>3</sub></a></li> <li><a href="/w/index.php?title=Terbium_dihydride&action=edit&redlink=1" class="new" title="Terbium dihydride (page does not exist)">TbH<sub>2</sub></a></li> <li><a href="/w/index.php?title=Terbium_trihydride&action=edit&redlink=1" class="new" title="Terbium trihydride (page does not exist)">TbH<sub>3</sub></a></li> <li><a href="/w/index.php?title=Dysprosium_dihydride&action=edit&redlink=1" class="new" title="Dysprosium dihydride (page does not exist)">DyH<sub>2</sub></a></li> <li><a href="/w/index.php?title=Dysprosium_trihydride&action=edit&redlink=1" class="new" title="Dysprosium trihydride (page does not exist)">DyH<sub>3</sub></a></li> <li><a href="/w/index.php?title=Holmium_dihydride&action=edit&redlink=1" class="new" title="Holmium dihydride (page does not exist)">HoH<sub>2</sub></a></li> <li><a href="/w/index.php?title=Holmium_trihydride&action=edit&redlink=1" class="new" title="Holmium trihydride (page does not exist)">HoH<sub>3</sub></a></li> <li><a href="/w/index.php?title=Erbium_dihydride&action=edit&redlink=1" class="new" title="Erbium dihydride (page does not exist)">ErH<sub>2</sub></a></li> <li><a href="/w/index.php?title=Erbium_trihydride&action=edit&redlink=1" class="new" title="Erbium trihydride (page does not exist)">ErH<sub>3</sub></a></li> <li><a href="/w/index.php?title=Thulium_dihydride&action=edit&redlink=1" class="new" title="Thulium dihydride (page does not exist)">TmH<sub>2</sub></a></li> <li><a href="/w/index.php?title=Thulium_trihydride&action=edit&redlink=1" class="new" title="Thulium trihydride (page does not exist)">TmH<sub>3</sub></a></li> <li><a href="/wiki/Ytterbium(II)_hydride" title="Ytterbium(II) hydride">YbH<sub>2</sub></a></li> <li><a href="/w/index.php?title=Lutetium_dihydride&action=edit&redlink=1" class="new" title="Lutetium dihydride (page does not exist)">LuH<sub>2</sub></a></li> <li><a href="/w/index.php?title=Lutetium_trihydride&action=edit&redlink=1" class="new" title="Lutetium trihydride (page does not exist)">LuH<sub>3</sub></a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/w/index.php?title=Actinide_hydrides&action=edit&redlink=1" class="new" title="Actinide hydrides (page does not exist)">Actinide hydrides</a></th><td class="navbox-list-with-group navbox-list navbox-even hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/w/index.php?title=Actinium_dihydride&action=edit&redlink=1" class="new" title="Actinium dihydride (page does not exist)">AcH<sub>2</sub></a></li> <li><a href="/w/index.php?title=Thorium_hydride&action=edit&redlink=1" class="new" title="Thorium hydride (page does not exist)">ThH<sub>2</sub></a></li> <li><a href="/w/index.php?title=Thorium(IV)_hydride&action=edit&redlink=1" class="new" title="Thorium(IV) hydride (page does not exist)">ThH<sub>4</sub></a></li> <li>Th<sub>4</sub>H<sub>15</sub></li> <li><a href="/wiki/Protactinium_trihydride" title="Protactinium trihydride">PaH<sub>3</sub></a></li> <li><a href="/wiki/Uranium(III)_hydride" title="Uranium(III) hydride">UH<sub>3</sub></a></li> <li><a href="/wiki/Uranium(IV)_hydride" title="Uranium(IV) hydride">UH<sub>4</sub></a></li> <li><a href="/w/index.php?title=Neptunium_dihydride&action=edit&redlink=1" class="new" title="Neptunium dihydride (page does not exist)">NpH<sub>2</sub></a></li> <li><a href="/w/index.php?title=Neptunium_trihydride&action=edit&redlink=1" class="new" title="Neptunium trihydride (page does not exist)">NpH<sub>3</sub></a></li> <li><a href="/wiki/Plutonium_hydride" title="Plutonium hydride">PuH<sub>2</sub></a></li> <li><a href="/wiki/Plutonium_hydride" title="Plutonium hydride">PuH<sub>3</sub></a></li> <li><a href="/w/index.php?title=Americium_dihydride&action=edit&redlink=1" class="new" title="Americium dihydride (page does not exist)">AmH<sub>2</sub></a></li> <li><a href="/wiki/Americium_trihydride" title="Americium trihydride">AmH<sub>3</sub></a></li> <li><a href="/w/index.php?title=Curium_hydride&action=edit&redlink=1" class="new" title="Curium hydride (page does not exist)">CmH<sub>2</sub></a></li> <li><a href="/w/index.php?title=Berkelium_dihydride&action=edit&redlink=1" class="new" title="Berkelium dihydride (page does not exist)">BkH<sub>2</sub></a></li> <li><a href="/w/index.php?title=Berkelium_trihydride&action=edit&redlink=1" class="new" title="Berkelium trihydride (page does not exist)">BkH<sub>3</sub></a></li> <li><a href="/w/index.php?title=Californium_dihydride&action=edit&redlink=1" class="new" title="Californium dihydride (page does not exist)">CfH<sub>2</sub></a></li> <li><a href="/w/index.php?title=Californium_trihydride&action=edit&redlink=1" class="new" title="Californium trihydride (page does not exist)">CfH<sub>3</sub></a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Exotic_atoms" class="mw-redirect" title="Exotic atoms">Exotic matter hydrides</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Positronium_hydride" title="Positronium hydride">PsH</a></li></ul> </div></td></tr></tbody></table></div> <div class="navbox-styles"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" 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control">Authority control databases</a> <span class="mw-valign-text-top noprint" typeof="mw:File/Frameless"><a href="https://www.wikidata.org/wiki/Q151313#identifiers" title="Edit this at Wikidata"><img alt="Edit this at Wikidata" src="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/10px-OOjs_UI_icon_edit-ltr-progressive.svg.png" decoding="async" width="10" height="10" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/15px-OOjs_UI_icon_edit-ltr-progressive.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/20px-OOjs_UI_icon_edit-ltr-progressive.svg.png 2x" data-file-width="20" data-file-height="20" /></a></span></div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%">National</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"><ul><li><span class="uid"><a rel="nofollow" class="external text" href="https://d-nb.info/gnd/4140264-9">Germany</a></span></li><li><span class="uid"><a rel="nofollow" class="external text" href="https://id.loc.gov/authorities/sh85045433">United States</a></span></li><li><span class="uid"><a rel="nofollow" class="external text" href="https://catalogue.bnf.fr/ark:/12148/cb12062004j">France</a></span></li><li><span class="uid"><a rel="nofollow" class="external text" href="https://data.bnf.fr/ark:/12148/cb12062004j">BnF data</a></span></li><li><span class="uid"><a rel="nofollow" class="external text" href="https://id.ndl.go.jp/auth/ndlna/00562060">Japan</a></span></li><li><span class="uid"><span class="rt-commentedText tooltip tooltip-dotted" title="ethylen"><a rel="nofollow" class="external text" href="https://aleph.nkp.cz/F/?func=find-c&local_base=aut&ccl_term=ica=ph669540&CON_LNG=ENG">Czech Republic</a></span></span></li><li><span class="uid"><a rel="nofollow" class="external text" href="http://catalogo.bne.es/uhtbin/authoritybrowse.cgi?action=display&authority_id=XX534539">Spain</a></span></li><li><span class="uid"><a rel="nofollow" class="external text" href="http://olduli.nli.org.il/F/?func=find-b&local_base=NLX10&find_code=UID&request=987007557798205171">Israel</a></span></li></ul></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Other</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"><ul><li><span class="uid"><a rel="nofollow" class="external text" href="https://www.idref.fr/028875109">IdRef</a></span></li></ul></div></td></tr></tbody></table></div>    </div><noscript><img src="https://login.wikimedia.org/wiki/Special:CentralAutoLogin/start?type=1x1" alt="" width="1" height="1" style="border: none; position: absolute;"></noscript> <div class="printfooter" data-nosnippet="">Retrieved from "<a dir="ltr" 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