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class="vector-toc-text"> <span class="vector-toc-numb">5.1</span> <span>Regulation</span> </div> </a> <ul id="toc-Regulation-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-Environmental_effects" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Environmental_effects"> <div class="vector-toc-text"> <span class="vector-toc-numb">6</span> <span>Environmental effects</span> </div> </a> <ul id="toc-Environmental_effects-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">7</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">8</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">9</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">Dichloromethane</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 46 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-46" 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">46 languages</span> </label> <div class="vector-dropdown-content"> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li class="interlanguage-link interwiki-ar mw-list-item"><a href="https://ar.wikipedia.org/wiki/%D8%AB%D9%86%D8%A7%D8%A6%D9%8A_%D9%83%D9%84%D9%88%D8%B1%D9%88_%D8%A7%D9%84%D9%85%D9%8A%D8%AB%D8%A7%D9%86" title="ثنائي كلورو الميثان – Arabic" lang="ar" hreflang="ar" data-title="ثنائي كلورو الميثان" data-language-autonym="العربية" data-language-local-name="Arabic" class="interlanguage-link-target"><span>العربية</span></a></li><li class="interlanguage-link interwiki-azb mw-list-item"><a href="https://azb.wikipedia.org/wiki/%D8%AF%DB%8C%DA%A9%D9%88%D9%84%D9%88%D8%B1%D9%88%D9%85%D8%AA%D8%A7%D9%86" title="دیکولورومتان – South Azerbaijani" lang="azb" hreflang="azb" data-title="دیکولورومتان" 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%A1%E0%A6%BE%E0%A6%87%E0%A6%95%E0%A7%8D%E0%A6%B2%E0%A7%8B%E0%A6%B0%E0%A7%8B%E0%A6%AE%E0%A6%BF%E0%A6%A5%E0%A7%87%E0%A6%A8" title="ডাইক্লোরোমিথেন – Bangla" lang="bn" hreflang="bn" data-title="ডাইক্লোরোমিথেন" data-language-autonym="বাংলা" data-language-local-name="Bangla" class="interlanguage-link-target"><span>বাংলা</span></a></li><li class="interlanguage-link interwiki-bg mw-list-item"><a href="https://bg.wikipedia.org/wiki/%D0%94%D0%B8%D1%85%D0%BB%D0%BE%D1%80%D0%BC%D0%B5%D1%82%D0%B0%D0%BD" title="Дихлорметан – Bulgarian" lang="bg" hreflang="bg" data-title="Дихлорметан" 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/Metilen_hlorid" title="Metilen hlorid – Bosnian" lang="bs" hreflang="bs" data-title="Metilen hlorid" 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/Dicloromet%C3%A0" title="Diclorometà – Catalan" lang="ca" hreflang="ca" data-title="Diclorometà" 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/Dichlormethan" title="Dichlormethan – Czech" lang="cs" hreflang="cs" data-title="Dichlormethan" data-language-autonym="Čeština" data-language-local-name="Czech" class="interlanguage-link-target"><span>Čeština</span></a></li><li class="interlanguage-link interwiki-da mw-list-item"><a href="https://da.wikipedia.org/wiki/Metylenklorid" title="Metylenklorid – Danish" lang="da" hreflang="da" data-title="Metylenklorid" data-language-autonym="Dansk" data-language-local-name="Danish" class="interlanguage-link-target"><span>Dansk</span></a></li><li class="interlanguage-link interwiki-de mw-list-item"><a href="https://de.wikipedia.org/wiki/Dichlormethan" title="Dichlormethan – German" lang="de" hreflang="de" data-title="Dichlormethan" 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/Met%C3%BCleenkloriid" title="Metüleenkloriid – Estonian" lang="et" hreflang="et" data-title="Metüleenkloriid" 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%94%CE%B9%CF%87%CE%BB%CF%89%CF%81%CE%BF%CE%BC%CE%B5%CE%B8%CE%AC%CE%BD%CE%B9%CE%BF" title="Διχλωρομεθάνιο – Greek" lang="el" hreflang="el" data-title="Διχλωρομεθάνιο" 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/Cloruro_de_metileno" title="Cloruro de metileno – Spanish" lang="es" hreflang="es" data-title="Cloruro de metileno" 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/Dukloro-metano" title="Dukloro-metano – Esperanto" lang="eo" hreflang="eo" data-title="Dukloro-metano" 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/Diklorometano" title="Diklorometano – Basque" lang="eu" hreflang="eu" data-title="Diklorometano" 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%AF%DB%8C%E2%80%8C%DA%A9%D9%84%D8%B1%D9%88%D9%85%D8%AA%D8%A7%D9%86" title="دی‌کلرومتان – Persian" lang="fa" hreflang="fa" data-title="دی‌کلرومتان" 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/Dichlorom%C3%A9thane" title="Dichlorométhane – French" lang="fr" hreflang="fr" data-title="Dichlorométhane" data-language-autonym="Français" data-language-local-name="French" class="interlanguage-link-target"><span>Français</span></a></li><li class="interlanguage-link interwiki-ko mw-list-item"><a href="https://ko.wikipedia.org/wiki/%EB%8B%A4%EC%9D%B4%ED%81%B4%EB%A1%9C%EB%A1%9C%EB%A9%94%ED%85%8C%EC%9D%B8" title="다이클로로메테인 – Korean" lang="ko" hreflang="ko" data-title="다이클로로메테인" data-language-autonym="한국어" data-language-local-name="Korean" class="interlanguage-link-target"><span>한국어</span></a></li><li class="interlanguage-link interwiki-hr mw-list-item"><a href="https://hr.wikipedia.org/wiki/Diklormetan" title="Diklormetan – Croatian" lang="hr" hreflang="hr" data-title="Diklormetan" 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/Diklorometana" title="Diklorometana – Indonesian" lang="id" hreflang="id" data-title="Diklorometana" 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/Diclorometano" title="Diclorometano – Italian" lang="it" hreflang="it" data-title="Diclorometano" 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%93%D7%99%D7%9B%D7%9C%D7%95%D7%A8%D7%95%D7%9E%D7%AA%D7%90%D7%9F" title="דיכלורומתאן – Hebrew" lang="he" hreflang="he" data-title="דיכלורומתאן" data-language-autonym="עברית" data-language-local-name="Hebrew" class="interlanguage-link-target"><span>עברית</span></a></li><li class="interlanguage-link interwiki-ka mw-list-item"><a href="https://ka.wikipedia.org/wiki/%E1%83%93%E1%83%98%E1%83%A5%E1%83%9A%E1%83%9D%E1%83%A0%E1%83%9B%E1%83%94%E1%83%97%E1%83%90%E1%83%9C%E1%83%98" title="დიქლორმეთანი – Georgian" lang="ka" hreflang="ka" data-title="დიქლორმეთანი" data-language-autonym="ქართული" data-language-local-name="Georgian" class="interlanguage-link-target"><span>ქართული</span></a></li><li class="interlanguage-link interwiki-ky mw-list-item"><a href="https://ky.wikipedia.org/wiki/%D0%9C%D0%B5%D1%82%D0%B8%D0%BB%D0%B5%D0%BD%D1%85%D0%BB%D0%BE%D1%80%D0%B8%D0%B4" title="Метиленхлорид – Kyrgyz" lang="ky" hreflang="ky" data-title="Метиленхлорид" data-language-autonym="Кыргызча" data-language-local-name="Kyrgyz" class="interlanguage-link-target"><span>Кыргызча</span></a></li><li class="interlanguage-link interwiki-lv mw-list-item"><a href="https://lv.wikipedia.org/wiki/Metil%C4%93nhlor%C4%ABds" title="Metilēnhlorīds – Latvian" lang="lv" hreflang="lv" data-title="Metilēnhlorīds" data-language-autonym="Latviešu" data-language-local-name="Latvian" class="interlanguage-link-target"><span>Latviešu</span></a></li><li class="interlanguage-link interwiki-lb mw-list-item"><a href="https://lb.wikipedia.org/wiki/Dichloromethan" title="Dichloromethan – Luxembourgish" lang="lb" hreflang="lb" data-title="Dichloromethan" data-language-autonym="Lëtzebuergesch" data-language-local-name="Luxembourgish" class="interlanguage-link-target"><span>Lëtzebuergesch</span></a></li><li class="interlanguage-link interwiki-hu mw-list-item"><a href="https://hu.wikipedia.org/wiki/Dikl%C3%B3rmet%C3%A1n" title="Diklórmetán – Hungarian" lang="hu" hreflang="hu" data-title="Diklórmetán" data-language-autonym="Magyar" data-language-local-name="Hungarian" class="interlanguage-link-target"><span>Magyar</span></a></li><li class="interlanguage-link interwiki-ms mw-list-item"><a href="https://ms.wikipedia.org/wiki/Diklorometana" title="Diklorometana – Malay" lang="ms" hreflang="ms" data-title="Diklorometana" 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/Dichloormethaan" title="Dichloormethaan – Dutch" lang="nl" hreflang="nl" data-title="Dichloormethaan" 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%B8%E3%82%AF%E3%83%AD%E3%83%AD%E3%83%A1%E3%82%BF%E3%83%B3" title="ジクロロメタン – Japanese" lang="ja" hreflang="ja" data-title="ジクロロメタン" 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-uz mw-list-item"><a href="https://uz.wikipedia.org/wiki/Dixlormetan" title="Dixlormetan – Uzbek" lang="uz" hreflang="uz" data-title="Dixlormetan" 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-pl mw-list-item"><a href="https://pl.wikipedia.org/wiki/Dichlorometan" title="Dichlorometan – Polish" lang="pl" hreflang="pl" data-title="Dichlorometan" 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/Diclorometano" title="Diclorometano – Portuguese" lang="pt" hreflang="pt" data-title="Diclorometano" 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/Diclorometan" title="Diclorometan – Romanian" lang="ro" hreflang="ro" data-title="Diclorometan" 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%94%D0%B8%D1%85%D0%BB%D0%BE%D1%80%D0%BC%D0%B5%D1%82%D0%B0%D0%BD" title="Дихлорметан – Russian" lang="ru" hreflang="ru" data-title="Дихлорметан" data-language-autonym="Русский" data-language-local-name="Russian" class="interlanguage-link-target"><span>Русский</span></a></li><li class="interlanguage-link interwiki-sk mw-list-item"><a href="https://sk.wikipedia.org/wiki/Dichl%C3%B3rmet%C3%A1n" title="Dichlórmetán – Slovak" lang="sk" hreflang="sk" data-title="Dichlórmetán" data-language-autonym="Slovenčina" data-language-local-name="Slovak" class="interlanguage-link-target"><span>Slovenčina</span></a></li><li class="interlanguage-link interwiki-sr mw-list-item"><a href="https://sr.wikipedia.org/wiki/Dihlorometan" title="Dihlorometan – Serbian" lang="sr" hreflang="sr" data-title="Dihlorometan" 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/Dihlorometan" title="Dihlorometan – Serbo-Croatian" lang="sh" hreflang="sh" data-title="Dihlorometan" 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/Dikloorimetaani" title="Dikloorimetaani – Finnish" lang="fi" hreflang="fi" data-title="Dikloorimetaani" 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/Diklormetan" title="Diklormetan – Swedish" lang="sv" hreflang="sv" data-title="Diklormetan" 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/Dichloromethane" title="Dichloromethane – Tagalog" lang="tl" hreflang="tl" data-title="Dichloromethane" data-language-autonym="Tagalog" data-language-local-name="Tagalog" class="interlanguage-link-target"><span>Tagalog</span></a></li><li class="interlanguage-link interwiki-th mw-list-item"><a href="https://th.wikipedia.org/wiki/%E0%B9%84%E0%B8%94%E0%B8%84%E0%B8%A5%E0%B8%AD%E0%B9%82%E0%B8%A3%E0%B8%A1%E0%B8%B5%E0%B9%80%E0%B8%97%E0%B8%99" title="ไดคลอโรมีเทน – Thai" lang="th" hreflang="th" data-title="ไดคลอโรมีเทน" 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/Diklorometan" title="Diklorometan – Turkish" lang="tr" hreflang="tr" data-title="Diklorometan" 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%94%D0%B8%D1%85%D0%BB%D0%BE%D1%80%D0%BE%D0%BC%D0%B5%D1%82%D0%B0%D0%BD" title="Дихлорометан – Ukrainian" lang="uk" hreflang="uk" data-title="Дихлорометан" data-language-autonym="Українська" data-language-local-name="Ukrainian" class="interlanguage-link-target"><span>Українська</span></a></li><li class="interlanguage-link interwiki-ur mw-list-item"><a href="https://ur.wikipedia.org/wiki/%D8%AF%DB%8C%E2%80%8C%DA%A9%D9%84%D8%B1%D9%88%D9%85%D8%AA%D8%A7%D9%86" title="دی‌کلرومتان – Urdu" lang="ur" hreflang="ur" data-title="دی‌کلرومتان" data-language-autonym="اردو" data-language-local-name="Urdu" class="interlanguage-link-target"><span>اردو</span></a></li><li class="interlanguage-link interwiki-vi mw-list-item"><a href="https://vi.wikipedia.org/wiki/Dichloromethan" title="Dichloromethan – Vietnamese" lang="vi" hreflang="vi" data-title="Dichloromethan" 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-zh mw-list-item"><a href="https://zh.wikipedia.org/wiki/%E4%BA%8C%E6%B0%AF%E7%94%B2%E7%83%B7" title="二氯甲烷 – Chinese" lang="zh" hreflang="zh" data-title="二氯甲烷" data-language-autonym="中文" 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id="siteSub" class="noprint">From Wikipedia, the free encyclopedia</div> </div> <div id="contentSub"><div id="mw-content-subtitle"></div></div> <div id="mw-content-text" class="mw-body-content"><div class="mw-content-ltr mw-parser-output" lang="en" dir="ltr"><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">"Di-clo" redirects here. For the anti-inflammatory drug trade named Diclo, see <a href="/wiki/Diclofenac" title="Diclofenac">Diclofenac</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>Dichloromethane </caption> <tbody><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:Dichloromethane_molecular_structure.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/c/c2/Dichloromethane_molecular_structure.svg/110px-Dichloromethane_molecular_structure.svg.png" decoding="async" width="110" height="110" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/c/c2/Dichloromethane_molecular_structure.svg/165px-Dichloromethane_molecular_structure.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/c/c2/Dichloromethane_molecular_structure.svg/220px-Dichloromethane_molecular_structure.svg.png 2x" data-file-width="413" data-file-height="413" /></a><figcaption></figcaption></figure> </td> <td style="width:50%;"><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Dichloromethane-3D-vdW.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/0/00/Dichloromethane-3D-vdW.png/110px-Dichloromethane-3D-vdW.png" decoding="async" width="110" height="93" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/0/00/Dichloromethane-3D-vdW.png/165px-Dichloromethane-3D-vdW.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/0/00/Dichloromethane-3D-vdW.png/220px-Dichloromethane-3D-vdW.png 2x" data-file-width="1100" data-file-height="925" /></a><figcaption></figcaption></figure> </td></tr></tbody></table> </td></tr> <tr> <td colspan="2" style="text-align:center; padding:2px;"><span typeof="mw:File"><a href="/wiki/File:Sample_of_dichloromethane.jpg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/1/15/Sample_of_dichloromethane.jpg/200px-Sample_of_dichloromethane.jpg" decoding="async" width="200" height="303" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/1/15/Sample_of_dichloromethane.jpg/300px-Sample_of_dichloromethane.jpg 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/1/15/Sample_of_dichloromethane.jpg/400px-Sample_of_dichloromethane.jpg 2x" data-file-width="2242" data-file-height="3399" /></a></span> </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;">Dichloromethane</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;">Methylene bichloride; Methylene chloride gas; Methylene dichloride; Solmethine; Narkotil; Solaesthin; Di-clo; Refrigerant-30; Freon-30; R-30; DCM; MDC</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=75-09-2">75-09-2</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=ClCCl">Interactive image</a></span></li></ul></div> </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=15767">CHEBI:15767</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/ChEMBL45967">ChEMBL45967</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.6104.html">6104</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/100.000.763">100.000.763</a> <span class="mw-valign-text-top noprint" typeof="mw:File/Frameless"><a href="https://www.wikidata.org/wiki/Q421748#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>200-838-9</li></ul></div> </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/D02330">D02330</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/6344">6344</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>PA8050000</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/588X2YUY0A">588X2YUY0A</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>1593 </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/DTXSID0020868">DTXSID0020868</a> <span class="mw-valign-text-top noprint" typeof="mw:File/Frameless"><a href="https://www.wikidata.org/wiki/Q421748#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/CH2Cl2/c2-1-3/h1H2<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: YMWUJEATGCHHMB-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/CH2Cl2/c2-1-3/h1H2</div><div style="word-wrap:break-word; text-indent:-1.5em; font-size:97%; line-height:120%;">Key: YMWUJEATGCHHMB-UHFFFAOYAG</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%;">ClCCl</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 title="Carbon">C</span><span title="Hydrogen">H</span><sub>2</sub><span title="Chlorine">Cl</span><sub>2</sub> </td></tr> <tr> <td><a href="/wiki/Molar_mass" title="Molar mass">Molar mass</a> </td> <td><span class="nowrap"><span data-sort-value="7001849300000000000♠"></span>84.93</span> g·mol<sup>−1</sup>   </td></tr> <tr> <td>Appearance </td> <td>Colorless liquid </td></tr> <tr> <td><a href="/wiki/Odor" title="Odor">Odor</a> </td> <td>Faint, <a href="/wiki/Chloroform" title="Chloroform">chloroform</a>-like<sup id="cite_ref-PGCH_1-0" class="reference"><a href="#cite_note-PGCH-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <td><a href="/wiki/Density" title="Density">Density</a> </td> <td>1.3266 g/cm<sup>3</sup> (20 °C)<sup id="cite_ref-b92_2-0" class="reference"><a href="#cite_note-b92-2"><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>−96.7 °C (−142.1 °F; 176.5 K) </td></tr> <tr> <td><a href="/wiki/Boiling_point" title="Boiling point">Boiling point</a> </td> <td>39.6 °C (103.3 °F; 312.8 K) <br /> decomposes at 720 °C<sup id="cite_ref-chemister_3-0" class="reference"><a href="#cite_note-chemister-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup><br /> 39.75 °C (103.55 °F; 312.90 K)<br /> at 760 mmHg<sup id="cite_ref-pubchem_4-0" class="reference"><a href="#cite_note-pubchem-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup> </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>25.6 g/L (15 °C)<br /> 17.5 g/L (25 °C)<br /> 15.8 g/L (30 °C)<br /> 5.2 g/L (60 °C)<sup id="cite_ref-chemister_3-1" class="reference"><a href="#cite_note-chemister-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <td><a href="/wiki/Solubility" title="Solubility">Solubility</a> </td> <td>Miscible in <a href="/wiki/Ethyl_acetate" title="Ethyl acetate">ethyl acetate</a>, <a href="/wiki/Ethanol" title="Ethanol">alcohol</a>, <a href="/wiki/Hexanes" class="mw-redirect" title="Hexanes">hexanes</a>, <a href="/wiki/Benzene" title="Benzene">benzene</a>, <a href="/wiki/Carbon_tetrachloride" title="Carbon tetrachloride">CCl<sub>4</sub></a>, <a href="/wiki/Diethyl_ether" title="Diethyl ether">diethyl ether</a>, <a href="/wiki/Chloroform" title="Chloroform">CHCl<sub>3</sub></a> </td></tr> <tr> <td><a href="/wiki/Partition_coefficient" title="Partition coefficient">log <i>P</i></a> </td> <td>1.19<sup id="cite_ref-chemsrc_5-0" class="reference"><a href="#cite_note-chemsrc-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <td><a href="/wiki/Vapor_pressure" title="Vapor pressure">Vapor pressure</a> </td> <td>0.13 kPa (−70.5 °C)<br /> 2 kPa (−40 °C)<br /> 19.3 kPa (0 °C)<br /> 57.3 kPa (25 °C)<sup id="cite_ref-nist_6-0" class="reference"><a href="#cite_note-nist-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup><br /> 79.99 kPa (35 °C)<sup id="cite_ref-chemister_3-2" class="reference"><a href="#cite_note-chemister-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Henry%27s_law" title="Henry's law">Henry's law<br />constant</a> (<i>k</i><sub>H</sub>)</div> </td> <td>3.25 L·atm/mol<sup id="cite_ref-pubchem_4-1" class="reference"><a href="#cite_note-pubchem-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup> </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>−46.6·10<sup>−6</sup> cm<sup>3</sup>/mol </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Refractive_index" title="Refractive index">Refractive index</a> (<i>n</i><sub>D</sub>)</div> </td> <td>1.4244 (20 °C)<sup id="cite_ref-pubchem_4-2" class="reference"><a href="#cite_note-pubchem-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-sigma_7-0" class="reference"><a href="#cite_note-sigma-7"><span class="cite-bracket">[</span>7<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <td><a href="/wiki/Viscosity" title="Viscosity">Viscosity</a> </td> <td>0.43 cP (20 °C)<sup id="cite_ref-pubchem_4-3" class="reference"><a href="#cite_note-pubchem-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup><br /> 0.413 cP (25 °C) </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/Dipole#Molecular_dipoles" title="Dipole">Dipole moment</a></div> </td> <td>1.6 D </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/Heat_capacity" title="Heat capacity">Heat capacity</a> <span style="font-size:112%;">(<i>C</i>)</span></div> </td> <td>102.3 J/(mol·K)<sup id="cite_ref-nist_6-1" class="reference"><a href="#cite_note-nist-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup> </td></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>174.5 J/(mol·K)<sup id="cite_ref-nist_6-2" class="reference"><a href="#cite_note-nist-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></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>−124.3 kJ/mol<sup id="cite_ref-nist_6-3" class="reference"><a href="#cite_note-nist-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Standard_enthalpy_change_of_combustion" class="mw-redirect" title="Standard enthalpy change of combustion">Std enthalpy of<br />combustion</a> <span style="font-size:112%;">(Δ<sub>c</sub><i>H</i><sup>⦵</sup><sub>298</sub>)</span></div> </td> <td>-454.0 kJ/mol (from standard enthalpies of formation)<sup id="cite_ref-nist_6-4" class="reference"><a href="#cite_note-nist-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup> </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;"><b><a href="/wiki/Occupational_safety_and_health" title="Occupational safety and health">Occupational safety and health</a></b> (OHS/OSH): </td></tr> <tr> <td style="padding-left:1em;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;">Eye hazards</div> </td> <td>Irritant </td></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>:<sup id="cite_ref-sigma_7-1" class="reference"><a href="#cite_note-sigma-7"><span class="cite-bracket">[</span>7<span class="cite-bracket">]</span></a></sup> </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-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> <span typeof="mw:File"><a href="/wiki/File:GHS-pictogram-silhouette.svg" class="mw-file-description" title="GHS08: Health hazard"><img alt="GHS08: Health hazard" src="//upload.wikimedia.org/wikipedia/commons/thumb/2/21/GHS-pictogram-silhouette.svg/50px-GHS-pictogram-silhouette.svg.png" decoding="async" width="50" height="50" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/2/21/GHS-pictogram-silhouette.svg/75px-GHS-pictogram-silhouette.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/2/21/GHS-pictogram-silhouette.svg/100px-GHS-pictogram-silhouette.svg.png 2x" data-file-width="724" data-file-height="724" /></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>Warning</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="H315: Causes skin irritation">H315</abbr>, <abbr class="abbr" title="H319: Causes serious eye irritation">H319</abbr>, <abbr class="abbr" title="H335: May cause respiratory irritation">H335</abbr>, <abbr class="abbr" title="H336: May cause drowsiness or dizziness">H336</abbr>, <abbr class="abbr" title="H351: Suspected of causing cancer">H351</abbr>, <abbr class="abbr" title="H373: May cause damage to organs through prolonged or repeated exposure">H373</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="P261: Avoid breathing dust/fume/gas/mist/vapours/spray.">P261</abbr>, <abbr class="abbr" title="P281: Use personal protective equipment as required.">P281</abbr>, <abbr class="abbr" title="P305+P351+P338: IF IN EYES: Rinse continuously with water for several minutes. Remove contact lenses if present and easy to do. Continue rinsing.">P305+P351+P338</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_482e25fdfe95519d" /></span><map name="ImageMap_482e25fdfe95519d"><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 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oil" title="Flammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oil" /><area href="/wiki/NFPA_704#Yellow" shape="poly" coords="70,23,94,47,70,70,47,47" alt="Instability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogen" title="Instability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogen" /><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 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oil" class="notheme mw-no-invert">1</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 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogen" class="notheme mw-no-invert">0</span></a></div></div></div></div> </td></tr> <tr> <td><a href="/wiki/Flash_point" title="Flash point">Flash point</a> </td> <td>None, but can form flammable vapor-air mixtures above ≈100 °C<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> </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>556 °C (1,033 °F; 829 K) </td></tr> <tr> <td><a href="/wiki/Explosive_limit" class="mw-redirect" title="Explosive limit">Explosive limits</a> </td> <td>13%-23%<sup id="cite_ref-PGCH_1-1" class="reference"><a href="#cite_note-PGCH-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <td colspan="2" style="text-align:left; background-color:#eaeaea;"><b>Lethal dose</b> or concentration (LD, LC): </td></tr> <tr> <td style="padding-left:1em;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;">LD<sub>50</sub> (<a href="/wiki/Lethal_dose#LD50" title="Lethal dose">median dose</a>)</div> </td> <td>1.25 g/kg (rats, oral)<br /> 2 g/kg (rabbits, oral)<sup id="cite_ref-chemister_3-3" class="reference"><a href="#cite_note-chemister-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <td style="padding-left:1em;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;">LC<sub>50</sub> (<a href="/wiki/Lethal_dose#LC50" title="Lethal dose">median concentration</a>)</div> </td> <td>24,929 ppm (rat, 30 <a href="/wiki/Minute" title="Minute">min</a>)<br />14,400 ppm (mouse, 7 <a href="/wiki/Hour" title="Hour">h</a>)<sup id="cite_ref-IDLH_10-0" class="reference"><a href="#cite_note-IDLH-10"><span class="cite-bracket">[</span>10<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <td style="padding-left:1em;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;">LC<sub>Lo</sub> (<a href="/wiki/Lethal_dose#LCLo" title="Lethal dose">lowest published</a>)</div> </td> <td>5000 ppm (guinea pig, 2 h)<br />10,000 ppm (rabbit, 7 h)<br />12,295 ppm (cat, 4.5 h)<br />14,108 ppm (dog, 7 h)<sup id="cite_ref-IDLH_10-1" class="reference"><a href="#cite_note-IDLH-10"><span class="cite-bracket">[</span>10<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <td colspan="2" style="text-align:left; background-color:#eaeaea;"><a href="/wiki/National_Institute_for_Occupational_Safety_and_Health" title="National Institute for Occupational Safety and Health"><b>NIOSH</b></a> (US health exposure limits): </td></tr> <tr> <td style="padding-left:1em;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Permissible_exposure_limit" title="Permissible exposure limit">PEL</a> (Permissible)</div> </td> <td>25 ppm over 8 hours (time-weighted average), 125 ppm over 15 minutes (<a href="/wiki/STEL" class="mw-redirect" title="STEL">STEL</a>)<sup id="cite_ref-PGCH_1-2" class="reference"><a href="#cite_note-PGCH-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Hazard_9-0" class="reference"><a href="#cite_note-Hazard-9"><span class="cite-bracket">[</span>9<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <td style="padding-left:1em;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Recommended_exposure_limit" title="Recommended exposure limit">REL</a> (Recommended)</div> </td> <td>Ca<sup id="cite_ref-PGCH_1-3" class="reference"><a href="#cite_note-PGCH-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <td style="padding-left:1em;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/IDLH" class="mw-redirect" title="IDLH">IDLH</a> (Immediate danger)</div> </td> <td>Ca [2300 ppm]<sup id="cite_ref-PGCH_1-4" class="reference"><a href="#cite_note-PGCH-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <td><a href="/wiki/Regulation_of_therapeutic_goods" title="Regulation of therapeutic goods">Legal status</a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"> <ul><li><small><abbr class="country-name" title="Brazil">BR</abbr>:</small> <a href="/wiki/Brazilian_Controlled_Drugs_and_Substances_Act#Class_B1" title="Brazilian Controlled Drugs and Substances Act">Class B1</a> (Psychoactive drugs)<sup id="cite_ref-11" class="reference"><a href="#cite_note-11"><span class="cite-bracket">[</span>11<span class="cite-bracket">]</span></a></sup></li></ul></div> </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/Dichloromethane_(data_page)" title="Dichloromethane (data page)">Dichloromethane (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=409133414&page2=Dichloromethane">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>Dichloromethane</b> (<b>DCM</b>, <b>methylene chloride</b>, or <b>methylene bichloride</b>) is an <a href="/wiki/Organochlorine_compound" class="mw-redirect" title="Organochlorine compound">organochlorine compound</a> with the <a href="/wiki/Chemical_formula" title="Chemical formula">formula</a> <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"><a href="/wiki/Carbon" title="Carbon">C</a><a href="/wiki/Hydrogen" title="Hydrogen">H</a><sub class="template-chem2-sub">2</sub><a href="/wiki/Chlorine" title="Chlorine">Cl</a><sub class="template-chem2-sub">2</sub></span>. This colorless, volatile liquid with a <a href="/wiki/Chloroform" title="Chloroform">chloroform</a>-like, sweet odor is widely used as a <a href="/wiki/Solvent" title="Solvent">solvent</a>. Although it is not <a href="/wiki/Miscible" class="mw-redirect" title="Miscible">miscible</a> with water, it is slightly <a href="/wiki/Polarity_(chemistry)" class="mw-redirect" title="Polarity (chemistry)">polar</a>, and miscible with many organic <a href="/wiki/Solvent" title="Solvent">solvents</a>.<sup id="cite_ref-Ullmann_12-0" class="reference"><a href="#cite_note-Ullmann-12"><span class="cite-bracket">[</span>12<span class="cite-bracket">]</span></a></sup> </p> <meta property="mw:PageProp/toc" /> <div class="mw-heading mw-heading2"><h2 id="Occurrence">Occurrence</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Dichloromethane&action=edit&section=1" title="Edit section: Occurrence"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Natural sources of dichloromethane include oceanic sources, <a href="/wiki/Macroalgae" class="mw-redirect" title="Macroalgae">macroalgae</a>, wetlands, and volcanoes.<sup id="cite_ref-Gribble_13-0" class="reference"><a href="#cite_note-Gribble-13"><span class="cite-bracket">[</span>13<span class="cite-bracket">]</span></a></sup> However, the majority of dichloromethane in the environment is the result of industrial emissions.<sup id="cite_ref-Gribble_13-1" class="reference"><a href="#cite_note-Gribble-13"><span class="cite-bracket">[</span>13<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=Dichloromethane&action=edit&section=2" title="Edit section: Production"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>DCM is produced by <a href="/wiki/Chemical_reaction" title="Chemical reaction">treating</a> either <a href="/wiki/Chloromethane" title="Chloromethane">chloromethane</a> or <a href="/wiki/Methane" title="Methane">methane</a> with chlorine gas at 400–500 °C. At these temperatures, both methane and chloromethane undergo a series of reactions producing progressively more chlorinated products. In this way, an estimated 400,000 tons were produced in the US, Europe, and Japan in 1993.<sup id="cite_ref-Ullmann_12-1" class="reference"><a href="#cite_note-Ullmann-12"><span class="cite-bracket">[</span>12<span class="cite-bracket">]</span></a></sup> </p> <dl><dd><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap"><a href="/wiki/Methane" title="Methane">CH<sub class="template-chem2-sub">4</sub></a> + <a href="/wiki/Chlorine" title="Chlorine">Cl<sub class="template-chem2-sub">2</sub></a> → <a href="/wiki/Chloromethane" title="Chloromethane">CH<sub class="template-chem2-sub">3</sub>Cl</a> + <a href="/wiki/Hydrogen_chloride" title="Hydrogen chloride">HCl</a></span></dd> <dd><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">CH<sub class="template-chem2-sub">3</sub>Cl + Cl<sub class="template-chem2-sub">2</sub> → CH<sub class="template-chem2-sub">2</sub>Cl<sub class="template-chem2-sub">2</sub> + HCl</span></dd> <dd><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">CH<sub class="template-chem2-sub">2</sub>Cl<sub class="template-chem2-sub">2</sub> + Cl<sub class="template-chem2-sub">2</sub> → <a href="/wiki/Chloroform" title="Chloroform">CHCl<sub class="template-chem2-sub">3</sub></a> + HCl</span></dd> <dd><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">CHCl<sub class="template-chem2-sub">3</sub> + Cl<sub class="template-chem2-sub">2</sub> → <a href="/wiki/Carbon_tetrachloride" title="Carbon tetrachloride">CCl<sub class="template-chem2-sub">4</sub></a> + HCl</span></dd></dl> <p>The output of these processes is a mixture of chloromethane, dichloromethane, <a href="/wiki/Chloroform" title="Chloroform">chloroform</a>, and <a href="/wiki/Carbon_tetrachloride" title="Carbon tetrachloride">carbon tetrachloride</a> as well as hydrogen chloride as a byproduct. These compounds are separated by <a href="/wiki/Distillation" title="Distillation">distillation</a>. </p><p>DCM was first prepared in 1839 by the French chemist <a href="/wiki/Henri_Victor_Regnault" title="Henri Victor Regnault">Henri Victor Regnault</a> (1810–1878), who isolated it from a mixture of <a href="/wiki/Chloromethane" title="Chloromethane">chloromethane</a> and <a href="/wiki/Chlorine" title="Chlorine">chlorine</a> that had been exposed to <a href="/wiki/Sunlight" title="Sunlight">sunlight</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> </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=Dichloromethane&action=edit&section=3" title="Edit section: Uses"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>DCM's volatility and ability to dissolve a wide range of organic compounds makes it a useful solvent for many chemical processes.<sup id="cite_ref-Ullmann_12-2" class="reference"><a href="#cite_note-Ullmann-12"><span class="cite-bracket">[</span>12<span class="cite-bracket">]</span></a></sup> In the <a href="/wiki/Food_industry" title="Food industry">food industry</a>, it is used to <a href="/wiki/Decaffeination" title="Decaffeination">decaffeinate</a> <a href="/wiki/Coffee" title="Coffee">coffee</a> and <a href="/wiki/Tea" title="Tea">tea</a> as well as to prepare extracts of <a href="/wiki/Hops" title="Hops">hops</a> and other <a href="/wiki/Flavoring" title="Flavoring">flavourings</a>.<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><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> Its volatility has led to its use as an <a href="/wiki/Aerosol_spray#Aerosol_propellants" class="mw-redirect" title="Aerosol spray">aerosol spray propellant</a> and as a <a href="/wiki/Blowing_agent" title="Blowing agent">blowing agent</a> for <a href="/wiki/Polyurethane_foam" title="Polyurethane foam">polyurethane foams</a>. </p> <div class="mw-heading mw-heading3"><h3 id="Specialized_uses">Specialized uses</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Dichloromethane&action=edit&section=4" title="Edit section: Specialized uses"><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:Dichloromethane_near_IR_spectrum.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/3/3d/Dichloromethane_near_IR_spectrum.png/250px-Dichloromethane_near_IR_spectrum.png" decoding="async" width="250" height="174" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/3/3d/Dichloromethane_near_IR_spectrum.png/375px-Dichloromethane_near_IR_spectrum.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/3/3d/Dichloromethane_near_IR_spectrum.png/500px-Dichloromethane_near_IR_spectrum.png 2x" data-file-width="3500" data-file-height="2441" /></a><figcaption><a href="/wiki/Near_ir_spectroscopy" class="mw-redirect" title="Near ir spectroscopy">Near IR absorption spectrum</a> of dichloromethane showing complicated overlapping <a href="/wiki/Overtones" class="mw-redirect" title="Overtones">overtones</a> of mid IR absorption features</figcaption></figure> <p>The chemical compound's low <a href="/wiki/Boiling_point" title="Boiling point">boiling point</a> allows the chemical to function in a <a href="/wiki/Heat_engine" title="Heat engine">heat engine</a> that can extract mechanical energy from small temperature differences. An example of a DCM heat engine is the <a href="/wiki/Drinking_bird" title="Drinking bird">drinking bird</a>. The toy works at room temperature.<sup id="cite_ref-perelman_17-0" class="reference"><a href="#cite_note-perelman-17"><span class="cite-bracket">[</span>17<span class="cite-bracket">]</span></a></sup> It is also used as the fluid in <a href="/wiki/Jukebox" title="Jukebox">jukebox</a> displays and holiday <a href="/wiki/Bubble_light" title="Bubble light">bubble lights</a> that have a colored bubbling tube above a lamp as a source of heat and a small amount of rock salt to provide thermal mass and a nucleation site for the phase changing solvent. </p><p>DCM chemically welds certain plastics. For example, it is used to seal the casing of electric meters. Often sold as a main component of <a href="/wiki/Plastic_welding_adhesive" class="mw-redirect" title="Plastic welding adhesive">plastic welding adhesives</a>, it is also used extensively by <a href="/wiki/Model_building" title="Model building">model building</a> hobbyists for joining plastic components together. It is commonly referred to as "Di-clo". </p><p>It is used in the garment printing industry for removal of heat-sealed garment transfers. </p><p>DCM is used in the material testing field of <a href="/wiki/Civil_engineering" title="Civil engineering">civil engineering</a>; specifically it is used during the testing of bituminous materials as a solvent to separate the binder from the aggregate of an <a href="/wiki/Bitumen" title="Bitumen">asphalt</a> or <a href="/wiki/Macadam" title="Macadam">macadam</a> to allow the testing of the materials.<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><p>Dichloromethane extract of <i><a href="/wiki/Asparagopsis_taxiformis" title="Asparagopsis taxiformis">Asparagopsis taxiformis</a></i>, a seaweed <a href="/wiki/Fodder" title="Fodder">fodder</a> for cattle, has been found to reduce their <a href="/wiki/Methane_emissions" title="Methane emissions">methane emissions</a> by 79%.<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><p>It has been used as the principal component of various paint and lacquer strippers, although its use is now restricted in the EU and many such products now use <a href="/wiki/Benzyl_alcohol" title="Benzyl alcohol">benzyl alcohol</a> as a safer alternative. </p> <div class="mw-heading mw-heading2"><h2 id="Chemical_reactions">Chemical reactions</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Dichloromethane&action=edit&section=5" title="Edit section: Chemical reactions"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Dichloromethane is widely used as a solvent in part because it is relatively inert. It does participate in reactions with certain strong nucleophiles however. <a href="/wiki/Tert-butyllithium" class="mw-redirect" title="Tert-butyllithium">Tert-butyllithium</a> deprotonates DCM:<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> </p> <dl><dd><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">H<sub class="template-chem2-sub">2</sub>CCl<sub class="template-chem2-sub">2</sub> + RLi → HCCl<sub class="template-chem2-sub">2</sub>Li + RH</span></dd></dl> <p><a href="/wiki/Methyllithium" title="Methyllithium">Methyllithium</a> reacts with methylene chloride to give <a href="/wiki/Chlorocarbene" class="mw-redirect" title="Chlorocarbene">chlorocarbene</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. (May 2024)">citation needed</span></a></i>]</sup> </p> <dl><dd><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">CH<sub class="template-chem2-sub">2</sub>Cl<sub class="template-chem2-sub">2</sub> + CH<sub class="template-chem2-sub">3</sub>Li → CHCl + CH<sub class="template-chem2-sub">4</sub> + LiCl</span></dd></dl> <p>Although DCM is a common solvent in organic chemistry laboratories and is commonly assumed to be inert, it does react with some amines and triazoles.<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> Tertiary amines can react with DCM to form quaternary chloromethyl chloride salts via the <a href="/wiki/Menshutkin_reaction" title="Menshutkin reaction">Menshutkin reaction</a>.<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> Secondary amines can react with DCM to yield an equilibrium of iminium chlorides and chloromethyl chlorides, which can react with a second equivalent of the secondary amine to form <a href="/wiki/Aminal" title="Aminal">aminals</a>.<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> At increased temperatures, <a href="/wiki/Pyridine" title="Pyridine">pyridines</a> including <a href="/wiki/4-Dimethylaminopyridine" title="4-Dimethylaminopyridine">DMAP</a>, react with DCM to form methylene bispyridinium dichlorides.<sup id="cite_ref-24" class="reference"><a href="#cite_note-24"><span class="cite-bracket">[</span>24<span class="cite-bracket">]</span></a></sup> <a href="/wiki/Hydroxybenzotriazole" title="Hydroxybenzotriazole">Hydroxybenzotriazole</a> and related reagents used in peptide coupling react with DCM in the presence of <a href="/wiki/Triethylamine" title="Triethylamine">triethylamine</a>, forming <a href="/wiki/Acetal" title="Acetal">acetals</a>.<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="Toxicity">Toxicity</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Dichloromethane&action=edit&section=6" title="Edit section: Toxicity"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Serious health risks are associated with DCM, despite being one of the least <a href="/wiki/Toxic" class="mw-redirect" title="Toxic">toxic</a> simple <a href="/wiki/Category:Organochlorides" title="Category:Organochlorides">chlorohydrocarbons</a>. Its high <a href="/wiki/Volatility_(chemistry)" title="Volatility (chemistry)">volatility</a> makes it an inhalation hazard.<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><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> It can also be absorbed through the skin.<sup id="cite_ref-PGCH_1-5" class="reference"><a href="#cite_note-PGCH-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-NIOSHblog_28-0" class="reference"><a href="#cite_note-NIOSHblog-28"><span class="cite-bracket">[</span>28<span class="cite-bracket">]</span></a></sup> Symptoms of acute overexposure to dichloromethane via inhalation include difficulty concentrating, <a href="/wiki/Dizziness" title="Dizziness">dizziness</a>, <a href="/wiki/Fatigue_(medical)" class="mw-redirect" title="Fatigue (medical)">fatigue</a>, <a href="/wiki/Nausea" title="Nausea">nausea</a>, <a href="/wiki/Headache" title="Headache">headaches</a>, numbness, weakness, and irritation of the <a href="/wiki/Upper_respiratory_tract" class="mw-redirect" title="Upper respiratory tract">upper respiratory tract</a> and <a href="/wiki/Eye" title="Eye">eyes</a>. More severe consequences can include <a href="/wiki/Suffocation" class="mw-redirect" title="Suffocation">suffocation</a>, <a href="/wiki/Loss_of_consciousness" class="mw-redirect" title="Loss of consciousness">loss of consciousness</a>, <a href="/wiki/Coma" title="Coma">coma</a>, and death.<sup id="cite_ref-PGCH_1-6" class="reference"><a href="#cite_note-PGCH-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-NIOSHblog_28-1" class="reference"><a href="#cite_note-NIOSHblog-28"><span class="cite-bracket">[</span>28<span class="cite-bracket">]</span></a></sup> </p><p>DCM is also metabolized to <a href="/wiki/Carbon_monoxide" title="Carbon monoxide">carbon monoxide</a> potentially leading to <a href="/wiki/Carbon_monoxide_poisoning" title="Carbon monoxide poisoning">carbon monoxide poisoning</a>.<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> Acute exposure by inhalation has resulted in <a href="/wiki/Optic_neuropathy" title="Optic neuropathy">optic neuropathy</a><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> and <a href="/wiki/Hepatitis" title="Hepatitis">hepatitis</a>.<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> Prolonged skin contact can result in DCM dissolving some of the <a href="/wiki/Adipose_tissue" title="Adipose tissue">fatty tissues</a> in skin, resulting in skin irritation or <a href="/wiki/Chemical_burns" class="mw-redirect" title="Chemical burns">chemical burns</a>.<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> </p><p>It may be <a href="/wiki/Carcinogen" title="Carcinogen">carcinogenic</a>, as it has been linked to <a href="/wiki/Cancer" title="Cancer">cancer</a> of the <a href="/wiki/Lung_cancer" title="Lung cancer">lungs</a>, <a href="/wiki/Liver_cancer" title="Liver cancer">liver</a>, and <a href="/wiki/Pancreatic_cancer" title="Pancreatic cancer">pancreas</a> in laboratory animals.<sup id="cite_ref-USDHHS_33-0" class="reference"><a href="#cite_note-USDHHS-33"><span class="cite-bracket">[</span>33<span class="cite-bracket">]</span></a></sup> Other animal studies showed <a href="/wiki/Breast_cancer" title="Breast cancer">breast cancer</a> and <a href="/wiki/Salivary_gland_cancer" class="mw-redirect" title="Salivary gland cancer">salivary gland cancer</a>. Research is not yet clear as to what levels may be carcinogenic to humans.<sup id="cite_ref-PGCH_1-7" class="reference"><a href="#cite_note-PGCH-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-NIOSHblog_28-2" class="reference"><a href="#cite_note-NIOSHblog-28"><span class="cite-bracket">[</span>28<span class="cite-bracket">]</span></a></sup> DCM crosses the <a href="/wiki/Placenta" title="Placenta">placenta</a> but <a href="/wiki/Fetal" class="mw-redirect" title="Fetal">fetal</a> toxicity in women who are exposed to it during <a href="/wiki/Pregnancy" title="Pregnancy">pregnancy</a> has not been proven.<sup id="cite_ref-34" class="reference"><a href="#cite_note-34"><span class="cite-bracket">[</span>34<span class="cite-bracket">]</span></a></sup> In animal experiments, it was fetotoxic at doses that were maternally toxic but no <a href="/wiki/Teratology" title="Teratology">teratogenic</a> effects were seen.<sup id="cite_ref-USDHHS_33-1" class="reference"><a href="#cite_note-USDHHS-33"><span class="cite-bracket">[</span>33<span class="cite-bracket">]</span></a></sup> </p><p>In people with pre-existing heart problems, exposure to DCM can cause <a href="/wiki/Heart_arrhythmia" class="mw-redirect" title="Heart arrhythmia">abnormal heart rhythms</a> and/or <a href="/wiki/Heart_attack" class="mw-redirect" title="Heart attack">heart attacks</a>, sometimes without any other symptoms of overexposure.<sup id="cite_ref-NIOSHblog_28-3" class="reference"><a href="#cite_note-NIOSHblog-28"><span class="cite-bracket">[</span>28<span class="cite-bracket">]</span></a></sup> People with existing <a href="/wiki/Liver" title="Liver">liver</a>, <a href="/wiki/Nervous_system" title="Nervous system">nervous system</a>, or <a href="/wiki/Skin" title="Skin">skin</a> problems may worsen after exposure to methylene chloride.<sup id="cite_ref-Hazard_9-1" class="reference"><a href="#cite_note-Hazard-9"><span class="cite-bracket">[</span>9<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Regulation">Regulation</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Dichloromethane&action=edit&section=7" title="Edit section: Regulation"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>In many countries, products containing DCM must carry labels warning of its health risks. Concerns about its health effects have led to a search for alternatives in many of its applications.<sup id="cite_ref-Ullmann_12-3" class="reference"><a href="#cite_note-Ullmann-12"><span class="cite-bracket">[</span>12<span class="cite-bracket">]</span></a></sup><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> </p><p>In the <a href="/wiki/European_Union" title="European Union">European Union</a>, the <a href="/wiki/Scientific_Committee_on_Occupational_Exposure_Limit_Values" title="Scientific Committee on Occupational Exposure Limit Values">Scientific Committee on Occupational Exposure Limit Values</a> (SCOEL) recommends an <a href="/wiki/Occupational_exposure_limit" title="Occupational exposure limit">occupational exposure limit</a> for DCM of 100 ppm (8-hour time-weighted average) and a <a href="/wiki/Short-term_exposure_limit" title="Short-term exposure limit">short-term exposure limit</a> of 200 ppm for a 15-minute period.<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> The <a href="/wiki/European_Parliament" title="European Parliament">European Parliament</a> voted in 2009 to ban the use of DCM in paint-strippers for consumers and many professionals,<sup id="cite_ref-EUban_37-0" class="reference"><a href="#cite_note-EUban-37"><span class="cite-bracket">[</span>37<span class="cite-bracket">]</span></a></sup> with the ban taking effect in December 2010.<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> </p><p>In February 2013, the US <a href="/wiki/Occupational_Safety_and_Health_Administration" title="Occupational Safety and Health Administration">Occupational Safety and Health Administration</a> (OSHA) and the <a href="/wiki/National_Institute_for_Occupational_Safety_and_Health" title="National Institute for Occupational Safety and Health">National Institute for Occupational Safety and Health</a> warned that at least 14 bathtub refinishers have died since 2000 from DCM exposure. These workers had been working alone, in poorly ventilated bathrooms, with inadequate or no respiratory protection, and no training about the hazards of DCM.<sup id="cite_ref-Hazard_9-2" class="reference"><a href="#cite_note-Hazard-9"><span class="cite-bracket">[</span>9<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-NIOSHblog_28-4" class="reference"><a href="#cite_note-NIOSHblog-28"><span class="cite-bracket">[</span>28<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-quicktake020113_39-0" class="reference"><a href="#cite_note-quicktake020113-39"><span class="cite-bracket">[</span>39<span class="cite-bracket">]</span></a></sup> OSHA has since then issued a DCM standard.<sup id="cite_ref-oshastandard_40-0" class="reference"><a href="#cite_note-oshastandard-40"><span class="cite-bracket">[</span>40<span class="cite-bracket">]</span></a></sup> </p><p>On March 15, 2019, the US <a href="/wiki/Environmental_Protection_Agency" class="mw-redirect" title="Environmental Protection Agency">Environmental Protection Agency</a> (EPA) issued a final rule to prohibit the manufacture (including importing and exporting), processing, and distribution of DCM in all paint removers for consumer use, effective in 180 days. However, it does not affect other products containing DCM, including many consumer products not intended for paint removal. On April 20, 2023, the EPA proposed a widespread ban on the production of DCM with some exceptions for military and industrial uses.<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> On April 30, 2024, the EPA finalized a ban on most commercial uses of DCM, which mainly banned its application for stripping paint and degreasing surfaces but allowed for some remaining commercial applications, such as chemical production.<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> </p> <div class="mw-heading mw-heading2"><h2 id="Environmental_effects">Environmental effects</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Dichloromethane&action=edit&section=8" title="Edit section: Environmental effects"><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:CH2Cl2_mm.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/9/91/CH2Cl2_mm.png/500px-CH2Cl2_mm.png" decoding="async" width="500" height="282" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/9/91/CH2Cl2_mm.png/750px-CH2Cl2_mm.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/9/91/CH2Cl2_mm.png/1000px-CH2Cl2_mm.png 2x" data-file-width="3503" data-file-height="1977" /></a><figcaption>CH<sub>2</sub>Cl<sub>2</sub> measured by the Advanced Global Atmospheric Gases Experiment (<a rel="nofollow" class="external text" href="http://agage.mit.edu/">AGAGE</a>) in the lower atmosphere (<a href="/wiki/Troposphere" title="Troposphere">troposphere</a>) at stations around the world. Abundances are given as pollution free monthly mean mole fractions in <a href="/wiki/Parts-per_notation" title="Parts-per notation">parts-per-trillion</a>.</figcaption></figure> <p>Dichloromethane is not classified as an ozone-depleting substance by the <a href="/wiki/Montreal_Protocol" title="Montreal Protocol">Montreal Protocol</a>.<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> The US <a href="/wiki/Clean_Air_Act_(United_States)" title="Clean Air Act (United States)">Clean Air Act</a> does not regulate dichloromethane as an <a href="/wiki/Ozone_depletion" title="Ozone depletion">ozone depleter</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> Dichloromethane has been classified as a very short-lived substance (VSLS). Despite their short atmospheric lifetimes of less than 0.5 year, VSLSs can contribute to stratospheric ozone depletion, particularly if emitted in regions where rapid transport to the stratosphere occurs.<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> Atmospheric abundances of dichloromethane have been increasing in recent years. </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=Dichloromethane&action=edit&section=9" title="Edit section: See also"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <ul><li><a href="/wiki/Deuterated_dichloromethane" title="Deuterated dichloromethane">Deuterated dichloromethane</a></li> <li><a href="/wiki/Chloromethane" title="Chloromethane">Chloromethane</a></li> <li><a href="/wiki/Trichloromethane" class="mw-redirect" title="Trichloromethane">Trichloromethane</a></li> <li><a href="/wiki/Tetrachloromethane" class="mw-redirect" title="Tetrachloromethane">Tetrachloromethane</a></li> <li><a href="/wiki/List_of_organic_compounds" class="mw-redirect" title="List of organic compounds">List of organic compounds</a></li> <li><a href="/wiki/Carbon_monoxide-releasing_molecules" title="Carbon monoxide-releasing molecules">Carbon monoxide-releasing molecules</a></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=Dichloromethane&action=edit&section=10" 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: 30em;"> <ol class="references"> <li id="cite_note-PGCH-1"><span class="mw-cite-backlink">^ <a href="#cite_ref-PGCH_1-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-PGCH_1-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-PGCH_1-2"><sup><i><b>c</b></i></sup></a> <a href="#cite_ref-PGCH_1-3"><sup><i><b>d</b></i></sup></a> <a href="#cite_ref-PGCH_1-4"><sup><i><b>e</b></i></sup></a> <a href="#cite_ref-PGCH_1-5"><sup><i><b>f</b></i></sup></a> <a href="#cite_ref-PGCH_1-6"><sup><i><b>g</b></i></sup></a> <a href="#cite_ref-PGCH_1-7"><sup><i><b>h</b></i></sup></a></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 id="CITEREFNIOSH_Pocket_Guide_to_Chemical_Hazards" class="citation web cs1">NIOSH Pocket Guide to Chemical Hazards. <a rel="nofollow" class="external text" href="https://www.cdc.gov/niosh/npg/npgd0414.html">"#0414"</a>. <a href="/wiki/National_Institute_for_Occupational_Safety_and_Health" title="National Institute for Occupational Safety and Health">National Institute for Occupational Safety and Health</a> (NIOSH).</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=unknown&rft.btitle=%230414&rft.pub=National+Institute+for+Occupational+Safety+and+Health+%28NIOSH%29&rft.au=NIOSH+Pocket+Guide+to+Chemical+Hazards&rft_id=https%3A%2F%2Fwww.cdc.gov%2Fniosh%2Fnpg%2Fnpgd0414.html&rfr_id=info%3Asid%2Fen.wikipedia.org%3ADichloromethane" class="Z3988"></span></span> </li> <li id="cite_note-b92-2"><span class="mw-cite-backlink"><b><a href="#cite_ref-b92_2-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFHaynes2011" class="citation book cs1">Haynes, William M., ed. (2011). <i><a href="/wiki/CRC_Handbook_of_Chemistry_and_Physics" title="CRC Handbook of Chemistry and Physics">CRC Handbook of Chemistry and Physics</a></i> (92nd ed.). Boca Raton, FL: <a href="/wiki/CRC_Press" title="CRC Press">CRC Press</a>. p. 3.164. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/1-4398-5511-0" title="Special:BookSources/1-4398-5511-0"><bdi>1-4398-5511-0</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=CRC+Handbook+of+Chemistry+and+Physics&rft.place=Boca+Raton%2C+FL&rft.pages=3.164&rft.edition=92nd&rft.pub=CRC+Press&rft.date=2011&rft.isbn=1-4398-5511-0&rfr_id=info%3Asid%2Fen.wikipedia.org%3ADichloromethane" class="Z3988"></span></span> </li> <li id="cite_note-chemister-3"><span class="mw-cite-backlink">^ <a href="#cite_ref-chemister_3-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-chemister_3-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-chemister_3-2"><sup><i><b>c</b></i></sup></a> <a href="#cite_ref-chemister_3-3"><sup><i><b>d</b></i></sup></a></span> <span class="reference-text"><a rel="nofollow" class="external text" href="http://chemister.ru/Database/properties-en.php?dbid=1&id=34">Properties of Dichloromethane</a>. chemister.ru</span> </li> <li id="cite_note-pubchem-4"><span class="mw-cite-backlink">^ <a href="#cite_ref-pubchem_4-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-pubchem_4-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-pubchem_4-2"><sup><i><b>c</b></i></sup></a> <a href="#cite_ref-pubchem_4-3"><sup><i><b>d</b></i></sup></a></span> <span class="reference-text"><a rel="nofollow" class="external text" href="https://pubchem.ncbi.nlm.nih.gov/compound/6344">CID 6344</a> from <a href="/wiki/PubChem" title="PubChem">PubChem</a></span> </li> <li id="cite_note-chemsrc-5"><span class="mw-cite-backlink"><b><a href="#cite_ref-chemsrc_5-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://www.chemsrc.com/en/cas/75-09-2_401673.html">"Dichloromethane_msds"</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=unknown&rft.btitle=Dichloromethane_msds&rft_id=https%3A%2F%2Fwww.chemsrc.com%2Fen%2Fcas%2F75-09-2_401673.html&rfr_id=info%3Asid%2Fen.wikipedia.org%3ADichloromethane" class="Z3988"></span></span> </li> <li id="cite_note-nist-6"><span class="mw-cite-backlink">^ <a href="#cite_ref-nist_6-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-nist_6-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-nist_6-2"><sup><i><b>c</b></i></sup></a> <a href="#cite_ref-nist_6-3"><sup><i><b>d</b></i></sup></a> <a href="#cite_ref-nist_6-4"><sup><i><b>e</b></i></sup></a></span> <span class="reference-text"><a rel="nofollow" class="external text" href="http://webbook.nist.gov/cgi/cbook.cgi?ID=C75092&Mask=FFFF&Units=SI">Methylene chloride</a> in Linstrom, Peter J.; Mallard, William G. (eds.); <i><a rel="nofollow" class="external text" href="http://webbook.nist.gov">NIST Chemistry WebBook</a>, NIST Standard Reference Database Number 69</i>, National Institute of Standards and Technology, Gaithersburg (MD) (retrieved 2014-05-26)</span> </li> <li id="cite_note-sigma-7"><span class="mw-cite-backlink">^ <a href="#cite_ref-sigma_7-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-sigma_7-1"><sup><i><b>b</b></i></sup></a></span> <span class="reference-text"><a href="/wiki/Sigma-Aldrich" title="Sigma-Aldrich">Sigma-Aldrich Co.</a>, <a rel="nofollow" class="external text" href="https://www.sigmaaldrich.com/catalog/product/aldrich/644501">Dichloromethane</a>. Retrieved on 2014-05-26.</span> </li> <li id="cite_note-8"><span class="mw-cite-backlink"><b><a href="#cite_ref-8">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="http://www.hse.gov.uk/research/rrpdf/rr982.pdf">"Real time measurement of dichloromethane containing mixtures"</a> <span class="cs1-format">(PDF)</span>. Health & Safety Laboratory<span class="reference-accessdate">. Retrieved <span class="nowrap">5 August</span> 2015</span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=unknown&rft.btitle=Real+time+measurement+of+dichloromethane+containing+mixtures&rft.pub=Health+%26+Safety+Laboratory&rft_id=http%3A%2F%2Fwww.hse.gov.uk%2Fresearch%2Frrpdf%2Frr982.pdf&rfr_id=info%3Asid%2Fen.wikipedia.org%3ADichloromethane" class="Z3988"></span></span> </li> <li id="cite_note-Hazard-9"><span class="mw-cite-backlink">^ <a href="#cite_ref-Hazard_9-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-Hazard_9-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-Hazard_9-2"><sup><i><b>c</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="http://www.osha.gov/dts/hazardalerts/methylene_chloride_hazard_alert.html">"Methylene Chloride Hazards for Bathtub Refinishers"</a>. <i>OSHA-NIOSH Hazard Alert 2013-110</i>. OSHA and NIOSH<span class="reference-accessdate">. Retrieved <span class="nowrap">22 January</span> 2015</span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=OSHA-NIOSH+Hazard+Alert+2013-110&rft.atitle=Methylene+Chloride+Hazards+for+Bathtub+Refinishers&rft_id=http%3A%2F%2Fwww.osha.gov%2Fdts%2Fhazardalerts%2Fmethylene_chloride_hazard_alert.html&rfr_id=info%3Asid%2Fen.wikipedia.org%3ADichloromethane" class="Z3988"></span></span> </li> <li id="cite_note-IDLH-10"><span class="mw-cite-backlink">^ <a href="#cite_ref-IDLH_10-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-IDLH_10-1"><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 web cs1"><a rel="nofollow" class="external text" href="https://www.cdc.gov/niosh/idlh/75092.html">"methylene chloride"</a>. <i>Immediately Dangerous to Life or Health Concentrations (IDLH)</i>. <a href="/wiki/National_Institute_for_Occupational_Safety_and_Health" title="National Institute for Occupational Safety and Health">National Institute for Occupational Safety and Health</a> (NIOSH).</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=Immediately+Dangerous+to+Life+or+Health+Concentrations+%28IDLH%29&rft.atitle=methylene+chloride&rft_id=https%3A%2F%2Fwww.cdc.gov%2Fniosh%2Fidlh%2F75092.html&rfr_id=info%3Asid%2Fen.wikipedia.org%3ADichloromethane" class="Z3988"></span></span> </li> <li id="cite_note-11"><span class="mw-cite-backlink"><b><a href="#cite_ref-11">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFAnvisa2023" class="citation web cs1 cs1-prop-foreign-lang-source"><a href="/wiki/Brazilian_Health_Regulatory_Agency" title="Brazilian Health Regulatory Agency">Anvisa</a> (2023-03-31). <a rel="nofollow" class="external text" href="https://www.in.gov.br/en/web/dou/-/resolucao-rdc-n-784-de-31-de-marco-de-2023-474904992">"RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial"</a> [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). <a href="/wiki/Di%C3%A1rio_Oficial_da_Uni%C3%A3o" title="Diário Oficial da União">Diário Oficial da União</a> (published 2023-04-04). <a rel="nofollow" class="external text" href="https://web.archive.org/web/20230803143925/https://www.in.gov.br/en/web/dou/-/resolucao-rdc-n-784-de-31-de-marco-de-2023-474904992">Archived</a> from the original on 2023-08-03<span class="reference-accessdate">. Retrieved <span class="nowrap">2023-08-16</span></span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=unknown&rft.btitle=RDC+N%C2%BA+784+-+Listas+de+Subst%C3%A2ncias+Entorpecentes%2C+Psicotr%C3%B3picas%2C+Precursoras+e+Outras+sob+Controle+Especial&rft.pub=Di%C3%A1rio+Oficial+da+Uni%C3%A3o&rft.date=2023-03-31&rft.au=Anvisa&rft_id=https%3A%2F%2Fwww.in.gov.br%2Fen%2Fweb%2Fdou%2F-%2Fresolucao-rdc-n-784-de-31-de-marco-de-2023-474904992&rfr_id=info%3Asid%2Fen.wikipedia.org%3ADichloromethane" class="Z3988"></span></span> </li> <li id="cite_note-Ullmann-12"><span class="mw-cite-backlink">^ <a href="#cite_ref-Ullmann_12-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-Ullmann_12-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-Ullmann_12-2"><sup><i><b>c</b></i></sup></a> <a href="#cite_ref-Ullmann_12-3"><sup><i><b>d</b></i></sup></a></span> <span class="reference-text">Rossberg, M. <i>et al.</i> (2006) "Chlorinated Hydrocarbons" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim. <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1002%2F14356007.a06_233.pub2">10.1002/14356007.a06_233.pub2</a>.</span> </li> <li id="cite_note-Gribble-13"><span class="mw-cite-backlink">^ <a href="#cite_ref-Gribble_13-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-Gribble_13-1"><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="CITEREFGribble,_Gordon_W.2009" class="citation book cs1">Gribble, Gordon W. (2009). <i>Naturally Occurring Organohalogen Compounds</i>. Springer. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-3211993248" title="Special:BookSources/978-3211993248"><bdi>978-3211993248</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Naturally+Occurring+Organohalogen+Compounds&rft.pub=Springer&rft.date=2009&rft.isbn=978-3211993248&rft.au=Gribble%2C+Gordon+W.&rfr_id=info%3Asid%2Fen.wikipedia.org%3ADichloromethane" class="Z3988"></span></span> </li> <li id="cite_note-14"><span class="mw-cite-backlink"><b><a href="#cite_ref-14">^</a></b></span> <span class="reference-text">Regnault, V. (1839) "De l'action du chlore sur les éthers hydrochloriques de l'alcool et de l'esprit de bois, et de plusieurs points de la théorie des éthers" (On the action of chlorine on the hydrochloric ethers of ethanol and methanol, and on several points of the theory of ethers), <i>Annales de chimie et physique</i>, series 2, <b>71</b> : 353–431; see especially: <a rel="nofollow" class="external text" href="https://archive.today/20131023140514/http://babel.hathitrust.org/cgi/pt?id=nyp.33433062741982;view=1up;seq=385">"Seconde partie. De l'action du chlore sur l'éther hydrochlorique de l'esprit de bois"</a> (Second part. On the action of chlorine on the hydrochloric ether of methanol [i.e., chloromethane]), pages 377–380. Regnault gives dichloromethane the name <i>éther hydrochlorique monochloruré</i> (monochlorinated hydrochloric ether). Note: Regnault gives the empirical formula for dichloromethane as C<sub>2</sub>H<sub>4</sub>Cl<sub>4</sub> because during that era, chemists used incorrect atomic masses.<br /> Reprinted in German in: <ul><li><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFRegnault1840" class="citation journal cs1">Regnault, V. (1840). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=4Uw9AAAAcAAJ&pg=PA310">"Ueber die Einwirkung des Chlors auf die Chlorwasserstoffäther des Alkohols und Holzgeistes und über mehrere Punkte der Aethertheorie"</a>. <i>Annalen der Chemie und Pharmacie</i>. <b>33</b> (3): 310–334. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1002%2Fjlac.18400330306">10.1002/jlac.18400330306</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Annalen+der+Chemie+und+Pharmacie&rft.atitle=Ueber+die+Einwirkung+des+Chlors+auf+die+Chlorwasserstoff%C3%A4ther+des+Alkohols+und+Holzgeistes+und+%C3%BCber+mehrere+Punkte+der+Aethertheorie&rft.volume=33&rft.issue=3&rft.pages=310-334&rft.date=1840&rft_id=info%3Adoi%2F10.1002%2Fjlac.18400330306&rft.aulast=Regnault&rft.aufirst=V.&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3D4Uw9AAAAcAAJ%26pg%3DPA310&rfr_id=info%3Asid%2Fen.wikipedia.org%3ADichloromethane" class="Z3988"></span> See p. 328.</li> <li><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFRegnault1840" class="citation journal cs1">Regnault, V. (1840). <a rel="nofollow" class="external text" href="https://zenodo.org/record/1427780">"Ueber die Wirkung des Chlors auf den Chlorwasserstoffäther des Alkohols und des Holzgeistes, so wie über mehrere Puncte der Aethertheorie"</a>. <i>Journal für Praktische Chemie</i>. <b>19</b>: 193–218. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1002%2Fprac.18400190134">10.1002/prac.18400190134</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Journal+f%C3%BCr+Praktische+Chemie&rft.atitle=Ueber+die+Wirkung+des+Chlors+auf+den+Chlorwasserstoff%C3%A4ther+des+Alkohols+und+des+Holzgeistes%2C+so+wie+%C3%BCber+mehrere+Puncte+der+Aethertheorie&rft.volume=19&rft.pages=193-218&rft.date=1840&rft_id=info%3Adoi%2F10.1002%2Fprac.18400190134&rft.aulast=Regnault&rft.aufirst=V.&rft_id=https%3A%2F%2Fzenodo.org%2Frecord%2F1427780&rfr_id=info%3Asid%2Fen.wikipedia.org%3ADichloromethane" class="Z3988"></span> See p. 210.</li></ul> </span></li> <li id="cite_note-15"><span class="mw-cite-backlink"><b><a href="#cite_ref-15">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFOffice_of_Environmental_Health_Hazard_Assessment2000" class="citation web cs1">Office of Environmental Health Hazard Assessment (September 2000). <a rel="nofollow" class="external text" href="http://oehha.ca.gov/media/downloads/pesticides/report/dcm.pdf">"Dichloromethane"</a> <span class="cs1-format">(PDF)</span>. <i>Public Health Goals for Chemicals in Drinking Water</i>. <a href="/wiki/California_Environmental_Protection_Agency" title="California Environmental Protection Agency">California Environmental Protection Agency</a><span class="reference-accessdate">. Retrieved <span class="nowrap">June 5,</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=Public+Health+Goals+for+Chemicals+in+Drinking+Water&rft.atitle=Dichloromethane&rft.date=2000-09&rft.au=Office+of+Environmental+Health+Hazard+Assessment&rft_id=http%3A%2F%2Foehha.ca.gov%2Fmedia%2Fdownloads%2Fpesticides%2Freport%2Fdcm.pdf&rfr_id=info%3Asid%2Fen.wikipedia.org%3ADichloromethane" class="Z3988"></span><sup class="noprint Inline-Template"><span style="white-space: nowrap;">[<i><a href="/wiki/Wikipedia:Link_rot" title="Wikipedia:Link rot"><span title=" Dead link tagged December 2016">permanent dead link</span></a></i><span style="visibility:hidden; color:transparent; padding-left:2px">‍</span>]</span></sup></span> </li> <li id="cite_note-16"><span class="mw-cite-backlink"><b><a href="#cite_ref-16">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFJames2014-04-09T00:00:00+01:00" class="citation web cs1">James2014-04-09T00:00:00+01:00, Emily. <a rel="nofollow" class="external text" href="https://www.chemistryworld.com/podcasts/dichloromethane/7254.article">"Dichloromethane"</a>. <i>Chemistry World</i>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=Chemistry+World&rft.atitle=Dichloromethane&rft.aulast=James2014-04-09T00%3A00%3A00%2B01%3A00&rft.aufirst=Emily&rft_id=https%3A%2F%2Fwww.chemistryworld.com%2Fpodcasts%2Fdichloromethane%2F7254.article&rfr_id=info%3Asid%2Fen.wikipedia.org%3ADichloromethane" class="Z3988"></span><span class="cs1-maint citation-comment"><code class="cs1-code">{{<a href="/wiki/Template:Cite_web" title="Template:Cite web">cite web</a>}}</code>: CS1 maint: numeric names: authors list (<a href="/wiki/Category:CS1_maint:_numeric_names:_authors_list" title="Category:CS1 maint: numeric names: authors list">link</a>)</span></span> </li> <li id="cite_note-perelman-17"><span class="mw-cite-backlink"><b><a href="#cite_ref-perelman_17-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFPerelman1972" class="citation book cs1">Perelman, Yakov (1972) [1936]. <a rel="nofollow" class="external text" href="https://archive.org/details/PhysicsForEntertainmentBook2"><i>Physics for Entertainment</i></a>. Vol. 2. Hyperion Books. pp. 175–178. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-1401309213" title="Special:BookSources/978-1401309213"><bdi>978-1401309213</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Physics+for+Entertainment&rft.pages=175-178&rft.pub=Hyperion+Books&rft.date=1972&rft.isbn=978-1401309213&rft.aulast=Perelman&rft.aufirst=Yakov&rft_id=https%3A%2F%2Farchive.org%2Fdetails%2FPhysicsForEntertainmentBook2&rfr_id=info%3Asid%2Fen.wikipedia.org%3ADichloromethane" class="Z3988"></span> <a rel="nofollow" class="external autonumber" href="https://archive.org/download/PhysicsForEntertainmentBook2">[1]</a> <a rel="nofollow" class="external autonumber" href="http://booksnote.com/phydownload?bdn=PhysicsforEntertainmentBook2.pdf">[2]</a></span> </li> <li id="cite_note-18"><span class="mw-cite-backlink"><b><a href="#cite_ref-18">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFShell_Bitumen2003" class="citation book cs1"><a href="/wiki/Royal_Dutch_Shell" class="mw-redirect" title="Royal Dutch Shell">Shell Bitumen</a> (2003-09-25). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=bA1tIkRJL8kC&pg=PA277"><i>The Shell Bitumen Handbook</i></a>. Thomas Telford. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-0-7277-3220-0" title="Special:BookSources/978-0-7277-3220-0"><bdi>978-0-7277-3220-0</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=The+Shell+Bitumen+Handbook&rft.pub=Thomas+Telford&rft.date=2003-09-25&rft.isbn=978-0-7277-3220-0&rft.au=Shell+Bitumen&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3DbA1tIkRJL8kC%26pg%3DPA277&rfr_id=info%3Asid%2Fen.wikipedia.org%3ADichloromethane" class="Z3988"></span></span> </li> <li id="cite_note-19"><span class="mw-cite-backlink"><b><a href="#cite_ref-19">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFMachadoMagnussonPaulTomkins2016" class="citation journal cs1">Machado, Lorenna; Magnusson, Marie; Paul, Nicholas; Tomkins, Nigel (2016). <a rel="nofollow" class="external text" href="https://doi.org/10.1007%2Fs10811-016-0830-7">"Identification of bioactives from the red seaweed <i>Asparagopsis taxiformis</i> that promote antimethanogenic activity in vitro"</a>. <i>Journal of Applied Phycology</i>. <b>28</b> (5): 3117–3126. <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/2016JAPco..28.3117M">2016JAPco..28.3117M</a>. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<span class="id-lock-free" title="Freely accessible"><a rel="nofollow" class="external text" href="https://doi.org/10.1007%2Fs10811-016-0830-7">10.1007/s10811-016-0830-7</a></span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Journal+of+Applied+Phycology&rft.atitle=Identification+of+bioactives+from+the+red+seaweed+Asparagopsis+taxiformis+that+promote+antimethanogenic+activity+in+vitro&rft.volume=28&rft.issue=5&rft.pages=3117-3126&rft.date=2016&rft_id=info%3Adoi%2F10.1007%2Fs10811-016-0830-7&rft_id=info%3Abibcode%2F2016JAPco..28.3117M&rft.aulast=Machado&rft.aufirst=Lorenna&rft.au=Magnusson%2C+Marie&rft.au=Paul%2C+Nicholas&rft.au=Tomkins%2C+Nigel&rft_id=https%3A%2F%2Fdoi.org%2F10.1007%252Fs10811-016-0830-7&rfr_id=info%3Asid%2Fen.wikipedia.org%3ADichloromethane" class="Z3988"></span></span> </li> <li id="cite_note-20"><span class="mw-cite-backlink"><b><a href="#cite_ref-20">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFMattesonMajumdar1983" class="citation journal cs1">Matteson, Donald S.; Majumdar, Debesh (1983). "Homologation of boronic esters to .alpha.-chloro boronic esters". <i>Organometallics</i>. <b>2</b> (11): 1529–1535. <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%2Fom50005a008">10.1021/om50005a008</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Organometallics&rft.atitle=Homologation+of+boronic+esters+to+.alpha.-chloro+boronic+esters&rft.volume=2&rft.issue=11&rft.pages=1529-1535&rft.date=1983&rft_id=info%3Adoi%2F10.1021%2Fom50005a008&rft.aulast=Matteson&rft.aufirst=Donald+S.&rft.au=Majumdar%2C+Debesh&rfr_id=info%3Asid%2Fen.wikipedia.org%3ADichloromethane" class="Z3988"></span></span> </li> <li id="cite_note-21"><span class="mw-cite-backlink"><b><a href="#cite_ref-21">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFMillsMaryanoffCosgroveScott1984" class="citation journal cs1">Mills, John E.; Maryanoff, Cynthia A.; Cosgrove, Robin M.; Scott, Lorraine; McComsey, David F. (1984). <a rel="nofollow" class="external text" href="http://www.tandfonline.com/doi/abs/10.1080/00304948409356172">"The Reaction of Amines with Methylene Chloride. A Brief Review"</a>. <i>Organic Preparations and Procedures International</i>. <b>16</b> (2): 97–114. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1080%2F00304948409356172">10.1080/00304948409356172</a>. <a href="/wiki/ISSN_(identifier)" class="mw-redirect" title="ISSN (identifier)">ISSN</a> <a rel="nofollow" class="external text" href="https://search.worldcat.org/issn/0030-4948">0030-4948</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Organic+Preparations+and+Procedures+International&rft.atitle=The+Reaction+of+Amines+with+Methylene+Chloride.+A+Brief+Review&rft.volume=16&rft.issue=2&rft.pages=97-114&rft.date=1984&rft_id=info%3Adoi%2F10.1080%2F00304948409356172&rft.issn=0030-4948&rft.aulast=Mills&rft.aufirst=John+E.&rft.au=Maryanoff%2C+Cynthia+A.&rft.au=Cosgrove%2C+Robin+M.&rft.au=Scott%2C+Lorraine&rft.au=McComsey%2C+David+F.&rft_id=http%3A%2F%2Fwww.tandfonline.com%2Fdoi%2Fabs%2F10.1080%2F00304948409356172&rfr_id=info%3Asid%2Fen.wikipedia.org%3ADichloromethane" class="Z3988"></span></span> </li> <li id="cite_note-22"><span class="mw-cite-backlink"><b><a href="#cite_ref-22">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFDunlapOlson2018" class="citation journal cs1">Dunlap, Lee E.; Olson, David E. (2018-05-31). <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5981293">"Reaction of N , N -Dimethyltryptamine with Dichloromethane Under Common Experimental Conditions"</a>. <i>ACS Omega</i>. <b>3</b> (5): 4968–4973. <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%2Facsomega.8b00507">10.1021/acsomega.8b00507</a>. <a href="/wiki/ISSN_(identifier)" class="mw-redirect" title="ISSN (identifier)">ISSN</a> <a rel="nofollow" class="external text" href="https://search.worldcat.org/issn/2470-1343">2470-1343</a>. <a href="/wiki/PMC_(identifier)" class="mw-redirect" title="PMC (identifier)">PMC</a> <span class="id-lock-free" title="Freely accessible"><a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5981293">5981293</a></span>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/29876537">29876537</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=ACS+Omega&rft.atitle=Reaction+of+N+%2C+N+-Dimethyltryptamine+with+Dichloromethane+Under+Common+Experimental+Conditions&rft.volume=3&rft.issue=5&rft.pages=4968-4973&rft.date=2018-05-31&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC5981293%23id-name%3DPMC&rft.issn=2470-1343&rft_id=info%3Apmid%2F29876537&rft_id=info%3Adoi%2F10.1021%2Facsomega.8b00507&rft.aulast=Dunlap&rft.aufirst=Lee+E.&rft.au=Olson%2C+David+E.&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC5981293&rfr_id=info%3Asid%2Fen.wikipedia.org%3ADichloromethane" class="Z3988"></span></span> </li> <li id="cite_note-23"><span class="mw-cite-backlink"><b><a href="#cite_ref-23">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFMillsMaryanoffMcComseyStanzione1987" class="citation journal cs1">Mills, John E.; Maryanoff, Cynthia A.; McComsey, David F.; Stanzione, Robin C.; Scott, Lorraine (1987). <a rel="nofollow" class="external text" href="https://pubs.acs.org/doi/abs/10.1021/jo00385a038">"Reaction of amines with methylene chloride. Evidence for rapid aminal formation from N-methylenepyrrolidinium chloride and pyrrolidine"</a>. <i>The Journal of Organic Chemistry</i>. <b>52</b> (9): 1857–1859. <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%2Fjo00385a038">10.1021/jo00385a038</a>. <a href="/wiki/ISSN_(identifier)" class="mw-redirect" title="ISSN (identifier)">ISSN</a> <a rel="nofollow" class="external text" href="https://search.worldcat.org/issn/0022-3263">0022-3263</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+Organic+Chemistry&rft.atitle=Reaction+of+amines+with+methylene+chloride.+Evidence+for+rapid+aminal+formation+from+N-methylenepyrrolidinium+chloride+and+pyrrolidine&rft.volume=52&rft.issue=9&rft.pages=1857-1859&rft.date=1987&rft_id=info%3Adoi%2F10.1021%2Fjo00385a038&rft.issn=0022-3263&rft.aulast=Mills&rft.aufirst=John+E.&rft.au=Maryanoff%2C+Cynthia+A.&rft.au=McComsey%2C+David+F.&rft.au=Stanzione%2C+Robin+C.&rft.au=Scott%2C+Lorraine&rft_id=https%3A%2F%2Fpubs.acs.org%2Fdoi%2Fabs%2F10.1021%2Fjo00385a038&rfr_id=info%3Asid%2Fen.wikipedia.org%3ADichloromethane" class="Z3988"></span></span> </li> <li id="cite_note-24"><span class="mw-cite-backlink"><b><a href="#cite_ref-24">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFRudineWalterWamser2010" class="citation journal cs1">Rudine, Alexander B.; Walter, Michael G.; Wamser, Carl C. (2010-06-18). <a rel="nofollow" class="external text" href="https://pubs.acs.org/doi/10.1021/jo100276m">"Reaction of Dichloromethane with Pyridine Derivatives under Ambient Conditions"</a>. <i>The Journal of Organic Chemistry</i>. <b>75</b> (12): 4292–4295. <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%2Fjo100276m">10.1021/jo100276m</a>. <a href="/wiki/ISSN_(identifier)" class="mw-redirect" title="ISSN (identifier)">ISSN</a> <a rel="nofollow" class="external text" href="https://search.worldcat.org/issn/0022-3263">0022-3263</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/20469919">20469919</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+Organic+Chemistry&rft.atitle=Reaction+of+Dichloromethane+with+Pyridine+Derivatives+under+Ambient+Conditions&rft.volume=75&rft.issue=12&rft.pages=4292-4295&rft.date=2010-06-18&rft.issn=0022-3263&rft_id=info%3Apmid%2F20469919&rft_id=info%3Adoi%2F10.1021%2Fjo100276m&rft.aulast=Rudine&rft.aufirst=Alexander+B.&rft.au=Walter%2C+Michael+G.&rft.au=Wamser%2C+Carl+C.&rft_id=https%3A%2F%2Fpubs.acs.org%2Fdoi%2F10.1021%2Fjo100276m&rfr_id=info%3Asid%2Fen.wikipedia.org%3ADichloromethane" class="Z3988"></span></span> </li> <li id="cite_note-25"><span class="mw-cite-backlink"><b><a href="#cite_ref-25">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFJiZhangYeXing1998" class="citation journal cs1">Ji, Jian-guo; Zhang, De-yi; Ye, Yun-hua; Xing, Qi-yi (1998). <a rel="nofollow" class="external text" href="https://linkinghub.elsevier.com/retrieve/pii/S0040403998014063">"Studies on the reactions of HOBt, HOOBt, HOSu with dichloroalkane solvents"</a>. <i>Tetrahedron Letters</i>. <b>39</b> (36): 6515–6516. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2FS0040-4039%2898%2901406-3">10.1016/S0040-4039(98)01406-3</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Tetrahedron+Letters&rft.atitle=Studies+on+the+reactions+of+HOBt%2C+HOOBt%2C+HOSu+with+dichloroalkane+solvents&rft.volume=39&rft.issue=36&rft.pages=6515-6516&rft.date=1998&rft_id=info%3Adoi%2F10.1016%2FS0040-4039%2898%2901406-3&rft.aulast=Ji&rft.aufirst=Jian-guo&rft.au=Zhang%2C+De-yi&rft.au=Ye%2C+Yun-hua&rft.au=Xing%2C+Qi-yi&rft_id=https%3A%2F%2Flinkinghub.elsevier.com%2Fretrieve%2Fpii%2FS0040403998014063&rfr_id=info%3Asid%2Fen.wikipedia.org%3ADichloromethane" class="Z3988"></span></span> </li> <li id="cite_note-26"><span class="mw-cite-backlink"><b><a href="#cite_ref-26">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFRiouxMyers1988" class="citation journal cs1">Rioux JP, Myers RA (1988). "Methylene chloride poisoning: a paradigmatic review". <i>J Emerg Med</i>. <b>6</b> (3): 227–238. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2F0736-4679%2888%2990330-7">10.1016/0736-4679(88)90330-7</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/3049777">3049777</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=J+Emerg+Med&rft.atitle=Methylene+chloride+poisoning%3A+a+paradigmatic+review&rft.volume=6&rft.issue=3&rft.pages=227-238&rft.date=1988&rft_id=info%3Adoi%2F10.1016%2F0736-4679%2888%2990330-7&rft_id=info%3Apmid%2F3049777&rft.aulast=Rioux&rft.aufirst=JP&rft.au=Myers%2C+RA&rfr_id=info%3Asid%2Fen.wikipedia.org%3ADichloromethane" class="Z3988"></span></span> </li> <li id="cite_note-27"><span class="mw-cite-backlink"><b><a href="#cite_ref-27">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFCDC2012" class="citation journal cs1">CDC (2012). <a rel="nofollow" class="external text" href="https://www.cdc.gov/mmwr/preview/mmwrhtml/mm6107a2.htm">"Fatal Exposure to Methylene Chloride Among Bathtub Refinishers — United States, 2000–2011"</a>. <i>MMWR</i>. <b>61</b> (7): 119–122. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/22357403">22357403</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=MMWR&rft.atitle=Fatal+Exposure+to+Methylene+Chloride+Among+Bathtub+Refinishers+%E2%80%94+United+States%2C+2000%E2%80%932011&rft.volume=61&rft.issue=7&rft.pages=119-122&rft.date=2012&rft_id=info%3Apmid%2F22357403&rft.au=CDC&rft_id=https%3A%2F%2Fwww.cdc.gov%2Fmmwr%2Fpreview%2Fmmwrhtml%2Fmm6107a2.htm&rfr_id=info%3Asid%2Fen.wikipedia.org%3ADichloromethane" class="Z3988"></span></span> </li> <li id="cite_note-NIOSHblog-28"><span class="mw-cite-backlink">^ <a href="#cite_ref-NIOSHblog_28-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-NIOSHblog_28-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-NIOSHblog_28-2"><sup><i><b>c</b></i></sup></a> <a href="#cite_ref-NIOSHblog_28-3"><sup><i><b>d</b></i></sup></a> <a href="#cite_ref-NIOSHblog_28-4"><sup><i><b>e</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFHall2013" class="citation web cs1">Hall, Ronald M. (4 February 2013). <a rel="nofollow" class="external text" href="https://blogs.cdc.gov/niosh-science-blog/2013/02/04/bathtub-refinishing/">"Dangers of Bathtub Refinishing"</a>. National Institute for Occupational Safety and Health<span class="reference-accessdate">. Retrieved <span class="nowrap">21 January</span> 2015</span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=unknown&rft.btitle=Dangers+of+Bathtub+Refinishing&rft.pub=National+Institute+for+Occupational+Safety+and+Health&rft.date=2013-02-04&rft.aulast=Hall&rft.aufirst=Ronald+M.&rft_id=http%3A%2F%2Fblogs.cdc.gov%2Fniosh-science-blog%2F2013%2F02%2F04%2Fbathtub-refinishing%2F&rfr_id=info%3Asid%2Fen.wikipedia.org%3ADichloromethane" class="Z3988"></span></span> </li> <li id="cite_note-29"><span class="mw-cite-backlink"><b><a href="#cite_ref-29">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFFaginBradleyWilliams1980" class="citation journal cs1">Fagin J, Bradley J, Williams D (1980). <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1714874">"Carbon monoxide poisoning secondary to inhaling methylene chloride"</a>. <i>Br Med J</i>. <b>281</b> (6253): 1461. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1136%2Fbmj.281.6253.1461">10.1136/bmj.281.6253.1461</a>. <a href="/wiki/PMC_(identifier)" class="mw-redirect" title="PMC (identifier)">PMC</a> <span class="id-lock-free" title="Freely accessible"><a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1714874">1714874</a></span>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/7437838">7437838</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Br+Med+J&rft.atitle=Carbon+monoxide+poisoning+secondary+to+inhaling+methylene+chloride&rft.volume=281&rft.issue=6253&rft.pages=1461&rft.date=1980&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC1714874%23id-name%3DPMC&rft_id=info%3Apmid%2F7437838&rft_id=info%3Adoi%2F10.1136%2Fbmj.281.6253.1461&rft.aulast=Fagin&rft.aufirst=J&rft.au=Bradley%2C+J&rft.au=Williams%2C+D&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC1714874&rfr_id=info%3Asid%2Fen.wikipedia.org%3ADichloromethane" class="Z3988"></span></span> </li> <li id="cite_note-30"><span class="mw-cite-backlink"><b><a href="#cite_ref-30">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFKobayashiAndoTagamiKitagawa2008" class="citation journal cs1">Kobayashi A, Ando A, Tagami N, Kitagawa M, Kawai E, Akioka M, Arai E, Nakatani T, Nakano S, Matsui Y, Matsumura M (2008). "Severe optic neuropathy caused by dichloromethane inhalation". <i>J Ocul Pharmacol and Ther</i>. <b>24</b> (6): 607–612. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1089%2Fjop.2007.0100">10.1089/jop.2007.0100</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/19049266">19049266</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=J+Ocul+Pharmacol+and+Ther&rft.atitle=Severe+optic+neuropathy+caused+by+dichloromethane+inhalation&rft.volume=24&rft.issue=6&rft.pages=607-612&rft.date=2008&rft_id=info%3Adoi%2F10.1089%2Fjop.2007.0100&rft_id=info%3Apmid%2F19049266&rft.aulast=Kobayashi&rft.aufirst=A&rft.au=Ando%2C+A&rft.au=Tagami%2C+N&rft.au=Kitagawa%2C+M&rft.au=Kawai%2C+E&rft.au=Akioka%2C+M&rft.au=Arai%2C+E&rft.au=Nakatani%2C+T&rft.au=Nakano%2C+S&rft.au=Matsui%2C+Y&rft.au=Matsumura%2C+M&rfr_id=info%3Asid%2Fen.wikipedia.org%3ADichloromethane" class="Z3988"></span></span> </li> <li id="cite_note-31"><span class="mw-cite-backlink"><b><a href="#cite_ref-31">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFCordesBrownQuinn1988" class="citation journal cs1">Cordes DH, Brown WD, Quinn KM (1988). <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1026148">"Chemically induced hepatitis after inhaling organic solvents"</a>. <i>West J Med</i>. <b>148</b> (4): 458–460. <a href="/wiki/PMC_(identifier)" class="mw-redirect" title="PMC (identifier)">PMC</a> <span class="id-lock-free" title="Freely accessible"><a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1026148">1026148</a></span>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/3388849">3388849</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=West+J+Med&rft.atitle=Chemically+induced+hepatitis+after+inhaling+organic+solvents&rft.volume=148&rft.issue=4&rft.pages=458-460&rft.date=1988&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC1026148%23id-name%3DPMC&rft_id=info%3Apmid%2F3388849&rft.aulast=Cordes&rft.aufirst=DH&rft.au=Brown%2C+WD&rft.au=Quinn%2C+KM&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC1026148&rfr_id=info%3Asid%2Fen.wikipedia.org%3ADichloromethane" class="Z3988"></span></span> </li> <li id="cite_note-32"><span class="mw-cite-backlink"><b><a href="#cite_ref-32">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFWellsWaldron1984" class="citation journal cs1">Wells GG, Waldron HA (1984). <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1009322">"Methylene chloride burns"</a>. <i>Br J Ind Med</i>. <b>41</b> (3): 420. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1136%2Foem.41.3.420">10.1136/oem.41.3.420</a>. <a href="/wiki/PMC_(identifier)" class="mw-redirect" title="PMC (identifier)">PMC</a> <span class="id-lock-free" title="Freely accessible"><a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1009322">1009322</a></span>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/6743591">6743591</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Br+J+Ind+Med&rft.atitle=Methylene+chloride+burns&rft.volume=41&rft.issue=3&rft.pages=420&rft.date=1984&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC1009322%23id-name%3DPMC&rft_id=info%3Apmid%2F6743591&rft_id=info%3Adoi%2F10.1136%2Foem.41.3.420&rft.aulast=Wells&rft.aufirst=GG&rft.au=Waldron%2C+HA&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC1009322&rfr_id=info%3Asid%2Fen.wikipedia.org%3ADichloromethane" class="Z3988"></span></span> </li> <li id="cite_note-USDHHS-33"><span class="mw-cite-backlink">^ <a href="#cite_ref-USDHHS_33-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-USDHHS_33-1"><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="CITEREFUSDHHS" class="citation web cs1">USDHHS. <a rel="nofollow" class="external text" href="https://www.atsdr.cdc.gov/toxprofiles/tp14.pdf">"Toxicological Profile for Methylene Chloride"</a> <span class="cs1-format">(PDF)</span><span class="reference-accessdate">. Retrieved <span class="nowrap">2006-09-10</span></span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=unknown&rft.btitle=Toxicological+Profile+for+Methylene+Chloride&rft.au=USDHHS&rft_id=http%3A%2F%2Fwww.atsdr.cdc.gov%2Ftoxprofiles%2Ftp14.pdf&rfr_id=info%3Asid%2Fen.wikipedia.org%3ADichloromethane" class="Z3988"></span></span> </li> <li id="cite_note-34"><span class="mw-cite-backlink"><b><a href="#cite_ref-34">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFBellFranksHildrethMelius1991" class="citation journal cs1">Bell BP, Franks P, Hildreth N, Melius J (1991). "Methylene chloride exposure and birthweight in Monroe County, New York". <i>Environ Res</i>. <b>55</b> (1): 31–9. <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/1991ER.....55...31B">1991ER.....55...31B</a>. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2FS0013-9351%2805%2980138-0">10.1016/S0013-9351(05)80138-0</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/1855488">1855488</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Environ+Res&rft.atitle=Methylene+chloride+exposure+and+birthweight+in+Monroe+County%2C+New+York&rft.volume=55&rft.issue=1&rft.pages=31-9&rft.date=1991&rft_id=info%3Apmid%2F1855488&rft_id=info%3Adoi%2F10.1016%2FS0013-9351%2805%2980138-0&rft_id=info%3Abibcode%2F1991ER.....55...31B&rft.aulast=Bell&rft.aufirst=BP&rft.au=Franks%2C+P&rft.au=Hildreth%2C+N&rft.au=Melius%2C+J&rfr_id=info%3Asid%2Fen.wikipedia.org%3ADichloromethane" class="Z3988"></span></span> </li> <li id="cite_note-35"><span class="mw-cite-backlink"><b><a href="#cite_ref-35">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://web.archive.org/web/20161123143224/https://www3.epa.gov/ttn/atw/area/paint_stripb.pdf">"Summary of Regulations Controlling Air Emissions from Paint Stripping and Miscellaneous Surface Coating Operations"</a> <span class="cs1-format">(PDF)</span>. <i><a href="/wiki/National_Emissions_Standards_for_Hazardous_Air_Pollutants" title="National Emissions Standards for Hazardous Air Pollutants">NESHAP (Subpart HHHHHH)</a></i>. US Environmental Protection Agency. April 2008. Archived from <a rel="nofollow" class="external text" href="http://www.epa.gov/ttn/atw/area/paint_stripb.pdf">the original</a> <span class="cs1-format">(PDF)</span> on 2016-11-23.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=NESHAP+%28Subpart+HHHHHH%29&rft.atitle=Summary+of+Regulations+Controlling+Air+Emissions+from+Paint+Stripping+and+Miscellaneous+Surface+Coating+Operations&rft.date=2008-04&rft_id=http%3A%2F%2Fwww.epa.gov%2Fttn%2Fatw%2Farea%2Fpaint_stripb.pdf&rfr_id=info%3Asid%2Fen.wikipedia.org%3ADichloromethane" class="Z3988"></span></span> </li> <li id="cite_note-36"><span class="mw-cite-backlink"><b><a href="#cite_ref-36">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation report cs1"><a rel="nofollow" class="external text" href="https://echa.europa.eu/documents/10162/35144386/099_dichloromethane_oel_en.pdf">Recommendation from the Scientific Committee on Occupational Exposure Limits for methylene chloride (dichloromethane)</a> <span class="cs1-format">(PDF)</span>. <i><a href="/wiki/European_Chemicals_Agency" title="European Chemicals Agency">European Chemicals Agency</a></i> (Report). June 2009<span class="reference-accessdate">. Retrieved <span class="nowrap">2023-09-07</span></span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=report&rft.btitle=Recommendation+from+the+Scientific+Committee+on+Occupational+Exposure+Limits+for+methylene+chloride+%28dichloromethane%29&rft.date=2009-06&rft_id=https%3A%2F%2Fecha.europa.eu%2Fdocuments%2F10162%2F35144386%2F099_dichloromethane_oel_en.pdf&rfr_id=info%3Asid%2Fen.wikipedia.org%3ADichloromethane" class="Z3988"></span></span> </li> <li id="cite_note-EUban-37"><span class="mw-cite-backlink"><b><a href="#cite_ref-EUban_37-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://www.paintsquare.com/news/view/?7328">"EU Banning Most DCM Paint Strippers"</a>. <i>PaintSquare News</i>. 2012-03-09<span class="reference-accessdate">. Retrieved <span class="nowrap">2023-09-07</span></span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=PaintSquare+News&rft.atitle=EU+Banning+Most+DCM+Paint+Strippers&rft.date=2012-03-09&rft_id=https%3A%2F%2Fwww.paintsquare.com%2Fnews%2Fview%2F%3F7328&rfr_id=info%3Asid%2Fen.wikipedia.org%3ADichloromethane" class="Z3988"></span></span> </li> <li id="cite_note-38"><span class="mw-cite-backlink"><b><a href="#cite_ref-38">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="http://eur-lex.europa.eu/LexUriServ/LexUriServ.do?uri=OJ:L:2010:086:0007:0012:EN:PDF">"COMMISSION REGULATION (EU) No 276/2010 (Official Journal of the European Union, L 86/7)"</a>. 2010-04-01<span class="reference-accessdate">. Retrieved <span class="nowrap">2012-02-07</span></span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=unknown&rft.btitle=COMMISSION+REGULATION+%28EU%29+No+276%2F2010+%28Official+Journal+of+the+European+Union%2C+L+86%2F7%29&rft.date=2010-04-01&rft_id=http%3A%2F%2Feur-lex.europa.eu%2FLexUriServ%2FLexUriServ.do%3Furi%3DOJ%3AL%3A2010%3A086%3A0007%3A0012%3AEN%3APDF&rfr_id=info%3Asid%2Fen.wikipedia.org%3ADichloromethane" class="Z3988"></span></span> </li> <li id="cite_note-quicktake020113-39"><span class="mw-cite-backlink"><b><a href="#cite_ref-quicktake020113_39-0">^</a></b></span> <span class="reference-text"><a rel="nofollow" class="external text" href="http://www.osha.gov/as/opa/quicktakes/qt02012013.html">OSHA QuickTakes</a>, February 1, 2013;</span> </li> <li id="cite_note-oshastandard-40"><span class="mw-cite-backlink"><b><a href="#cite_ref-oshastandard_40-0">^</a></b></span> <span class="reference-text"><a rel="nofollow" class="external text" href="https://www.osha.gov/pls/oshaweb/owadisp.show_document?p_table=STANDARDS&p_id=10094">Methylene Chloride</a>. Occupational Safety & Health Administration. osha.gov</span> </li> <li id="cite_note-41"><span class="mw-cite-backlink"><b><a href="#cite_ref-41">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://www.epa.gov/newsreleases/epa-proposes-ban-all-consumer-most-industrial-and-commercial-uses-methylene-chloride">"EPA Proposes Ban on All Consumer, Most Industrial and Commercial Uses of Methylene Chloride to Protect Public Health"</a>. 2023-04-20.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=unknown&rft.btitle=EPA+Proposes+Ban+on+All+Consumer%2C+Most+Industrial+and+Commercial+Uses+of+Methylene+Chloride+to+Protect+Public+Health&rft.date=2023-04-20&rft_id=https%3A%2F%2Fwww.epa.gov%2Fnewsreleases%2Fepa-proposes-ban-all-consumer-most-industrial-and-commercial-uses-methylene-chloride&rfr_id=info%3Asid%2Fen.wikipedia.org%3ADichloromethane" class="Z3988"></span></span> </li> <li id="cite_note-42"><span class="mw-cite-backlink"><b><a href="#cite_ref-42">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://www.epa.gov/newsreleases/biden-harris-administration-finalizes-ban-most-uses-methylene-chloride-protecting">"Biden-Harris Administration Finalizes Ban on Most Uses of Methylene Chloride, Protecting Workers and Communities from Fatal Exposure"</a>. 2024-04-30.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=unknown&rft.btitle=Biden-Harris+Administration+Finalizes+Ban+on+Most+Uses+of+Methylene+Chloride%2C+Protecting+Workers+and+Communities+from+Fatal+Exposure&rft.date=2024-04-30&rft_id=https%3A%2F%2Fwww.epa.gov%2Fnewsreleases%2Fbiden-harris-administration-finalizes-ban-most-uses-methylene-chloride-protecting&rfr_id=info%3Asid%2Fen.wikipedia.org%3ADichloromethane" class="Z3988"></span></span> </li> <li id="cite_note-43"><span class="mw-cite-backlink"><b><a href="#cite_ref-43">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFUnited_States_Environmental_Protection_Agency2015" class="citation web cs1">United States Environmental Protection Agency (2015-07-17). <a rel="nofollow" class="external text" href="https://www.epa.gov/ozone-layer-protection/ozone-depleting-substances">"Ozone-Depleting Substances"</a><span class="reference-accessdate">. Retrieved <span class="nowrap">April 20,</span> 2018</span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=unknown&rft.btitle=Ozone-Depleting+Substances&rft.date=2015-07-17&rft.au=United+States+Environmental+Protection+Agency&rft_id=https%3A%2F%2Fwww.epa.gov%2Fozone-layer-protection%2Fozone-depleting-substances&rfr_id=info%3Asid%2Fen.wikipedia.org%3ADichloromethane" class="Z3988"></span></span> </li> <li id="cite_note-44"><span class="mw-cite-backlink"><b><a href="#cite_ref-44">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFUnited_States_Environmental_Protection_Agency1995" class="citation web cs1">United States Environmental Protection Agency (October 1995). <a rel="nofollow" class="external text" href="https://nepis.epa.gov/Exe/tiff2png.cgi/50000S6R.PNG?-r+75+-g+7+D%3A%5CZYFILES%5CINDEX%20DATA%5C95THRU99%5CTIFF%5C00000344%5C50000S6R.TIF">"Questions and Answers on Ozone-Depleting Solvents and Their Substitutes"</a><span class="reference-accessdate">. Retrieved <span class="nowrap">April 20,</span> 2018</span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=unknown&rft.btitle=Questions+and+Answers+on+Ozone-Depleting+Solvents+and+Their+Substitutes&rft.date=1995-10&rft.au=United+States+Environmental+Protection+Agency&rft_id=https%3A%2F%2Fnepis.epa.gov%2FExe%2Ftiff2png.cgi%2F50000S6R.PNG%3F-r%2B75%2B-g%2B7%2BD%253A%255CZYFILES%255CINDEX%2520DATA%255C95THRU99%255CTIFF%255C00000344%255C50000S6R.TIF&rfr_id=info%3Asid%2Fen.wikipedia.org%3ADichloromethane" class="Z3988"></span></span> </li> <li id="cite_note-45"><span class="mw-cite-backlink"><b><a href="#cite_ref-45">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFWorld_Meteorological_Organization,_United_Nations_Environmental_Program2020" class="citation web cs1">World Meteorological Organization, United Nations Environmental Program (15 April 2020). <a rel="nofollow" class="external text" href="https://web.archive.org/web/20231218174345/https://public-old.wmo.int/en/resources/library/scientific-assessment-of-ozone-depletion-2018">"Scientific Assessment of Ozone Depletion: 2018"</a>. Archived from <a rel="nofollow" class="external text" href="https://public-old.wmo.int/en/resources/library/scientific-assessment-of-ozone-depletion-2018">the original</a> on December 18, 2023.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=unknown&rft.btitle=Scientific+Assessment+of+Ozone+Depletion%3A+2018&rft.date=2020-04-15&rft.au=World+Meteorological+Organization%2C+United+Nations+Environmental+Program&rft_id=https%3A%2F%2Fpublic-old.wmo.int%2Fen%2Fresources%2Flibrary%2Fscientific-assessment-of-ozone-depletion-2018&rfr_id=info%3Asid%2Fen.wikipedia.org%3ADichloromethane" class="Z3988"></span></span> </li> </ol></div> <div class="mw-heading mw-heading2"><h2 id="External_links">External links</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Dichloromethane&action=edit&section=11" title="Edit section: External links"><span>edit</span></a><span 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for Occupational Safety and Health</a> (NIOSH).</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=unknown&rft.btitle=%230414&rft.pub=National+Institute+for+Occupational+Safety+and+Health+%28NIOSH%29&rft.au=NIOSH+Pocket+Guide+to+Chemical+Hazards&rft_id=https%3A%2F%2Fwww.cdc.gov%2Fniosh%2Fnpg%2Fnpgd0414.html&rfr_id=info%3Asid%2Fen.wikipedia.org%3ADichloromethane" class="Z3988"></span></li> <li><a rel="nofollow" class="external text" href="http://www.npi.gov.au/substances/dichloromethane/index.html">National Pollutant Inventory – Dichloromethane Fact Sheet</a></li> <li><a rel="nofollow" class="external text" href="https://web.archive.org/web/20121014171614/http://ntp.niehs.nih.gov/ntp/htdocs/LT_rpts/tr306.pdf">Dichloromethane at National Toxicology Program</a></li> <li><a rel="nofollow" class="external text" href="http://www.inchem.org/documents/iarc/vol71/004-dichloromethane.html">IARC Summaries & Evaluations Vol. 71 (1999)</a></li> <li><a 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template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Halomethanes" title="Special:EditPage/Template:Halomethanes"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Halomethanes" style="font-size:114%;margin:0 4em"><a href="/wiki/Halomethane" title="Halomethane">Halomethanes</a></div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Methane" title="Methane">Unsubstituted</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/Methane" title="Methane">CH<sub>4</sub></a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Monohalomethane" title="Monohalomethane">Monosubstituted</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/Fluoromethane" title="Fluoromethane">CH<sub>3</sub>F</a></li> <li><a href="/wiki/Chloromethane" title="Chloromethane">CH<sub>3</sub>Cl</a></li> <li><a href="/wiki/Bromomethane" title="Bromomethane">CH<sub>3</sub>Br</a></li> <li><a href="/wiki/Iodomethane" title="Iodomethane">CH<sub>3</sub>I</a></li> <li><a href="/w/index.php?title=Methyl_astatide&action=edit&redlink=1" class="new" title="Methyl astatide (page does not exist)">CH<sub>3</sub>At</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Dihalomethane" title="Dihalomethane">Disubstituted</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/Difluoromethane" title="Difluoromethane">CH<sub>2</sub>F<sub>2</sub></a></li> <li><a href="/wiki/Chlorofluoromethane" title="Chlorofluoromethane">CH<sub>2</sub>ClF</a></li> <li><a href="/wiki/Bromofluoromethane" title="Bromofluoromethane">CH<sub>2</sub>BrF</a></li> <li><a href="/wiki/Fluoroiodomethane" title="Fluoroiodomethane">CH<sub>2</sub>FI</a></li> <li><a class="mw-selflink selflink">CH<sub>2</sub>Cl<sub>2</sub></a></li> <li><a href="/wiki/Bromochloromethane" title="Bromochloromethane">CH<sub>2</sub>BrCl</a></li> <li><a href="/wiki/Chloroiodomethane" title="Chloroiodomethane">CH<sub>2</sub>ClI</a></li> <li><a href="/wiki/Dibromomethane" title="Dibromomethane">CH<sub>2</sub>Br<sub>2</sub></a></li> <li><a href="/wiki/Bromoiodomethane" title="Bromoiodomethane">CH<sub>2</sub>BrI</a></li> <li><a href="/wiki/Diiodomethane" title="Diiodomethane">CH<sub>2</sub>I<sub>2</sub></a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Trihalomethane" title="Trihalomethane">Trisubstituted</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/Fluoroform" title="Fluoroform">CHF<sub>3</sub></a></li> <li><a href="/wiki/Chlorodifluoromethane" title="Chlorodifluoromethane">CHClF<sub>2</sub></a></li> <li><a href="/wiki/Bromodifluoromethane" title="Bromodifluoromethane">CHBrF<sub>2</sub></a></li> <li><a href="/w/index.php?title=Difluoroiodomethane&action=edit&redlink=1" class="new" title="Difluoroiodomethane (page does not exist)">CHF<sub>2</sub>I</a></li> <li><a href="/wiki/Dichlorofluoromethane" title="Dichlorofluoromethane">CHCl<sub>2</sub>F</a></li> <li><a href="/wiki/Bromochlorofluoromethane" title="Bromochlorofluoromethane">C*HBrClF</a></li> <li><a href="/w/index.php?title=Chlorofluoroiodomethane&action=edit&redlink=1" class="new" title="Chlorofluoroiodomethane (page does not exist)">C*HClFI</a></li> <li><a href="/wiki/Dibromofluoromethane" title="Dibromofluoromethane">CHBr<sub>2</sub>F</a></li> <li><a href="/w/index.php?title=Bromofluoroiodomethane&action=edit&redlink=1" class="new" title="Bromofluoroiodomethane (page does not exist)">C*HBrFI</a></li> <li><a href="/w/index.php?title=Fluorodiiodomethane&action=edit&redlink=1" class="new" title="Fluorodiiodomethane (page does not exist)">CHFI<sub>2</sub></a></li> <li><a href="/wiki/Chloroform" title="Chloroform">CHCl<sub>3</sub></a></li> <li><a href="/wiki/Bromodichloromethane" title="Bromodichloromethane">CHBrCl<sub>2</sub></a></li> <li><a href="/wiki/Dichloroiodomethane" title="Dichloroiodomethane">CHCl<sub>2</sub>I</a></li> <li><a href="/wiki/Dibromochloromethane" title="Dibromochloromethane">CHBr<sub>2</sub>Cl</a></li> <li><a href="/w/index.php?title=Bromochloroiodomethane&action=edit&redlink=1" class="new" title="Bromochloroiodomethane (page does not exist)">C*HBrClI</a></li> <li><a href="/w/index.php?title=Chlorodiiodomethane&action=edit&redlink=1" class="new" title="Chlorodiiodomethane (page does not exist)">CHClI<sub>2</sub></a></li> <li><a href="/wiki/Bromoform" title="Bromoform">CHBr<sub>3</sub></a></li> <li><a href="/w/index.php?title=Dibromoiodomethane&action=edit&redlink=1" class="new" title="Dibromoiodomethane (page does not exist)">CHBr<sub>2</sub>I</a></li> <li><a href="/w/index.php?title=Bromodiiodomethane&action=edit&redlink=1" class="new" title="Bromodiiodomethane (page does not exist)">CHBrI<sub>2</sub></a></li> <li><a href="/wiki/Iodoform" title="Iodoform">CHI<sub>3</sub></a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Tetrahalomethane" title="Tetrahalomethane">Tetrasubstituted</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/Tetrafluoromethane" class="mw-redirect" title="Tetrafluoromethane">CF<sub>4</sub></a></li> <li><a href="/wiki/Chlorotrifluoromethane" title="Chlorotrifluoromethane">CClF<sub>3</sub></a></li> <li><a href="/wiki/Bromotrifluoromethane" title="Bromotrifluoromethane">CBrF<sub>3</sub></a></li> <li><a href="/wiki/Trifluoroiodomethane" title="Trifluoroiodomethane">CF<sub>3</sub>I</a></li> <li><a href="/wiki/Dichlorodifluoromethane" title="Dichlorodifluoromethane">CCl<sub>2</sub>F<sub>2</sub></a></li> <li><a href="/wiki/Bromochlorodifluoromethane" title="Bromochlorodifluoromethane">CBrClF<sub>2</sub></a></li> <li><a href="/w/index.php?title=Chlorodifluoroiodomethane&action=edit&redlink=1" class="new" title="Chlorodifluoroiodomethane (page does not exist)">CClF<sub>2</sub>I</a></li> <li><a href="/wiki/Dibromodifluoromethane" title="Dibromodifluoromethane">CBr<sub>2</sub>F<sub>2</sub></a></li> <li><a href="/w/index.php?title=Bromodifluoroiodomethane&action=edit&redlink=1" class="new" title="Bromodifluoroiodomethane (page does not exist)">CBrF<sub>2</sub>I</a></li> <li><a href="/w/index.php?title=Difluorodiiodomethane&action=edit&redlink=1" class="new" title="Difluorodiiodomethane (page does not exist)">CF<sub>2</sub>I<sub>2</sub></a></li> <li><a href="/wiki/Trichlorofluoromethane" title="Trichlorofluoromethane">CCl<sub>3</sub>F</a></li> <li><a href="/w/index.php?title=Bromodichlorofluoromethane&action=edit&redlink=1" class="new" title="Bromodichlorofluoromethane (page does not exist)">CBrCl<sub>2</sub>F</a></li> <li><a href="/w/index.php?title=Dichlorofluoroiodomethane&action=edit&redlink=1" class="new" title="Dichlorofluoroiodomethane (page does not exist)">CCl<sub>2</sub>FI</a></li> <li><a href="/w/index.php?title=Dibromochlorofluoromethane&action=edit&redlink=1" class="new" title="Dibromochlorofluoromethane (page does not exist)">CBr<sub>2</sub>ClF</a></li> <li><a href="/wiki/Bromochlorofluoroiodomethane" title="Bromochlorofluoroiodomethane">C*BrClFI</a></li> <li><a href="/w/index.php?title=Chlorofluorodiiodomethane&action=edit&redlink=1" class="new" title="Chlorofluorodiiodomethane (page does not exist)">CClFI<sub>2</sub></a></li> <li><a href="/wiki/Tribromofluoromethane" title="Tribromofluoromethane">CBr<sub>3</sub>F</a></li> <li><a href="/w/index.php?title=Dibromofluoroiodomethane&action=edit&redlink=1" class="new" title="Dibromofluoroiodomethane (page does not exist)">CBr<sub>2</sub>FI</a></li> <li><a href="/w/index.php?title=Bromofluorodiiodomethane&action=edit&redlink=1" class="new" title="Bromofluorodiiodomethane (page does not exist)">CBrFI<sub>2</sub></a></li> <li><a href="/wiki/Fluorotriiodomethane" title="Fluorotriiodomethane">CFI<sub>3</sub></a></li> <li><a href="/wiki/Carbon_tetrachloride" title="Carbon tetrachloride">CCl<sub>4</sub></a></li> <li><a href="/w/index.php?title=Bromotrichloromethane&action=edit&redlink=1" class="new" title="Bromotrichloromethane (page does not exist)">CBrCl<sub>3</sub></a></li> <li><a href="/w/index.php?title=Trichloroiodomethane&action=edit&redlink=1" class="new" title="Trichloroiodomethane (page does not exist)">CCl<sub>3</sub>I</a></li> <li><a href="/w/index.php?title=Dibromodichloromethane&action=edit&redlink=1" class="new" title="Dibromodichloromethane (page does not exist)">CBr<sub>2</sub>Cl<sub>2</sub></a></li> <li><a href="/w/index.php?title=Bromodichloroiodomethane&action=edit&redlink=1" class="new" title="Bromodichloroiodomethane (page does not exist)">CBrCl<sub>2</sub>I</a></li> <li><a href="/w/index.php?title=Dichlorodiiodomethane&action=edit&redlink=1" class="new" title="Dichlorodiiodomethane (page does not exist)">CCl<sub>2</sub>I<sub>2</sub></a></li> <li><a href="/w/index.php?title=Tribromochloromethane&action=edit&redlink=1" class="new" title="Tribromochloromethane (page does not exist)">CBr<sub>3</sub>Cl</a></li> <li><a href="/w/index.php?title=Dibromochloroiodomethane&action=edit&redlink=1" class="new" title="Dibromochloroiodomethane (page does not exist)">CBr<sub>2</sub>ClI</a></li> <li><a href="/w/index.php?title=Bromochlorodiiodomethane&action=edit&redlink=1" class="new" title="Bromochlorodiiodomethane (page does not exist)">CBrClI<sub>2</sub></a></li> <li><a href="/w/index.php?title=Chlorotriiodomethane&action=edit&redlink=1" class="new" title="Chlorotriiodomethane (page does not exist)">CClI<sub>3</sub></a></li> <li><a href="/wiki/Tetrabromomethane" class="mw-redirect" title="Tetrabromomethane">CBr<sub>4</sub></a></li> <li><a href="/w/index.php?title=Tribromoiodomethane&action=edit&redlink=1" class="new" title="Tribromoiodomethane (page does not exist)">CBr<sub>3</sub>I</a></li> <li><a href="/w/index.php?title=Dibromodiiodomethane&action=edit&redlink=1" class="new" title="Dibromodiiodomethane (page does not exist)">CBr<sub>2</sub>I<sub>2</sub></a></li> <li><a href="/w/index.php?title=Bromotriiodomethane&action=edit&redlink=1" class="new" title="Bromotriiodomethane (page does not exist)">CBrI<sub>3</sub></a></li> <li><a href="/wiki/Carbon_tetraiodide" title="Carbon tetraiodide">CI<sub>4</sub></a></li></ul> </div></td></tr><tr><td class="navbox-abovebelow" colspan="2"><div>* <a href="/wiki/Chirality_(chemistry)" title="Chirality (chemistry)">Chiral</a> compound.</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="GABAA_receptor_positive_modulators" 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:GABAA_receptor_positive_modulators" title="Template:GABAA receptor positive modulators"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:GABAA_receptor_positive_modulators" title="Template talk:GABAA receptor positive modulators"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:GABAA_receptor_positive_modulators" title="Special:EditPage/Template:GABAA receptor positive modulators"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="GABAA_receptor_positive_modulators" style="font-size:114%;margin:0 4em"><a href="/wiki/GABAA_receptor_positive_allosteric_modulator" title="GABAA receptor positive allosteric modulator"><abbr title="γ-Aminobutyric acid">GABA</abbr><sub>A</sub> receptor positive modulators</a></div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align: center;"><a href="/wiki/Alcohol_(chemistry)" title="Alcohol (chemistry)">Alcohols</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=Brometone&action=edit&redlink=1" class="new" title="Brometone (page does not exist)">Brometone</a></li> <li><a href="/wiki/1-Butanol" title="1-Butanol">Butanol</a></li> <li><a href="/wiki/Chloralodol" title="Chloralodol">Chloralodol</a></li> <li><a href="/wiki/Chlorobutanol" title="Chlorobutanol">Chlorobutanol (cloretone)</a></li> <li><a href="/wiki/Alcohol_(drug)" title="Alcohol (drug)">Ethanol (alcohol)</a> (<a href="/wiki/Alcoholic_drink" class="mw-redirect" title="Alcoholic drink">alcoholic drink</a>)</li> <li><a href="/wiki/Ethchlorvynol" title="Ethchlorvynol">Ethchlorvynol</a></li> <li><a href="/wiki/Isobutanol" title="Isobutanol">Isobutanol</a></li> <li><a href="/wiki/Isopropanol" class="mw-redirect" title="Isopropanol">Isopropanol</a></li> <li><a href="/wiki/Menthol" title="Menthol">Menthol</a></li> <li><a href="/wiki/Methanol" title="Methanol">Methanol</a></li> <li><a href="/wiki/Methylpentynol" title="Methylpentynol">Methylpentynol</a></li> <li><a href="/wiki/1-Pentanol" title="1-Pentanol">Pentanol</a></li> <li><a href="/wiki/Petrichloral" title="Petrichloral">Petrichloral</a></li> <li><a href="/wiki/1-Propanol" title="1-Propanol">Propanol</a></li> <li><a href="/wiki/Tert-Butanol" class="mw-redirect" title="Tert-Butanol"><i>tert</i>-Butanol (2M2P)</a></li> <li><a href="/wiki/Tert-Pentanol" class="mw-redirect" title="Tert-Pentanol"><i>tert</i>-Pentanol (2M2B)</a></li> <li><a href="/wiki/Tribromoethanol" title="Tribromoethanol">Tribromoethanol</a></li> <li><a href="/wiki/Trichloroethanol" class="mw-redirect" title="Trichloroethanol">Trichloroethanol</a></li> <li><a href="/wiki/Triclofos" title="Triclofos">Triclofos</a></li> <li><a href="/wiki/Trifluoroethanol" class="mw-redirect" title="Trifluoroethanol">Trifluoroethanol</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align: center;"><a href="/wiki/Barbiturate" title="Barbiturate">Barbiturates</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/(-)-5-(1,3-Dimethylbutyl)-5-ethylbarbituric_acid" class="mw-redirect" title="(-)-5-(1,3-Dimethylbutyl)-5-ethylbarbituric acid">(-)-DMBB</a></li> <li><a href="/wiki/Allobarbital" title="Allobarbital">Allobarbital</a></li> <li><a href="/wiki/Alphenal" title="Alphenal">Alphenal</a></li> <li><a href="/wiki/Amobarbital" title="Amobarbital">Amobarbital</a></li> <li><a href="/wiki/Aprobarbital" title="Aprobarbital">Aprobarbital</a></li> <li><a href="/wiki/Barbexaclone" title="Barbexaclone">Barbexaclone</a></li> <li><a href="/wiki/Barbital" title="Barbital">Barbital</a></li> <li><a href="/wiki/Benzobarbital" title="Benzobarbital">Benzobarbital</a></li> <li><a href="/wiki/Benzylbutylbarbiturate" title="Benzylbutylbarbiturate">Benzylbutylbarbiturate</a></li> <li><a href="/wiki/Brallobarbital" title="Brallobarbital">Brallobarbital</a></li> <li><a href="/wiki/Brophebarbital" title="Brophebarbital">Brophebarbital</a></li> <li><a href="/wiki/Butabarbital" title="Butabarbital">Butabarbital/Secbutabarbital</a></li> <li><a href="/wiki/Butalbital" title="Butalbital">Butalbital</a></li> <li><a href="/wiki/Buthalital" title="Buthalital">Buthalital</a></li> <li><a href="/wiki/Butobarbital" title="Butobarbital">Butobarbital</a></li> <li><a href="/wiki/Butallylonal" title="Butallylonal">Butallylonal</a></li> <li><a href="/wiki/Carbubarb" title="Carbubarb">Carbubarb</a></li> <li><a href="/wiki/Crotylbarbital" title="Crotylbarbital">Crotylbarbital</a></li> <li><a href="/wiki/Cyclobarbital" title="Cyclobarbital">Cyclobarbital</a></li> <li><a href="/wiki/Cyclopentobarbital" title="Cyclopentobarbital">Cyclopentobarbital</a></li> <li><a href="/wiki/Difebarbamate" title="Difebarbamate">Difebarbamate</a></li> <li><a href="/wiki/Enallylpropymal" title="Enallylpropymal">Enallylpropymal</a></li> <li><a href="/wiki/Ethallobarbital" title="Ethallobarbital">Ethallobarbital</a></li> <li><a href="/wiki/Eterobarb" title="Eterobarb">Eterobarb</a></li> <li><a href="/wiki/Febarbamate" title="Febarbamate">Febarbamate</a></li> <li><a href="/wiki/Heptabarb" title="Heptabarb">Heptabarb</a></li> <li><a href="/wiki/Heptobarbital" title="Heptobarbital">Heptobarbital</a></li> <li><a href="/wiki/Hexethal" title="Hexethal">Hexethal</a></li> <li><a href="/wiki/Hexobarbital" title="Hexobarbital">Hexobarbital</a></li> <li><a href="/wiki/Metharbital" title="Metharbital">Metharbital</a></li> <li><a href="/wiki/Methitural" title="Methitural">Methitural</a></li> <li><a href="/wiki/Methohexital" title="Methohexital">Methohexital</a></li> <li><a href="/wiki/Methylphenobarbital" title="Methylphenobarbital">Methylphenobarbital</a></li> <li><a href="/wiki/Narcobarbital" title="Narcobarbital">Narcobarbital</a></li> <li><a href="/wiki/Nealbarbital" title="Nealbarbital">Nealbarbital</a></li> <li><a href="/wiki/Pentobarbital" title="Pentobarbital">Pentobarbital</a></li> <li><a href="/wiki/Phenallymal" class="mw-redirect" title="Phenallymal">Phenallymal</a></li> <li><a href="/wiki/Phenobarbital" title="Phenobarbital">Phenobarbital</a></li> <li><a href="/wiki/Phetharbital" title="Phetharbital">Phetharbital</a></li> <li><a href="/wiki/Primidone" title="Primidone">Primidone</a></li> <li><a href="/wiki/Probarbital" title="Probarbital">Probarbital</a></li> <li><a href="/wiki/Propallylonal" title="Propallylonal">Propallylonal</a></li> <li><a href="/wiki/Propylbarbital" title="Propylbarbital">Propylbarbital</a></li> <li><a href="/wiki/Proxibarbital" title="Proxibarbital">Proxibarbital</a></li> <li><a href="/wiki/Reposal" title="Reposal">Reposal</a></li> <li><a href="/wiki/Secobarbital" title="Secobarbital">Secobarbital</a></li> <li><a href="/wiki/Sigmodal" title="Sigmodal">Sigmodal</a></li> <li><a href="/wiki/Spirobarbital" title="Spirobarbital">Spirobarbital</a></li> <li><a href="/wiki/Talbutal" title="Talbutal">Talbutal</a></li> <li><a href="/wiki/Tetrabamate" title="Tetrabamate">Tetrabamate</a></li> <li><a href="/wiki/Tetrabarbital" title="Tetrabarbital">Tetrabarbital</a></li> <li><a href="/wiki/Thialbarbital" title="Thialbarbital">Thialbarbital</a></li> <li><a href="/wiki/Thiamylal" title="Thiamylal">Thiamylal</a></li> <li><a href="/wiki/Thiobarbital" title="Thiobarbital">Thiobarbital</a></li> <li><a href="/wiki/Thiobutabarbital" title="Thiobutabarbital">Thiobutabarbital</a></li> <li><a href="/wiki/Sodium_thiopental" title="Sodium thiopental">Thiopental</a></li> <li><a href="/wiki/Thiotetrabarbital" title="Thiotetrabarbital">Thiotetrabarbital</a></li> <li><a href="/wiki/Valofane" title="Valofane">Valofane</a></li> <li><a href="/wiki/Vinbarbital" title="Vinbarbital">Vinbarbital</a></li> <li><a href="/wiki/Vinylbital" title="Vinylbital">Vinylbital</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align: center;"><a href="/wiki/Benzodiazepine" title="Benzodiazepine">Benzodiazepines</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/2-Oxoquazepam" title="2-Oxoquazepam">2-Oxoquazepam</a></li> <li><a href="/wiki/3-Hydroxyphenazepam" title="3-Hydroxyphenazepam">3-Hydroxyphenazepam</a></li> <li><a href="/wiki/Adinazolam" title="Adinazolam">Adinazolam</a></li> <li><a href="/wiki/Alprazolam" title="Alprazolam">Alprazolam</a></li> <li><a href="/wiki/Arfendazam" title="Arfendazam">Arfendazam</a></li> <li><a href="/wiki/Avizafone" title="Avizafone">Avizafone</a></li> <li><a href="/wiki/Bentazepam" title="Bentazepam">Bentazepam</a></li> <li><a href="/wiki/Bretazenil" title="Bretazenil">Bretazenil</a></li> <li><a href="/wiki/Bromazepam" title="Bromazepam">Bromazepam</a></li> <li><a href="/wiki/Bromazolam" title="Bromazolam">Bromazolam</a></li> <li><a href="/wiki/Brotizolam" title="Brotizolam">Brotizolam</a></li> <li><a href="/wiki/Camazepam" title="Camazepam">Camazepam</a></li> <li><a href="/wiki/Carburazepam" title="Carburazepam">Carburazepam</a></li> <li><a href="/wiki/Chlordiazepoxide" title="Chlordiazepoxide">Chlordiazepoxide</a></li> <li><a href="/wiki/Ciclotizolam" title="Ciclotizolam">Ciclotizolam</a></li> <li><a href="/wiki/Cinazepam" title="Cinazepam">Cinazepam</a></li> <li><a href="/wiki/Cinolazepam" title="Cinolazepam">Cinolazepam</a></li> <li><a href="/wiki/Clazolam" title="Clazolam">Clazolam</a></li> <li><a href="/wiki/Climazolam" title="Climazolam">Climazolam</a></li> <li><a href="/wiki/Clobazam" title="Clobazam">Clobazam</a></li> <li><a href="/wiki/Clonazepam" title="Clonazepam">Clonazepam</a></li> <li><a href="/wiki/Clonazolam" title="Clonazolam">Clonazolam</a></li> <li><a href="/wiki/Cloniprazepam" title="Cloniprazepam">Cloniprazepam</a></li> <li><a href="/wiki/Clorazepate" title="Clorazepate">Clorazepate</a></li> <li><a href="/wiki/Clotiazepam" title="Clotiazepam">Clotiazepam</a></li> <li><a href="/wiki/Cloxazolam" title="Cloxazolam">Cloxazolam</a></li> <li><a href="/wiki/CP-1414S" title="CP-1414S">CP-1414S</a></li> <li><a href="/wiki/Cyprazepam" title="Cyprazepam">Cyprazepam</a></li> <li><a href="/wiki/Delorazepam" title="Delorazepam">Delorazepam</a></li> <li><a href="/wiki/Demoxepam" title="Demoxepam">Demoxepam</a></li> <li><a href="/wiki/Diazepam" title="Diazepam">Diazepam</a></li> <li><a href="/wiki/Diclazepam" title="Diclazepam">Diclazepam</a></li> <li><a href="/wiki/Dimdazenil" title="Dimdazenil">Dimdazenil</a></li> <li><a href="/wiki/Doxefazepam" title="Doxefazepam">Doxefazepam</a></li> <li><a href="/wiki/Elfazepam" title="Elfazepam">Elfazepam</a></li> <li><a href="/wiki/Estazolam" title="Estazolam">Estazolam</a></li> <li><a href="/wiki/Ethyl_carfluzepate" title="Ethyl carfluzepate">Ethyl carfluzepate</a></li> <li><a href="/wiki/Ethyl_dirazepate" title="Ethyl dirazepate">Ethyl dirazepate</a></li> <li><a href="/wiki/Ethyl_loflazepate" title="Ethyl loflazepate">Ethyl loflazepate</a></li> <li><a href="/wiki/Etizolam" title="Etizolam">Etizolam</a></li> <li><a href="/wiki/FG-8205" title="FG-8205">FG-8205</a></li> <li><a href="/wiki/Fletazepam" title="Fletazepam">Fletazepam</a></li> <li><a href="/wiki/Flubromazepam" title="Flubromazepam">Flubromazepam</a></li> <li><a href="/wiki/Flubromazolam" title="Flubromazolam">Flubromazolam</a></li> <li><a href="/wiki/Fludiazepam" title="Fludiazepam">Fludiazepam</a></li> <li><a href="/wiki/Flunitrazepam" title="Flunitrazepam">Flunitrazepam</a></li> <li><a href="/wiki/Flunitrazolam" title="Flunitrazolam">Flunitrazolam</a></li> <li><a href="/wiki/Flurazepam" title="Flurazepam">Flurazepam</a></li> <li><a href="/wiki/Flutazolam" title="Flutazolam">Flutazolam</a></li> <li><a href="/wiki/Flutemazepam" title="Flutemazepam">Flutemazepam</a></li> <li><a href="/wiki/Flutoprazepam" title="Flutoprazepam">Flutoprazepam</a></li> <li><a href="/wiki/Fosazepam" title="Fosazepam">Fosazepam</a></li> <li><a href="/wiki/Gidazepam" title="Gidazepam">Gidazepam</a></li> <li><a href="/wiki/Halazepam" title="Halazepam">Halazepam</a></li> <li><a href="/wiki/Haloxazolam" title="Haloxazolam">Haloxazolam</a></li> <li><a href="/wiki/Iclazepam" title="Iclazepam">Iclazepam</a></li> <li><a href="/wiki/Imidazenil" title="Imidazenil">Imidazenil</a></li> <li><a href="/wiki/Irazepine" title="Irazepine">Irazepine</a></li> <li><a href="/wiki/Ketazolam" title="Ketazolam">Ketazolam</a></li> <li><a href="/wiki/Lofendazam" title="Lofendazam">Lofendazam</a></li> <li><a href="/wiki/Lopirazepam" title="Lopirazepam">Lopirazepam</a></li> <li><a href="/wiki/Loprazolam" title="Loprazolam">Loprazolam</a></li> <li><a href="/wiki/Lorazepam" title="Lorazepam">Lorazepam</a></li> <li><a href="/wiki/Lormetazepam" title="Lormetazepam">Lormetazepam</a></li> <li><a href="/wiki/Meclonazepam" title="Meclonazepam">Meclonazepam</a></li> <li><a href="/wiki/Medazepam" title="Medazepam">Medazepam</a></li> <li><a href="/wiki/Menitrazepam" title="Menitrazepam">Menitrazepam</a></li> <li><a href="/wiki/Metaclazepam" title="Metaclazepam">Metaclazepam</a></li> <li><a href="/wiki/Mexazolam" title="Mexazolam">Mexazolam</a></li> <li><a href="/wiki/Midazolam" title="Midazolam">Midazolam</a></li> <li><a href="/wiki/Motrazepam" title="Motrazepam">Motrazepam</a></li> <li><a href="/wiki/N-Desalkylflurazepam" title="N-Desalkylflurazepam">N-Desalkylflurazepam</a></li> <li><a href="/wiki/Nifoxipam" title="Nifoxipam">Nifoxipam</a></li> <li><a href="/wiki/Nimetazepam" title="Nimetazepam">Nimetazepam</a></li> <li><a href="/wiki/Nitrazepam" title="Nitrazepam">Nitrazepam</a></li> <li><a href="/wiki/Nitrazepate" title="Nitrazepate">Nitrazepate</a></li> <li><a href="/wiki/Nitrazolam" title="Nitrazolam">Nitrazolam</a></li> <li><a href="/wiki/Nordazepam" title="Nordazepam">Nordazepam</a></li> <li><a href="/wiki/Nortetrazepam" title="Nortetrazepam">Nortetrazepam</a></li> <li><a href="/wiki/Oxazepam" title="Oxazepam">Oxazepam</a></li> <li><a href="/wiki/Oxazolam" title="Oxazolam">Oxazolam</a></li> <li><a href="/wiki/Phenazepam" title="Phenazepam">Phenazepam</a></li> <li><a href="/wiki/Pinazepam" title="Pinazepam">Pinazepam</a></li> <li><a href="/wiki/Pivoxazepam" title="Pivoxazepam">Pivoxazepam</a></li> <li><a href="/wiki/Prazepam" title="Prazepam">Prazepam</a></li> <li><a href="/wiki/Premazepam" title="Premazepam">Premazepam</a></li> <li><a href="/wiki/Proflazepam" title="Proflazepam">Proflazepam</a></li> <li><a href="/wiki/Pyrazolam" title="Pyrazolam">Pyrazolam</a></li> <li><a href="/wiki/QH-II-66" title="QH-II-66">QH-II-66</a></li> <li><a href="/wiki/Quazepam" title="Quazepam">Quazepam</a></li> <li><a href="/wiki/Reclazepam" title="Reclazepam">Reclazepam</a></li> <li><a href="/wiki/Remimazolam" title="Remimazolam">Remimazolam</a></li> <li><a href="/wiki/Rilmazafone" title="Rilmazafone">Rilmazafone</a></li> <li><a href="/wiki/Ripazepam" title="Ripazepam">Ripazepam</a></li> <li><a href="/wiki/Ro48-6791" title="Ro48-6791">Ro48-6791</a></li> <li><a href="/wiki/Ro48-8684" title="Ro48-8684">Ro48-8684</a></li> <li><a href="/wiki/SH-053-R-CH3-2%E2%80%B2F" title="SH-053-R-CH3-2′F">SH-053-R-CH3-2′F</a></li> <li><a href="/wiki/Sulazepam" title="Sulazepam">Sulazepam</a></li> <li><a href="/wiki/Temazepam" title="Temazepam">Temazepam</a></li> <li><a href="/wiki/Tetrazepam" title="Tetrazepam">Tetrazepam</a></li> <li><a href="/wiki/Tolufazepam" class="mw-redirect" title="Tolufazepam">Tolufazepam</a></li> <li><a href="/wiki/Triazolam" title="Triazolam">Triazolam</a></li> <li><a href="/wiki/Triflubazam" title="Triflubazam">Triflubazam</a></li> <li><a href="/wiki/Triflunordazepam" title="Triflunordazepam">Triflunordazepam (Ro5-2904)</a></li> <li><a href="/wiki/Tuclazepam" title="Tuclazepam">Tuclazepam</a></li> <li><a href="/wiki/Uldazepam" title="Uldazepam">Uldazepam</a></li> <li><a href="/wiki/Zapizolam" title="Zapizolam">Zapizolam</a></li> <li><a href="/wiki/Zolazepam" title="Zolazepam">Zolazepam</a></li> <li><a href="/wiki/Zomebazam" title="Zomebazam">Zomebazam</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align: center;"><a href="/wiki/Carbamate" title="Carbamate">Carbamates</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/Carisbamate" title="Carisbamate">Carisbamate</a></li> <li><a href="/wiki/Carisoprodol" title="Carisoprodol">Carisoprodol</a></li> <li><a href="/wiki/Clocental" title="Clocental">Clocental</a></li> <li><a href="/wiki/Cyclarbamate" title="Cyclarbamate">Cyclarbamate</a></li> <li><a href="/wiki/Difebarbamate" title="Difebarbamate">Difebarbamate</a></li> <li><a href="/wiki/Emylcamate" title="Emylcamate">Emylcamate</a></li> <li><a href="/wiki/Ethinamate" title="Ethinamate">Ethinamate</a></li> <li><a href="/wiki/Febarbamate" title="Febarbamate">Febarbamate</a></li> <li><a href="/wiki/Felbamate" title="Felbamate">Felbamate</a></li> <li><a href="/wiki/Hexapropymate" title="Hexapropymate">Hexapropymate</a></li> <li><a href="/wiki/Hydroxyphenamate" title="Hydroxyphenamate">Hydroxyphenamate</a></li> <li><a href="/wiki/Lorbamate" title="Lorbamate">Lorbamate</a></li> <li><a href="/wiki/Mebutamate" title="Mebutamate">Mebutamate</a></li> <li><a href="/wiki/Meprobamate" title="Meprobamate">Meprobamate</a></li> <li><a href="/wiki/Nisobamate" title="Nisobamate">Nisobamate</a></li> <li><a href="/wiki/Pentabamate" title="Pentabamate">Pentabamate</a></li> <li><a href="/wiki/Phenprobamate" title="Phenprobamate">Phenprobamate</a></li> <li><a href="/wiki/Procymate" title="Procymate">Procymate</a></li> <li><a href="/wiki/Styramate" title="Styramate">Styramate</a></li> <li><a href="/wiki/Tetrabamate" title="Tetrabamate">Tetrabamate</a></li> <li><a href="/wiki/Tybamate" title="Tybamate">Tybamate</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align: center;"><a href="/wiki/Flavonoid" title="Flavonoid">Flavonoids</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/6-Methylapigenin" title="6-Methylapigenin">6-Methylapigenin</a></li> <li><a href="/wiki/Ampelopsin" title="Ampelopsin">Ampelopsin (dihydromyricetin)</a></li> <li><a href="/wiki/Apigenin" title="Apigenin">Apigenin</a></li> <li><a href="/wiki/Baicalein" title="Baicalein">Baicalein</a></li> <li><a href="/wiki/Baicalin" title="Baicalin">Baicalin</a></li> <li><a href="/wiki/Catechin" title="Catechin">Catechin</a></li> <li><a href="/wiki/Epigallocatechin" class="mw-redirect" title="Epigallocatechin">EGC</a></li> <li><a href="/wiki/Epigallocatechin_gallate" title="Epigallocatechin gallate">EGCG</a></li> <li><a href="/wiki/Hispidulin" title="Hispidulin">Hispidulin</a></li> <li><a href="/w/index.php?title=Linarin&action=edit&redlink=1" class="new" title="Linarin (page does not exist)">Linarin</a></li> <li><a href="/wiki/Luteolin" title="Luteolin">Luteolin</a></li> <li><a href="/w/index.php?title=Trans-6,4%E2%80%B2-dimethoxyretrochalcone&action=edit&redlink=1" class="new" title="Trans-6,4′-dimethoxyretrochalcone (page does not exist)">Rc-OMe</a></li> <li><a href="/wiki/Scutellaria" title="Scutellaria">Skullcap</a> constituents (e.g., <a href="/wiki/Baicalin" title="Baicalin">baicalin</a>)</li> <li><a href="/wiki/Wogonin" title="Wogonin">Wogonin</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align: center;"><a href="/wiki/Imidazole" title="Imidazole">Imidazoles</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/Etomidate" title="Etomidate">Etomidate</a></li> <li><a href="/wiki/Metomidate" title="Metomidate">Metomidate</a></li> <li><a href="/wiki/Propoxate" title="Propoxate">Propoxate</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align: center;"><a href="/wiki/Kava" title="Kava">Kava</a> constituents</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=10-Methoxyyangonin&action=edit&redlink=1" class="new" title="10-Methoxyyangonin (page does not exist)">10-Methoxyyangonin</a></li> <li><a href="/w/index.php?title=11-Methoxyyangonin&action=edit&redlink=1" class="new" title="11-Methoxyyangonin (page does not exist)">11-Methoxyyangonin</a></li> <li><a href="/w/index.php?title=11-Hydroxyyangonin&action=edit&redlink=1" class="new" title="11-Hydroxyyangonin (page does not exist)">11-Hydroxyyangonin</a></li> <li><a href="/wiki/Desmethoxyyangonin" title="Desmethoxyyangonin">Desmethoxyyangonin</a></li> <li><a href="/w/index.php?title=11-Methoxy-12-hydroxydehydrokavain&action=edit&redlink=1" class="new" title="11-Methoxy-12-hydroxydehydrokavain (page does not exist)">11-Methoxy-12-hydroxydehydrokavain</a></li> <li><a href="/w/index.php?title=7,8-Dihydroyangonin&action=edit&redlink=1" class="new" title="7,8-Dihydroyangonin (page does not exist)">7,8-Dihydroyangonin</a></li> <li><a href="/wiki/Kavain" title="Kavain">Kavain</a></li> <li><a href="/w/index.php?title=5-Hydroxykavain&action=edit&redlink=1" class="new" title="5-Hydroxykavain (page does not exist)">5-Hydroxykavain</a></li> <li><a href="/w/index.php?title=5,6-Dihydroyangonin&action=edit&redlink=1" class="new" title="5,6-Dihydroyangonin (page does not exist)">5,6-Dihydroyangonin</a></li> <li><a href="/w/index.php?title=7,8-Dihydrokavain&action=edit&redlink=1" class="new" title="7,8-Dihydrokavain (page does not exist)">7,8-Dihydrokavain</a></li> <li><a href="/w/index.php?title=5,6,7,8-Tetrahydroyangonin&action=edit&redlink=1" class="new" title="5,6,7,8-Tetrahydroyangonin (page does not exist)">5,6,7,8-Tetrahydroyangonin</a></li> <li><a href="/w/index.php?title=5,6-Dehydromethysticin&action=edit&redlink=1" class="new" title="5,6-Dehydromethysticin (page does not exist)">5,6-Dehydromethysticin</a></li> <li><a href="/wiki/Methysticin" title="Methysticin">Methysticin</a></li> <li><a href="/w/index.php?title=7,8-Dihydromethysticin&action=edit&redlink=1" class="new" title="7,8-Dihydromethysticin (page does not exist)">7,8-Dihydromethysticin</a></li> <li><a href="/wiki/Yangonin" title="Yangonin">Yangonin</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align: center;"><a href="/wiki/Monoureide" class="mw-redirect" title="Monoureide">Monoureides</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/Acecarbromal" title="Acecarbromal">Acecarbromal</a></li> <li><a href="/wiki/Apronal" title="Apronal">Apronal (apronalide)</a></li> <li><a href="/wiki/Bromisoval" title="Bromisoval">Bromisoval</a></li> <li><a href="/wiki/Carbromal" title="Carbromal">Carbromal</a></li> <li><a href="/w/index.php?title=Capuride&action=edit&redlink=1" class="new" title="Capuride (page does not exist)">Capuride</a></li> <li><a href="/w/index.php?title=Ectylurea&action=edit&redlink=1" class="new" title="Ectylurea (page does not exist)">Ectylurea</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align: center;"><a href="/wiki/Neuroactive_steroid" class="mw-redirect" title="Neuroactive steroid">Neuroactive steroids</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/Acebrochol" title="Acebrochol">Acebrochol</a></li> <li><a href="/wiki/Allopregnanolone" title="Allopregnanolone">Allopregnanolone (brexanolone)</a></li> <li><a href="/wiki/Alfadolone" title="Alfadolone">Alfadolone</a></li> <li><a href="/wiki/Alfaxalone" title="Alfaxalone">Alfaxalone</a></li> <li><a href="/wiki/3%CE%B1-Androstanediol" title="3α-Androstanediol">3α-Androstanediol</a></li> <li><a href="/wiki/Androstenol" title="Androstenol">Androstenol</a></li> <li><a href="/wiki/Androsterone" title="Androsterone">Androsterone</a></li> <li>Certain <a href="/wiki/Anabolic-androgenic_steroid" class="mw-redirect" title="Anabolic-androgenic steroid">anabolic-androgenic steroids</a></li> <li><a href="/wiki/Cholesterol" title="Cholesterol">Cholesterol</a></li> <li><a href="/wiki/Dihydrodeoxycorticosterone" title="Dihydrodeoxycorticosterone">DHDOC</a></li> <li><a href="/wiki/3%CE%B1-Dihydroprogesterone" title="3α-Dihydroprogesterone">3α-DHP</a></li> <li><a href="/wiki/5%CE%B1-Dihydroprogesterone" title="5α-Dihydroprogesterone">5α-DHP</a></li> <li><a href="/wiki/5%CE%B2-Dihydroprogesterone" title="5β-Dihydroprogesterone">5β-DHP</a></li> <li><a href="/wiki/Dihydrotestosterone" title="Dihydrotestosterone">DHT</a></li> <li><a href="/wiki/Etiocholanolone" title="Etiocholanolone">Etiocholanolone</a></li> <li><a href="/wiki/Ganaxolone" title="Ganaxolone">Ganaxolone</a></li> <li><a href="/wiki/Hydroxydione" title="Hydroxydione">Hydroxydione</a></li> <li><a href="/wiki/Minaxolone" title="Minaxolone">Minaxolone</a></li> <li><a href="/wiki/ORG-20599" title="ORG-20599">ORG-20599</a></li> <li><a href="/wiki/ORG-21465" title="ORG-21465">ORG-21465</a></li> <li><a href="/wiki/P1-185" title="P1-185">P1-185</a></li> <li><a href="/wiki/Posovolone" title="Posovolone">Posovolone</a></li> <li><a href="/wiki/Pregnanolone" title="Pregnanolone">Pregnanolone (eltanolone)</a></li> <li><a href="/wiki/Progesterone" title="Progesterone">Progesterone</a></li> <li><a href="/wiki/Renanolone" title="Renanolone">Renanolone</a></li> <li><a href="/w/index.php?title=SAGE-105&action=edit&redlink=1" class="new" title="SAGE-105 (page does not exist)">SAGE-105</a></li> <li><a href="/wiki/SAGE-324" title="SAGE-324">SAGE-324</a></li> <li><a href="/w/index.php?title=SAGE-516&action=edit&redlink=1" class="new" title="SAGE-516 (page does not exist)">SAGE-516</a></li> <li><a href="/w/index.php?title=SAGE-689&action=edit&redlink=1" class="new" title="SAGE-689 (page does not exist)">SAGE-689</a></li> <li><a href="/w/index.php?title=SAGE-872&action=edit&redlink=1" class="new" title="SAGE-872 (page does not exist)">SAGE-872</a></li> <li><a href="/wiki/Testosterone" title="Testosterone">Testosterone</a></li> <li><a href="/wiki/Tetrahydrodeoxycorticosterone" title="Tetrahydrodeoxycorticosterone">THDOC</a></li> <li><a href="/wiki/Zuranolone" title="Zuranolone">Zuranolone</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align: center;"><a href="/wiki/Nonbenzodiazepine" title="Nonbenzodiazepine">Nonbenzodiazepines</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><i><a href="/wiki/Cyclopyrrolone" class="mw-redirect" title="Cyclopyrrolone">Cyclopyrrolones</a></i>: <a href="/wiki/Eszopiclone" title="Eszopiclone">Eszopiclone</a></li> <li><a href="/wiki/Pagoclone" title="Pagoclone">Pagoclone</a></li> <li><a href="/wiki/Pazinaclone" title="Pazinaclone">Pazinaclone</a></li> <li><a href="/wiki/Suproclone" title="Suproclone">Suproclone</a></li> <li><a href="/wiki/Suriclone" title="Suriclone">Suriclone</a></li> <li><a href="/wiki/Zopiclone" title="Zopiclone">Zopiclone</a></li></ul> <ul><li><i><a href="/wiki/Imidazopyridine" title="Imidazopyridine">Imidazopyridines</a></i>: <a href="/wiki/Alpidem" title="Alpidem">Alpidem</a></li> <li><a href="/wiki/DS-1_(drug)" title="DS-1 (drug)">DS-1</a></li> <li><a href="/wiki/Necopidem" title="Necopidem">Necopidem</a></li> <li><a href="/wiki/Saripidem" title="Saripidem">Saripidem</a></li> <li><a href="/wiki/Zolpidem" title="Zolpidem">Zolpidem</a></li></ul> <ul><li><i><a href="/wiki/Pyrazolopyrimidine" title="Pyrazolopyrimidine">Pyrazolopyrimidines</a></i>: <a href="/wiki/Divaplon" title="Divaplon">Divaplon</a></li> <li><a href="/wiki/Fasiplon" title="Fasiplon">Fasiplon</a></li> <li><a href="/wiki/Indiplon" title="Indiplon">Indiplon</a></li> <li><a href="/wiki/Lorediplon" title="Lorediplon">Lorediplon</a></li> <li><a href="/wiki/Ocinaplon" title="Ocinaplon">Ocinaplon</a></li> <li><a href="/wiki/Panadiplon" title="Panadiplon">Panadiplon</a></li> <li><a href="/wiki/Taniplon" title="Taniplon">Taniplon</a></li> <li><a href="/wiki/Zaleplon" title="Zaleplon">Zaleplon</a></li></ul> <ul><li><i>Others</i>: <a href="/wiki/Adipiplon" title="Adipiplon">Adipiplon</a></li> <li><a href="/wiki/CGS-8216" title="CGS-8216">CGS-8216</a></li> <li><a href="/wiki/CGS-9896" title="CGS-9896">CGS-9896</a></li> <li><a href="/wiki/CGS-13767" title="CGS-13767">CGS-13767</a></li> <li><a href="/wiki/CGS-20625" title="CGS-20625">CGS-20625</a></li> <li><a href="/wiki/CL-218,872" title="CL-218,872">CL-218,872</a></li> <li><a href="/wiki/CP-615,003" title="CP-615,003">CP-615,003</a></li> <li><a href="/w/index.php?title=CTP-354&action=edit&redlink=1" class="new" title="CTP-354 (page does not exist)">CTP-354</a></li> <li><a href="/wiki/ELB-139" title="ELB-139">ELB-139</a></li> <li><a href="/wiki/GBLD-345" title="GBLD-345">GBLD-345</a></li> <li><a href="/wiki/Imepitoin" title="Imepitoin">Imepitoin</a></li> <li><a href="/wiki/JM-1232" title="JM-1232">JM-1232</a></li> <li><a href="/wiki/L-838,417" title="L-838,417">L-838,417</a></li> <li><a href="/wiki/Lirequinil" title="Lirequinil">Lirequinil (Ro41-3696)</a></li> <li><a href="/wiki/NS-2664" title="NS-2664">NS-2664</a></li> <li><a href="/wiki/NS-2710" title="NS-2710">NS-2710</a></li> <li><a href="/wiki/NS-11394" title="NS-11394">NS-11394</a></li> <li><a href="/wiki/Pipequaline" title="Pipequaline">Pipequaline</a></li> <li><a href="/wiki/ROD-188" title="ROD-188">ROD-188</a></li> <li><a href="/wiki/RWJ-51204" title="RWJ-51204">RWJ-51204</a></li> <li><a href="/wiki/SB-205,384" class="mw-redirect" title="SB-205,384">SB-205,384</a></li> <li><a href="/wiki/SX-3228" title="SX-3228">SX-3228</a></li> <li><a href="/w/index.php?title=TGSC01AA&action=edit&redlink=1" class="new" title="TGSC01AA (page does not exist)">TGSC01AA</a></li> <li><a href="/wiki/TP-003" title="TP-003">TP-003</a></li> <li><a href="/wiki/TPA-023" title="TPA-023">TPA-023</a></li> <li><a href="/wiki/TP-13" title="TP-13">TP-13</a></li> <li><a href="/wiki/U-89843A" title="U-89843A">U-89843A</a></li> <li><a href="/wiki/U-90042" title="U-90042">U-90042</a></li> <li><a href="/wiki/Viqualine" title="Viqualine">Viqualine</a></li> <li><a href="/wiki/Y-23684" title="Y-23684">Y-23684</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align: center;"><a href="/wiki/Phenol" title="Phenol">Phenols</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/Fospropofol" title="Fospropofol">Fospropofol</a></li> <li><a href="/wiki/Propofol" title="Propofol">Propofol</a></li> <li><a href="/wiki/Thymol" title="Thymol">Thymol</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align: center;"><a href="/wiki/Piperidinedione" class="mw-redirect" title="Piperidinedione">Piperidinediones</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/Glutethimide" title="Glutethimide">Glutethimide</a></li> <li><a href="/wiki/Methyprylon" title="Methyprylon">Methyprylon</a></li> <li><a href="/wiki/Piperidione" title="Piperidione">Piperidione</a></li> <li><a href="/wiki/Pyrithyldione" title="Pyrithyldione">Pyrithyldione</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align: center;"><a href="/wiki/Pyrazolopyridine" class="mw-redirect" title="Pyrazolopyridine">Pyrazolopyridines</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/Cartazolate" title="Cartazolate">Cartazolate</a></li> <li><a href="/wiki/Etazolate" title="Etazolate">Etazolate</a></li> <li><a href="/wiki/ICI-190,622" title="ICI-190,622">ICI-190,622</a></li> <li><a href="/wiki/Tracazolate" title="Tracazolate">Tracazolate</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align: center;"><a href="/wiki/Quinazolinone" title="Quinazolinone">Quinazolinones</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/Afloqualone" title="Afloqualone">Afloqualone</a></li> <li><a href="/wiki/Cloroqualone" title="Cloroqualone">Cloroqualone</a></li> <li><a href="/wiki/Diproqualone" title="Diproqualone">Diproqualone</a></li> <li><a href="/wiki/Etaqualone" title="Etaqualone">Etaqualone</a></li> <li><a href="/wiki/Mebroqualone" title="Mebroqualone">Mebroqualone</a></li> <li><a href="/wiki/Mecloqualone" title="Mecloqualone">Mecloqualone</a></li> <li><a href="/wiki/Methaqualone" title="Methaqualone">Methaqualone</a></li> <li><a href="/wiki/Methylmethaqualone" title="Methylmethaqualone">Methylmethaqualone</a></li> <li><a href="/wiki/Nitromethaqualone" title="Nitromethaqualone">Nitromethaqualone</a></li> <li><a href="/wiki/SL-164" title="SL-164">SL-164</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align: center;"><a href="/wiki/Inhalational_anaesthetic" class="mw-redirect" title="Inhalational anaesthetic">Volatiles</a>/<a href="/wiki/Inhalational_anaesthetic" class="mw-redirect" title="Inhalational anaesthetic">gases</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/Acetone" title="Acetone">Acetone</a></li> <li><a href="/wiki/Acetophenone" title="Acetophenone">Acetophenone</a></li> <li><a href="/wiki/Acetylglycinamide_chloral_hydrate" title="Acetylglycinamide chloral hydrate">Acetylglycinamide chloral hydrate</a></li> <li><a href="/wiki/Aliflurane" title="Aliflurane">Aliflurane</a></li> <li><a href="/wiki/Benzene" title="Benzene">Benzene</a></li> <li><a href="/wiki/Butane" title="Butane">Butane</a></li> <li><a href="/wiki/Butylene" class="mw-redirect" title="Butylene">Butylene</a></li> <li><a href="/wiki/Centalun" title="Centalun">Centalun</a></li> <li><a href="/wiki/Chloral" title="Chloral">Chloral</a></li> <li><a href="/wiki/Chloral_betaine" title="Chloral betaine">Chloral betaine</a></li> <li><a href="/wiki/Chloral_hydrate" title="Chloral hydrate">Chloral hydrate</a></li> <li><a href="/wiki/Chloroform" title="Chloroform">Chloroform</a></li> <li><a href="/wiki/Cryofluorane" class="mw-redirect" title="Cryofluorane">Cryofluorane</a></li> <li><a href="/wiki/Desflurane" title="Desflurane">Desflurane</a></li> <li><a href="/wiki/Dichloralphenazone" title="Dichloralphenazone">Dichloralphenazone</a></li> <li><a class="mw-selflink selflink">Dichloromethane</a></li> <li><a href="/wiki/Diethyl_ether" title="Diethyl ether">Diethyl ether</a></li> <li><a href="/wiki/Enflurane" title="Enflurane">Enflurane</a></li> <li><a href="/wiki/Chloroethane" title="Chloroethane">Ethyl chloride</a></li> <li><a href="/wiki/Ethylene" title="Ethylene">Ethylene</a></li> <li><a href="/wiki/Fluroxene" title="Fluroxene">Fluroxene</a></li> <li><a href="/wiki/Gasoline" title="Gasoline">Gasoline</a></li> <li><a href="/wiki/Halopropane" title="Halopropane">Halopropane</a></li> <li><a href="/wiki/Halothane" title="Halothane">Halothane</a></li> <li><a href="/wiki/Isoflurane" title="Isoflurane">Isoflurane</a></li> <li><a href="/wiki/Kerosene" title="Kerosene">Kerosine</a></li> <li><a href="/wiki/Methoxyflurane" title="Methoxyflurane">Methoxyflurane</a></li> <li><a href="/wiki/Methoxypropane" title="Methoxypropane">Methoxypropane</a></li> <li><a href="/wiki/Nitric_oxide" title="Nitric oxide">Nitric oxide</a></li> <li><a href="/wiki/Nitrogen" title="Nitrogen">Nitrogen</a></li> <li><a href="/wiki/Nitrous_oxide" title="Nitrous oxide">Nitrous oxide</a></li> <li><a href="/wiki/Norflurane" class="mw-redirect" title="Norflurane">Norflurane</a></li> <li><a href="/wiki/Paraldehyde" title="Paraldehyde">Paraldehyde</a></li> <li><a href="/wiki/Propane" title="Propane">Propane</a></li> <li><a href="/wiki/Propene" class="mw-redirect" title="Propene">Propylene</a></li> <li><a href="/wiki/Roflurane" title="Roflurane">Roflurane</a></li> <li><a href="/wiki/Sevoflurane" title="Sevoflurane">Sevoflurane</a></li> <li><a href="/wiki/Synthane" title="Synthane">Synthane</a></li> <li><a href="/wiki/Teflurane" title="Teflurane">Teflurane</a></li> <li><a href="/wiki/Toluene" title="Toluene">Toluene</a></li> <li><a href="/wiki/1,1,1-Trichloroethane" title="1,1,1-Trichloroethane">Trichloroethane (methyl chloroform)</a></li> <li><a href="/wiki/Trichloroethylene" title="Trichloroethylene">Trichloroethylene</a></li> <li><a href="/wiki/Divinyl_ether" title="Divinyl ether">Vinyl ether</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align: center;">Others/unsorted</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/3-Hydroxybutanal" title="3-Hydroxybutanal">3-Hydroxybutanal</a></li> <li><a href="/w/index.php?title=%CE%91-Ethyl-%CE%B1-methylthiobutyrolactone&action=edit&redlink=1" class="new" title="Α-Ethyl-α-methylthiobutyrolactone (page does not exist)">α-EMTBL</a></li> <li><a href="/w/index.php?title=AA-29504&action=edit&redlink=1" class="new" title="AA-29504 (page does not exist)">AA-29504</a></li> <li><a href="/wiki/Alogabat" title="Alogabat">Alogabat</a></li> <li><a href="/wiki/Avermectin" title="Avermectin">Avermectins</a> (e.g., <a href="/wiki/Ivermectin" title="Ivermectin">ivermectin</a>)</li> <li><a href="/wiki/Bromide" title="Bromide">Bromide</a> compounds (e.g., <a href="/wiki/Lithium_bromide" title="Lithium bromide">lithium bromide</a>, <a href="/wiki/Potassium_bromide" title="Potassium bromide">potassium bromide</a>, <a href="/wiki/Sodium_bromide" title="Sodium bromide">sodium bromide</a>)</li> <li><a href="/wiki/Carbamazepine" title="Carbamazepine">Carbamazepine</a></li> <li><a href="/wiki/Chloralose" title="Chloralose">Chloralose</a></li> <li><a href="/wiki/Chlormezanone" title="Chlormezanone">Chlormezanone</a></li> <li><a href="/wiki/Clomethiazole" title="Clomethiazole">Clomethiazole</a></li> <li><a href="/wiki/Darigabat" title="Darigabat">Darigabat</a></li> <li><a href="/wiki/3,3-Diethyl-2-pyrrolidinone" title="3,3-Diethyl-2-pyrrolidinone">DEABL</a></li> <li><a href="/wiki/Deuterated_etifoxine" title="Deuterated etifoxine">Deuterated etifoxine</a></li> <li><a href="/wiki/Dihydroergoline" class="mw-redirect" title="Dihydroergoline">Dihydroergolines</a> (e.g., <a href="/wiki/Dihydroergocryptine" title="Dihydroergocryptine">dihydroergocryptine</a>, <a href="/w/index.php?title=Dihydroergosine&action=edit&redlink=1" class="new" title="Dihydroergosine (page does not exist)">dihydroergosine</a>, <a href="/wiki/Dihydroergotamine" title="Dihydroergotamine">dihydroergotamine</a>, <a href="/wiki/Ergoloid" title="Ergoloid">ergoloid (dihydroergotoxine)</a>)</li> <li><a href="/w/index.php?title=4-Chloro-N-(2-(2-thienyl)imidazo(1,2-a)pyridin-3-yl)benzamide&action=edit&redlink=1" class="new" title="4-Chloro-N-(2-(2-thienyl)imidazo(1,2-a)pyridin-3-yl)benzamide (page does not exist)">DS2</a></li> <li><a href="/wiki/Efavirenz" title="Efavirenz">Efavirenz</a></li> <li><a href="/wiki/Etazepine" title="Etazepine">Etazepine</a></li> <li><a href="/wiki/Etifoxine" title="Etifoxine">Etifoxine</a></li> <li><a href="/wiki/Fenamate" class="mw-redirect" title="Fenamate">Fenamates</a> (e.g., <a href="/wiki/Flufenamic_acid" title="Flufenamic acid">flufenamic acid</a>, <a href="/wiki/Mefenamic_acid" title="Mefenamic acid">mefenamic acid</a>, <a href="/wiki/Niflumic_acid" title="Niflumic acid">niflumic acid</a>, <a href="/wiki/Tolfenamic_acid" title="Tolfenamic acid">tolfenamic acid</a>)</li> <li><a href="/wiki/Fluoxetine" title="Fluoxetine">Fluoxetine</a></li> <li><a href="/wiki/Flupirtine" title="Flupirtine">Flupirtine</a></li> <li><a href="/wiki/Hopantenic_acid" title="Hopantenic acid">Hopantenic acid</a></li> <li><a href="/wiki/KRM-II-81" title="KRM-II-81">KRM-II-81</a></li> <li><a href="/wiki/Lanthanum" title="Lanthanum">Lanthanum</a></li> <li><a href="/wiki/Lavender_oil" title="Lavender oil">Lavender oil</a></li> <li><a href="/wiki/Lignan" title="Lignan">Lignans</a> (e.g., <a href="/wiki/4-O-methylhonokiol" class="mw-redirect" title="4-O-methylhonokiol">4-O-methylhonokiol</a>, <a href="/wiki/Honokiol" title="Honokiol">honokiol</a>, <a href="/wiki/Magnolol" title="Magnolol">magnolol</a>, <a href="/wiki/Obovatol" title="Obovatol">obovatol</a>)</li> <li><a href="/wiki/Loreclezole" title="Loreclezole">Loreclezole</a></li> <li><a href="/wiki/Menthyl_isovalerate" title="Menthyl isovalerate">Menthyl isovalerate (validolum)</a></li> <li><a href="/wiki/Monastrol" title="Monastrol">Monastrol</a></li> <li><a href="/wiki/Niacin" title="Niacin">Niacin</a></li> <li><a href="/wiki/Niacinamide" class="mw-redirect" title="Niacinamide">Niacinamide</a></li> <li><a href="/wiki/Org_25435" class="mw-redirect" title="Org 25435">Org 25,435</a></li> <li><a href="/wiki/Phenytoin" title="Phenytoin">Phenytoin</a></li> <li><a href="/wiki/Propanidid" title="Propanidid">Propanidid</a></li> <li><a href="/wiki/Retigabine" title="Retigabine">Retigabine (ezogabine)</a></li> <li><a href="/wiki/Safranal" title="Safranal">Safranal</a></li> <li><a href="/wiki/Seproxetine" title="Seproxetine">Seproxetine</a></li> <li><a href="/wiki/Stiripentol" title="Stiripentol">Stiripentol</a></li> <li><a href="/w/index.php?title=Sulfonylalkane&action=edit&redlink=1" class="new" title="Sulfonylalkane (page does not exist)">Sulfonylalkanes</a> (e.g., <a href="/wiki/Sulfonmethane" title="Sulfonmethane">sulfonmethane (sulfonal)</a>, <a href="/wiki/Tetronal" title="Tetronal">tetronal</a>, <a href="/wiki/Trional" title="Trional">trional</a>)</li> <li><a href="/wiki/Terpenoid" title="Terpenoid">Terpenoids</a> (e.g., <a href="/wiki/Borneol" title="Borneol">borneol</a>)</li> <li><a href="/wiki/Topiramate" title="Topiramate">Topiramate</a></li> <li><a href="/wiki/Valerian_(herb)" title="Valerian (herb)">Valerian</a> constituents (e.g., <a href="/wiki/3-methylbutanoic_acid" class="mw-redirect" title="3-methylbutanoic acid">isovaleric acid</a>, <a href="/wiki/Isovaleramide" title="Isovaleramide">isovaleramide</a>, <a href="/wiki/Valerenic_acid" title="Valerenic acid">valerenic acid</a>, <a href="/w/index.php?title=Valerenol&action=edit&redlink=1" class="new" title="Valerenol (page does not exist)">valerenol</a>)</li></ul> <ul><li><i>Unsorted benzodiazepine site positive modulators:</i> <a href="/wiki/%CE%91-Pinene" title="Α-Pinene">α-Pinene</a></li> <li><a href="/wiki/MRK-409_(MK-0343)" class="mw-redirect" title="MRK-409 (MK-0343)">MRK-409 (MK-0343)</a></li> <li><a href="/w/index.php?title=TCS-1105&action=edit&redlink=1" class="new" title="TCS-1105 (page does not exist)">TCS-1105</a></li> <li><a href="/wiki/TCS-1205" title="TCS-1205">TCS-1205</a></li></ul> </div></td></tr><tr><td class="navbox-abovebelow" colspan="2"><div><i><b>See also:</b> <a href="/wiki/Template:Receptor_modulators" title="Template:Receptor modulators">Receptor/signaling modulators</a> • <a href="/wiki/Template:GABA_receptor_modulators" title="Template:GABA receptor modulators">GABA receptor modulators</a> • <a href="/wiki/Template:GABA_metabolism_and_transport_modulators" title="Template:GABA metabolism and transport modulators">GABA metabolism/transport modulators</a></i></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:r1038841319">.mw-parser-output .tooltip-dotted{border-bottom:1px dotted;cursor:help}</style></div><div role="navigation" class="navbox authority-control" aria-label="Navbox" style="padding:3px"><table class="nowraplinks hlist navbox-inner" style="border-spacing:0;background:transparent;color:inherit"><tbody><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Help:Authority_control" title="Help:Authority control">Authority control databases</a>: National <span class="mw-valign-text-top noprint" typeof="mw:File/Frameless"><a href="https://www.wikidata.org/wiki/Q421748#identifiers" title="Edit this 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