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<span>Applications</span> </div> </a> <button aria-controls="toc-Applications-sublist" class="cdx-button cdx-button--weight-quiet cdx-button--icon-only vector-toc-toggle"> <span class="vector-icon mw-ui-icon-wikimedia-expand"></span> <span>Toggle Applications subsection</span> </button> <ul id="toc-Applications-sublist" class="vector-toc-list"> <li id="toc-Precursor_to_chelation_agents,_drugs,_and_agrochemicals" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Precursor_to_chelation_agents,_drugs,_and_agrochemicals"> <div class="vector-toc-text"> <span class="vector-toc-numb">2.1</span> <span>Precursor to chelation agents, drugs, and agrochemicals</span> </div> </a> <ul id="toc-Precursor_to_chelation_agents,_drugs,_and_agrochemicals-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Pharmaceutical_ingredient" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Pharmaceutical_ingredient"> <div class="vector-toc-text"> <span class="vector-toc-numb">2.2</span> <span>Pharmaceutical ingredient</span> </div> </a> <ul id="toc-Pharmaceutical_ingredient-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Role_in_polymers" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Role_in_polymers"> <div class="vector-toc-text"> <span class="vector-toc-numb">2.3</span> <span>Role in polymers</span> </div> </a> <ul id="toc-Role_in_polymers-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Tetraacetylethylenediamine" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Tetraacetylethylenediamine"> <div class="vector-toc-text"> <span class="vector-toc-numb">2.4</span> <span>Tetraacetylethylenediamine</span> </div> </a> <ul id="toc-Tetraacetylethylenediamine-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Other_applications" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Other_applications"> <div class="vector-toc-text"> <span class="vector-toc-numb">2.5</span> <span>Other applications</span> </div> </a> <ul id="toc-Other_applications-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-Coordination_chemistry" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Coordination_chemistry"> <div class="vector-toc-text"> <span class="vector-toc-numb">3</span> <span>Coordination chemistry</span> </div> </a> <button aria-controls="toc-Coordination_chemistry-sublist" class="cdx-button cdx-button--weight-quiet cdx-button--icon-only vector-toc-toggle"> <span class="vector-icon mw-ui-icon-wikimedia-expand"></span> <span>Toggle Coordination chemistry subsection</span> </button> <ul id="toc-Coordination_chemistry-sublist" class="vector-toc-list"> <li id="toc-Related_ligands" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Related_ligands"> <div class="vector-toc-text"> <span class="vector-toc-numb">3.1</span> <span>Related ligands</span> </div> </a> <ul id="toc-Related_ligands-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-Safety" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Safety"> <div class="vector-toc-text"> <span class="vector-toc-numb">4</span> <span>Safety</span> </div> </a> <ul id="toc-Safety-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">5</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 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Available in 27 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-27" 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">27 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_%D8%A3%D9%85%D9%8A%D9%86_%D8%A7%D9%84%D8%A5%D9%8A%D8%AB%D9%8A%D9%84%D9%8A%D9%86" title="ثنائي أمين الإيثيلين – Arabic" lang="ar" hreflang="ar" data-title="ثنائي أمين الإيثيلين" 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%A7%D8%AA%DB%8C%D9%84%D9%86%E2%80%8C%D8%AF%DB%8C%E2%80%8C%D8%A2%D9%85%DB%8C%D9%86" title="اتیلن‌دی‌آمین – South Azerbaijani" lang="azb" hreflang="azb" data-title="اتیلن‌دی‌آمین" data-language-autonym="تۆرکجه" data-language-local-name="South Azerbaijani" class="interlanguage-link-target"><span>تۆرکجه</span></a></li><li class="interlanguage-link interwiki-be mw-list-item"><a href="https://be.wikipedia.org/wiki/%D0%AD%D1%82%D1%8B%D0%BB%D0%B5%D0%BD%D0%B4%D1%8B%D1%8F%D0%BC%D1%96%D0%BD" title="Этылендыямін – Belarusian" lang="be" hreflang="be" data-title="Этылендыямін" data-language-autonym="Беларуская" data-language-local-name="Belarusian" class="interlanguage-link-target"><span>Беларуская</span></a></li><li class="interlanguage-link interwiki-bs mw-list-item"><a href="https://bs.wikipedia.org/wiki/Etilendiamin" title="Etilendiamin – Bosnian" lang="bs" hreflang="bs" data-title="Etilendiamin" 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/Etilendiamina" title="Etilendiamina – Catalan" lang="ca" hreflang="ca" data-title="Etilendiamina" 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/Ethylendiamin" title="Ethylendiamin – Czech" lang="cs" hreflang="cs" data-title="Ethylendiamin" data-language-autonym="Čeština" data-language-local-name="Czech" class="interlanguage-link-target"><span>Čeština</span></a></li><li class="interlanguage-link interwiki-de mw-list-item"><a href="https://de.wikipedia.org/wiki/Ethylendiamin" title="Ethylendiamin – German" lang="de" hreflang="de" data-title="Ethylendiamin" data-language-autonym="Deutsch" data-language-local-name="German" class="interlanguage-link-target"><span>Deutsch</span></a></li><li class="interlanguage-link interwiki-es mw-list-item"><a href="https://es.wikipedia.org/wiki/Etilendiamina" title="Etilendiamina – Spanish" lang="es" hreflang="es" data-title="Etilendiamina" data-language-autonym="Español" data-language-local-name="Spanish" class="interlanguage-link-target"><span>Español</span></a></li><li class="interlanguage-link interwiki-eo mw-list-item"><a href="https://eo.wikipedia.org/wiki/Etileno-duamino" title="Etileno-duamino – Esperanto" lang="eo" hreflang="eo" data-title="Etileno-duamino" 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/Etilendiamina" title="Etilendiamina – Basque" lang="eu" hreflang="eu" data-title="Etilendiamina" data-language-autonym="Euskara" data-language-local-name="Basque" class="interlanguage-link-target"><span>Euskara</span></a></li><li class="interlanguage-link interwiki-fa mw-list-item"><a href="https://fa.wikipedia.org/wiki/%D8%A7%D8%AA%DB%8C%D9%84%D9%86%E2%80%8C%D8%AF%DB%8C%E2%80%8C%D8%A2%D9%85%DB%8C%D9%86" title="اتیلن‌دی‌آمین – Persian" lang="fa" hreflang="fa" data-title="اتیلن‌دی‌آمین" data-language-autonym="فارسی" data-language-local-name="Persian" class="interlanguage-link-target"><span>فارسی</span></a></li><li class="interlanguage-link interwiki-fr mw-list-item"><a href="https://fr.wikipedia.org/wiki/%C3%89thyl%C3%A8nediamine" title="Éthylènediamine – French" lang="fr" hreflang="fr" data-title="Éthylènediamine" 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/%EC%97%90%ED%8B%B8%EB%A0%8C%EB%8B%A4%EC%9D%B4%EC%95%84%EB%AF%BC" title="에틸렌다이아민 – Korean" lang="ko" hreflang="ko" data-title="에틸렌다이아민" data-language-autonym="한국어" data-language-local-name="Korean" class="interlanguage-link-target"><span>한국어</span></a></li><li class="interlanguage-link interwiki-id mw-list-item"><a href="https://id.wikipedia.org/wiki/Etilendiamina" title="Etilendiamina – Indonesian" lang="id" hreflang="id" data-title="Etilendiamina" 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/Etilendiammina" title="Etilendiammina – Italian" lang="it" hreflang="it" data-title="Etilendiammina" data-language-autonym="Italiano" data-language-local-name="Italian" class="interlanguage-link-target"><span>Italiano</span></a></li><li class="interlanguage-link interwiki-hu mw-list-item"><a href="https://hu.wikipedia.org/wiki/Etil%C3%A9n-diamin" title="Etilén-diamin – Hungarian" lang="hu" hreflang="hu" data-title="Etilén-diamin" data-language-autonym="Magyar" data-language-local-name="Hungarian" class="interlanguage-link-target"><span>Magyar</span></a></li><li class="interlanguage-link interwiki-nl mw-list-item"><a href="https://nl.wikipedia.org/wiki/Ethyleendiamine" title="Ethyleendiamine – Dutch" lang="nl" hreflang="nl" data-title="Ethyleendiamine" data-language-autonym="Nederlands" data-language-local-name="Dutch" class="interlanguage-link-target"><span>Nederlands</span></a></li><li class="interlanguage-link interwiki-ja mw-list-item"><a href="https://ja.wikipedia.org/wiki/%E3%82%A8%E3%83%81%E3%83%AC%E3%83%B3%E3%82%B8%E3%82%A2%E3%83%9F%E3%83%B3" title="エチレンジアミン – Japanese" lang="ja" hreflang="ja" data-title="エチレンジアミン" 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-pl mw-list-item"><a href="https://pl.wikipedia.org/wiki/Etylenodiamina" title="Etylenodiamina – Polish" lang="pl" hreflang="pl" data-title="Etylenodiamina" 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/Etilenodiamina" title="Etilenodiamina – Portuguese" lang="pt" hreflang="pt" data-title="Etilenodiamina" 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/Etilendiamin%C4%83" title="Etilendiamină – Romanian" lang="ro" hreflang="ro" data-title="Etilendiamină" data-language-autonym="Română" data-language-local-name="Romanian" class="interlanguage-link-target"><span>Română</span></a></li><li class="interlanguage-link interwiki-ru mw-list-item"><a href="https://ru.wikipedia.org/wiki/%D0%AD%D1%82%D0%B8%D0%BB%D0%B5%D0%BD%D0%B4%D0%B8%D0%B0%D0%BC%D0%B8%D0%BD" title="Этилендиамин – Russian" lang="ru" hreflang="ru" data-title="Этилендиамин" data-language-autonym="Русский" data-language-local-name="Russian" class="interlanguage-link-target"><span>Русский</span></a></li><li class="interlanguage-link interwiki-sr mw-list-item"><a href="https://sr.wikipedia.org/wiki/Etilendiamin" title="Etilendiamin – Serbian" lang="sr" hreflang="sr" data-title="Etilendiamin" 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/Etilendiamin" title="Etilendiamin – Serbo-Croatian" lang="sh" hreflang="sh" data-title="Etilendiamin" 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/Etyleenidiamiini" title="Etyleenidiamiini – Finnish" lang="fi" hreflang="fi" data-title="Etyleenidiamiini" 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/Etylendiamin" title="Etylendiamin – Swedish" lang="sv" hreflang="sv" data-title="Etylendiamin" data-language-autonym="Svenska" data-language-local-name="Swedish" class="interlanguage-link-target"><span>Svenska</span></a></li><li class="interlanguage-link interwiki-zh mw-list-item"><a href="https://zh.wikipedia.org/wiki/%E4%B9%99%E4%BA%8C%E8%83%BA" title="乙二胺 – Chinese" lang="zh" 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<div 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: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>Ethylenediamine </caption> <tbody><tr> <td colspan="2" style="text-align:center; padding:2px;"><span typeof="mw:File"><a href="/wiki/File:Ethylene_diamine_fuming.jpg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/d/dd/Ethylene_diamine_fuming.jpg/220px-Ethylene_diamine_fuming.jpg" decoding="async" width="220" height="208" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/d/dd/Ethylene_diamine_fuming.jpg/330px-Ethylene_diamine_fuming.jpg 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/d/dd/Ethylene_diamine_fuming.jpg/440px-Ethylene_diamine_fuming.jpg 2x" data-file-width="500" data-file-height="472" /></a></span> </td></tr> <tr> <td colspan="2" style="text-align:center; padding:2px;"><span typeof="mw:File"><a href="/wiki/File:Ethane-1,2-diamine_200.svg" class="mw-file-description" title="Skeletal formula of ethylenediamine"><img alt="Skeletal formula of ethylenediamine" src="//upload.wikimedia.org/wikipedia/commons/thumb/3/35/Ethane-1%2C2-diamine_200.svg/220px-Ethane-1%2C2-diamine_200.svg.png" decoding="async" width="220" height="61" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/3/35/Ethane-1%2C2-diamine_200.svg/330px-Ethane-1%2C2-diamine_200.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/3/35/Ethane-1%2C2-diamine_200.svg/440px-Ethane-1%2C2-diamine_200.svg.png 2x" data-file-width="137" data-file-height="38" /></a></span> </td></tr> <tr> <td colspan="2" class="borderless" style="text-align:center"> <table border="0" style="width:100%;display:inline-table;"> <tbody><tr> <td style="border-right:1px solid #aaa; width:50%;"><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Ethylenediamine-3D-balls-2.png" class="mw-file-description" title="Ball and stick model of ethylenediamine"><img alt="Ball and stick model of ethylenediamine" src="//upload.wikimedia.org/wikipedia/commons/thumb/e/e5/Ethylenediamine-3D-balls-2.png/110px-Ethylenediamine-3D-balls-2.png" decoding="async" width="110" height="78" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/e/e5/Ethylenediamine-3D-balls-2.png/165px-Ethylenediamine-3D-balls-2.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/e/e5/Ethylenediamine-3D-balls-2.png/220px-Ethylenediamine-3D-balls-2.png 2x" data-file-width="2000" data-file-height="1416" /></a><figcaption>Ball and stick model of ethylenediamine</figcaption></figure> </td> <td style="width:50%;"><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Ethylenediamine-3D-spacefill.png" class="mw-file-description" title="Space-filling model of ethylenediamine"><img alt="Space-filling model of ethylenediamine" src="//upload.wikimedia.org/wikipedia/commons/thumb/0/05/Ethylenediamine-3D-spacefill.png/110px-Ethylenediamine-3D-spacefill.png" decoding="async" width="110" height="86" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/0/05/Ethylenediamine-3D-spacefill.png/165px-Ethylenediamine-3D-spacefill.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/0/05/Ethylenediamine-3D-spacefill.png/220px-Ethylenediamine-3D-spacefill.png 2x" data-file-width="2000" data-file-height="1564" /></a><figcaption>Space-filling model of ethylenediamine</figcaption></figure> </td></tr></tbody></table> </td></tr> <tr> <th colspan="2" style="background: #f8eaba; text-align: center;">Names </th></tr> <tr> <td colspan="2" style="text-align:left;"><a href="/wiki/Preferred_IUPAC_name" title="Preferred IUPAC name">Preferred IUPAC name</a> <div style="max-width:22em; word-wrap:break-word; padding-left:1.7em;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0; max-width:22em;">Ethane-1,2-diamine<sup id="cite_ref-2" class="reference"><a href="#cite_note-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup></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;">Edamine,<sup id="cite_ref-1" class="reference"><a href="#cite_note-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> 1,2-Diaminoethane, 'en' when a ligand</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=107-15-3">107-15-3</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=NCCN">Interactive image</a></span></li></ul></div> </td></tr> <tr> <td>Abbreviations </td> <td>en </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Beilstein_database" title="Beilstein database">Beilstein Reference</a></div> </td> <td>605263 </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=30347">CHEBI:30347</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/ChEMBL816">ChEMBL816</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.13835550.html">13835550</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/100.003.154">100.003.154</a> <span class="mw-valign-text-top noprint" typeof="mw:File/Frameless"><a href="https://www.wikidata.org/wiki/Q411362#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>203-468-6</li></ul></div> </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Gmelin_database" title="Gmelin database">Gmelin Reference</a></div> </td> <td>1098 </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/D01114">D01114</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/Medical_Subject_Headings" title="Medical Subject Headings">MeSH</a> </td> <td><span title="www.nlm.nih.gov"><a rel="nofollow" class="external text" href="https://www.nlm.nih.gov/cgi/mesh/2014/MB_cgi?mode=&term=ethylenediamine">ethylenediamine</a></span> </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/3301">3301</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>KH8575000</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/60V9STC53F">60V9STC53F</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>1604 </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/DTXSID5021881">DTXSID5021881</a> <span class="mw-valign-text-top noprint" typeof="mw:File/Frameless"><a href="https://www.wikidata.org/wiki/Q411362#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/C2H8N2/c3-1-2-4/h1-4H2<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: PIICEJLVQHRZGT-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></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%;">NCCN</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><sub>2</sub><span title="Hydrogen">H</span><sub>8</sub><span title="Nitrogen">N</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="7001601000000000000♠"></span>60.100</span> g·mol<sup>−1</sup>   </td></tr> <tr> <td>Appearance </td> <td>Colorless liquid<sup id="cite_ref-GESTIS_3-0" class="reference"><a href="#cite_note-GESTIS-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <td><a href="/wiki/Odor" title="Odor">Odor</a> </td> <td>Ammoniacal<sup id="cite_ref-GESTIS_3-1" class="reference"><a href="#cite_note-GESTIS-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <td><a href="/wiki/Density" title="Density">Density</a> </td> <td>0.90 g/cm<sup>3</sup><sup id="cite_ref-GESTIS_3-2" class="reference"><a href="#cite_note-GESTIS-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <td><a href="/wiki/Melting_point" title="Melting point">Melting point</a> </td> <td>8 °C (46 °F; 281 K)<sup id="cite_ref-GESTIS_3-3" class="reference"><a href="#cite_note-GESTIS-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <td><a href="/wiki/Boiling_point" title="Boiling point">Boiling point</a> </td> <td>116 °C (241 °F; 389 K)<sup id="cite_ref-GESTIS_3-4" class="reference"><a href="#cite_note-GESTIS-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/Aqueous_solution" title="Aqueous solution">Solubility in water</a></div> </td> <td>miscible </td></tr> <tr> <td><a href="/wiki/Partition_coefficient" title="Partition coefficient">log <i>P</i></a> </td> <td>−2.057 </td></tr> <tr> <td><a href="/wiki/Vapor_pressure" title="Vapor pressure">Vapor pressure</a> </td> <td>1.3 kPa (at 20 °C) </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>5.8 mol Pa<sup>−1</sup> kg<sup>−1</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><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span class="nowrap"><span data-sort-value="3004537400000000000♠"></span>−46.26<span style="margin-left:0.25em;margin-right:0.15em;">×</span>10<sup>−6</sup> cm<sup>3</sup> mol<sup>−1</sup></span></li><li><span class="nowrap"><span data-sort-value="3004238000000000000♠"></span>−76.2<span style="margin-left:0.25em;margin-right:0.15em;">×</span>10<sup>−6</sup> cm<sup>3</sup> mol<sup>−1</sup></span> (HCl salt)</li></ul></div> </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>1.4565 </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>172.59 J K<sup>−1</sup> mol<sup>−1</sup> </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Standard_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>202.42 J K<sup>−1</sup> mol<sup>−1</sup> </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Standard_enthalpy_change_of_formation" class="mw-redirect" title="Standard enthalpy change of formation">Std enthalpy of<br />formation</a> <span style="font-size:112%;">(Δ<sub>f</sub><i>H</i><sup>⦵</sup><sub>298</sub>)</span></div> </td> <td>−63.55 to −62.47 kJ mol<sup>−1</sup> </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Standard_enthalpy_change_of_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>−1.8678 to −1.8668 MJ mol<sup>−1</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;"><a href="/wiki/Globally_Harmonized_System_of_Classification_and_Labelling_of_Chemicals" title="Globally Harmonized System of Classification and Labelling of Chemicals"><b>GHS</b> labelling</a>: </td></tr> <tr> <td style="padding-left:1em;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/GHS_hazard_pictograms" title="GHS hazard pictograms">Pictograms</a></div> </td> <td><span typeof="mw:File"><a href="/wiki/File:GHS-pictogram-flamme.svg" class="mw-file-description" title="GHS02: Flammable"><img alt="GHS02: Flammable" src="//upload.wikimedia.org/wikipedia/commons/thumb/6/6d/GHS-pictogram-flamme.svg/50px-GHS-pictogram-flamme.svg.png" decoding="async" width="50" height="50" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/6/6d/GHS-pictogram-flamme.svg/75px-GHS-pictogram-flamme.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/6/6d/GHS-pictogram-flamme.svg/100px-GHS-pictogram-flamme.svg.png 2x" data-file-width="512" data-file-height="512" /></a></span> <span typeof="mw:File"><a href="/wiki/File:GHS-pictogram-skull.svg" class="mw-file-description" title="GHS06: Toxic"><img alt="GHS06: Toxic" src="//upload.wikimedia.org/wikipedia/commons/thumb/5/58/GHS-pictogram-skull.svg/50px-GHS-pictogram-skull.svg.png" decoding="async" width="50" height="50" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/5/58/GHS-pictogram-skull.svg/75px-GHS-pictogram-skull.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/5/58/GHS-pictogram-skull.svg/100px-GHS-pictogram-skull.svg.png 2x" data-file-width="724" data-file-height="724" /></a></span> <span typeof="mw:File"><a href="/wiki/File:GHS-pictogram-acid.svg" class="mw-file-description" title="GHS05: Corrosive"><img alt="GHS05: Corrosive" src="//upload.wikimedia.org/wikipedia/commons/thumb/a/a1/GHS-pictogram-acid.svg/50px-GHS-pictogram-acid.svg.png" decoding="async" width="50" height="50" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/a/a1/GHS-pictogram-acid.svg/75px-GHS-pictogram-acid.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/a/a1/GHS-pictogram-acid.svg/100px-GHS-pictogram-acid.svg.png 2x" data-file-width="724" data-file-height="724" /></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>Danger</b> </td></tr> <tr> <td style="padding-left:1em;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/GHS_hazard_statements" title="GHS hazard statements">Hazard statements</a></div> </td> <td><abbr class="abbr" title="H226: Flammable liquid and vapour">H226</abbr>, <abbr class="abbr" title="H302: Harmful if swallowed">H302</abbr>, <abbr class="abbr" title="H311: Toxic in contact with skin">H311</abbr>, <abbr class="abbr" title="H314: Causes severe skin burns and eye damage">H314</abbr>, <abbr class="abbr" title="H317: May cause an allergic skin reaction">H317</abbr>, <abbr class="abbr" title="H332: Harmful if inhaled">H332</abbr>, <abbr class="abbr" title="H334: May cause allergy or asthma symptoms of breathing difficulties if inhaled">H334</abbr>, <abbr class="abbr" title="H412: Harmful to aquatic life with long lasting effects">H412</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="P101: If medical advice is needed, have product container or label at hand.">P101</abbr>, <abbr class="abbr" title="P102: Keep out of reach of children.">P102</abbr>, <abbr class="abbr" title="P260: Do not breathe dust/fume/gas/mist/vapours/spray.">P260</abbr>, <abbr class="abbr" title="P273: Avoid release to the environment.">P273</abbr>, <abbr class="abbr" title="P280: Wear protective gloves/protective clothing/eye protection/face protection.">P280</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>, <abbr class="abbr" title="P308+P313: IF exposed or concerned: Get medical advice/attention.">P308+P313</abbr>, <abbr class="abbr" title="P405: Store locked up.">P405</abbr>, <abbr class="abbr" title="P501: Dispose of contents/container to ...">P501</abbr> </td></tr> <tr> <td><a href="/wiki/NFPA_704" title="NFPA 704"><b>NFPA 704</b></a> (fire diamond) </td> <td><style data-mw-deduplicate="TemplateStyles:r1170367383">.mw-parser-output .nfpa-704-diamond-ref{float:right;padding:1px;text-align:right}.mw-parser-output .nfpa-704-diamond-container{width:82px;font-family:sans-serif;margin:0 auto}.mw-parser-output .nfpa-704-diamond-container-ref{float:left;margin-left:1em}.mw-parser-output .nfpa-704-diamond-images{float:left;font-size:20px;text-align:center;position:relative;height:80px;width:80px;padding:1px}.mw-parser-output .nfpa-704-diamond-map{position:absolute;height:80px;width:80px}.mw-parser-output .nfpa-704-diamond .noresize{margin:0 auto}.mw-parser-output .nfpa-704-diamond-code{line-height:1em;text-align:center;position:absolute}.mw-parser-output .nfpa-704-diamond-code>a{color:black}.mw-parser-output .nfpa-704-diamond-blue{width:13px;top:31px;left:15px}.mw-parser-output .nfpa-704-diamond-red{width:12px;top:12px;left:35px}.mw-parser-output .nfpa-704-diamond-yellow{width:13px;top:31px;left:54px}.mw-parser-output .nfpa-704-diamond-white-image{position:relative;top:51px;left:0}.mw-parser-output .nfpa-704-diamond-white-text{vertical-align:middle;text-align:center;line-height:80%;position:absolute;top:52px}.mw-parser-output .nfpa-704-diamond-white-text a>span{position:absolute;color:black}.mw-parser-output .nfpa-704-diamond-white-wors{font-size:15px;width:23px;left:29px}.mw-parser-output .nfpa-704-diamond-white-wox{font-size:15px;font-stretch:condensed;width:21px;line-height:80%;top:-4px;left:29px}.mw-parser-output .nfpa-704-diamond-white-abcp{font-size:13.5px;font-stretch:condensed;width:28px;left:26px}.mw-parser-output .nfpa-704-diamond-white-ac{font-size:10px;width:30px;left:25px}.mw-parser-output .nfpa-704-diamond-white-strike{text-decoration:line-through}</style><div class="nfpa-704-diamond notheme"><div class="nfpa-704-diamond-container"><div class="nfpa-704-diamond-images nounderlines"> <div class="nfpa-704-diamond-map"><figure class="noresize" typeof="mw:File"><span><img alt="NFPA 704 four-colored diamond" src="//upload.wikimedia.org/wikipedia/commons/thumb/6/6f/NFPA_704.svg/80px-NFPA_704.svg.png" decoding="async" width="80" height="80" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/6/6f/NFPA_704.svg/120px-NFPA_704.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/6/6f/NFPA_704.svg/160px-NFPA_704.svg.png 2x" data-file-width="512" data-file-height="512" usemap="#ImageMap_cac26dcfb9c9c85a" /></span><map name="ImageMap_cac26dcfb9c9c85a"><area href="/wiki/NFPA_704#Blue" shape="poly" coords="23,23,47,47,23,70,0,47" alt="Health 3: Short exposure could cause serious temporary or residual injury. E.g. chlorine gas" title="Health 3: Short exposure could cause serious temporary or residual injury. E.g. chlorine gas" /><area href="/wiki/NFPA_704#Red" shape="poly" coords="47,0,70,23,47,47,23,23" alt="Flammability 2: Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g. diesel fuel" title="Flammability 2: Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g. diesel fuel" /><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 3: Short exposure could cause serious temporary or residual injury. E.g. chlorine gas" class="notheme mw-no-invert">3</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 2: Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g. diesel fuel" class="notheme mw-no-invert">2</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>34 °C (93 °F; 307 K)<sup id="cite_ref-GESTIS_3-5" class="reference"><a href="#cite_note-GESTIS-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/Autoignition_temperature" title="Autoignition temperature">Autoignition<br />temperature</a></div> </td> <td>385 °C (725 °F; 658 K)<sup id="cite_ref-GESTIS_3-6" class="reference"><a href="#cite_note-GESTIS-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <td><a href="/wiki/Explosive_limit" class="mw-redirect" title="Explosive limit">Explosive limits</a> </td> <td>2.7–16% </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>500 mg/kg (oral, rat)<br />470 mg/kg (oral, guinea pig)<br />1160 mg/kg (oral, rat)<sup id="cite_ref-5" class="reference"><a href="#cite_note-5"><span class="cite-bracket">[</span>5<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>TWA 10 ppm (25 mg/m<sup>3</sup>)<sup id="cite_ref-PGCH_4-0" class="reference"><a href="#cite_note-PGCH-4"><span class="cite-bracket">[</span>4<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>TWA 10 ppm (25 mg/m<sup>3</sup>)<sup id="cite_ref-PGCH_4-1" class="reference"><a href="#cite_note-PGCH-4"><span class="cite-bracket">[</span>4<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>1000 ppm<sup id="cite_ref-PGCH_4-2" class="reference"><a href="#cite_note-PGCH-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <th colspan="2" style="background: #f8eaba; text-align: center;">Related compounds </th></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;">Related alkanamines</div> </td> <td><a href="/wiki/1,2-Diaminopropane" title="1,2-Diaminopropane">1,2-Diaminopropane</a>, <a href="/wiki/1,3-Diaminopropane" title="1,3-Diaminopropane">1,3-Diaminopropane</a> </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;">Related compounds</div> </td> <td><a href="/wiki/Ethylamine" title="Ethylamine">Ethylamine</a>, <a href="/wiki/Ethylenedinitramine" title="Ethylenedinitramine">Ethylenedinitramine</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=409535272&page2=Ethylenediamine">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>Ethylenediamine</b> (abbreviated as <b>en</b> when a <a href="/wiki/Ligand" title="Ligand">ligand</a>) is the <a href="/wiki/Organic_compound" title="Organic compound">organic compound</a> with the <a href="/wiki/Chemical_formula" title="Chemical formula">formula</a> C<sub>2</sub>H<sub>4</sub>(NH<sub>2</sub>)<sub>2</sub>. This colorless liquid with an <a href="/wiki/Ammonia" title="Ammonia">ammonia</a>-like odor is a <a href="/wiki/Base_(chemistry)" title="Base (chemistry)">basic</a> <a href="/wiki/Amine" title="Amine">amine</a>. It is a widely used building block in chemical synthesis, with approximately 500,000 <a href="/wiki/Tonnes" class="mw-redirect" title="Tonnes">tonnes</a> produced in 1998.<sup id="cite_ref-Ullmann_6-0" class="reference"><a href="#cite_note-Ullmann-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup> Ethylenediamine is the first member of the so-called <a href="/wiki/Polyamine" title="Polyamine">polyethylene amines</a>. </p> <meta property="mw:PageProp/toc" /> <div class="mw-heading mw-heading2"><h2 id="Synthesis">Synthesis</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Ethylenediamine&action=edit&section=1" title="Edit section: Synthesis"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <style data-mw-deduplicate="TemplateStyles:r1236090951">.mw-parser-output .hatnote{font-style:italic}.mw-parser-output div.hatnote{padding-left:1.6em;margin-bottom:0.5em}.mw-parser-output .hatnote i{font-style:normal}.mw-parser-output .hatnote+link+.hatnote{margin-top:-0.5em}@media print{body.ns-0 .mw-parser-output .hatnote{display:none!important}}</style><div role="note" class="hatnote navigation-not-searchable">See also: <a href="/wiki/Ethyleneamines" class="mw-redirect" title="Ethyleneamines">ethyleneamines</a></div> <p>Ethylenediamine is produced industrially by treating <a href="/wiki/1,2-dichloroethane" class="mw-redirect" title="1,2-dichloroethane">1,2-dichloroethane</a> with <a href="/wiki/Ammonia" title="Ammonia">ammonia</a> under pressure at 180 °C in an aqueous medium:<sup id="cite_ref-Ullmann_6-1" class="reference"><a href="#cite_note-Ullmann-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-arpe1_7-0" class="reference"><a href="#cite_note-arpe1-7"><span class="cite-bracket">[</span>7<span class="cite-bracket">]</span></a></sup> </p> <dl><dd><span typeof="mw:File"><a href="/wiki/File:Ethylendiamin_Darstellung.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/6/63/Ethylendiamin_Darstellung.svg/400px-Ethylendiamin_Darstellung.svg.png" decoding="async" width="400" height="43" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/6/63/Ethylendiamin_Darstellung.svg/600px-Ethylendiamin_Darstellung.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/6/63/Ethylendiamin_Darstellung.svg/800px-Ethylendiamin_Darstellung.svg.png 2x" data-file-width="833" data-file-height="90" /></a></span></dd></dl> <p>In this reaction <a href="/wiki/Hydrogen_chloride" title="Hydrogen chloride">hydrogen chloride</a> is generated, which forms a salt with the amine. The amine is liberated by addition of <a href="/wiki/Sodium_hydroxide" title="Sodium hydroxide">sodium hydroxide</a> and can then be recovered by <a href="/wiki/Rectification_(chemical/process_engineering)" class="mw-redirect" title="Rectification (chemical/process engineering)">rectification</a><span class="noprint" style="font-size:85%; font-style: normal;"> [<a href="https://de.wikipedia.org/wiki/Rektifikation_(Verfahrenstechnik)" class="extiw" title="de:Rektifikation (Verfahrenstechnik)">de</a>]</span>. <a href="/wiki/Diethylenetriamine" title="Diethylenetriamine">Diethylenetriamine</a> (DETA) and <a href="/wiki/Triethylenetetramine" title="Triethylenetetramine">triethylenetetramine</a> (TETA) are formed as by-products. </p><p>Another industrial route to ethylenediamine involves the reaction of <a href="/wiki/Ethanolamine" title="Ethanolamine">ethanolamine</a> and ammonia:<sup id="cite_ref-arpe2_8-0" class="reference"><a href="#cite_note-arpe2-8"><span class="cite-bracket">[</span>8<span class="cite-bracket">]</span></a></sup> </p> <dl><dd><span typeof="mw:File"><a href="/wiki/File:EDA_synthesis_from_MEOA.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/4/4d/EDA_synthesis_from_MEOA.svg/400px-EDA_synthesis_from_MEOA.svg.png" decoding="async" width="400" height="43" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/4/4d/EDA_synthesis_from_MEOA.svg/600px-EDA_synthesis_from_MEOA.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/4/4d/EDA_synthesis_from_MEOA.svg/800px-EDA_synthesis_from_MEOA.svg.png 2x" data-file-width="833" data-file-height="90" /></a></span></dd></dl> <p>This process involves passing the gaseous reactants over a bed of nickel <a href="/wiki/Heterogeneous_catalyst" class="mw-redirect" title="Heterogeneous catalyst">heterogeneous catalysts</a>. </p><p>It can be produced in the lab by the reaction of <a href="/wiki/Ethylene_glycol" title="Ethylene glycol">ethylene glycol</a> and <a href="/wiki/Urea" title="Urea">urea</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. (December 2021)">citation needed</span></a></i>]</sup> </p><p>Ethylenediamine can be purified by treatment with sodium hydroxide to remove water followed by distillation.<sup id="cite_ref-JCB_9-0" class="reference"><a href="#cite_note-JCB-9"><span class="cite-bracket">[</span>9<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Applications">Applications</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Ethylenediamine&action=edit&section=2" title="Edit section: Applications"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Ethylenediamine is used in large quantities for production of many industrial chemicals. It forms derivatives with <a href="/wiki/Carboxylic_acid" title="Carboxylic acid">carboxylic acids</a> (including <a href="/wiki/Fatty_acid" title="Fatty acid">fatty acids</a>), <a href="/wiki/Nitrile" title="Nitrile">nitriles</a>, <a href="/wiki/Alcohol_(chemistry)" title="Alcohol (chemistry)">alcohols</a> (at elevated temperatures), alkylating agents, <a href="/wiki/Carbon_disulfide" title="Carbon disulfide">carbon disulfide</a>, and <a href="/wiki/Aldehyde" title="Aldehyde">aldehydes</a> and <a href="/wiki/Ketone" title="Ketone">ketones</a>. Because of its bifunctional nature, having two amino groups, it readily forms heterocycles such as <a href="/wiki/Imidazolidine" title="Imidazolidine">imidazolidines</a>. </p> <div class="mw-heading mw-heading3"><h3 id="Precursor_to_chelation_agents,_drugs,_and_agrochemicals"><span id="Precursor_to_chelation_agents.2C_drugs.2C_and_agrochemicals"></span>Precursor to chelation agents, drugs, and agrochemicals</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Ethylenediamine&action=edit&section=3" title="Edit section: Precursor to chelation agents, drugs, and agrochemicals"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>A most prominent derivative of ethylenediamine is the <a href="/wiki/Chelation" title="Chelation">chelating</a> agent <a href="/wiki/EDTA" class="mw-redirect" title="EDTA">EDTA</a>, which is derived from ethylenediamine via a <a href="/wiki/Strecker_synthesis" class="mw-redirect" title="Strecker synthesis">Strecker synthesis</a> involving <a href="/wiki/Cyanide" title="Cyanide">cyanide</a> and <a href="/wiki/Formaldehyde" title="Formaldehyde">formaldehyde</a>. Hydroxyethylethylenediamine is another commercially significant chelating agent.<sup id="cite_ref-Ullmann_6-2" class="reference"><a href="#cite_note-Ullmann-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup> Numerous bio-active compounds and drugs contain the N–CH<sub>2</sub>–CH<sub>2</sub>–N linkage, including some <a href="/wiki/Antihistamine" title="Antihistamine">antihistamines</a>.<sup id="cite_ref-10" class="reference"><a href="#cite_note-10"><span class="cite-bracket">[</span>10<span class="cite-bracket">]</span></a></sup> Salts of ethylenebisdithiocarbamate are commercially significant fungicides under the brand names <a href="/wiki/Maneb" title="Maneb">Maneb</a>, Mancozeb, <a href="/wiki/Zineb" title="Zineb">Zineb</a>, and Metiram. Some <a href="/wiki/2-Imidazoline" title="2-Imidazoline">imidazoline</a>-containing fungicides are derived from ethylenediamine.<sup id="cite_ref-Ullmann_6-3" class="reference"><a href="#cite_note-Ullmann-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Pharmaceutical_ingredient">Pharmaceutical ingredient</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Ethylenediamine&action=edit&section=4" title="Edit section: Pharmaceutical ingredient"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Ethylenediamine is an <a href="/wiki/Excipient" title="Excipient">ingredient</a> in the common <a href="/wiki/Bronchodilator" title="Bronchodilator">bronchodilator</a> drug <a href="/wiki/Aminophylline" title="Aminophylline">aminophylline</a>, where it serves to solubilize the active ingredient <a href="/wiki/Theophylline" title="Theophylline">theophylline</a>. Ethylenediamine has also been used in dermatologic preparations, but has been removed from some because of causing contact dermatitis.<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> When used as a pharmaceutical excipient, after oral administration its <a href="/wiki/Bioavailability" title="Bioavailability">bioavailability</a> is about 0.34, due to a substantial <a href="/wiki/First-pass_effect" class="mw-redirect" title="First-pass effect">first-pass effect</a>. Less than 20% is eliminated by <a href="/wiki/Renal" class="mw-redirect" title="Renal">renal</a> excretion.<sup id="cite_ref-12" class="reference"><a href="#cite_note-12"><span class="cite-bracket">[</span>12<span class="cite-bracket">]</span></a></sup> </p><p>Ethylenediamine-derived <a href="/wiki/Antihistamines" class="mw-redirect" title="Antihistamines">antihistamines</a> are the oldest of the five classes of <a href="/w/index.php?title=First-generation_antihistamines&action=edit&redlink=1" class="new" title="First-generation antihistamines (page does not exist)">first-generation antihistamines</a>, beginning with <a href="/wiki/Piperoxan" title="Piperoxan">piperoxan</a> aka benodain, discovered in 1933 at the Pasteur Institute in France, and also including <a href="/wiki/Mepyramine" title="Mepyramine">mepyramine</a>, <a href="/wiki/Tripelennamine" title="Tripelennamine">tripelennamine</a>, and <a href="/wiki/Antazoline" title="Antazoline">antazoline</a>. The other classes are derivatives of ethanolamine, <a href="/wiki/Aliphatic_amine" class="mw-redirect" title="Aliphatic amine">alkylamine</a>, <a href="/wiki/Piperazine" title="Piperazine">piperazine</a>, and others (primarily tricyclic and tetracyclic compounds related to <a href="/wiki/Phenothiazines" class="mw-redirect" title="Phenothiazines">phenothiazines</a>, <a href="/wiki/Tricyclic_antidepressants" class="mw-redirect" title="Tricyclic antidepressants">tricyclic antidepressants</a>, as well as the <a href="/wiki/Cyproheptadine" title="Cyproheptadine">cyproheptadine</a>-<a href="/wiki/Phenindamine" title="Phenindamine">phenindamine</a> family) </p> <div class="mw-heading mw-heading3"><h3 id="Role_in_polymers">Role in polymers</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Ethylenediamine&action=edit&section=5" title="Edit section: Role in polymers"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Ethylenediamine, because it contains two amine groups, is a widely used precursor to various polymers. Condensates derived from formaldehyde are plasticizers. It is widely used in the production of polyurethane fibers. The PAMAM class of <a href="/wiki/Dendrimer" title="Dendrimer">dendrimers</a> are derived from ethylenediamine.<sup id="cite_ref-Ullmann_6-4" class="reference"><a href="#cite_note-Ullmann-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Tetraacetylethylenediamine">Tetraacetylethylenediamine</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Ethylenediamine&action=edit&section=6" title="Edit section: Tetraacetylethylenediamine"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>The <a href="/wiki/Bleach" title="Bleach">bleaching</a> activator <a href="/wiki/Tetraacetylethylenediamine" title="Tetraacetylethylenediamine">tetraacetylethylenediamine</a> is generated from ethylenediamine. The derivative <a href="/wiki/Ethylene_bis(stearamide)" title="Ethylene bis(stearamide)"><i>N</i>,<i>N</i>-ethylenebis(stearamide)</a> (EBS) is a commercially significant mold-<a href="/wiki/Release_agent" title="Release agent">release agent</a> and a <a href="/wiki/Surfactant" title="Surfactant">surfactant</a> in gasoline and motor oil. </p> <div class="mw-heading mw-heading3"><h3 id="Other_applications">Other applications</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Ethylenediamine&action=edit&section=7" title="Edit section: Other applications"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <ul><li>as a <a href="/wiki/Solvent" title="Solvent">solvent</a>, it is <a href="/wiki/Miscible" class="mw-redirect" title="Miscible">miscible</a> with polar solvents and is used to solubilize <a href="/wiki/Protein" title="Protein">proteins</a> such as <a href="/wiki/Albumins" class="mw-redirect" title="Albumins">albumins</a> and <a href="/wiki/Casein" title="Casein">casein</a>. It is also used in certain <a href="/wiki/Electroplating" title="Electroplating">electroplating</a> baths.</li> <li>as a <a href="/wiki/Corrosion_inhibitor" title="Corrosion inhibitor">corrosion inhibitor</a> in paints and <a href="/wiki/Antifreeze_(coolant)" class="mw-redirect" title="Antifreeze (coolant)">coolants</a>.</li> <li><a href="/wiki/Ethylenediamine_dihydroiodide" title="Ethylenediamine dihydroiodide">ethylenediamine dihydroiodide</a> (EDDI) is added to animal feeds as a source of iodide.</li> <li>chemicals for <a href="/wiki/Color_photography" title="Color photography">color photography</a> developing, <a href="/wiki/Binder_(material)" title="Binder (material)">binders</a>, <a href="/wiki/Adhesive" title="Adhesive">adhesives</a>, <a href="/wiki/Fabric_softener" title="Fabric softener">fabric softeners</a>, <a href="/wiki/Curing_(chemistry)" title="Curing (chemistry)">curing</a> agents for <a href="/wiki/Epoxy" title="Epoxy">epoxies</a>, and <a href="/wiki/Dye" title="Dye">dyes</a>.</li> <li>as a compound to sensitize <a href="/wiki/Nitromethane" title="Nitromethane">nitromethane</a> into an explosive. This mixture was used at <a href="/wiki/Picatinny_Arsenal" title="Picatinny Arsenal">Picatinny Arsenal</a> during World War II, giving the nitromethane and ethylenediamine mixture the nickname <a href="/wiki/PLX" title="PLX">PLX</a>, or Picatinny Liquid Explosive.</li></ul> <div class="mw-heading mw-heading2"><h2 id="Coordination_chemistry">Coordination chemistry</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Ethylenediamine&action=edit&section=8" title="Edit section: Coordination chemistry"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Ethylenediamine is a well-known <a href="/wiki/Denticity" title="Denticity">bidentate</a> <a href="/wiki/Chelation" title="Chelation">chelating</a> <a href="/wiki/Ligand" title="Ligand">ligand</a> for <a href="/wiki/Coordination_compound" class="mw-redirect" title="Coordination compound">coordination compounds</a>, with the two nitrogen atoms donating their lone pairs of electrons when ethylenediamine acts as a ligand. It is often abbreviated "en" in inorganic chemistry. The complex <a href="/wiki/Tris(ethylenediamine)cobalt(III)_chloride" title="Tris(ethylenediamine)cobalt(III) chloride">[Co(en)<sub>3</sub>]<sup>3+</sup></a> is a well studied example. Schiff base ligands easily form from ethylenediamine. For example, the diamine condenses with <a href="/wiki/4-Trifluoromethylbenzaldehyde" title="4-Trifluoromethylbenzaldehyde">4-Trifluoromethylbenzaldehyde</a> to give to the diimine.<sup id="cite_ref-13" class="reference"><a href="#cite_note-13"><span class="cite-bracket">[</span>13<span class="cite-bracket">]</span></a></sup> The <a href="/wiki/Salen_ligand" title="Salen ligand">salen ligands</a>, some of which are used in catalysis, are derived from the condensation of <a href="/wiki/Salicylaldehyde" title="Salicylaldehyde">salicylaldehydes</a> and ethylenediamine. </p> <div class="mw-heading mw-heading3"><h3 id="Related_ligands">Related ligands</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Ethylenediamine&action=edit&section=9" title="Edit section: Related ligands"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Related derivatives of ethylenediamine include <a href="/wiki/Ethylenediaminetetraacetic_acid" title="Ethylenediaminetetraacetic acid">ethylenediaminetetraacetic acid (EDTA)</a>, <a href="/wiki/Tetramethylethylenediamine" title="Tetramethylethylenediamine">tetramethylethylenediamine</a> (TMEDA), and <a href="/w/index.php?title=Tetraethylethylenediamine&action=edit&redlink=1" class="new" title="Tetraethylethylenediamine (page does not exist)">tetraethylethylenediamine</a> (TEEDA). Chiral <a href="/wiki/Structural_analog" title="Structural analog">analogs</a> of ethylenediamine include <a href="/wiki/1,2-diaminopropane" class="mw-redirect" title="1,2-diaminopropane">1,2-diaminopropane</a> and <a href="/wiki/Trans-1,2-Diaminocyclohexane" title="Trans-1,2-Diaminocyclohexane"><i>trans</i>-diaminocyclohexane</a>. </p> <div class="mw-heading mw-heading2"><h2 id="Safety">Safety</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Ethylenediamine&action=edit&section=10" title="Edit section: Safety"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Ethylenediamine, like <a href="/wiki/Ammonia" title="Ammonia">ammonia</a> and other low-molecular weight amines, is a skin and respiratory irritant. Unless tightly contained, liquid ethylenediamine will release toxic and irritating vapors into its surroundings, especially on heating. The vapors absorb moisture from humid air to form a characteristic white mist, which is extremely irritating to skin, eyes, lungs and mucous membranes. </p> <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=Ethylenediamine&action=edit&section=11" 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"> <div class="mw-references-wrap mw-references-columns"><ol class="references"> <li id="cite_note-1"><span class="mw-cite-backlink"><b><a href="#cite_ref-1">^</a></b></span> <span class="reference-text"><style data-mw-deduplicate="TemplateStyles:r1238218222">.mw-parser-output cite.citation{font-style:inherit;word-wrap:break-word}.mw-parser-output .citation q{quotes:"\"""\"""'""'"}.mw-parser-output .citation:target{background-color:rgba(0,127,255,0.133)}.mw-parser-output .id-lock-free.id-lock-free a{background:url("//upload.wikimedia.org/wikipedia/commons/6/65/Lock-green.svg")right 0.1em center/9px no-repeat}.mw-parser-output .id-lock-limited.id-lock-limited a,.mw-parser-output .id-lock-registration.id-lock-registration a{background:url("//upload.wikimedia.org/wikipedia/commons/d/d6/Lock-gray-alt-2.svg")right 0.1em center/9px no-repeat}.mw-parser-output .id-lock-subscription.id-lock-subscription a{background:url("//upload.wikimedia.org/wikipedia/commons/a/aa/Lock-red-alt-2.svg")right 0.1em center/9px no-repeat}.mw-parser-output .cs1-ws-icon a{background:url("//upload.wikimedia.org/wikipedia/commons/4/4c/Wikisource-logo.svg")right 0.1em center/12px no-repeat}body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-free a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-limited a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-registration a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-subscription a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .cs1-ws-icon a{background-size:contain;padding:0 1em 0 0}.mw-parser-output .cs1-code{color:inherit;background:inherit;border:none;padding:inherit}.mw-parser-output .cs1-hidden-error{display:none;color:var(--color-error,#d33)}.mw-parser-output .cs1-visible-error{color:var(--color-error,#d33)}.mw-parser-output .cs1-maint{display:none;color:#085;margin-left:0.3em}.mw-parser-output .cs1-kern-left{padding-left:0.2em}.mw-parser-output .cs1-kern-right{padding-right:0.2em}.mw-parser-output .citation .mw-selflink{font-weight:inherit}@media screen{.mw-parser-output .cs1-format{font-size:95%}html.skin-theme-clientpref-night .mw-parser-output .cs1-maint{color:#18911f}}@media screen and (prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .cs1-maint{color:#18911f}}</style><cite class="citation web cs1"><a rel="nofollow" class="external text" href="http://eur-lex.europa.eu/LexUriServ/LexUriServ.do?uri=CELEX:32007R0129:EN:NOT">"32007R0129"</a>. European Union. 12 February 2007. Annex II<span class="reference-accessdate">. Retrieved <span class="nowrap">3 May</span> 2012</span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=unknown&rft.btitle=32007R0129&rft.pages=Annex+II&rft.pub=European+Union&rft.date=2007-02-12&rft_id=http%3A%2F%2Feur-lex.europa.eu%2FLexUriServ%2FLexUriServ.do%3Furi%3DCELEX%3A32007R0129%3AEN%3ANOT&rfr_id=info%3Asid%2Fen.wikipedia.org%3AEthylenediamine" class="Z3988"></span></span> </li> <li id="cite_note-2"><span class="mw-cite-backlink"><b><a href="#cite_ref-2">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFInternational_Union_of_Pure_and_Applied_Chemistry2014" class="citation book cs1"><a href="/wiki/International_Union_of_Pure_and_Applied_Chemistry" title="International Union of Pure and Applied Chemistry">International Union of Pure and Applied Chemistry</a> (2014). <i>Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013</i>. <a href="/wiki/Royal_Society_of_Chemistry" title="Royal Society of Chemistry">The Royal Society of Chemistry</a>. p. 676. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1039%2F9781849733069">10.1039/9781849733069</a>. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-0-85404-182-4" title="Special:BookSources/978-0-85404-182-4"><bdi>978-0-85404-182-4</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Nomenclature+of+Organic+Chemistry%3A+IUPAC+Recommendations+and+Preferred+Names+2013&rft.pages=676&rft.pub=The+Royal+Society+of+Chemistry&rft.date=2014&rft_id=info%3Adoi%2F10.1039%2F9781849733069&rft.isbn=978-0-85404-182-4&rft.au=International+Union+of+Pure+and+Applied+Chemistry&rfr_id=info%3Asid%2Fen.wikipedia.org%3AEthylenediamine" class="Z3988"></span></span> </li> <li id="cite_note-GESTIS-3"><span class="mw-cite-backlink">^ <a href="#cite_ref-GESTIS_3-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-GESTIS_3-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-GESTIS_3-2"><sup><i><b>c</b></i></sup></a> <a href="#cite_ref-GESTIS_3-3"><sup><i><b>d</b></i></sup></a> <a href="#cite_ref-GESTIS_3-4"><sup><i><b>e</b></i></sup></a> <a href="#cite_ref-GESTIS_3-5"><sup><i><b>f</b></i></sup></a> <a href="#cite_ref-GESTIS_3-6"><sup><i><b>g</b></i></sup></a></span> <span class="reference-text"><a rel="nofollow" class="external text" href="https://gestis.dguv.de/data?name=032650&lang=en">Record </a> in the <a href="/wiki/GESTIS_Substance_Database" title="GESTIS Substance Database">GESTIS Substance Database</a> of the <a href="/wiki/Institute_for_Occupational_Safety_and_Health_of_the_German_Social_Accident_Insurance" title="Institute for Occupational Safety and Health of the German Social Accident Insurance">Institute for Occupational Safety and Health</a> </span> </li> <li id="cite_note-PGCH-4"><span class="mw-cite-backlink">^ <a href="#cite_ref-PGCH_4-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-PGCH_4-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-PGCH_4-2"><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 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/npgd0269.html">"#0269"</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=%230269&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%2Fnpgd0269.html&rfr_id=info%3Asid%2Fen.wikipedia.org%3AEthylenediamine" class="Z3988"></span></span> </li> <li id="cite_note-5"><span class="mw-cite-backlink"><b><a href="#cite_ref-5">^</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.cdc.gov/niosh/idlh/107153.html">"Ethylenediamine"</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=Ethylenediamine&rft_id=https%3A%2F%2Fwww.cdc.gov%2Fniosh%2Fidlh%2F107153.html&rfr_id=info%3Asid%2Fen.wikipedia.org%3AEthylenediamine" class="Z3988"></span></span> </li> <li id="cite_note-Ullmann-6"><span class="mw-cite-backlink">^ <a href="#cite_ref-Ullmann_6-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-Ullmann_6-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-Ullmann_6-2"><sup><i><b>c</b></i></sup></a> <a href="#cite_ref-Ullmann_6-3"><sup><i><b>d</b></i></sup></a> <a href="#cite_ref-Ullmann_6-4"><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="CITEREFEllerHenkesRossbacherHöke2005" class="citation encyclopaedia cs1">Eller, Karsten; Henkes, Erhard; Rossbacher, Roland; Höke, Hartmut (2005). "Amines, Aliphatic". <i>Amines, Aliphatic</i>. <i>Ullmann's Encyclopedia of Industrial Chemistry</i>. Weinheim: Wiley-VCH Verlag. <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.a02_001">10.1002/14356007.a02_001</a>. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/3-527-30673-0" title="Special:BookSources/3-527-30673-0"><bdi>3-527-30673-0</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=bookitem&rft.atitle=Amines%2C+Aliphatic&rft.btitle=Ullmann%27s+Encyclopedia+of+Industrial+Chemistry&rft.place=Weinheim&rft.pub=Wiley-VCH+Verlag&rft.date=2005&rft_id=info%3Adoi%2F10.1002%2F14356007.a02_001&rft.isbn=3-527-30673-0&rft.aulast=Eller&rft.aufirst=Karsten&rft.au=Henkes%2C+Erhard&rft.au=Rossbacher%2C+Roland&rft.au=H%C3%B6ke%2C+Hartmut&rfr_id=info%3Asid%2Fen.wikipedia.org%3AEthylenediamine" class="Z3988"></span></span> </li> <li id="cite_note-arpe1-7"><span class="mw-cite-backlink"><b><a href="#cite_ref-arpe1_7-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFArpe2007" class="citation book cs1">Arpe, Hans-Jürgen (2007). <i>Industrielle Organische Chemie</i> (6th ed.). Wiley VCH. p. 245.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Industrielle+Organische+Chemie&rft.place=Wiley+VCH&rft.pages=245&rft.edition=6th&rft.date=2007&rft.aulast=Arpe&rft.aufirst=Hans-J%C3%BCrgen&rfr_id=info%3Asid%2Fen.wikipedia.org%3AEthylenediamine" class="Z3988"></span><span class="cs1-maint citation-comment"><code class="cs1-code">{{<a href="/wiki/Template:Cite_book" title="Template:Cite book">cite book</a>}}</code>: CS1 maint: location missing publisher (<a href="/wiki/Category:CS1_maint:_location_missing_publisher" title="Category:CS1 maint: location missing publisher">link</a>)</span></span> </li> <li id="cite_note-arpe2-8"><span class="mw-cite-backlink"><b><a href="#cite_ref-arpe2_8-0">^</a></b></span> <span class="reference-text">Hans-Jürgen Arpe, Industrielle Organische Chemie, 6. Auflage (2007), Seite 275, Wiley VCH</span> </li> <li id="cite_note-JCB-9"><span class="mw-cite-backlink"><b><a href="#cite_ref-JCB_9-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFRollinsonBailar1946" class="citation book cs1">Rollinson, Carl L.; Bailar, John C. Jr. (1946). "Tris(ethylenediamine)chromium(III) Salts". <i>Inorganic Syntheses</i>. Vol. 2. pp. 196–200. <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%2F9780470132333.ch60">10.1002/9780470132333.ch60</a>. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-0-470-13233-3" title="Special:BookSources/978-0-470-13233-3"><bdi>978-0-470-13233-3</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=bookitem&rft.atitle=Tris%28ethylenediamine%29chromium%28III%29+Salts&rft.btitle=Inorganic+Syntheses&rft.pages=196-200&rft.date=1946&rft_id=info%3Adoi%2F10.1002%2F9780470132333.ch60&rft.isbn=978-0-470-13233-3&rft.aulast=Rollinson&rft.aufirst=Carl+L.&rft.au=Bailar%2C+John+C.+Jr.&rfr_id=info%3Asid%2Fen.wikipedia.org%3AEthylenediamine" class="Z3988"></span></span> </li> <li id="cite_note-10"><span class="mw-cite-backlink"><b><a href="#cite_ref-10">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFKottiTimmonsLi2006" class="citation journal cs1">Kotti, S. R. S. S.; Timmons, C.; Li, G. (2006). "Vicinal diamino functionalities as privileged structural elements in biologically active compounds and exploitation of their synthetic chemistry". <i>Chemical Biology & Drug Design</i>. <b>67</b> (2): 101–114. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1111%2Fj.1747-0285.2006.00347.x">10.1111/j.1747-0285.2006.00347.x</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/16492158">16492158</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:37177899">37177899</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Chemical+Biology+%26+Drug+Design&rft.atitle=Vicinal+diamino+functionalities+as+privileged+structural+elements+in+biologically+active+compounds+and+exploitation+of+their+synthetic+chemistry&rft.volume=67&rft.issue=2&rft.pages=101-114&rft.date=2006&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A37177899%23id-name%3DS2CID&rft_id=info%3Apmid%2F16492158&rft_id=info%3Adoi%2F10.1111%2Fj.1747-0285.2006.00347.x&rft.aulast=Kotti&rft.aufirst=S.+R.+S.+S.&rft.au=Timmons%2C+C.&rft.au=Li%2C+G.&rfr_id=info%3Asid%2Fen.wikipedia.org%3AEthylenediamine" 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="CITEREFHogan_DJ1990" class="citation journal cs1">Hogan DJ (January 1990). "Allergic contact dermatitis to ethylenediamine. A continuing problem". <i><a href="/wiki/Dermatol_Clin" class="mw-redirect" title="Dermatol Clin">Dermatol Clin</a></i>. <b>8</b> (1): 133–6. <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%2FS0733-8635%2818%2930536-9">10.1016/S0733-8635(18)30536-9</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/2137392">2137392</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Dermatol+Clin&rft.atitle=Allergic+contact+dermatitis+to+ethylenediamine.+A+continuing+problem.&rft.volume=8&rft.issue=1&rft.pages=133-6&rft.date=1990-01&rft_id=info%3Adoi%2F10.1016%2FS0733-8635%2818%2930536-9&rft_id=info%3Apmid%2F2137392&rft.au=Hogan+DJ&rfr_id=info%3Asid%2Fen.wikipedia.org%3AEthylenediamine" class="Z3988"></span></span> </li> <li id="cite_note-12"><span class="mw-cite-backlink"><b><a href="#cite_ref-12">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFZuidema1985" class="citation journal cs1">Zuidema, J. (1985-08-23). "Ethylenediamine, profile of a sensitizing excipient". <i>Pharmacy World & Science</i>. <b>7</b> (4): 134–140. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1007%2FBF02097249">10.1007/BF02097249</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/3900925">3900925</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:11016366">11016366</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Pharmacy+World+%26+Science&rft.atitle=Ethylenediamine%2C+profile+of+a+sensitizing+excipient&rft.volume=7&rft.issue=4&rft.pages=134-140&rft.date=1985-08-23&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A11016366%23id-name%3DS2CID&rft_id=info%3Apmid%2F3900925&rft_id=info%3Adoi%2F10.1007%2FBF02097249&rft.aulast=Zuidema&rft.aufirst=J.&rfr_id=info%3Asid%2Fen.wikipedia.org%3AEthylenediamine" class="Z3988"></span></span> </li> <li id="cite_note-13"><span class="mw-cite-backlink"><b><a href="#cite_ref-13">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFHabibiMontazerozohoriLaleganiHarrington2006" class="citation journal cs1">Habibi, Mohammad Hossein; Montazerozohori, Morteza; Lalegani, Arash; Harrington, Ross W.; Clegg, William (2006). "Synthesis, structural and spectroscopic properties of a new Schiff base ligand N,N′-bis(trifluoromethylbenzylidene)ethylenediamine". <i>Journal of Fluorine Chemistry</i>. <b>127</b> (6): 769–773. <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%2Fj.jfluchem.2006.02.014">10.1016/j.jfluchem.2006.02.014</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Journal+of+Fluorine+Chemistry&rft.atitle=Synthesis%2C+structural+and+spectroscopic+properties+of+a+new+Schiff+base+ligand+N%2CN%E2%80%B2-bis%28trifluoromethylbenzylidene%29ethylenediamine&rft.volume=127&rft.issue=6&rft.pages=769-773&rft.date=2006&rft_id=info%3Adoi%2F10.1016%2Fj.jfluchem.2006.02.014&rft.aulast=Habibi&rft.aufirst=Mohammad+Hossein&rft.au=Montazerozohori%2C+Morteza&rft.au=Lalegani%2C+Arash&rft.au=Harrington%2C+Ross+W.&rft.au=Clegg%2C+William&rfr_id=info%3Asid%2Fen.wikipedia.org%3AEthylenediamine" class="Z3988"></span></span> </li> </ol></div></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=Ethylenediamine&action=edit&section=12" title="Edit section: External links"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p><span class="noviewer" typeof="mw:File"><a href="/wiki/File:Commons-logo.svg" class="mw-file-description"><img alt="" src="//upload.wikimedia.org/wikipedia/en/thumb/4/4a/Commons-logo.svg/12px-Commons-logo.svg.png" decoding="async" width="12" height="16" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/4/4a/Commons-logo.svg/18px-Commons-logo.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/4/4a/Commons-logo.svg/24px-Commons-logo.svg.png 2x" data-file-width="1024" data-file-height="1376" /></a></span> Media related to <a href="https://commons.wikimedia.org/wiki/Category:Ethylenediamine" class="extiw" title="commons:Category:Ethylenediamine">Ethylenediamine</a> at Wikimedia Commons </p> <ul><li><a rel="nofollow" class="external text" href="http://www.epa.gov/iris/subst/0528.htm">IRIS EPA Ethylenediamine</a></li> <li><a rel="nofollow" class="external text" href="https://www.cdc.gov/niosh/npg/npgd0269.html">CDC - NIOSH Pocket Guide to Chemical Hazards</a></li> <li><a rel="nofollow" class="external text" href="https://archive.today/20130102061829/http://www.chemicalland21.com/arokorhi/industrialchem/organic/ETHYLENEDIAMINE.htm">Chemical data</a></li></ul> <div class="navbox-styles"><style data-mw-deduplicate="TemplateStyles:r1129693374">.mw-parser-output .hlist dl,.mw-parser-output .hlist ol,.mw-parser-output .hlist ul{margin:0;padding:0}.mw-parser-output .hlist dd,.mw-parser-output .hlist dt,.mw-parser-output .hlist li{margin:0;display:inline}.mw-parser-output .hlist.inline,.mw-parser-output .hlist.inline dl,.mw-parser-output .hlist.inline ol,.mw-parser-output .hlist.inline ul,.mw-parser-output .hlist dl dl,.mw-parser-output .hlist dl ol,.mw-parser-output .hlist dl ul,.mw-parser-output .hlist ol dl,.mw-parser-output .hlist ol ol,.mw-parser-output .hlist ol ul,.mw-parser-output .hlist ul dl,.mw-parser-output .hlist ul ol,.mw-parser-output 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title="1,2-Diaminopropane">1,2-Diaminopropane</a></li> <li><a href="/wiki/2,4-Dimethyl-6-tert-butylphenol" title="2,4-Dimethyl-6-tert-butylphenol">2,4-Dimethyl-6-<i>tert</i>-butylphenol</a></li> <li><a class="mw-selflink selflink">Ethylenediamine</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Measurements</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/Folin%E2%80%93Ciocalteu_reagent" title="Folin–Ciocalteu reagent">Folin method</a></li> <li><a href="/wiki/Oxygen_radical_absorbance_capacity" title="Oxygen radical absorbance capacity">ORAC</a></li> <li><a href="/wiki/Trolox_equivalent_antioxidant_capacity" title="Trolox equivalent antioxidant capacity">TEAC</a></li> <li><a href="/wiki/Ferric_reducing_ability_of_plasma" title="Ferric reducing ability of plasma">FRAP</a></li></ul> </div></td></tr></tbody></table></div> <div 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