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class="vector-toc-numb">1</span> <span>Synthese</span> </div> </a> <ul id="toc-Synthese-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Natuurlijk_voorkomen" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Natuurlijk_voorkomen"> <div class="vector-toc-text"> <span class="vector-toc-numb">2</span> <span>Natuurlijk voorkomen</span> </div> </a> <ul id="toc-Natuurlijk_voorkomen-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Zie_ook" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Zie_ook"> <div class="vector-toc-text"> <span class="vector-toc-numb">3</span> <span>Zie ook</span> </div> </a> <ul id="toc-Zie_ook-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Externe_links" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Externe_links"> <div class="vector-toc-text"> <span class="vector-toc-numb">4</span> <span>Externe links</span> </div> </a> <ul id="toc-Externe_links-sublist" class="vector-toc-list"> </ul> </li> </ul> </div> </div> </nav> </div> </div> <div class="mw-content-container"> <main id="content" class="mw-body"> <header class="mw-body-header vector-page-titlebar"> <nav aria-label="Inhoud" class="vector-toc-landmark"> <div id="vector-page-titlebar-toc" class="vector-dropdown vector-page-titlebar-toc vector-button-flush-left" > <input type="checkbox" id="vector-page-titlebar-toc-checkbox" role="button" aria-haspopup="true" data-event-name="ui.dropdown-vector-page-titlebar-toc" class="vector-dropdown-checkbox " aria-label="Inhoudsopgave omschakelen" > <label id="vector-page-titlebar-toc-label" for="vector-page-titlebar-toc-checkbox" class="vector-dropdown-label cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet cdx-button--icon-only " aria-hidden="true" ><span class="vector-icon mw-ui-icon-listBullet mw-ui-icon-wikimedia-listBullet"></span> <span class="vector-dropdown-label-text">Inhoudsopgave omschakelen</span> </label> <div class="vector-dropdown-content"> <div id="vector-page-titlebar-toc-unpinned-container" class="vector-unpinned-container"> </div> </div> </div> </nav> <h1 id="firstHeading" class="firstHeading mw-first-heading"><span class="mw-page-title-main">1,4-cyclohexadieen</span></h1> <div id="p-lang-btn" class="vector-dropdown mw-portlet mw-portlet-lang" > <input type="checkbox" id="p-lang-btn-checkbox" role="button" aria-haspopup="true" data-event-name="ui.dropdown-p-lang-btn" class="vector-dropdown-checkbox mw-interlanguage-selector" aria-label="Ga naar een artikel in een andere taal. Beschikbaar in 20 talen" > <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-20" 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">20 talen</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/4%D8%8C1-%D8%AD%D9%84%D9%82%D9%8A_%D8%A7%D9%84%D9%87%D9%83%D8%B3%D8%A7%D8%AF%D9%8A%D9%8A%D9%86" title="4،1-حلقي الهكساديين – Arabisch" lang="ar" hreflang="ar" data-title="4،1-حلقي الهكساديين" data-language-autonym="العربية" data-language-local-name="Arabisch" class="interlanguage-link-target"><span>العربية</span></a></li><li class="interlanguage-link interwiki-awa mw-list-item"><a href="https://awa.wikipedia.org/wiki/1,4-%E0%A4%B8%E0%A4%BE%E0%A4%87%E0%A4%95%E0%A5%8D%E0%A4%B2%E0%A5%8B%E0%A4%B9%E0%A5%87%E0%A4%95%E0%A5%8D%E0%A4%B8%E0%A4%BE%E0%A4%A1%E0%A4%BE%E0%A4%87%E0%A4%88%E0%A4%A8" title="1,4-साइक्लोहेक्साडाइईन – Awadhi" lang="awa" hreflang="awa" data-title="1,4-साइक्लोहेक्साडाइईन" data-language-autonym="अवधी" data-language-local-name="Awadhi" class="interlanguage-link-target"><span>अवधी</span></a></li><li class="interlanguage-link interwiki-azb mw-list-item"><a href="https://azb.wikipedia.org/wiki/%DB%B1%D9%AC%DB%B4-%D8%B3%DB%8C%DA%A9%D9%84%D9%88%D9%87%D9%82%D8%B2%D8%A7%D8%AF%DB%8C%D9%86" title="۱٬۴-سیکلوهقزادین – South Azerbaijani" lang="azb" hreflang="azb" data-title="۱٬۴-سیکلوهقزادین" data-language-autonym="تۆرکجه" data-language-local-name="South Azerbaijani" class="interlanguage-link-target"><span>تۆرکجه</span></a></li><li class="interlanguage-link interwiki-cs mw-list-item"><a href="https://cs.wikipedia.org/wiki/Cyklohexa-1,4-dien" title="Cyklohexa-1,4-dien – Tsjechisch" lang="cs" hreflang="cs" data-title="Cyklohexa-1,4-dien" data-language-autonym="Čeština" data-language-local-name="Tsjechisch" 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/1,4-Cyclohexadien" title="1,4-Cyclohexadien – Duits" lang="de" hreflang="de" data-title="1,4-Cyclohexadien" data-language-autonym="Deutsch" data-language-local-name="Duits" class="interlanguage-link-target"><span>Deutsch</span></a></li><li class="interlanguage-link interwiki-en mw-list-item"><a href="https://en.wikipedia.org/wiki/Cyclohexa-1,4-diene" title="Cyclohexa-1,4-diene – Engels" lang="en" hreflang="en" data-title="Cyclohexa-1,4-diene" data-language-autonym="English" data-language-local-name="Engels" class="interlanguage-link-target"><span>English</span></a></li><li class="interlanguage-link interwiki-eu mw-list-item"><a href="https://eu.wikipedia.org/wiki/1,4-ziklohexadieno" title="1,4-ziklohexadieno – Baskisch" lang="eu" hreflang="eu" data-title="1,4-ziklohexadieno" data-language-autonym="Euskara" data-language-local-name="Baskisch" 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/%DB%B1%D9%AC%DB%B4-%D8%B3%DB%8C%DA%A9%D9%84%D9%88%D9%87%DA%AF%D8%B2%D8%A7%D8%AF%DB%8C%D9%86" title="۱٬۴-سیکلوهگزادین – Perzisch" lang="fa" hreflang="fa" data-title="۱٬۴-سیکلوهگزادین" data-language-autonym="فارسی" data-language-local-name="Perzisch" 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/Cyclohexa-1,4-di%C3%A8ne" title="Cyclohexa-1,4-diène – Frans" lang="fr" hreflang="fr" data-title="Cyclohexa-1,4-diène" data-language-autonym="Français" data-language-local-name="Frans" class="interlanguage-link-target"><span>Français</span></a></li><li class="interlanguage-link interwiki-hi mw-list-item"><a href="https://hi.wikipedia.org/wiki/1,4-%E0%A4%B8%E0%A4%BE%E0%A4%87%E0%A4%95%E0%A5%8D%E0%A4%B2%E0%A5%8B%E0%A4%B9%E0%A5%87%E0%A4%95%E0%A5%8D%E0%A4%B8%E0%A4%BE%E0%A4%A1%E0%A4%BE%E0%A4%87%E0%A4%88%E0%A4%A8" title="1,4-साइक्लोहेक्साडाइईन – Hindi" lang="hi" hreflang="hi" data-title="1,4-साइक्लोहेक्साडाइईन" data-language-autonym="हिन्दी" data-language-local-name="Hindi" class="interlanguage-link-target"><span>हिन्दी</span></a></li><li class="interlanguage-link interwiki-hu mw-list-item"><a href="https://hu.wikipedia.org/wiki/1,4-Ciklohexadi%C3%A9n" title="1,4-Ciklohexadién – Hongaars" lang="hu" hreflang="hu" data-title="1,4-Ciklohexadién" data-language-autonym="Magyar" data-language-local-name="Hongaars" class="interlanguage-link-target"><span>Magyar</span></a></li><li class="interlanguage-link interwiki-it mw-list-item"><a href="https://it.wikipedia.org/wiki/1,4-cicloesadiene" title="1,4-cicloesadiene – Italiaans" lang="it" hreflang="it" data-title="1,4-cicloesadiene" data-language-autonym="Italiano" data-language-local-name="Italiaans" class="interlanguage-link-target"><span>Italiano</span></a></li><li class="interlanguage-link interwiki-ja mw-list-item"><a href="https://ja.wikipedia.org/wiki/1,4-%E3%82%B7%E3%82%AF%E3%83%AD%E3%83%98%E3%82%AD%E3%82%B5%E3%82%B8%E3%82%A8%E3%83%B3" title="1,4-シクロヘキサジエン – Japans" lang="ja" hreflang="ja" data-title="1,4-シクロヘキサジエン" data-language-autonym="日本語" data-language-local-name="Japans" class="interlanguage-link-target"><span>日本語</span></a></li><li class="interlanguage-link interwiki-ro mw-list-item"><a href="https://ro.wikipedia.org/wiki/1,4-ciclohexadien%C4%83" title="1,4-ciclohexadienă – Roemeens" lang="ro" hreflang="ro" data-title="1,4-ciclohexadienă" data-language-autonym="Română" data-language-local-name="Roemeens" 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/1,4-%D1%86%D0%B8%D0%BA%D0%BB%D0%BE%D0%B3%D0%B5%D0%BA%D1%81%D0%B0%D0%B4%D0%B8%D0%B5%D0%BD" title="1,4-циклогексадиен – Russisch" lang="ru" hreflang="ru" data-title="1,4-циклогексадиен" data-language-autonym="Русский" data-language-local-name="Russisch" class="interlanguage-link-target"><span>Русский</span></a></li><li class="interlanguage-link interwiki-sh mw-list-item"><a href="https://sh.wikipedia.org/wiki/1,4-Cikloheksadien" title="1,4-Cikloheksadien – Servo-Kroatisch" lang="sh" hreflang="sh" data-title="1,4-Cikloheksadien" data-language-autonym="Srpskohrvatski / српскохрватски" data-language-local-name="Servo-Kroatisch" class="interlanguage-link-target"><span>Srpskohrvatski / српскохрватски</span></a></li><li class="interlanguage-link interwiki-sr mw-list-item"><a href="https://sr.wikipedia.org/wiki/1,4-Cikloheksadien" title="1,4-Cikloheksadien – Servisch" lang="sr" hreflang="sr" data-title="1,4-Cikloheksadien" data-language-autonym="Српски / srpski" data-language-local-name="Servisch" class="interlanguage-link-target"><span>Српски / srpski</span></a></li><li class="interlanguage-link interwiki-ta mw-list-item"><a href="https://ta.wikipedia.org/wiki/1,4-%E0%AE%B5%E0%AE%B3%E0%AF%88%E0%AE%AF%E0%AE%AF%E0%AF%86%E0%AE%95%E0%AF%8D%E0%AE%9A%E0%AE%BE%E0%AE%9F%E0%AF%88%E0%AE%AF%E0%AF%80%E0%AE%A9%E0%AF%8D" title="1,4-வளையயெக்சாடையீன் – Tamil" lang="ta" hreflang="ta" data-title="1,4-வளையயெக்சாடையீன்" data-language-autonym="தமிழ்" data-language-local-name="Tamil" class="interlanguage-link-target"><span>தமிழ்</span></a></li><li class="interlanguage-link interwiki-vi mw-list-item"><a href="https://vi.wikipedia.org/wiki/1,4-Cyclohexadien" title="1,4-Cyclohexadien – Vietnamees" lang="vi" hreflang="vi" data-title="1,4-Cyclohexadien" data-language-autonym="Tiếng Việt" data-language-local-name="Vietnamees" class="interlanguage-link-target"><span>Tiếng Việt</span></a></li><li class="interlanguage-link interwiki-zh mw-list-item"><a href="https://zh.wikipedia.org/wiki/1,4-%E7%8E%AF%E5%B7%B1%E4%BA%8C%E7%83%AF" title="1,4-环己二烯 – Chinees" lang="zh" hreflang="zh" data-title="1,4-环己二烯" data-language-autonym="中文" data-language-local-name="Chinees" class="interlanguage-link-target"><span>中文</span></a></li> </ul> <div class="after-portlet after-portlet-lang"><span class="wb-langlinks-edit wb-langlinks-link"><a href="https://www.wikidata.org/wiki/Special:EntityPage/Q161523#sitelinks-wikipedia" title="Taalkoppelingen bewerken" class="wbc-editpage">Koppelingen bewerken</a></span></div> </div> </div> </div> </header> <div class="vector-page-toolbar"> <div class="vector-page-toolbar-container"> <div id="left-navigation"> <nav aria-label="Naamruimten"> <div id="p-associated-pages" class="vector-menu vector-menu-tabs mw-portlet mw-portlet-associated-pages" > <div class="vector-menu-content"> <ul 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colspan="3">Structuurformule en molecuulmodel </th></tr> <tr> <td style="text-align:center; padding:0;" colspan="3"><span typeof="mw:File"><a href="/wiki/Bestand:1,4-cyclohexadiene.svg" class="mw-file-description"><img alt="Structuurformule van 1,4-cyclohexadieen" src="//upload.wikimedia.org/wikipedia/commons/thumb/5/54/1%2C4-cyclohexadiene.svg/120px-1%2C4-cyclohexadiene.svg.png" decoding="async" width="120" height="131" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/5/54/1%2C4-cyclohexadiene.svg/180px-1%2C4-cyclohexadiene.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/5/54/1%2C4-cyclohexadiene.svg/240px-1%2C4-cyclohexadiene.svg.png 2x" data-file-width="193" data-file-height="210" /></a></span> </td></tr> <tr> <td style="text-align:center;" colspan="3"><div style="font-size:90%"><a href="/wiki/Structuurformule" title="Structuurformule">Structuurformule</a> van 1,4-cyclohexadieen</div> </td></tr> <tr> <th class="infobox-kop notheme" style="background-color:#DDEEFF; color:inherit; text-align:center;" colspan="3">Algemeen </th></tr> <tr> <th><a href="/wiki/Molecuulformule" title="Molecuulformule">Molecuulformule</a> </th> <td colspan="2">C<sub>6</sub>H<sub>8</sub> </td></tr> <tr> <th><a href="/wiki/IUPAC-nomenclatuur" title="IUPAC-nomenclatuur">IUPAC-naam</a> </th> <td colspan="2">cyclohexa-1,4-dieen </td></tr> <tr> <th><a href="/wiki/Nomenclatuur" title="Nomenclatuur">Andere namen</a> </th> <td colspan="2">1,4-cyclohexadieen, 1,4-dihydrobenzeen, 1,4-CHDN, CHDN </td></tr> <tr> <th><a href="/wiki/Molaire_massa" title="Molaire massa">Molmassa</a> </th> <td colspan="2">80,12772 <a href="/wiki/Gram_(eenheid)" title="Gram (eenheid)">g</a>/<a href="/wiki/Mol_(eenheid)" title="Mol (eenheid)">mol</a> </td></tr> <tr> <th><a href="/wiki/SMILES" title="SMILES">SMILES</a> </th> <td colspan="2"><div style="word-wrap:break-word; width:127px;">C1C=CCC=C1</div> </td></tr> <tr> <th><a href="/wiki/International_Chemical_Identifier" title="International Chemical Identifier">InChI</a> </th> <td colspan="2"><div style="word-wrap:break-word; width:127px;">1/C6H8/c1-2-4-6-5-3-1/h1-2,5-6H,3-4H2</div> </td></tr> <tr> <th><a href="/wiki/CAS-nummer" title="CAS-nummer">CAS-nummer</a> </th> <td colspan="2"><a rel="nofollow" class="external text" href="https://commonchemistry.cas.org/detail?cas_rn=628-41-1">628-41-1</a> </td></tr> <tr> <th><a href="/wiki/EG-nummer" title="EG-nummer">EG-nummer</a> </th> <td colspan="2"><a rel="nofollow" class="external text" href="http://echa.europa.eu/web/guest/information-on-chemicals/cl-inventory-database/-/cl-inventory/search-clinventory-by-other-identifier/211-043-1">211-043-1</a> </td></tr> <tr> <th><a href="/wiki/PubChem" title="PubChem">PubChem</a> </th> <td colspan="2"><a rel="nofollow" class="external text" href="http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=12343">12343</a> </td></tr> <tr> <th><a href="/wiki/Wikidata" title="Wikidata">Wikidata</a> </th> <td colspan="2"><a href="https://www.wikidata.org/wiki/Q161523" class="extiw" title="d:Q161523">Q161523</a> </td></tr> <tr> <th>Beschrijving </th> <td colspan="2">Heldere, kleurloze vloeistof </td></tr> <tr> <th class="infobox-kop notheme" style="background-color:#DDEEFF; color:inherit;" colspan="3">Waarschuwingen en veiligheidsmaatregelen </th></tr> <tr> <td class="ta-center" colspan="3"><table align="center" style="border-style:none;"><tbody><tr><td style="margin-left:auto;margin-right:auto;vertical-align:top;text-align:center;border-style:none;cell-padding:2px"><span typeof="mw:File"><a href="/wiki/Bestand:GHS-pictogram-flamme.svg" class="mw-file-description" title="Ontvlambaar"><img alt="Ontvlambaar" src="//upload.wikimedia.org/wikipedia/commons/thumb/6/6d/GHS-pictogram-flamme.svg/60px-GHS-pictogram-flamme.svg.png" decoding="async" width="60" height="60" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/6/6d/GHS-pictogram-flamme.svg/90px-GHS-pictogram-flamme.svg.png 1.5x, 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/></a></span></td></tr></tbody></table><b>Gevaar</b> </td></tr> <tr> <th><a href="/wiki/H-_en_P-zinnen" title="H- en P-zinnen">H-zinnen</a> </th> <td colspan="2"><abbr title="Licht ontvlambare vloeistof en damp.">H225</abbr> - <abbr title="Kan genetische schade veroorzaken ''<blootstellingsroute vermelden indien afdoende bewezen is dat het gevaar bij andere blootstellingsroutes niet aanwezig is>''.">H340</abbr> - <abbr title="Kan kanker veroorzaken ''<blootstellingsroute vermelden indien afdoende bewezen is dat het gevaar bij andere blootstellingsroutes niet aanwezig is>''.">H350</abbr> - <abbr title="Kan schade aan organen ''<of alle betrokken organen vermelden indien bekend>'' veroorzaken bij langdurige of herhaalde blootstelling ''<blootstellingsroute vermelden indien afdoende bewezen is dat het gevaar bij andere blootstellingsroutes niet aanwezig is>''.">H373</abbr> </td></tr> <tr> <th><span class="nowrap"><a href="/wiki/H-_en_P-zinnen" title="H- en P-zinnen">EUH-zinnen</a></span> </th> <td colspan="2"><i>geen</i> </td></tr> <tr> <th><a href="/wiki/H-_en_P-zinnen" title="H- en P-zinnen">P-zinnen</a> </th> <td colspan="2"><abbr title="Alvorens te gebruiken de speciale aanwijzingen raadplegen.">P201</abbr> - <abbr title="Verwijderd houden van warmte/vonken/open vuur/hete oppervlakken. Niet roken.">P210</abbr> - <abbr title="Na (mogelijke) blootstelling: een arts raadplegen.">P308+P313</abbr> </td></tr> <tr> <th class="infobox-kop notheme" style="background-color:#DDEEFF; color:inherit;" colspan="3">Fysische eigenschappen </th></tr> <tr> <th><a href="/wiki/Aggregatietoestand" title="Aggregatietoestand">Aggregatietoestand</a> </th> <td colspan="2">vloeibaar </td></tr> <tr> <th><a href="/wiki/Kleur_(hoofdbetekenis)" class="mw-redirect" title="Kleur (hoofdbetekenis)">Kleur</a> </th> <td colspan="2">kleurloos </td></tr> <tr> <th><a href="/wiki/Massadichtheid" title="Massadichtheid">Dichtheid</a> </th> <td colspan="2">0,847 g/cm³ </td></tr> <tr> <th><a href="/wiki/Smeltpunt" title="Smeltpunt">Smeltpunt</a> </th> <td colspan="2">−49,2 °C </td></tr> <tr> <th><a href="/wiki/Kookpunt" title="Kookpunt">Kookpunt</a> </th> <td colspan="2">88 °C </td></tr> <tr> <th><a href="/wiki/Vlampunt" title="Vlampunt">Vlampunt</a> </th> <td colspan="2">−6 °C </td></tr> <tr> <th>Goed oplosbaar in </th> <td colspan="2">alcohol, di-ethylether, benzeen, tolueen </td></tr> <tr> <th>Onoplosbaar in </th> <td colspan="2">water </td></tr> <tr> <th class="infobox-kop notheme" style="background-color:#DDEEFF; color:inherit;" colspan="3"><small>Tenzij anders vermeld zijn <a href="/wiki/Standaardomstandigheden" title="Standaardomstandigheden">standaardomstandigheden</a> gebruikt (298,15 <a href="/wiki/Kelvin_(eenheid)" title="Kelvin (eenheid)">K</a> of 25 <a href="/wiki/Celsius" title="Celsius">°C</a>, 1 <a href="/wiki/Bar_(druk)" title="Bar (druk)">bar</a>).</small> </th></tr> <tr> <td class="infobox-kop notheme center" style="background-color:#DDEEFF; color:inherit;" colspan="3"> <table cellspacing="0" cellpadding="0"> <tbody><tr> <td style="vertical-align:middle;"><b>Portaal</b>  <span class="noviewer" typeof="mw:File"><a href="/wiki/Bestand:Portal.svg" class="mw-file-description" title="Portaalicoon"><img alt="Portaalicoon" src="//upload.wikimedia.org/wikipedia/commons/thumb/c/c9/Portal.svg/22px-Portal.svg.png" decoding="async" width="22" height="20" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/c/c9/Portal.svg/33px-Portal.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/c/c9/Portal.svg/44px-Portal.svg.png 2x" data-file-width="36" data-file-height="32" /></a></span>   </td> <td class="ta-left"><b><a href="/wiki/Portaal:Scheikunde" title="Portaal:Scheikunde">Scheikunde</a> </b> </td></tr></tbody></table> </td></tr> </tbody></table> <p><b>1,4-cyclohexadieen</b> is een <a href="/wiki/Ontvlambaar" title="Ontvlambaar">ontvlambare</a> en <a href="/wiki/Giftigheid" title="Giftigheid">toxische</a>, heldere, kleurloze <a href="/wiki/Vloeistof" title="Vloeistof">vloeistof</a> met als <a href="/wiki/Brutoformule" title="Brutoformule">brutoformule</a> C<sub>6</sub>H<sub>8</sub>. Ze is niet oplosbaar in <a href="/wiki/Water" title="Water">water</a>. </p> <meta property="mw:PageProp/toc" /> <div class="mw-heading mw-heading2"><h2 id="Synthese">Synthese</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=1,4-cyclohexadieen&veaction=edit&section=1" title="Bewerk dit kopje: Synthese" class="mw-editsection-visualeditor"><span>bewerken</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=1,4-cyclohexadieen&action=edit&section=1" title="De broncode bewerken van de sectie: Synthese"><span>brontekst bewerken</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>1,4-cyclohexadieen en ervan afgeleide <a href="/wiki/Cycloalkeen" title="Cycloalkeen">cycloalkenen</a> kunnen <a href="/wiki/Chemische_synthese" title="Chemische synthese">gesynthetiseerd</a> worden uit <a href="/wiki/Benzeen" title="Benzeen">benzeen</a> met behulp van <a href="/wiki/Lithium_(element)" title="Lithium (element)">lithium</a> of <a href="/wiki/Natrium" title="Natrium">natrium</a> in vloeibare <a href="/wiki/Ammoniak" title="Ammoniak">ammoniak</a>, via de <a href="/wiki/Birch-reductie" title="Birch-reductie">Birch-reductie</a>. 1,4-cyclohexadieen <a href="/wiki/Oxidatie" title="Oxidatie">oxideert</a> echter makkelijk tot benzeen. De drijvende kracht daarachter is de vorming van de <a href="/wiki/Aromatische_verbinding" title="Aromatische verbinding">aromatische ring</a> en de stabilisatie door een cyclisch <a href="/wiki/Geconjugeerd_systeem" title="Geconjugeerd systeem">geconjugeerd systeem</a>. Op laboratoriumschaal is de reactie uit te voeren met behulp van een <a href="/wiki/Alkeen" title="Alkeen">alkeen</a> (bijvoorbeeld <a href="/wiki/Styreen" title="Styreen">styreen</a>) en een <a href="/wiki/Palladium_(element)" title="Palladium (element)">palladiumverbinding</a> op <a href="/wiki/Houtskool" title="Houtskool">houtskool</a> als <a href="/wiki/Katalysator" title="Katalysator">katalysator</a>. </p> <div class="mw-heading mw-heading2"><h2 id="Natuurlijk_voorkomen">Natuurlijk voorkomen</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=1,4-cyclohexadieen&veaction=edit&section=2" title="Bewerk dit kopje: Natuurlijk voorkomen" class="mw-editsection-visualeditor"><span>bewerken</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=1,4-cyclohexadieen&action=edit&section=2" title="De broncode bewerken van de sectie: Natuurlijk voorkomen"><span>brontekst bewerken</span></a><span class="mw-editsection-bracket">]</span></span></div> <p><a href="/wiki/Terpineen" title="Terpineen">γ-terpineen</a> vormt een natuurlijk derivaat van 1,4-cyclohexadieen, dat voorkomt in de <a href="/wiki/Etherische_olie" title="Etherische olie">etherische olie</a> afkomstig uit <a href="/wiki/Koriander" title="Koriander">koriander</a>, <a href="/wiki/Citroen_(vrucht)" title="Citroen (vrucht)">citroen</a> en <a href="/wiki/Komijn" title="Komijn">komijn</a>. </p> <div class="mw-heading mw-heading2"><h2 id="Zie_ook">Zie ook</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=1,4-cyclohexadieen&veaction=edit&section=3" title="Bewerk dit kopje: Zie ook" class="mw-editsection-visualeditor"><span>bewerken</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=1,4-cyclohexadieen&action=edit&section=3" title="De broncode bewerken van de sectie: Zie ook"><span>brontekst bewerken</span></a><span class="mw-editsection-bracket">]</span></span></div> <ul><li><a href="/wiki/1,3-cyclohexadieen" title="1,3-cyclohexadieen">1,3-cyclohexadieen</a></li></ul> <div class="mw-heading mw-heading2"><h2 id="Externe_links">Externe links</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=1,4-cyclohexadieen&veaction=edit&section=4" title="Bewerk dit kopje: Externe links" class="mw-editsection-visualeditor"><span>bewerken</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=1,4-cyclohexadieen&action=edit&section=4" title="De broncode bewerken van de sectie: Externe links"><span>brontekst bewerken</span></a><span class="mw-editsection-bracket">]</span></span></div> <ul><li><style data-mw-deduplicate="TemplateStyles:r67679320">.mw-parser-output .taalaanduiding{font-family:sans-serif;font-size:85%;cursor:help;color:var(--color-subtle,#555)}.mw-parser-output .taalaanduiding span{border-bottom:1px dotted var(--color-subtle,#555)}</style><span class="taalaanduiding" title="Taal: Engels">(<span>en</span>) </span> <a rel="nofollow" class="external text" href="https://web.archive.org/web/20071014082627/http://physchem.ox.ac.uk/MSDS/CY/1,4-cyclohexadiene.html">MSDS van <i>1,4-cyclohexadieen</i></a></li> <li><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r67679320"><span class="taalaanduiding" title="Taal: Engels">(<span>en</span>) </span> <a rel="nofollow" class="external text" href="http://www.rsc.org/delivery/_ArticleLinking/DisplayArticleForFree.cfm?doi=b107991n&JournalCode=CP">The photochemistry of 1,4-cyclohexadiene in solution and in the gas phase</a></li></ul> <style data-mw-deduplicate="TemplateStyles:r67837862">.mw-parser-output .navigatie{position:relative;clear:both;overflow:auto;margin:1em auto -0.5em;padding:2px;background-color:var(--background-color-neutral-subtle,#f8f9fa);border:1px solid 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.navigatie-titel{background-color:var(--background-color-interactive,#eaecf0)!important}}</style> <div class="navigatie" role="navigation" aria-labelledby="Cycloalkenen"> <div class="navigatie-afb-links noviewer"><div class="navigatie-bewerken show-autoconfirmed nomobile"><span class="nowrap skin-invert-image"><span typeof="mw:File"><a href="/wiki/Sjabloon:Navigatie_cycloalkenen" title="Sjabloon:Navigatie cycloalkenen"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/c/c4/OOjs_UI_icon_article-ltr.svg/16px-OOjs_UI_icon_article-ltr.svg.png" decoding="async" width="16" height="16" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/c/c4/OOjs_UI_icon_article-ltr.svg/24px-OOjs_UI_icon_article-ltr.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/c/c4/OOjs_UI_icon_article-ltr.svg/32px-OOjs_UI_icon_article-ltr.svg.png 2x" data-file-width="20" data-file-height="20" /></a></span> · <span class="ui-state-disabled" typeof="mw:File"><span title="Overleg sjabloon (de pagina bestaat niet)"><img alt="Overleg sjabloon (de pagina bestaat niet)" src="//upload.wikimedia.org/wikipedia/commons/thumb/4/40/OOjs_UI_icon_speechBubbles-ltr.svg/16px-OOjs_UI_icon_speechBubbles-ltr.svg.png" decoding="async" width="16" height="16" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/4/40/OOjs_UI_icon_speechBubbles-ltr.svg/24px-OOjs_UI_icon_speechBubbles-ltr.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/4/40/OOjs_UI_icon_speechBubbles-ltr.svg/32px-OOjs_UI_icon_speechBubbles-ltr.svg.png 2x" data-file-width="20" data-file-height="20" /></span></span> · <span typeof="mw:File"><a href="//nl.wikipedia.org/w/index.php?title=Sjabloon:Navigatie_cycloalkenen&action=edit" title="Sjabloon bewerken"><img alt="Sjabloon bewerken" src="//upload.wikimedia.org/wikipedia/commons/thumb/8/8a/OOjs_UI_icon_edit-ltr.svg/16px-OOjs_UI_icon_edit-ltr.svg.png" decoding="async" width="16" height="16" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/8/8a/OOjs_UI_icon_edit-ltr.svg/24px-OOjs_UI_icon_edit-ltr.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/8/8a/OOjs_UI_icon_edit-ltr.svg/32px-OOjs_UI_icon_edit-ltr.svg.png 2x" data-file-width="20" data-file-height="20" /></a></span></span></div></div> <div id="Cycloalkenen" class="navigatie-titel"><a href="/wiki/Cycloalkeen" title="Cycloalkeen">Cycloalkenen</a></div> <div class="navigatie-inhoud"> <style data-mw-deduplicate="TemplateStyles:r67785531">.mw-parser-output .navigatie-tabel{margin:0 auto 0 auto;text-align:left}.mw-parser-output .navigatie-tabel .links{text-align:right}.mw-parser-output .navigatie-tabel .rechts{padding-left:0.5em}@media screen and (max-width:640px){.mw-parser-output .navigatie-tabel tr{display:grid;grid-template-columns:1fr;width:100%;margin-bottom:0.5em}.mw-parser-output .navigatie-tabel tr:last-of-type{margin-bottom:0}.mw-parser-output .navigatie-tabel .links{text-align:unset}.mw-parser-output .navigatie-tabel .rechts{padding:unset}}</style><table class="navigatie-tabel vatop" cellpadding="0" cellspacing="0" style=""><tbody><tr><td class="links" style=""><b>Cycloalkeen:</b></td><td class="rechts"><a href="/wiki/Cyclopropeen" title="Cyclopropeen">Cyclopropeen</a> · <a href="/wiki/Cyclobuteen" title="Cyclobuteen">Cyclobuteen</a> · <a href="/wiki/Cyclopenteen" title="Cyclopenteen">Cyclopenteen</a> · <a href="/wiki/Cyclohexeen" title="Cyclohexeen">Cyclohexeen</a> · <a href="/wiki/Cyclohepteen" title="Cyclohepteen">Cyclohepteen</a> · <a href="/wiki/Cyclo-octeen" title="Cyclo-octeen">Cyclo-octeen</a> · <a href="/wiki/Cyclononeen" title="Cyclononeen">Cyclononeen</a></td></tr><tr><td class="links"><b>Cyclodieen:</b></td><td class="rechts"><a href="/wiki/Cyclobutadieen" title="Cyclobutadieen">Cyclobutadieen</a> · <a href="/wiki/Cyclopentadieen" title="Cyclopentadieen">Cyclopentadieen</a> · <a href="/wiki/1,3-cyclohexadieen" title="1,3-cyclohexadieen">1,3-cyclohexadieen</a> · <a class="mw-selflink selflink">1,4-cyclohexadieen</a> · <a href="/wiki/1,3-cycloheptadieen" title="1,3-cycloheptadieen">1,3-cycloheptadieen</a> · <a href="/wiki/1,4-cycloheptadieen" title="1,4-cycloheptadieen">1,4-cycloheptadieen</a> · <a href="/wiki/1,3-cyclo-octadieen" title="1,3-cyclo-octadieen">1,3-cyclo-octadieen</a> · <a href="/wiki/1,4-cyclo-octadieen" title="1,4-cyclo-octadieen">1,4-cyclo-octadieen</a> · <a href="/wiki/1,5-cyclo-octadieen" title="1,5-cyclo-octadieen">1,5-cyclo-octadieen</a></td></tr><tr><td class="links"><b>Cyclotrieen:</b></td><td class="rechts"><a href="/wiki/Benzeen" title="Benzeen">Benzeen</a> · <a href="/wiki/Cycloheptatrieen" title="Cycloheptatrieen">Cycloheptatrieen</a> · <a href="/wiki/1,3,6-cyclo-octatrieen" title="1,3,6-cyclo-octatrieen">1,3,6-cyclo-octatrieen</a> · <a href="/wiki/1,5,9-cyclododecatrieen" title="1,5,9-cyclododecatrieen">1,5,9-cyclododecatrieen</a></td></tr><tr><td class="links"><b>Cyclopolyeen:</b></td><td class="rechts"><a href="/wiki/Cyclo-octatetraeen" title="Cyclo-octatetraeen">Cyclo-octatetraeen</a> · <a href="/wiki/Cyclononatetraeen" title="Cyclononatetraeen">Cyclononatetraeen</a> · <a href="/wiki/Cyclo-octadecanonaeen" title="Cyclo-octadecanonaeen">Cyclo-octadecanonaeen</a></td></tr></tbody></table> </div></div>    </div><noscript><img src="https://login.wikimedia.org/wiki/Special:CentralAutoLogin/start?type=1x1" alt="" width="1" height="1" style="border: none; position: absolute;"></noscript> <div class="printfooter" data-nosnippet="">Overgenomen van "<a dir="ltr" href="https://nl.wikipedia.org/w/index.php?title=1,4-cyclohexadieen&oldid=60960585">https://nl.wikipedia.org/w/index.php?title=1,4-cyclohexadieen&oldid=60960585</a>"</div></div> <div id="catlinks" class="catlinks" data-mw="interface"><div id="mw-normal-catlinks" class="mw-normal-catlinks"><a href="/wiki/Categorie:Alles" title="Categorie:Alles">Categorieën</a>: <ul><li><a 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