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Hexene - Wikipedia

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Available in 25 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-25" 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">25 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/%D9%87%D9%83%D8%B3%D9%8A%D9%86" title="هكسين – Arabic" lang="ar" hreflang="ar" data-title="هكسين" data-language-autonym="العربية" data-language-local-name="Arabic" class="interlanguage-link-target"><span>العربية</span></a></li><li class="interlanguage-link interwiki-az mw-list-item"><a href="https://az.wikipedia.org/wiki/Heksen" title="Heksen – Azerbaijani" lang="az" hreflang="az" data-title="Heksen" data-language-autonym="Azərbaycanca" data-language-local-name="Azerbaijani" class="interlanguage-link-target"><span>Azərbaycanca</span></a></li><li class="interlanguage-link interwiki-bn mw-list-item"><a href="https://bn.wikipedia.org/wiki/%E0%A6%B9%E0%A7%87%E0%A6%95%E0%A7%8D%E0%A6%B8%E0%A6%BF%E0%A6%A8" title="হেক্সিন – Bangla" lang="bn" hreflang="bn" data-title="হেক্সিন" data-language-autonym="বাংলা" data-language-local-name="Bangla" class="interlanguage-link-target"><span>বাংলা</span></a></li><li class="interlanguage-link interwiki-cs mw-list-item"><a href="https://cs.wikipedia.org/wiki/Hexen" title="Hexen – Czech" lang="cs" hreflang="cs" data-title="Hexen" 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/Hexene" title="Hexene – German" lang="de" hreflang="de" data-title="Hexene" data-language-autonym="Deutsch" data-language-local-name="German" class="interlanguage-link-target"><span>Deutsch</span></a></li><li class="interlanguage-link interwiki-et mw-list-item"><a href="https://et.wikipedia.org/wiki/Hekseen" title="Hekseen – Estonian" lang="et" hreflang="et" data-title="Hekseen" data-language-autonym="Eesti" data-language-local-name="Estonian" class="interlanguage-link-target"><span>Eesti</span></a></li><li class="interlanguage-link interwiki-fa mw-list-item"><a href="https://fa.wikipedia.org/wiki/%D9%87%DA%AF%D8%B2%D9%86_(%D8%A2%D9%84%DA%A9%D9%86)" title="هگزن (آلکن) – Persian" lang="fa" hreflang="fa" data-title="هگزن (آلکن)" data-language-autonym="فارسی" data-language-local-name="Persian" class="interlanguage-link-target"><span>فارسی</span></a></li><li class="interlanguage-link interwiki-ko mw-list-item"><a href="https://ko.wikipedia.org/wiki/%ED%97%A5%EC%84%BC" title="헥센 – Korean" lang="ko" hreflang="ko" data-title="헥센" data-language-autonym="한국어" data-language-local-name="Korean" class="interlanguage-link-target"><span>한국어</span></a></li><li class="interlanguage-link interwiki-hy mw-list-item"><a href="https://hy.wikipedia.org/wiki/%D5%80%D5%A5%D6%84%D5%BD%D5%A5%D5%B6" title="Հեքսեն – Armenian" lang="hy" hreflang="hy" data-title="Հեքսեն" data-language-autonym="Հայերեն" data-language-local-name="Armenian" class="interlanguage-link-target"><span>Հայերեն</span></a></li><li class="interlanguage-link interwiki-id mw-list-item"><a href="https://id.wikipedia.org/wiki/Heksena" title="Heksena – Indonesian" lang="id" hreflang="id" data-title="Heksena" 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/Esene" title="Esene – Italian" lang="it" hreflang="it" data-title="Esene" data-language-autonym="Italiano" data-language-local-name="Italian" class="interlanguage-link-target"><span>Italiano</span></a></li><li class="interlanguage-link interwiki-he mw-list-item"><a href="https://he.wikipedia.org/wiki/%D7%94%D7%A7%D7%A1%D7%9F" title="הקסן – Hebrew" lang="he" hreflang="he" data-title="הקסן" data-language-autonym="עברית" data-language-local-name="Hebrew" class="interlanguage-link-target"><span>עברית</span></a></li><li class="interlanguage-link interwiki-hu mw-list-item"><a href="https://hu.wikipedia.org/wiki/Hex%C3%A9n" title="Hexén – Hungarian" lang="hu" hreflang="hu" data-title="Hexén" data-language-autonym="Magyar" data-language-local-name="Hungarian" class="interlanguage-link-target"><span>Magyar</span></a></li><li class="interlanguage-link interwiki-ms mw-list-item"><a href="https://ms.wikipedia.org/wiki/Heksena" title="Heksena – Malay" lang="ms" hreflang="ms" data-title="Heksena" data-language-autonym="Bahasa Melayu" data-language-local-name="Malay" class="interlanguage-link-target"><span>Bahasa Melayu</span></a></li><li class="interlanguage-link interwiki-nl mw-list-item"><a href="https://nl.wikipedia.org/wiki/Hexeen" title="Hexeen – Dutch" lang="nl" hreflang="nl" data-title="Hexeen" 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%83%98%E3%82%AD%E3%82%BB%E3%83%B3" title="ヘキセン – Japanese" lang="ja" hreflang="ja" data-title="ヘキセン" 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/Hekseny" title="Hekseny – Polish" lang="pl" hreflang="pl" data-title="Hekseny" data-language-autonym="Polski" data-language-local-name="Polish" class="interlanguage-link-target"><span>Polski</span></a></li><li class="interlanguage-link interwiki-ro mw-list-item"><a href="https://ro.wikipedia.org/wiki/Hexen%C4%83" title="Hexenă – Romanian" lang="ro" hreflang="ro" data-title="Hexenă" 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%93%D0%B5%D0%BA%D1%81%D0%B5%D0%BD%D1%8B" title="Гексены – Russian" lang="ru" hreflang="ru" data-title="Гексены" data-language-autonym="Русский" data-language-local-name="Russian" class="interlanguage-link-target"><span>Русский</span></a></li><li class="interlanguage-link interwiki-simple mw-list-item"><a href="https://simple.wikipedia.org/wiki/Hexene" title="Hexene – Simple English" lang="en-simple" hreflang="en-simple" data-title="Hexene" data-language-autonym="Simple English" data-language-local-name="Simple English" class="interlanguage-link-target"><span>Simple English</span></a></li><li class="interlanguage-link interwiki-fi mw-list-item"><a href="https://fi.wikipedia.org/wiki/Hekseeni" title="Hekseeni – Finnish" lang="fi" hreflang="fi" data-title="Hekseeni" 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/Hexen" title="Hexen – Swedish" lang="sv" hreflang="sv" data-title="Hexen" data-language-autonym="Svenska" data-language-local-name="Swedish" class="interlanguage-link-target"><span>Svenska</span></a></li><li class="interlanguage-link interwiki-ta mw-list-item"><a href="https://ta.wikipedia.org/wiki/%E0%AE%8E%E0%AE%95%E0%AF%8D%E0%AE%9A%E0%AF%80%E0%AE%A9%E0%AF%8D" title="எக்சீன் – Tamil" lang="ta" hreflang="ta" data-title="எக்சீன்" data-language-autonym="தமிழ்" data-language-local-name="Tamil" class="interlanguage-link-target"><span>தமிழ்</span></a></li><li class="interlanguage-link interwiki-tr mw-list-item"><a href="https://tr.wikipedia.org/wiki/Hekzen" title="Hekzen – Turkish" lang="tr" hreflang="tr" data-title="Hekzen" data-language-autonym="Türkçe" data-language-local-name="Turkish" class="interlanguage-link-target"><span>Türkçe</span></a></li><li class="interlanguage-link interwiki-zh mw-list-item"><a href="https://zh.wikipedia.org/wiki/%E5%B7%B1%E7%83%AF" title="己烯 – Chinese" lang="zh" hreflang="zh" data-title="己烯" data-language-autonym="中文" data-language-local-name="Chinese" class="interlanguage-link-target"><span>中文</span></a></li> </ul> <div class="after-portlet after-portlet-lang"><span class="wb-langlinks-edit wb-langlinks-link"><a href="https://www.wikidata.org/wiki/Special:EntityPage/Q151366#sitelinks-wikipedia" title="Edit interlanguage links" class="wbc-editpage">Edit links</a></span></div> </div> </div> </div> </header> <div class="vector-page-toolbar"> <div 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</div> </div> <div class="vector-column-end"> <div class="vector-sticky-pinned-container"> <nav class="vector-page-tools-landmark" aria-label="Page tools"> <div id="vector-page-tools-pinned-container" class="vector-pinned-container"> </div> </nav> <nav class="vector-appearance-landmark" aria-label="Appearance"> <div id="vector-appearance-pinned-container" class="vector-pinned-container"> <div id="vector-appearance" class="vector-appearance vector-pinnable-element"> <div class="vector-pinnable-header vector-appearance-pinnable-header vector-pinnable-header-pinned" data-feature-name="appearance-pinned" data-pinnable-element-id="vector-appearance" data-pinned-container-id="vector-appearance-pinned-container" data-unpinned-container-id="vector-appearance-unpinned-container" > <div class="vector-pinnable-header-label">Appearance</div> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-pin-button" data-event-name="pinnable-header.vector-appearance.pin">move to 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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">Not to be confused with <a href="/wiki/Hexane" title="Hexane">hexane</a> or <a href="/wiki/Hexen_(disambiguation)" class="mw-redirect mw-disambig" title="Hexen (disambiguation)">hexen</a>.</div> <p>In <a href="/wiki/Organic_chemistry" title="Organic chemistry">organic chemistry</a>, <b>hexene</b> is a <a href="/wiki/Hydrocarbon" title="Hydrocarbon">hydrocarbon</a> with the <a href="/wiki/Chemical_formula" title="Chemical formula">chemical formula</a> <style data-mw-deduplicate="TemplateStyles:r1123817410">.mw-parser-output .template-chem2-su{display:inline-block;font-size:80%;line-height:1;vertical-align:-0.35em}.mw-parser-output .template-chem2-su>span{display:block;text-align:left}.mw-parser-output sub.template-chem2-sub{font-size:80%;vertical-align:-0.35em}.mw-parser-output sup.template-chem2-sup{font-size:80%;vertical-align:0.65em}</style><span class="chemf nowrap">C<sub class="template-chem2-sub">6</sub>H<sub class="template-chem2-sub">12</sub></span>. The prefix "hex" is derived from the fact that there are 6 <a href="/wiki/Carbon" title="Carbon">carbon</a> atoms in the molecule, while the "<a href="/wiki/-ene" title="-ene">-ene</a>" suffix denotes that there is an <a href="/wiki/Alkene" title="Alkene">alkene</a> present—two carbon atoms <a href="/wiki/Carbon%E2%80%93carbon_bond" title="Carbon–carbon bond">are connected</a> via a <a href="/wiki/Double_bond" title="Double bond">double bond</a>. There are several <a href="/wiki/Isomer" title="Isomer">isomers</a> of hexene,<sup id="cite_ref-1" class="reference"><a href="#cite_note-1"><span class="cite-bracket">&#91;</span>1<span class="cite-bracket">&#93;</span></a></sup> depending on the position and geometry of the double bond in the chain. One of the most common industrially useful isomers is <a href="/wiki/1-hexene" class="mw-redirect" title="1-hexene">1-hexene</a>, an <a href="/wiki/Alpha-olefin" class="mw-redirect" title="Alpha-olefin">alpha-olefin</a>. Hexene is used as a <a href="/wiki/Comonomer" title="Comonomer">comonomer</a> in the production of <a href="/wiki/Polyethylene" title="Polyethylene">polyethylene</a>. </p> <div class="mw-heading mw-heading2"><h2 id="Isomers">Isomers</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Hexene&amp;action=edit&amp;section=1" title="Edit section: Isomers"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>The following is a partial list of hexenes. </p> <table class="wikitable sortable"> <tbody><tr> <th>Name</th> <th><a href="/wiki/Structural_formula" title="Structural formula">Structural formula</a></th> <th><a href="/wiki/CAS_Number" class="mw-redirect" title="CAS Number">CAS Number</a></th> <th><a href="/wiki/Melting_point" title="Melting point">Melting point</a><sup id="cite_ref-CRC90_3_1_523_2-0" class="reference"><a href="#cite_note-CRC90_3_1_523-2"><span class="cite-bracket">&#91;</span>2<span class="cite-bracket">&#93;</span></a></sup><br />(°C)</th> <th><a href="/wiki/Boiling_point" title="Boiling point">Boiling point</a><sup id="cite_ref-CRC90_3_1_523_2-1" class="reference"><a href="#cite_note-CRC90_3_1_523-2"><span class="cite-bracket">&#91;</span>2<span class="cite-bracket">&#93;</span></a></sup><br />(°C)</th> <th><a href="/wiki/Density" title="Density">Density</a><sup id="cite_ref-CRC90_3_1_523_2-2" class="reference"><a href="#cite_note-CRC90_3_1_523-2"><span class="cite-bracket">&#91;</span>2<span class="cite-bracket">&#93;</span></a></sup><br />(g/cm<sup>3</sup>)</th> <th><a href="/wiki/Refractive_index" title="Refractive index">Refractive index</a><sup id="cite_ref-CRC90_3_1_523_2-3" class="reference"><a href="#cite_note-CRC90_3_1_523-2"><span class="cite-bracket">&#91;</span>2<span class="cite-bracket">&#93;</span></a></sup><br />(589&#160;nm) </th></tr> <tr> <td><a href="/wiki/1-hexene" class="mw-redirect" title="1-hexene">1-hexene</a></td> <td><span typeof="mw:File"><a href="/wiki/File:1-hexene_new.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/9/95/1-hexene_new.svg/140px-1-hexene_new.svg.png" decoding="async" width="140" height="28" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/9/95/1-hexene_new.svg/210px-1-hexene_new.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/9/95/1-hexene_new.svg/280px-1-hexene_new.svg.png 2x" data-file-width="330" data-file-height="65" /></a></span></td> <td>592-41-6</td> <td>−139.76</td> <td>63.48</td> <td>0.6685 (25&#160;°C)</td> <td>1.3852 (25&#160;°C) </td></tr> <tr> <td>(<i>E</i>)-2-hexene</td> <td><span typeof="mw:File"><a href="/wiki/File:Trans-2-hexene.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/0/00/Trans-2-hexene.svg/140px-Trans-2-hexene.svg.png" decoding="async" width="140" height="25" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/0/00/Trans-2-hexene.svg/210px-Trans-2-hexene.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/0/00/Trans-2-hexene.svg/280px-Trans-2-hexene.svg.png 2x" data-file-width="330" data-file-height="60" /></a></span></td> <td>4050-45-7</td> <td>−133</td> <td>67.9</td> <td>0.6733 (25&#160;°C)</td> <td>1.3936 (20&#160;°C) </td></tr> <tr> <td>(<i>Z</i>)-2-hexene</td> <td><span typeof="mw:File"><a href="/wiki/File:Cis-2-hexene.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/a/a8/Cis-2-hexene.svg/140px-Cis-2-hexene.svg.png" decoding="async" width="140" height="70" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/a/a8/Cis-2-hexene.svg/210px-Cis-2-hexene.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/a/a8/Cis-2-hexene.svg/280px-Cis-2-hexene.svg.png 2x" data-file-width="270" data-file-height="135" /></a></span></td> <td>7688-21-3</td> <td>−141.11</td> <td>68.8</td> <td>0.6824 (25&#160;°C)</td> <td>1.3979 (20&#160;°C) </td></tr> <tr> <td>(<i>E</i>)-3-hexene</td> <td><span typeof="mw:File"><a href="/wiki/File:Trans-3-hexene.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/2/23/Trans-3-hexene.svg/140px-Trans-3-hexene.svg.png" decoding="async" width="140" height="25" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/2/23/Trans-3-hexene.svg/210px-Trans-3-hexene.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/2/23/Trans-3-hexene.svg/280px-Trans-3-hexene.svg.png 2x" data-file-width="330" data-file-height="60" /></a></span></td> <td>13269-52-8</td> <td>−115.4</td> <td>67.1</td> <td>0.6772 (20&#160;°C)</td> <td>1.3943 (20&#160;°C) </td></tr> <tr> <td>(<i>Z</i>)-3-hexene</td> <td><span typeof="mw:File"><a href="/wiki/File:Cis-3-hexene.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/6/6c/Cis-3-hexene.svg/140px-Cis-3-hexene.svg.png" decoding="async" width="140" height="41" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/6/6c/Cis-3-hexene.svg/210px-Cis-3-hexene.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/6/6c/Cis-3-hexene.svg/280px-Cis-3-hexene.svg.png 2x" data-file-width="310" data-file-height="90" /></a></span></td> <td>7642-09-3</td> <td>−137.8</td> <td>66.4</td> <td>0.6778 (20&#160;°C)</td> <td>1.3947 (20&#160;°C) </td></tr></tbody></table> <p>There are a total of 13 different alkene isomers of hexene, excluding additional geometric (E/Z) and optical (R/S) isomers: </p> <ul><li>hex-1-ene</li> <li>hex-2-ene (E/Z)</li> <li>hex-3-ene (E/Z)</li> <li>2-methylpent-1-ene</li> <li>3-methylpent-1-ene (R/S)</li> <li>4-methylpent-1-ene</li> <li>2-methylpent-2-ene</li> <li>3-methylpent-2-ene (E/Z)</li> <li>4-methylpent-2-ene (E/Z)</li> <li>2,3-dimethylbut-1-ene</li> <li>3,3-dimethylbut-1-ene</li> <li>2-ethylbut-1-ene</li> <li>2,3-dimethylbut-2-ene</li></ul> <div class="mw-heading mw-heading2"><h2 id="See_also">See also</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Hexene&amp;action=edit&amp;section=2" title="Edit section: See also"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <ul><li><a href="/wiki/Cyclohexene" title="Cyclohexene">cyclohexene</a></li> <li><a href="/wiki/Neohexene" title="Neohexene">neohexene</a></li></ul> <div class="mw-heading mw-heading2"><h2 id="References">References</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Hexene&amp;action=edit&amp;section=3" 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 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rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><style data-mw-deduplicate="TemplateStyles:r1239400231">.mw-parser-output .navbar{display:inline;font-size:88%;font-weight:normal}.mw-parser-output .navbar-collapse{float:left;text-align:left}.mw-parser-output .navbar-boxtext{word-spacing:0}.mw-parser-output .navbar ul{display:inline-block;white-space:nowrap;line-height:inherit}.mw-parser-output .navbar-brackets::before{margin-right:-0.125em;content:"[ "}.mw-parser-output .navbar-brackets::after{margin-left:-0.125em;content:" ]"}.mw-parser-output .navbar li{word-spacing:-0.125em}.mw-parser-output .navbar a>span,.mw-parser-output .navbar a>abbr{text-decoration:inherit}.mw-parser-output .navbar-mini abbr{font-variant:small-caps;border-bottom:none;text-decoration:none;cursor:inherit}.mw-parser-output .navbar-ct-full{font-size:114%;margin:0 7em}.mw-parser-output .navbar-ct-mini{font-size:114%;margin:0 4em}html.skin-theme-clientpref-night .mw-parser-output .navbar li a abbr{color:var(--color-base)!important}@media(prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .navbar li a abbr{color:var(--color-base)!important}}@media print{.mw-parser-output .navbar{display:none!important}}</style><div class="navbar plainlinks hlist navbar-mini"><ul><li class="nv-view"><a href="/wiki/Template:Alkenes" title="Template:Alkenes"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Alkenes" title="Template talk:Alkenes"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Alkenes" title="Special:EditPage/Template:Alkenes"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Alkenes" style="font-size:114%;margin:0 4em"><a href="/wiki/Alkene" title="Alkene">Alkenes</a></div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%">Alkenes</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/Ethylene" title="Ethylene">Ethene</a> (<span class="chemf nowrap">C<sub class="template-chem2-sub">2</sub>H<sub class="template-chem2-sub">4</sub></span>)</li> <li><a href="/wiki/Propene" class="mw-redirect" title="Propene">Propene</a> (<span class="chemf nowrap">C<sub class="template-chem2-sub">3</sub>H<sub class="template-chem2-sub">6</sub></span>)</li> <li><a href="/wiki/Butene" title="Butene">Butene</a> (<span class="chemf nowrap">C<sub class="template-chem2-sub">4</sub>H<sub class="template-chem2-sub">8</sub></span>)</li> <li><a href="/wiki/Pentene" title="Pentene">Pentene</a> (<span class="chemf nowrap">C<sub class="template-chem2-sub">5</sub>H<sub class="template-chem2-sub">10</sub></span>)</li> <li><a class="mw-selflink selflink">Hexene</a> (<span class="chemf nowrap">C<sub class="template-chem2-sub">6</sub>H<sub class="template-chem2-sub">12</sub></span>)</li> <li><a href="/wiki/Heptene" title="Heptene">Heptene</a> (<span class="chemf nowrap">C<sub class="template-chem2-sub">7</sub>H<sub class="template-chem2-sub">14</sub></span>)</li> <li><a href="/wiki/Octene" title="Octene">Octene</a> (<span class="chemf nowrap">C<sub class="template-chem2-sub">8</sub>H<sub class="template-chem2-sub">16</sub></span>)</li> <li><a href="/wiki/Nonene" title="Nonene">Nonene</a> (<span class="chemf nowrap">C<sub class="template-chem2-sub">9</sub>H<sub class="template-chem2-sub">18</sub></span>)</li> <li><a href="/wiki/Decene" title="Decene">Decene</a> (<span class="chemf nowrap">C<sub class="template-chem2-sub">10</sub>H<sub class="template-chem2-sub">20</sub></span>)</li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Preparations</th><td class="navbox-list-with-group navbox-list navbox-even hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Dehydrohalogenation" title="Dehydrohalogenation">Dehydrohalogenation</a> from <a href="/wiki/Haloalkane" title="Haloalkane">haloalkane</a></li> <li><a href="/wiki/Dehydration_reaction" title="Dehydration reaction">Dehydration reaction</a> from <a href="/wiki/Alcohol_(chemistry)" title="Alcohol (chemistry)">alcohol</a></li> <li><a href="/wiki/Semihydrogenation" class="mw-redirect" title="Semihydrogenation">Semihydrogenation</a> from <a href="/wiki/Alkyne" title="Alkyne">alkyne</a></li> <li><a href="/wiki/Bamford%E2%80%93Stevens_reaction" title="Bamford–Stevens reaction">Bamford–Stevens reaction</a></li> <li><a href="/wiki/Barton%E2%80%93Kellogg_reaction" title="Barton–Kellogg reaction">Barton–Kellogg reaction</a></li> <li><a href="/wiki/Boord_olefin_synthesis" title="Boord olefin synthesis">Boord olefin synthesis</a></li> <li><a href="/wiki/Chugaev_elimination" title="Chugaev elimination">Chugaev elimination</a></li> <li><a href="/wiki/Cope_reaction" title="Cope reaction">Cope reaction</a></li> <li><a href="/wiki/Corey%E2%80%93Winter_olefin_synthesis" title="Corey–Winter olefin synthesis">Corey–Winter olefin synthesis</a></li> <li><a href="/wiki/Grieco_elimination" title="Grieco elimination">Grieco elimination</a></li> <li><a href="/wiki/Hofmann_elimination" title="Hofmann elimination">Hofmann elimination</a></li> <li><a href="/wiki/Horner%E2%80%93Wadsworth%E2%80%93Emmons_reaction" title="Horner–Wadsworth–Emmons reaction">Horner–Wadsworth–Emmons reaction</a></li> <li><a href="/wiki/Hydrazone_iodination" title="Hydrazone iodination">Hydrazone iodination</a></li> <li><a href="/wiki/Julia_olefination" title="Julia olefination">Julia olefination</a></li> <li><a href="/wiki/Kauffmann_olefination" title="Kauffmann olefination">Kauffmann olefination</a></li> <li><a href="/wiki/McMurry_reaction" title="McMurry reaction">McMurry reaction</a></li> <li><a href="/wiki/Peterson_olefination" title="Peterson olefination">Peterson olefination</a></li> <li><a href="/wiki/Ramberg%E2%80%93B%C3%A4cklund_reaction" title="Ramberg–Bäcklund reaction">Ramberg–Bäcklund reaction</a></li> <li><a href="/wiki/Shapiro_reaction" title="Shapiro reaction">Shapiro reaction</a></li> <li><a href="/wiki/Takai_olefination" title="Takai olefination">Takai olefination</a></li> <li><a href="/wiki/Wittig_reaction" title="Wittig reaction">Wittig reaction</a></li> <li><a href="/wiki/Olefin_metathesis" title="Olefin metathesis">Olefin metathesis</a></li> <li><a href="/wiki/Ene_reaction" title="Ene reaction">Ene reaction</a></li> <li><a href="/wiki/Cope_rearrangement" title="Cope rearrangement">Cope rearrangement</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Reactions</th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Hydrogenation" title="Hydrogenation">Hydrogenation</a></li> <li><a href="/wiki/Halogenation" title="Halogenation">Halogenation</a></li> <li><a href="/wiki/Hydration_reaction" title="Hydration reaction">Hydration</a></li> <li><a href="/wiki/Electrophilic_addition" title="Electrophilic addition">Electrophilic addition</a></li> <li><a href="/wiki/Oxymercuration_reaction" title="Oxymercuration reaction">Oxymercuration reaction</a></li> <li><a href="/wiki/Hydroboration" title="Hydroboration">Hydroboration</a></li> <li><a href="/wiki/Cyclopropanation" title="Cyclopropanation">Cyclopropanation</a></li> <li><a href="/wiki/Epoxidation" class="mw-redirect" title="Epoxidation">Epoxidation</a></li> <li><a href="/wiki/Dihydroxylation" title="Dihydroxylation">Dihydroxylation</a></li> <li><a href="/wiki/Ozonolysis" title="Ozonolysis">Ozonolysis</a></li> <li><a href="/wiki/Hydrohalogenation" title="Hydrohalogenation">Hydrohalogenation</a></li> <li><a href="/wiki/Polymerization" title="Polymerization">Polymerization</a></li> <li><a href="/wiki/Diels%E2%80%93Alder_reaction" title="Diels–Alder reaction">Diels–Alder reaction</a></li> <li><a href="/wiki/Wacker_process" title="Wacker process">Wacker process</a></li> <li><a href="/wiki/Dehydrogenation" title="Dehydrogenation">Dehydrogenation</a></li> <li><a href="/wiki/Ene_reaction" title="Ene reaction">Ene reaction</a></li> <li><a href="/wiki/Friedel-Crafts_Alkylation" class="mw-redirect" title="Friedel-Crafts Alkylation">Friedel-Crafts Alkylation</a></li></ul> </div></td></tr></tbody></table></div> <div class="navbox-styles"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236075235"></div><div role="navigation" class="navbox authority-control" aria-label="Navbox" style="padding:3px"><table class="nowraplinks hlist navbox-inner" style="border-spacing:0;background:transparent;color:inherit"><tbody><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Help:Authority_control" title="Help:Authority control">Authority control databases</a>: National <span class="mw-valign-text-top 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