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Heptane - Wikipedia

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href="https://bg.wikipedia.org/wiki/%D0%A5%D0%B5%D0%BF%D1%82%D0%B0%D0%BD" title="Хептан – Bulgarian" lang="bg" hreflang="bg" data-title="Хептан" data-language-autonym="Български" data-language-local-name="Bulgarian" class="interlanguage-link-target"><span>Български</span></a></li><li class="interlanguage-link interwiki-da mw-list-item"><a href="https://da.wikipedia.org/wiki/Heptan" title="Heptan – Danish" lang="da" hreflang="da" data-title="Heptan" data-language-autonym="Dansk" data-language-local-name="Danish" class="interlanguage-link-target"><span>Dansk</span></a></li><li class="interlanguage-link interwiki-de mw-list-item"><a href="https://de.wikipedia.org/wiki/Heptane" title="Heptane – German" lang="de" hreflang="de" data-title="Heptane" 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/Heptano" title="Heptano – Spanish" lang="es" hreflang="es" data-title="Heptano" data-language-autonym="Español" data-language-local-name="Spanish" class="interlanguage-link-target"><span>Español</span></a></li><li class="interlanguage-link interwiki-fr mw-list-item"><a href="https://fr.wikipedia.org/wiki/Heptane" title="Heptane – French" lang="fr" hreflang="fr" data-title="Heptane" data-language-autonym="Français" data-language-local-name="French" class="interlanguage-link-target"><span>Français</span></a></li><li class="interlanguage-link interwiki-he mw-list-item"><a href="https://he.wikipedia.org/wiki/%D7%94%D7%A4%D7%98%D7%90%D7%9F" title="הפטאן – Hebrew" lang="he" hreflang="he" data-title="הפטאן" 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/Hept%C3%A1n" title="Heptán – Hungarian" lang="hu" hreflang="hu" data-title="Heptán" 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/Heptana" title="Heptana – Malay" lang="ms" hreflang="ms" data-title="Heptana" 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-no mw-list-item"><a href="https://no.wikipedia.org/wiki/Heptan" title="Heptan – Norwegian Bokmål" lang="nb" hreflang="nb" data-title="Heptan" data-language-autonym="Norsk bokmål" data-language-local-name="Norwegian Bokmål" class="interlanguage-link-target"><span>Norsk bokmål</span></a></li><li class="interlanguage-link interwiki-nds mw-list-item"><a href="https://nds.wikipedia.org/wiki/Heptan" title="Heptan – Low German" lang="nds" hreflang="nds" data-title="Heptan" 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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 sidebar</button> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-unpin-button" data-event-name="pinnable-header.vector-appearance.unpin">hide</button> </div> </div> </div> </nav> </div> </div> <div id="bodyContent" class="vector-body" aria-labelledby="firstHeading" data-mw-ve-target-container> <div class="vector-body-before-content"> <div class="mw-indicators"> </div> <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: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">Not to be confused with <a href="/wiki/Heptene" title="Heptene">heptene</a> or <a href="/wiki/Heptyne" title="Heptyne">heptyne</a>.</div> <p> <style data-mw-deduplicate="TemplateStyles:r1268415487">.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%}@media screen{html.skin-theme-clientpref-night .mw-parser-output .ib-chembox figure:not(.skin-invert-image):not(.skin-invert):not(.bg-transparent){background:var(--background-color-inverted,#f8f9fa)}}@media screen and (prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .ib-chembox figure:not(.skin-invert-image):not(.skin-invert):not(.bg-transparent){background:var(--background-color-inverted,#f8f9fa)}}</style> </p> <table class="infobox ib-chembox"> <caption>Heptane </caption> <tbody><tr> <td colspan="2" style="text-align:center; padding:2px;"><figure class="mw-halign-center skin-invert-image" typeof="mw:File"><a href="/wiki/File:Heptane-2D-Skeletal.svg" class="mw-file-description"><img alt="Skeletal formula of heptane" src="//upload.wikimedia.org/wikipedia/commons/thumb/e/e5/Heptane-2D-Skeletal.svg/250px-Heptane-2D-Skeletal.svg.png" decoding="async" width="220" height="38" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/e/e5/Heptane-2D-Skeletal.svg/330px-Heptane-2D-Skeletal.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/e/e5/Heptane-2D-Skeletal.svg/440px-Heptane-2D-Skeletal.svg.png 2x" data-file-width="476" data-file-height="83" /></a><figcaption></figcaption></figure> </td></tr> <tr> <td colspan="2" style="text-align:center; padding:2px;"><figure class="mw-halign-center skin-invert-image" typeof="mw:File"><a href="/wiki/File:HeptaneFull.png" class="mw-file-description"><img alt="Skeletal formula of heptane of all implicit carbons shown, and all explicit hydrogens added" src="//upload.wikimedia.org/wikipedia/commons/thumb/1/15/HeptaneFull.png/220px-HeptaneFull.png" decoding="async" width="220" height="91" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/1/15/HeptaneFull.png/330px-HeptaneFull.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/1/15/HeptaneFull.png/440px-HeptaneFull.png 2x" data-file-width="718" data-file-height="298" /></a><figcaption></figcaption></figure> </td></tr> <tr> <td colspan="2" style="text-align:center; padding:2px;"><figure class="mw-halign-center bg-transparent" typeof="mw:File"><a href="/wiki/File:Heptane_3D_ball.png" class="mw-file-description"><img alt="Ball-and-stick model of the heptane molecule" src="//upload.wikimedia.org/wikipedia/commons/thumb/1/13/Heptane_3D_ball.png/250px-Heptane_3D_ball.png" decoding="async" width="220" height="87" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/1/13/Heptane_3D_ball.png/330px-Heptane_3D_ball.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/1/13/Heptane_3D_ball.png/500px-Heptane_3D_ball.png 2x" data-file-width="2538" data-file-height="1000" /></a><figcaption></figcaption></figure> </td></tr> <tr> <th colspan="2" style="background: #f8eaba;color:inherit; 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;">Heptane<sup id="cite_ref-2" class="reference"><a href="#cite_note-2"><span class="cite-bracket">&#91;</span>2<span class="cite-bracket">&#93;</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;">Septane<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></div> </td></tr> <tr> <th colspan="2" style="background: #f8eaba;color:inherit; 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=142-82-5">142-82-5</a></span><sup>&#160;<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=CCCCCCC">Interactive image</a></span></li></ul></div> </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Beilstein_database" title="Beilstein database">Beilstein Reference</a></div> </td> <td>1730763 </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=43098">CHEBI:43098</a></span><sup>&#160;<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/ChEMBL134658">ChEMBL134658</a></span><sup>&#160;<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.8560.html">8560</a></span><sup>&#160;<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/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>205-563-8</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>49760 </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=&amp;term=n-heptane">n-heptane</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/8900">8900</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>MI7700000</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/456148SDMJ">456148SDMJ</a></span><sup>&#160;<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>1206 </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;"><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/C7H16/c1-3-5-7-6-4-2/h3-7H2,1-2H3<sup>&#160;<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:&#160;IMNFDUFMRHMDMM-UHFFFAOYSA-N<sup>&#160;<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;"><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%;">CCCCCCC</div></li></ul> </div> </td></tr> <tr> <th colspan="2" style="background: #f8eaba;color:inherit; 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>7</sub><span title="Hydrogen">H</span><sub>16</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="7002100205000000000♠"></span>100.205</span>&#160;g·mol<sup>−1</sup> &#x20; </td></tr> <tr> <td>Appearance </td> <td>Colourless liquid </td></tr> <tr> <td><a href="/wiki/Odor" title="Odor">Odor</a> </td> <td>Petrolic </td></tr> <tr> <td><a href="/wiki/Density" title="Density">Density</a> </td> <td>0.6795 g cm<sup>−3</sup><sup id="cite_ref-b92_3-0" class="reference"><a href="#cite_note-b92-3"><span class="cite-bracket">&#91;</span>3<span class="cite-bracket">&#93;</span></a></sup> </td></tr> <tr> <td><a href="/wiki/Melting_point" title="Melting point">Melting point</a> </td> <td>−90.549<sup id="cite_ref-b92_3-1" class="reference"><a href="#cite_note-b92-3"><span class="cite-bracket">&#91;</span>3<span class="cite-bracket">&#93;</span></a></sup>&#160;°C (−130.988&#160;°F; 182.601&#160;K) </td></tr> <tr> <td><a href="/wiki/Boiling_point" title="Boiling point">Boiling point</a> </td> <td>98.38<sup id="cite_ref-b92_3-2" class="reference"><a href="#cite_note-b92-3"><span class="cite-bracket">&#91;</span>3<span class="cite-bracket">&#93;</span></a></sup>&#160;°C (209.08&#160;°F; 371.53&#160;K) </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Aqueous_solution" title="Aqueous solution">Solubility in water</a></div> </td> <td>0.0003% (20&#160;°C)<sup id="cite_ref-PGCH_4-0" class="reference"><a href="#cite_note-PGCH-4"><span class="cite-bracket">&#91;</span>4<span class="cite-bracket">&#93;</span></a></sup> </td></tr> <tr> <td><a href="/wiki/Partition_coefficient" title="Partition coefficient">log <i>P</i></a> </td> <td>4.274 </td></tr> <tr> <td><a href="/wiki/Vapor_pressure" title="Vapor pressure">Vapor pressure</a> </td> <td>5.33 kPa (at 20.0&#160;°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&#39;s law">Henry's law<br />constant</a>&#160;(<i>k</i><sub>H</sub>)</div> </td> <td>12 nmol 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> (&#967;)</div> </td> <td>−85.24·10<sup>−6</sup> cm<sup>3</sup>/mol </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Refractive_index" title="Refractive index">Refractive index</a> (<i>n</i><sub>D</sub>)</div> </td> <td>1.3855<sup id="cite_ref-b92_3-3" class="reference"><a href="#cite_note-b92-3"><span class="cite-bracket">&#91;</span>3<span class="cite-bracket">&#93;</span></a></sup> </td></tr> <tr> <td><a href="/wiki/Viscosity" title="Viscosity">Viscosity</a> </td> <td>0.389 mPa·s<sup id="cite_ref-Dymond1994_5-0" class="reference"><a href="#cite_note-Dymond1994-5"><span class="cite-bracket">&#91;</span>5<span class="cite-bracket">&#93;</span></a></sup> </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Dipole#Molecular_dipoles" title="Dipole">Dipole moment</a></div> </td> <td>0.0 D </td></tr> <tr> <th colspan="2" style="background: #f8eaba;color:inherit; 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>224.64 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>328.57 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>−225.2 – −223.6 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>−4.825 – −4.809 MJ mol<sup>−1</sup> </td></tr> <tr> <th colspan="2" style="background: #f8eaba;color:inherit; text-align: center;">Hazards </th></tr> <tr> <td colspan="2" style="text-align:left; background-color:#eaeaea;color:inherit;"><a href="/wiki/Globally_Harmonized_System_of_Classification_and_Labelling_of_Chemicals" title="Globally Harmonized System of Classification and Labelling of Chemicals"><b>GHS</b> labelling</a>: </td></tr> <tr> <td style="padding-left:1em;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/GHS_hazard_pictograms" title="GHS hazard pictograms">Pictograms</a></div> </td> <td><span typeof="mw:File"><a href="/wiki/File:GHS-pictogram-flamme.svg" class="mw-file-description" title="GHS02: Flammable"><img alt="GHS02: Flammable" src="//upload.wikimedia.org/wikipedia/commons/thumb/6/6d/GHS-pictogram-flamme.svg/50px-GHS-pictogram-flamme.svg.png" decoding="async" width="50" height="50" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/6/6d/GHS-pictogram-flamme.svg/75px-GHS-pictogram-flamme.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/6/6d/GHS-pictogram-flamme.svg/100px-GHS-pictogram-flamme.svg.png 2x" data-file-width="512" data-file-height="512" /></a></span> <span typeof="mw:File"><a href="/wiki/File:GHS-pictogram-exclam.svg" class="mw-file-description" title="GHS07: Exclamation mark"><img alt="GHS07: Exclamation mark" src="//upload.wikimedia.org/wikipedia/commons/thumb/c/c3/GHS-pictogram-exclam.svg/50px-GHS-pictogram-exclam.svg.png" decoding="async" width="50" height="50" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/c/c3/GHS-pictogram-exclam.svg/75px-GHS-pictogram-exclam.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/c/c3/GHS-pictogram-exclam.svg/100px-GHS-pictogram-exclam.svg.png 2x" data-file-width="512" data-file-height="512" /></a></span> <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> <span typeof="mw:File"><a href="/wiki/File:GHS-pictogram-pollu.svg" class="mw-file-description" title="GHS09: Environmental hazard"><img alt="GHS09: Environmental hazard" src="//upload.wikimedia.org/wikipedia/commons/thumb/b/b9/GHS-pictogram-pollu.svg/60px-GHS-pictogram-pollu.svg.png" decoding="async" width="50" height="50" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/b/b9/GHS-pictogram-pollu.svg/120px-GHS-pictogram-pollu.svg.png 1.5x" 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="H225: Highly flammable liquid and vapour">H225</abbr>, <abbr class="abbr" title="H304: May be fatal if swallowed and enters airways">H304</abbr>, <abbr class="abbr" title="H315: Causes skin irritation">H315</abbr>, <abbr class="abbr" title="H336: May cause drowsiness or dizziness">H336</abbr>, <abbr class="abbr" title="H410: Very toxic to aquatic life with long lasting effects">H410</abbr> </td></tr> <tr> <td style="padding-left:1em;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/GHS_precautionary_statements" title="GHS precautionary statements">Precautionary statements</a></div> </td> <td><abbr class="abbr" title="P210: Keep away from heat, hot surfaces, sparks, open flames and other ignition sources. No smoking.">P210</abbr>, <abbr class="abbr" title="P261: Avoid breathing dust/fume/gas/mist/vapours/spray.">P261</abbr>, <abbr class="abbr" title="P273: Avoid release to the environment.">P273</abbr>, <abbr class="abbr" title="P301+P310: IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.">P301+P310</abbr>, <abbr class="abbr" title="P331: Do NOT induce vomiting.">P331</abbr> </td></tr> <tr> <td><a href="/wiki/NFPA_704" title="NFPA 704"><b>NFPA 704</b></a> (fire&#160;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_dc8789d9d8c839e4" /></span><map name="ImageMap_dc8789d9d8c839e4"><area href="/wiki/NFPA_704#Blue" shape="poly" coords="23,23,47,47,23,70,0,47" alt="Health 1: Exposure would cause irritation but only minor residual injury. E.g. turpentine" title="Health 1: Exposure would cause irritation but only minor residual injury. E.g. turpentine" /><area href="/wiki/NFPA_704#Red" shape="poly" coords="47,0,70,23,47,47,23,23" alt="Flammability 3: Liquids and solids that can be ignited under almost all ambient temperature conditions. Flash point between 23 and 38 °C (73 and 100 °F). E.g. gasoline" title="Flammability 3: Liquids and solids that can be ignited under almost all ambient temperature conditions. Flash point between 23 and 38 °C (73 and 100 °F). E.g. gasoline" /><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 1: Exposure would cause irritation but only minor residual injury. E.g. turpentine" class="notheme mw-no-invert">1</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 3: Liquids and solids that can be ignited under almost all ambient temperature conditions. Flash point between 23 and 38 °C (73 and 100 °F). E.g. gasoline" class="notheme mw-no-invert">3</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>−4.0&#160;°C (24.8&#160;°F; 269.1&#160;K) </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Autoignition_temperature" title="Autoignition temperature">Autoignition<br />temperature</a></div> </td> <td>223.0&#160;°C (433.4&#160;°F; 496.1&#160;K) </td></tr> <tr> <td><a href="/wiki/Explosive_limit" class="mw-redirect" title="Explosive limit">Explosive limits</a> </td> <td>1.05–6.7% </td></tr> <tr> <td colspan="2" style="text-align:left; background-color:#eaeaea;color:inherit;"><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;">LC<sub>50</sub> (<a href="/wiki/Lethal_dose#LC50" title="Lethal dose">median concentration</a>)</div> </td> <td>17,986 ppm (mouse, 2 hr)<sup id="cite_ref-IDLH_6-0" class="reference"><a href="#cite_note-IDLH-6"><span class="cite-bracket">&#91;</span>6<span class="cite-bracket">&#93;</span></a></sup> </td></tr> <tr> <td style="padding-left:1em;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;">LC<sub>Lo</sub> (<a href="/wiki/Lethal_dose#LCLo" title="Lethal dose">lowest published</a>)</div> </td> <td>16,000 ppm (human)<br />15,000 ppm (mouse, 30 min)<sup id="cite_ref-IDLH_6-1" class="reference"><a href="#cite_note-IDLH-6"><span class="cite-bracket">&#91;</span>6<span class="cite-bracket">&#93;</span></a></sup> </td></tr> <tr> <td colspan="2" style="text-align:left; background-color:#eaeaea;color:inherit;"><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 500 ppm (2000 mg/m<sup>3</sup>)<sup id="cite_ref-PGCH_4-1" class="reference"><a href="#cite_note-PGCH-4"><span class="cite-bracket">&#91;</span>4<span class="cite-bracket">&#93;</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 85 ppm (350 mg/m<sup>3</sup>) C 440 ppm (1800 mg/m<sup>3</sup>) [15-minute]<sup id="cite_ref-PGCH_4-2" class="reference"><a href="#cite_note-PGCH-4"><span class="cite-bracket">&#91;</span>4<span class="cite-bracket">&#93;</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>750 ppm<sup id="cite_ref-PGCH_4-3" class="reference"><a href="#cite_note-PGCH-4"><span class="cite-bracket">&#91;</span>4<span class="cite-bracket">&#93;</span></a></sup> </td></tr> <tr> <th colspan="2" style="background: #f8eaba;color:inherit; text-align: center;">Related compounds </th></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;">Related alkanes</div> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409" /><div class="plainlist"><ul><li><a href="/wiki/Hexane" title="Hexane">Hexane</a></li><li><a href="/wiki/Octane" title="Octane">Octane</a></li></ul></div> </td></tr> <tr> <td colspan="2" style="text-align:left; background:#f8eaba; color:inherit; 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&#160;°C [77&#160;°F], 100&#160;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>&#160;<span class="reflink plainlinks nourlexpansion"><a class="external text" href="https://en.wikipedia.org/w/index.php?title=Special:ComparePages&amp;rev1=443853887&amp;page2=Heptane">verify</a></span>&#160;(<a href="/wiki/Wikipedia:WikiProject_Chemicals/Chembox_validation" title="Wikipedia:WikiProject Chemicals/Chembox validation">what is</a>&#160;<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>&#160;?) </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>Heptane</b> or <b><i>n</i>-heptane</b> is the straight-chain <a href="/wiki/Alkane" title="Alkane">alkane</a> with the <a href="/wiki/Chemical_formula" title="Chemical formula">chemical formula</a> H<sub>3</sub>C(CH<sub>2</sub>)<sub>5</sub>CH<sub>3</sub> or C<sub>7</sub>H<sub>16</sub>. When used as a test fuel component in <a href="/wiki/Engine_knocking" title="Engine knocking">anti-knock</a> test engines, a 100% heptane fuel is the zero point of the <a href="/wiki/Octane_rating" title="Octane rating">octane rating</a> scale (the 100 point is 100% <a href="/wiki/2,2,4-Trimethylpentane" title="2,2,4-Trimethylpentane">iso-octane</a>). Octane number equates to the anti-knock qualities of a comparison mixture of heptane and iso-octane which is expressed as the percentage of iso-octane in heptane, and is listed on pumps for <a href="/wiki/Gasoline" title="Gasoline">gasoline</a> (petrol) dispensed globally. </p> <meta property="mw:PageProp/toc" /> <div class="mw-heading mw-heading2"><h2 id="History">History</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Heptane&amp;action=edit&amp;section=1" title="Edit section: History"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Normal heptane was discovered in 1862 by <a href="/wiki/Carl_Schorlemmer" title="Carl Schorlemmer">Carl Schorlemmer</a>, who, while analyzing pyrolysis products of the <a href="/wiki/Cannel_coal" title="Cannel coal">cannel coal</a> mined in <a href="/wiki/Wigan" title="Wigan">Wigan</a>, identified, separated by <a href="/wiki/Fractional_distillation" title="Fractional distillation">fractional distillation</a> and studied a series of liquid hydrocarbons inert to <a href="/wiki/Nitric_acid" title="Nitric acid">nitric</a> and <a href="/wiki/Sulfuric_acid" title="Sulfuric acid">sulfuric</a> acids. One of them, which he called <b>hydride of</b> <b>heptyl (oenanthyl)</b>, had an <a href="/wiki/Empirical_formula" title="Empirical formula">empirical formula</a> of C<sub>7</sub>H<sub>16</sub>, density of 0.709 at 18&#160;°C and boiled between 98 and 99&#160;°C.<sup id="cite_ref-7" class="reference"><a href="#cite_note-7"><span class="cite-bracket">&#91;</span>7<span class="cite-bracket">&#93;</span></a></sup> In the next year he identified the same compound in the <a href="/wiki/Pennsylvania_oil_rush" title="Pennsylvania oil rush">Pennsylvanian oil</a>.<sup id="cite_ref-8" class="reference"><a href="#cite_note-8"><span class="cite-bracket">&#91;</span>8<span class="cite-bracket">&#93;</span></a></sup> By 1872 he switched his nomenclature to the modern one.<sup id="cite_ref-9" class="reference"><a href="#cite_note-9"><span class="cite-bracket">&#91;</span>9<span class="cite-bracket">&#93;</span></a></sup> </p><p>During the <a href="/wiki/American_Civil_War" title="American Civil War">American Civil War</a> and shortly thereafter Californians discovered that some pines gave <a href="/wiki/Turpentine" title="Turpentine">turpentine</a> with unusual properties. It took until 1879 to identify heptane as the cause of that (see below for details), and only by the end of the century was this fact accepted by European chemists.<sup id="cite_ref-10" class="reference"><a href="#cite_note-10"><span class="cite-bracket">&#91;</span>10<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Uses">Uses</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Heptane&amp;action=edit&amp;section=2" title="Edit section: Uses"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Heptane and its many isomers are widely used in <a href="/wiki/Laboratory" title="Laboratory">laboratories</a> as a non-polar <a href="/wiki/Solvent" title="Solvent">solvent</a>.<sup id="cite_ref-11" class="reference"><a href="#cite_note-11"><span class="cite-bracket">&#91;</span>11<span class="cite-bracket">&#93;</span></a></sup> It is often preferred to <a href="/wiki/Hexane" title="Hexane">hexane</a> due to heptane being comparatively less toxic and less volatile.<sup id="cite_ref-12" class="reference"><a href="#cite_note-12"><span class="cite-bracket">&#91;</span>12<span class="cite-bracket">&#93;</span></a></sup> As a <a href="/wiki/Liquid" title="Liquid">liquid</a>, it is ideal for transport and storage. In the grease spot test, heptane is used to dissolve an oil spot to show the previous presence of organic compounds on a stained paper. This is done by shaking the stained paper in a heptane solution for about half a minute.<sup class="noprint Inline-Template Template-Fact" style="white-space:nowrap;">&#91;<i><a href="/wiki/Wikipedia:Citation_needed" title="Wikipedia:Citation needed"><span title="This claim needs references to reliable sources. (July 2009)">citation needed</span></a></i>&#93;</sup> </p><p>Aqueous <a href="/wiki/Bromine" title="Bromine">bromine</a> may be distinguished from aqueous <a href="/wiki/Iodine" title="Iodine">iodine</a> by its appearance after <a href="/wiki/Extraction_(chemistry)" title="Extraction (chemistry)">extraction</a> into heptane. In water, both bromine and iodine appear <a href="/wiki/Brown" title="Brown">brown</a>. However, iodine turns <a href="/wiki/Purple" title="Purple">purple</a> when dissolved in heptane, whereas the bromine solution remains brown. </p><p>Heptane is commercially available as both pure and mixed isomers for use in paints and coatings, as the <a href="/wiki/Rubber_cement" title="Rubber cement">rubber cement</a> solvent "Bestine",<sup id="cite_ref-13" class="reference"><a href="#cite_note-13"><span class="cite-bracket">&#91;</span>13<span class="cite-bracket">&#93;</span></a></sup> the outdoor stove fuel "Powerfuel" by Primus, as pure <i>n</i>-heptane for research and development and pharmaceutical manufacturing and as a minor component of <a href="/wiki/Gasoline" title="Gasoline">gasoline</a> (petrol). On average, gasoline is about 1% heptane.<sup id="cite_ref-14" class="reference"><a href="#cite_note-14"><span class="cite-bracket">&#91;</span>14<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-15" class="reference"><a href="#cite_note-15"><span class="cite-bracket">&#91;</span>15<span class="cite-bracket">&#93;</span></a></sup> </p><p>Heptane is also used as an <a href="/wiki/Adhesive_remover" title="Adhesive remover">adhesive remover</a> by <a href="/wiki/Stamp_collecting" title="Stamp collecting">stamp collectors</a>. Since 1974, the <a href="/wiki/United_States_Postal_Service" title="United States Postal Service">United States Postal Service</a> has issued <a href="/wiki/Self-adhesive_stamp" title="Self-adhesive stamp">self-adhesive stamps</a> that some collectors find difficult to separate from envelopes via the traditional method of soaking in water. Heptane-based products like Bestine, as well as <a href="/wiki/Limonene" title="Limonene">limonene</a>-based products, have become popular solvents for removing stamps more easily.<sup id="cite_ref-16" class="reference"><a href="#cite_note-16"><span class="cite-bracket">&#91;</span>16<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Octane_rating_scale">Octane rating scale</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Heptane&amp;action=edit&amp;section=3" title="Edit section: Octane rating scale"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p><i>n</i>-Heptane is defined as the zero point of the <a href="/wiki/Octane_rating" title="Octane rating">octane rating</a> scale. It is a lighter component in <a href="/wiki/Gasoline" title="Gasoline">gasoline</a> and burns more <a href="/wiki/Explosive" title="Explosive">explosively</a>, causing <a href="/wiki/Engine" title="Engine">engine</a> pre-ignition (<a href="/wiki/Engine_knocking" title="Engine knocking">knocking</a>) in its pure form, as opposed to <a href="/wiki/Octane" title="Octane">octane</a> isomers, which burn more slowly and give less knocking. It was originally chosen as the zero point of the scale because of the availability of very high purity <i>n</i>-heptane, unmixed with other isomers of heptane or other alkanes, distilled from the <a href="/wiki/Resin" title="Resin">resin</a> of <a href="/wiki/Jeffrey_pine" class="mw-redirect" title="Jeffrey pine">Jeffrey pine</a> and from the fruit of <i><a href="/wiki/Pittosporum_resiniferum" title="Pittosporum resiniferum">Pittosporum resiniferum</a></i>. Other sources of heptane and octane, produced from <a href="/wiki/Crude_oil" class="mw-redirect" title="Crude oil">crude oil</a>, contain a mixture of different isomers with greatly differing ratings, and do not give as precise a zero point. </p> <div class="mw-heading mw-heading2"><h2 id="Isomers_and_enantiomers">Isomers and enantiomers</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Heptane&amp;action=edit&amp;section=4" title="Edit section: Isomers and enantiomers"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236090951" /><div role="note" class="hatnote navigation-not-searchable">Main article: <a href="/wiki/C7H16" title="C7H16">C7H16</a></div> <p>Heptane has nine <a href="/wiki/Isomer" title="Isomer">isomers</a>, or eleven if <a href="/wiki/Enantiomer" title="Enantiomer">enantiomers</a> are counted: </p> <ul><li>Heptane (<i>n</i>-heptane), H<sub>3</sub>C–CH<sub>2</sub>–CH<sub>2</sub>–CH<sub>2</sub>–CH<sub>2</sub>–CH<sub>2</sub>–CH<sub>3</sub>,</li> <li><a href="/wiki/2-Methylhexane" title="2-Methylhexane">2-Methylhexane</a> (isoheptane), H<sub>3</sub>C–CH(CH<sub>3</sub>)–CH<sub>2</sub>–CH<sub>2</sub>–CH<sub>2</sub>–CH<sub>3</sub>,</li> <li><a href="/wiki/3-Methylhexane" title="3-Methylhexane">3-Methylhexane</a>, H<sub>3</sub>C–CH<sub>2</sub>–C<sup>*</sup>H(CH<sub>3</sub>)–CH<sub>2</sub>–CH<sub>2</sub>–CH<sub>3</sub> (<a href="/wiki/Chirality_(chemistry)" title="Chirality (chemistry)">chiral</a>),</li> <li><a href="/wiki/2,2-Dimethylpentane" title="2,2-Dimethylpentane">2,2-Dimethylpentane</a> (neoheptane), H<sub>3</sub>C–C(CH<sub>3</sub>)<sub>2</sub>–CH<sub>2</sub>–CH<sub>2</sub>–CH<sub>3</sub>,</li> <li><a href="/wiki/2,3-Dimethylpentane" title="2,3-Dimethylpentane">2,3-Dimethylpentane</a>, H<sub>3</sub>C–CH(CH<sub>3</sub>)–C<sup>*</sup>H(CH<sub>3</sub>)–CH<sub>2</sub>–CH<sub>3</sub> (<a href="/wiki/Chirality_(chemistry)" title="Chirality (chemistry)">chiral</a>),</li> <li><a href="/wiki/2,4-Dimethylpentane" title="2,4-Dimethylpentane">2,4-Dimethylpentane</a>, H<sub>3</sub>C–CH(CH<sub>3</sub>)–CH<sub>2</sub>–CH(CH<sub>3</sub>)–CH<sub>3</sub>,</li> <li><a href="/wiki/3,3-Dimethylpentane" title="3,3-Dimethylpentane">3,3-Dimethylpentane</a>, H<sub>3</sub>C–CH<sub>2</sub>–C(CH<sub>3</sub>)<sub>2</sub>–CH<sub>2</sub>–CH<sub>3</sub>,</li> <li><a href="/wiki/3-Ethylpentane" title="3-Ethylpentane">3-Ethylpentane</a>, H<sub>3</sub>C–CH<sub>2</sub>–CH(CH<sub>2</sub>CH<sub>3</sub>)–CH<sub>2</sub>–CH<sub>3</sub>,</li> <li><a href="/wiki/2,2,3-Trimethylbutane" class="mw-redirect" title="2,2,3-Trimethylbutane">2,2,3-Trimethylbutane</a>, H<sub>3</sub>C–C(CH<sub>3</sub>)<sub>2</sub>–CH(CH<sub>3</sub>)–CH<sub>3</sub>, also known as pentamethylethane and triptane.<sup id="cite_ref-17" class="reference"><a href="#cite_note-17"><span class="cite-bracket">&#91;</span>17<span class="cite-bracket">&#93;</span></a></sup></li></ul> <div class="mw-heading mw-heading2"><h2 id="Preparation">Preparation</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Heptane&amp;action=edit&amp;section=5" title="Edit section: Preparation"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>The linear <i>n</i>-heptane can be obtained from <a href="/wiki/Jeffrey_pine" class="mw-redirect" title="Jeffrey pine">Jeffrey pine</a> oil.<sup id="cite_ref-edgar_18-0" class="reference"><a href="#cite_note-edgar-18"><span class="cite-bracket">&#91;</span>18<span class="cite-bracket">&#93;</span></a></sup> The six branched isomers without a quaternary carbon can be prepared by creating a suitable secondary or tertiary <a href="/wiki/Alcohol_(chemistry)" title="Alcohol (chemistry)">alcohol</a> by the <a href="/wiki/Grignard_reaction" title="Grignard reaction">Grignard reaction</a>, converting it to an <a href="/wiki/Alkene" title="Alkene">alkene</a> by <a href="/wiki/Dehydration" title="Dehydration">dehydration</a>, and <a href="/wiki/Hydrogenation" title="Hydrogenation">hydrogenating</a> the latter.<sup id="cite_ref-edgar_18-1" class="reference"><a href="#cite_note-edgar-18"><span class="cite-bracket">&#91;</span>18<span class="cite-bracket">&#93;</span></a></sup> The 2,2-dimethylpentane isomer can be prepared by reacting <i>tert</i>-butyl chloride with <i>n</i>-propyl magnesium bromide.<sup id="cite_ref-edgar_18-2" class="reference"><a href="#cite_note-edgar-18"><span class="cite-bracket">&#91;</span>18<span class="cite-bracket">&#93;</span></a></sup> The 3,3-dimethylpentane isomer can be prepared from <i>tert</i>-amyl chloride and ethyl magnesium bromide.<sup id="cite_ref-edgar_18-3" class="reference"><a href="#cite_note-edgar-18"><span class="cite-bracket">&#91;</span>18<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Health_risks">Health risks</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Heptane&amp;action=edit&amp;section=6" title="Edit section: Health risks"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Acute exposure to heptane vapors can cause <a href="/wiki/Dizziness" title="Dizziness">dizziness</a>, stupor, incoordination, loss of appetite, nausea, dermatitis, chemical pneumonitis, unconsciousness, or possible peripheral neuropathy.<sup id="cite_ref-19" class="reference"><a href="#cite_note-19"><span class="cite-bracket">&#91;</span>19<span class="cite-bracket">&#93;</span></a></sup> </p><p>In a <a href="/wiki/Centers_for_Disease_Control_and_Prevention" title="Centers for Disease Control and Prevention">CDC</a> study, it was found that prolonged exposure to heptane may also cause a state of <a href="/wiki/Solvent#Acute_exposure" title="Solvent">intoxication</a> and uncontrolled hilarity in some participants and a <a href="/wiki/Stupor" title="Stupor">stupor</a> lasting for 30 minutes after exposure for others.<sup id="cite_ref-20" class="reference"><a href="#cite_note-20"><span class="cite-bracket">&#91;</span>20<span class="cite-bracket">&#93;</span></a></sup> Prolonged exposure can also lead to <a href="/wiki/Skin_dryness" class="mw-redirect" title="Skin dryness">skin dryness</a> or cracking, since the substance defats skin.<sup id="cite_ref-21" class="reference"><a href="#cite_note-21"><span class="cite-bracket">&#91;</span>21<span class="cite-bracket">&#93;</span></a></sup> </p><p>According to information from the New Jersey Department of Health and Senior Services, <i>n</i>-heptane can penetrate the skin, and further health effects may occur immediately or shortly after exposure to it. Exposure to <i>n</i>-heptane may lead to short-term health effects like irritation of the eyes, nose, or throat, headache, dizziness, or loss of consciousness; and chronic health effects, like reduced memory and concentration, sleep disturbance, and reduced coordination due to its effects on the nervous system.<sup id="cite_ref-22" class="reference"><a href="#cite_note-22"><span class="cite-bracket">&#91;</span>22<span class="cite-bracket">&#93;</span></a></sup> </p><p>Upon chronic exposure, it can pose a <a href="/wiki/Reproductive_toxicity" title="Reproductive toxicity">reproductive hazard</a> or <a href="/wiki/Carcinogen" title="Carcinogen">cancer risks</a>.<sup id="cite_ref-23" class="reference"><a href="#cite_note-23"><span class="cite-bracket">&#91;</span>23<span class="cite-bracket">&#93;</span></a></sup> </p> <table class="wikitable"> <caption> </caption> <tbody><tr> <th><b>Route</b> </th> <th>Side Effects </th> <th>First Aid Procedure </th></tr> <tr> <td>Ingestion </td> <td>Nausea, diarrhea, headache, stomach pain, intoxication, heart failure </td> <td>Seek medical attention </td></tr> <tr> <td>Eye Contamination </td> <td>Irritation </td> <td>Immediate irrigation </td></tr> <tr> <td>Skin Contamination </td> <td>Irritaion, dermatitis; can be absorbed and produce similar effects to inhalation </td> <td>Immediate wash with soap </td></tr> <tr> <td>Inhalation </td> <td>Irritation, coughing, difficulty breathing, headache, drowsiness, dizziness, unconsciousness, coma, death </td> <td>Respiratory support </td></tr></tbody></table> <p><sup id="cite_ref-24" class="reference"><a href="#cite_note-24"><span class="cite-bracket">&#91;</span>24<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-25" class="reference"><a href="#cite_note-25"><span class="cite-bracket">&#91;</span>25<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-26" class="reference"><a href="#cite_note-26"><span class="cite-bracket">&#91;</span>26<span class="cite-bracket">&#93;</span></a></sup> </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=Heptane&amp;action=edit&amp;section=7" title="Edit section: References"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <style data-mw-deduplicate="TemplateStyles:r1239543626">.mw-parser-output .reflist{margin-bottom:0.5em;list-style-type:decimal}@media screen{.mw-parser-output .reflist{font-size:90%}}.mw-parser-output .reflist .references{font-size:100%;margin-bottom:0;list-style-type:inherit}.mw-parser-output .reflist-columns-2{column-width:30em}.mw-parser-output .reflist-columns-3{column-width:25em}.mw-parser-output .reflist-columns{margin-top:0.3em}.mw-parser-output .reflist-columns ol{margin-top:0}.mw-parser-output .reflist-columns li{page-break-inside:avoid;break-inside:avoid-column}.mw-parser-output .reflist-upper-alpha{list-style-type:upper-alpha}.mw-parser-output .reflist-upper-roman{list-style-type:upper-roman}.mw-parser-output .reflist-lower-alpha{list-style-type:lower-alpha}.mw-parser-output .reflist-lower-greek{list-style-type:lower-greek}.mw-parser-output .reflist-lower-roman{list-style-type:lower-roman}</style><div class="reflist reflist-columns references-column-width" style="column-width: 30em;"> <ol class="references"> <li id="cite_note-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 id="CITEREFHofmann1867" class="citation journal cs1">Hofmann, August Wilhelm Von (1 January 1867). "I. On the action of trichloride of phosphorus on the salts of the aromatic monamines". <i>Proceedings of the Royal Society of London</i>. <b>15</b>: <span class="nowrap">54–</span>62. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1098%2Frspl.1866.0018">10.1098/rspl.1866.0018</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a>&#160;<a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:98496840">98496840</a>.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&amp;rft.genre=article&amp;rft.jtitle=Proceedings+of+the+Royal+Society+of+London&amp;rft.atitle=I.+On+the+action+of+trichloride+of+phosphorus+on+the+salts+of+the+aromatic+monamines&amp;rft.volume=15&amp;rft.pages=%3Cspan+class%3D%22nowrap%22%3E54-%3C%2Fspan%3E62&amp;rft.date=1867-01-01&amp;rft_id=info%3Adoi%2F10.1098%2Frspl.1866.0018&amp;rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A98496840%23id-name%3DS2CID&amp;rft.aulast=Hofmann&amp;rft.aufirst=August+Wilhelm+Von&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3AHeptane" 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 class="citation web cs1"><a rel="nofollow" class="external text" href="https://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=8900&amp;loc=ec_rcs">"n-heptane – Compound Summary"</a>. <i>PubChem Compound</i>. USA: National Center for Biotechnology Information. 16 September 2004. Identification and Related Records<span class="reference-accessdate">. Retrieved <span class="nowrap">2 January</span> 2012</span>.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&amp;rft.genre=unknown&amp;rft.jtitle=PubChem+Compound&amp;rft.atitle=n-heptane+%E2%80%93+Compound+Summary&amp;rft.pages=Identification+and+Related+Records&amp;rft.date=2004-09-16&amp;rft_id=https%3A%2F%2Fpubchem.ncbi.nlm.nih.gov%2Fsummary%2Fsummary.cgi%3Fcid%3D8900%26loc%3Dec_rcs&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3AHeptane" class="Z3988"></span></span> </li> <li id="cite_note-b92-3"><span class="mw-cite-backlink">^ <a href="#cite_ref-b92_3-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-b92_3-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-b92_3-2"><sup><i><b>c</b></i></sup></a> <a href="#cite_ref-b92_3-3"><sup><i><b>d</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite id="CITEREFHaynes2011" class="citation book cs1">Haynes, William M., ed. 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US Department of Commerce, U.S. Bureau of Mines: <span class="nowrap">1–</span>10.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&amp;rft.genre=article&amp;rft.jtitle=Report+of+Investigations&amp;rft.atitle=Odor+intensity+and+symptoms+produced+by+commercial+propane%2C+butane%2C+pentane%2C+hexane%2C+and+heptane+vapor.&amp;rft.volume=2979&amp;rft.issue=December&amp;rft.pages=%3Cspan+class%3D%22nowrap%22%3E1-%3C%2Fspan%3E10&amp;rft.date=1929&amp;rft.aulast=Patty&amp;rft.aufirst=FA&amp;rft.au=Yant%2C+WP&amp;rft_id=https%3A%2F%2Fbabel.hathitrust.org%2Fcgi%2Fpt%3Fid%3Dumn.31951000866454o%3Bview%3D1up%3Bseq%3D652&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3AHeptane" class="Z3988"></span></span> </li> <li id="cite_note-20"><span class="mw-cite-backlink"><b><a href="#cite_ref-20">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://www.cdc.gov/niosh/idlh/142825.html">"CDC - Immediately Dangerous to Life or Health Concentrations (IDLH): n-Heptane - NIOSH Publications and Products"</a>. <i>www.cdc.gov</i>. 2 November 2018<span class="reference-accessdate">. Retrieved <span class="nowrap">6 December</span> 2021</span>.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&amp;rft.genre=unknown&amp;rft.jtitle=www.cdc.gov&amp;rft.atitle=CDC+-+Immediately+Dangerous+to+Life+or+Health+Concentrations+%28IDLH%29%3A+n-Heptane+-+NIOSH+Publications+and+Products&amp;rft.date=2018-11-02&amp;rft_id=https%3A%2F%2Fwww.cdc.gov%2Fniosh%2Fidlh%2F142825.html&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3AHeptane" class="Z3988"></span></span> </li> <li id="cite_note-21"><span class="mw-cite-backlink"><b><a href="#cite_ref-21">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://chemicalsafety.ilo.org/dyn/icsc/showcard.display?p_lang=en&amp;p_card_id=0657&amp;p_version=2">"ICSC 0657 - n-HEPTANE"</a>. <i>chemicalsafety.ilo.org</i><span class="reference-accessdate">. Retrieved <span class="nowrap">11 September</span> 2024</span>.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&amp;rft.genre=unknown&amp;rft.jtitle=chemicalsafety.ilo.org&amp;rft.atitle=ICSC+0657+-+n-HEPTANE&amp;rft_id=https%3A%2F%2Fchemicalsafety.ilo.org%2Fdyn%2Ficsc%2Fshowcard.display%3Fp_lang%3Den%26p_card_id%3D0657%26p_version%3D2&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3AHeptane" class="Z3988"></span></span> </li> <li id="cite_note-22"><span class="mw-cite-backlink"><b><a href="#cite_ref-22">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://nj.gov/health/eoh/rtkweb/documents/fs/1339.pdf">"n- HEPTANE"</a> <span class="cs1-format">(PDF)</span>.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&amp;rft.genre=unknown&amp;rft.btitle=n-+HEPTANE&amp;rft_id=https%3A%2F%2Fnj.gov%2Fhealth%2Feoh%2Frtkweb%2Fdocuments%2Ffs%2F1339.pdf&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3AHeptane" class="Z3988"></span></span> </li> <li id="cite_note-23"><span class="mw-cite-backlink"><b><a href="#cite_ref-23">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://nj.gov/health/eoh/rtkweb/documents/fs/1339.pdf">"Hazardous Substance Fact Sheet"</a> <span class="cs1-format">(PDF)</span>. 2004. p.&#160;2<span class="reference-accessdate">. Retrieved <span class="nowrap">11 September</span> 2024</span>.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&amp;rft.genre=unknown&amp;rft.btitle=Hazardous+Substance+Fact+Sheet&amp;rft.pages=2&amp;rft.date=2004&amp;rft_id=https%3A%2F%2Fnj.gov%2Fhealth%2Feoh%2Frtkweb%2Fdocuments%2Ffs%2F1339.pdf&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3AHeptane" class="Z3988"></span></span> </li> <li id="cite_note-24"><span class="mw-cite-backlink"><b><a href="#cite_ref-24">^</a></b></span> <span class="reference-text">CISCO. (2 June 2015). <i>Safety data sheet: Heptane</i>. Retrieved January 16, 2025, from http://www.ciscochem.com/assets/heptane-sds.pdf</span> </li> <li id="cite_note-25"><span class="mw-cite-backlink"><b><a href="#cite_ref-25">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://cameochemicals.noaa.gov/chemical/831">"N-HEPTANE | CAMEO Chemicals | NOAA"</a>. <i>cameochemicals.noaa.gov</i><span class="reference-accessdate">. Retrieved <span class="nowrap">17 January</span> 2025</span>.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&amp;rft.genre=unknown&amp;rft.jtitle=cameochemicals.noaa.gov&amp;rft.atitle=N-HEPTANE+%7C+CAMEO+Chemicals+%7C+NOAA&amp;rft_id=https%3A%2F%2Fcameochemicals.noaa.gov%2Fchemical%2F831&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3AHeptane" class="Z3988"></span></span> </li> <li id="cite_note-26"><span class="mw-cite-backlink"><b><a href="#cite_ref-26">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://www.cdc.gov/niosh/npg/npgd0312.html">"CDC - NIOSH Pocket Guide to Chemical Hazards - n-Heptane"</a>. <i>www.cdc.gov</i><span class="reference-accessdate">. Retrieved <span class="nowrap">17 January</span> 2025</span>.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&amp;rft.genre=unknown&amp;rft.jtitle=www.cdc.gov&amp;rft.atitle=CDC+-+NIOSH+Pocket+Guide+to+Chemical+Hazards+-+n-Heptane&amp;rft_id=https%3A%2F%2Fwww.cdc.gov%2Fniosh%2Fnpg%2Fnpgd0312.html&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3AHeptane" class="Z3988"></span></span> </li> </ol></div> <div class="mw-heading mw-heading2"><h2 id="External_links">External links</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Heptane&amp;action=edit&amp;section=8" title="Edit section: External links"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <ul><li><a rel="nofollow" class="external text" href="http://www.ilo.org/legacy/english/protection/safework/cis/products/icsc/dtasht/_icsc06/icsc0657.htm">International Chemical Safety Card 0657</a> (<i>n</i>-heptane)</li> <li><a rel="nofollow" class="external text" href="http://www.ilo.org/legacy/english/protection/safework/cis/products/icsc/dtasht/_icsc06/icsc0658.htm">International Chemical Safety Card 0658</a> (2-methylhexane)</li> <li><a rel="nofollow" class="external text" href="https://www.cdc.gov/niosh/npg/npgd0312.html">NIOSH Pocket Guide to Chemical Hazards</a></li> <li><a rel="nofollow" class="external text" href="https://web.archive.org/web/20070311125739/http://physchem.ox.ac.uk/MSDS/HE/heptane.html">Material Safety Data Sheet for Heptane</a></li> <li><a rel="nofollow" class="external text" href="https://web.archive.org/web/20150923173914/http://www.ars-grin.gov/cgi-bin/duke/chemical.pl?HEPTANE">Phytochemical database entry</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 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0.25em"> <ul><li><a href="/wiki/Methane" title="Methane">Methane</a> (<span class="chemf nowrap">CH<sub class="template-chem2-sub">4</sub></span>)</li> <li><a href="/wiki/Ethane" title="Ethane">Ethane</a> (<span class="chemf nowrap">C<sub class="template-chem2-sub">2</sub>H<sub class="template-chem2-sub">6</sub></span>)</li> <li><a href="/wiki/Propane" title="Propane">Propane</a> (<span class="chemf nowrap">C<sub class="template-chem2-sub">3</sub>H<sub class="template-chem2-sub">8</sub></span>)</li> <li><a href="/wiki/Butane" title="Butane">Butane</a> (<span class="chemf nowrap">C<sub class="template-chem2-sub">4</sub>H<sub class="template-chem2-sub">10</sub></span>)</li> <li><a href="/wiki/Pentane" title="Pentane">Pentane</a> (<span class="chemf nowrap">C<sub class="template-chem2-sub">5</sub>H<sub class="template-chem2-sub">12</sub></span>)</li> <li><a href="/wiki/Hexane" title="Hexane">Hexane</a> (<span class="chemf nowrap">C<sub class="template-chem2-sub">6</sub>H<sub class="template-chem2-sub">14</sub></span>)</li> <li><a class="mw-selflink selflink">Heptane</a> (<span class="chemf nowrap">C<sub class="template-chem2-sub">7</sub>H<sub class="template-chem2-sub">16</sub></span>)</li> <li><a href="/wiki/Octane" title="Octane">Octane</a> (<span class="chemf nowrap">C<sub class="template-chem2-sub">8</sub>H<sub class="template-chem2-sub">18</sub></span>)</li> <li><a href="/wiki/Nonane" title="Nonane">Nonane</a> (<span class="chemf nowrap">C<sub class="template-chem2-sub">9</sub>H<sub class="template-chem2-sub">20</sub></span>)</li> <li><a href="/wiki/Decane" title="Decane">Decane</a> (<span class="chemf nowrap">C<sub class="template-chem2-sub">10</sub>H<sub class="template-chem2-sub">22</sub></span>)</li> <li><a href="/wiki/Undecane" title="Undecane">Undecane</a> (<span class="chemf nowrap">C<sub class="template-chem2-sub">11</sub>H<sub class="template-chem2-sub">24</sub></span>)</li> <li><a href="/wiki/Dodecane" title="Dodecane">Dodecane</a> (<span class="chemf nowrap">C<sub class="template-chem2-sub">12</sub>H<sub class="template-chem2-sub">26</sub></span>)</li> <li><a href="/wiki/Tridecane" title="Tridecane">Tridecane</a> (<span class="chemf nowrap">C<sub class="template-chem2-sub">13</sub>H<sub class="template-chem2-sub">28</sub></span>)</li> <li><a href="/wiki/Tetradecane" title="Tetradecane">Tetradecane</a> (<span class="chemf nowrap">C<sub class="template-chem2-sub">14</sub>H<sub class="template-chem2-sub">30</sub></span>)</li> <li><a href="/wiki/Pentadecane" title="Pentadecane">Pentadecane</a> (<span class="chemf nowrap">C<sub class="template-chem2-sub">15</sub>H<sub class="template-chem2-sub">32</sub></span>)</li> <li><a href="/wiki/Hexadecane" title="Hexadecane">Hexadecane / Cetane</a> (<span class="chemf nowrap">C<sub class="template-chem2-sub">16</sub>H<sub class="template-chem2-sub">34</sub></span>)</li> <li><a href="/wiki/Heptadecane" title="Heptadecane">Heptadecane</a> (<span class="chemf nowrap">C<sub class="template-chem2-sub">17</sub>H<sub class="template-chem2-sub">36</sub></span>)</li> <li><a href="/wiki/Octadecane" title="Octadecane">Octadecane</a> (<span class="chemf nowrap">C<sub class="template-chem2-sub">18</sub>H<sub class="template-chem2-sub">38</sub></span>)</li> <li><a href="/wiki/Nonadecane" title="Nonadecane">Nonadecane</a> (<span class="chemf nowrap">C<sub class="template-chem2-sub">19</sub>H<sub class="template-chem2-sub">40</sub></span>)</li> <li><a href="/wiki/Icosane" title="Icosane">Icosane</a> (<span class="chemf nowrap">C<sub class="template-chem2-sub">20</sub>H<sub class="template-chem2-sub">42</sub></span>)</li> <li><a href="/wiki/Heneicosane" title="Heneicosane">Heneicosane</a> (<span class="chemf nowrap">C<sub class="template-chem2-sub">21</sub>H<sub class="template-chem2-sub">44</sub></span>)</li> <li><a href="/wiki/Tetracosane" title="Tetracosane">Tetracosane</a> (<span class="chemf nowrap">C<sub class="template-chem2-sub">24</sub>H<sub class="template-chem2-sub">50</sub></span>)</li> <li><a href="/wiki/Nonacosane" title="Nonacosane">Nonacosane</a> (<span class="chemf nowrap">C<sub class="template-chem2-sub">29</sub>H<sub class="template-chem2-sub">60</sub></span>)</li> <li><a href="/wiki/Hentriacontane" title="Hentriacontane">Hentriacontane</a> (<span class="chemf nowrap">C<sub class="template-chem2-sub">31</sub>H<sub class="template-chem2-sub">64</sub></span>)</li></ul> </div></td></tr><tr><td class="navbox-abovebelow" colspan="2"><div> <ul><li><a href="/wiki/Higher_alkane" title="Higher alkane">Higher alkanes</a></li> <li><a href="/wiki/List_of_straight-chain_alkanes" title="List of straight-chain alkanes">List of alkanes</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" aria-labelledby="Binary_compounds_of_hydrogen571" style="padding:3px"><table class="nowraplinks mw-collapsible mw-collapsed navbox-inner" style="border-spacing:0;background:transparent;color:inherit"><tbody><tr><th scope="col" class="navbox-title" colspan="2"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374" /><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239400231" /><div class="navbar plainlinks hlist navbar-mini"><ul><li class="nv-view"><a href="/wiki/Template:Hydrides_by_group" title="Template:Hydrides by group"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Hydrides_by_group" title="Template talk:Hydrides by group"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Hydrides_by_group" title="Special:EditPage/Template:Hydrides by group"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Binary_compounds_of_hydrogen571" style="font-size:114%;margin:0 4em"><a href="/wiki/Binary_compounds_of_hydrogen" title="Binary compounds of hydrogen">Binary compounds of hydrogen</a></div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Hydride#Ionic_hydrides" title="Hydride">Alkali metal <br />(Group 1) hydrides</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Lithium_hydride" title="Lithium hydride">LiH</a></li> <li><a href="/wiki/Sodium_hydride" title="Sodium hydride">NaH</a></li> <li><a href="/wiki/Potassium_hydride" title="Potassium hydride">KH</a></li> <li><a href="/wiki/Rubidium_hydride" title="Rubidium hydride">RbH</a></li> <li><a href="/wiki/Caesium_hydride" title="Caesium hydride">CsH</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Hydride#Ionic_hydrides" title="Hydride">Alkaline (Group 2) <br />earth hydrides</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Monohydrides12" scope="row" class="navbox-group" style="width:1%">Monohydrides</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Beryllium_monohydride" title="Beryllium monohydride">BeH</a></li> <li><a href="/wiki/Magnesium_monohydride" title="Magnesium monohydride">MgH</a></li> <li><a href="/wiki/Calcium_monohydride" title="Calcium monohydride">CaH</a></li> <li><a href="/w/index.php?title=Strontium_monohydride&amp;action=edit&amp;redlink=1" class="new" title="Strontium monohydride (page does not exist)">SrH</a></li> <li><a href="/w/index.php?title=Barium_monohydride&amp;action=edit&amp;redlink=1" class="new" title="Barium monohydride (page does not exist)">BaH</a></li></ul> </div></td></tr></tbody></table><div> </div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Dihydrides10" scope="row" class="navbox-group" style="width:1%">Dihydrides</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Beryllium_hydride" title="Beryllium hydride">BeH<sub>2</sub></a></li> <li><a href="/wiki/Magnesium_hydride" title="Magnesium hydride">MgH<sub>2</sub></a></li> <li><a href="/wiki/Calcium_hydride" title="Calcium hydride">CaH<sub>2</sub></a></li> <li><a href="/wiki/Strontium_hydride" title="Strontium hydride">SrH<sub>2</sub></a></li> <li><a href="/wiki/Barium_hydride" title="Barium hydride">BaH<sub>2</sub></a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Group_13_hydride" title="Group 13 hydride">Group 13 <br />hydrides</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Boranes11" scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Boranes" title="Boranes">Boranes</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Borane" title="Borane">BH<sub>3</sub></a></li> <li><a href="/wiki/Boron_monohydride" title="Boron monohydride">BH</a></li> <li><a href="/wiki/Diborane" title="Diborane">B<sub>2</sub>H<sub>6</sub></a></li> <li><a href="/wiki/Diborane(2)" title="Diborane(2)">B<sub>2</sub>H<sub>2</sub></a></li> <li><a href="/wiki/Diborane(4)" title="Diborane(4)">B<sub>2</sub>H<sub>4</sub></a></li> <li><a href="/wiki/Tetraborane" title="Tetraborane">B<sub>4</sub>H<sub>10</sub></a></li> <li><a href="/wiki/Pentaborane(9)" title="Pentaborane(9)">B<sub>5</sub>H<sub>9</sub></a></li> <li><a href="/wiki/Pentaborane(11)" title="Pentaborane(11)">B<sub>5</sub>H<sub>11</sub></a></li> <li><a href="/wiki/Hexaborane(10)" title="Hexaborane(10)">B<sub>6</sub>H<sub>10</sub></a></li> <li><a href="/wiki/Hexaborane(12)" title="Hexaborane(12)">B<sub>6</sub>H<sub>12</sub></a></li> <li><a href="/wiki/Decaborane" title="Decaborane">B<sub>10</sub>H<sub>14</sub></a></li> <li><a href="/wiki/Octadecaborane" title="Octadecaborane">B<sub>18</sub>H<sub>22</sub></a></li></ul> </div></td></tr></tbody></table><div> </div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Alanes6" scope="row" class="navbox-group" style="width:1%">Alanes</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Aluminium_hydride" title="Aluminium hydride">AlH<sub>3</sub></a></li> <li><a href="/wiki/Dialane" title="Dialane">Al<sub>2</sub>H<sub>6</sub></a></li></ul> </div></td></tr></tbody></table><div> </div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Gallanes8" scope="row" class="navbox-group" style="width:1%">Gallanes</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Gallane" title="Gallane">GaH<sub>3</sub></a></li> <li><a href="/wiki/Digallane" title="Digallane">Ga<sub>2</sub>H<sub>6</sub></a></li></ul> </div></td></tr></tbody></table><div> </div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Indiganes9" scope="row" class="navbox-group" style="width:1%">Indiganes</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Indium_trihydride" title="Indium trihydride">InH<sub>3</sub></a></li> <li><a href="/w/index.php?title=Diindigane&amp;action=edit&amp;redlink=1" class="new" title="Diindigane (page does not exist)">In<sub>2</sub>H<sub>6</sub></a></li></ul> </div></td></tr></tbody></table><div> </div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Thallanes9" scope="row" class="navbox-group" style="width:1%">Thallanes</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Thallane" title="Thallane">TlH<sub>3</sub></a></li> <li><a href="/w/index.php?title=Dithallane&amp;action=edit&amp;redlink=1" class="new" title="Dithallane (page does not exist)">Tl<sub>2</sub>H<sub>6</sub></a></li></ul> </div></td></tr></tbody></table><div> </div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Nihonanes_(predicted)38" scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Nihonium" title="Nihonium">Nihonanes</a> (<i>predicted</i>)</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>NhH</i></li> <li><i>NhH<sub>3</sub></i></li> <li><i>Nh<sub>2</sub>H<sub>6</sub></i></li> <li><i>NhH<sub>5</sub></i></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Group_14_hydride" title="Group 14 hydride">Group 14 hydrides</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Hydrocarbons28" scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Hydrocarbon" title="Hydrocarbon">Hydrocarbons</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Alkane" title="Alkane">alkanes</a></li> <li><a href="/wiki/Alkene" title="Alkene">alkenes</a></li> <li><a href="/wiki/Alkyne" title="Alkyne">alkynes</a></li> <li><a href="/wiki/Cycloalkane" title="Cycloalkane">Cycloalkanes</a></li> <li><a href="/wiki/Cycloalkene" title="Cycloalkene">Cycloalkenes</a></li> <li><a href="/wiki/Cycloalkyne" title="Cycloalkyne">Cycloalkynes</a></li> <li><a href="/wiki/Annulenes" class="mw-redirect" title="Annulenes">Annulenes</a></li></ul> </div></td></tr></tbody></table><div> </div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><td colspan="2" class="navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Methylidyne_radical" title="Methylidyne radical">CH</a></li> <li><a href="/wiki/Methylene_(compound)" title="Methylene (compound)">CH<sub>2</sub></a></li> <li><a href="/wiki/Methyl_radical" title="Methyl radical">CH<sub>3</sub></a></li> <li><a href="/wiki/Ethynyl_radical" title="Ethynyl radical">C<sub>2</sub>H</a></li></ul> </div></td></tr></tbody></table><div> </div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Silanes11" scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Silanes" title="Silanes">Silanes</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Silane" title="Silane">SiH<sub>4</sub></a></li> <li><a href="/wiki/Disilane" title="Disilane">Si<sub>2</sub>H<sub>6</sub></a></li> <li><a href="/wiki/Trisilane" title="Trisilane">Si<sub>3</sub>H<sub>8</sub></a></li> <li><a href="/wiki/Tetrasilane" title="Tetrasilane">Si<sub>4</sub>H<sub>10</sub></a></li> <li><a href="/wiki/Pentasilane" class="mw-redirect" title="Pentasilane">Si<sub>5</sub>H<sub>12</sub></a></li> <li><a href="/wiki/Hexasilane" class="mw-redirect" title="Hexasilane">Si<sub>6</sub>H<sub>14</sub></a></li> <li><a href="/w/index.php?title=Heptasilane&amp;action=edit&amp;redlink=1" class="new" title="Heptasilane (page does not exist)">Si<sub>7</sub>H<sub>16</sub></a></li> <li><a href="/w/index.php?title=Octasilane&amp;action=edit&amp;redlink=1" class="new" title="Octasilane (page does not exist)">Si<sub>8</sub>H<sub>18</sub></a></li> <li><a href="/w/index.php?title=Nonasilane&amp;action=edit&amp;redlink=1" class="new" title="Nonasilane (page does not exist)">Si<sub>9</sub>H<sub>20</sub></a></li> <li><a href="/w/index.php?title=Decasilane&amp;action=edit&amp;redlink=1" class="new" title="Decasilane (page does not exist)">Si<sub>10</sub>H<sub>22</sub></a></li> <li><a href="/wiki/Silanes" title="Silanes">more...</a></li></ul> </div></td></tr></tbody></table><div> </div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Silenes11" scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Silenes" title="Silenes">Silenes</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Disilene" title="Disilene">Si<sub>2</sub>H<sub>4</sub></a></li></ul> </div></td></tr></tbody></table><div> </div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Silynes11" scope="row" class="navbox-group" style="width:1%"><a href="/w/index.php?title=Silynes&amp;action=edit&amp;redlink=1" class="new" title="Silynes (page does not exist)">Silynes</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Disilyne" title="Disilyne">Si<sub>2</sub>H<sub>2</sub></a></li> <li><a href="/wiki/Silicon_monohydride" class="mw-redirect" title="Silicon monohydride">SiH</a></li></ul> </div></td></tr></tbody></table><div> </div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Germanes12" scope="row" class="navbox-group" style="width:1%"><a href="/w/index.php?title=Germanes&amp;action=edit&amp;redlink=1" class="new" title="Germanes (page does not exist)">Germanes</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Germane" title="Germane">GeH<sub>4</sub></a></li> <li><a href="/wiki/Digermane" title="Digermane">Ge<sub>2</sub>H<sub>6</sub></a></li> <li><a href="/w/index.php?title=Trigermane&amp;action=edit&amp;redlink=1" class="new" title="Trigermane (page does not exist)">Ge<sub>3</sub>H<sub>8</sub></a></li> <li><a href="/w/index.php?title=Tetragermane&amp;action=edit&amp;redlink=1" class="new" title="Tetragermane (page does not exist)">Ge<sub>4</sub>H<sub>10</sub></a></li> <li><a href="/w/index.php?title=Pentagermane&amp;action=edit&amp;redlink=1" class="new" title="Pentagermane (page does not exist)">Ge<sub>5</sub>H<sub>12</sub></a></li></ul> </div></td></tr></tbody></table><div></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Stannanes13" scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Stannanes" class="mw-redirect" title="Stannanes">Stannanes</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Stannane" title="Stannane">SnH<sub>4</sub></a></li> <li><a href="/w/index.php?title=Distannane&amp;action=edit&amp;redlink=1" class="new" title="Distannane (page does not exist)">Sn<sub>2</sub>H<sub>6</sub></a></li></ul> </div></td></tr></tbody></table><div></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Plumbanes9" scope="row" class="navbox-group" style="width:1%">Plumbanes</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Plumbane" title="Plumbane">PbH<sub>4</sub></a></li></ul> </div></td></tr></tbody></table><div></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Flerovanes_(predicted)40" scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Flerovium" title="Flerovium">Flerovanes</a> (<i>predicted</i>)</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>FlH</i></li> <li><i>FlH<sub>2</sub></i></li> <li><i>FlH<sub>4</sub></i></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Pnictogen_hydride" title="Pnictogen hydride">Pnictogen <br />(Group 15) hydrides</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Azanes16" scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Azane" title="Azane">Azanes</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Ammonia" title="Ammonia">NH<sub>3</sub></a></li> <li><a href="/wiki/Hydrazine" title="Hydrazine">N<sub>2</sub>H<sub>4</sub></a></li> <li><a href="/wiki/Triazane" title="Triazane">N<sub>3</sub>H<sub>5</sub></a></li> <li><a href="/w/index.php?title=Tetrazane&amp;action=edit&amp;redlink=1" class="new" title="Tetrazane (page does not exist)">N<sub>4</sub>H<sub>6</sub></a></li> <li><a href="/w/index.php?title=Pentazane&amp;action=edit&amp;redlink=1" class="new" title="Pentazane (page does not exist)">N<sub>5</sub>H<sub>7</sub></a></li> <li><a href="/w/index.php?title=Hexazane&amp;action=edit&amp;redlink=1" class="new" title="Hexazane (page does not exist)">N<sub>6</sub>H<sub>8</sub></a></li> <li><a href="/w/index.php?title=Heptazane&amp;action=edit&amp;redlink=1" class="new" title="Heptazane (page does not exist)">N<sub>7</sub>H<sub>9</sub></a></li> <li><a href="/w/index.php?title=Octazane&amp;action=edit&amp;redlink=1" class="new" title="Octazane (page does not exist)">N<sub>8</sub>H<sub>10</sub></a></li> <li><a href="/w/index.php?title=Nonazane&amp;action=edit&amp;redlink=1" class="new" title="Nonazane (page does not exist)">N<sub>9</sub>H<sub>11</sub></a></li> <li><a href="/w/index.php?title=Decazane&amp;action=edit&amp;redlink=1" class="new" title="Decazane (page does not exist)">N<sub>10</sub>H<sub>12</sub></a></li> <li><a href="/wiki/Azane" title="Azane">more...</a></li></ul> </div></td></tr></tbody></table><div> </div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Azenes23" scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Azo_compound" title="Azo compound">Azenes</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Diazene" class="mw-redirect" title="Diazene">N<sub>2</sub>H<sub>2</sub></a></li> <li><a href="/wiki/Triazene" title="Triazene">N<sub>3</sub>H<sub>3</sub></a></li> <li><a href="/wiki/Tetrazene" title="Tetrazene">N<sub>4</sub>H<sub>4</sub></a></li></ul> </div></td></tr></tbody></table><div> </div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Phosphanes14" scope="row" class="navbox-group" style="width:1%"><a href="/w/index.php?title=Phosphanes&amp;action=edit&amp;redlink=1" class="new" title="Phosphanes (page does not exist)">Phosphanes</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Phosphine" title="Phosphine">PH<sub>3</sub></a></li> <li><a href="/wiki/Diphosphane" title="Diphosphane">P<sub>2</sub>H<sub>4</sub></a></li> <li><a href="/wiki/Triphosphane" title="Triphosphane">P<sub>3</sub>H<sub>5</sub></a></li> <li><a href="/w/index.php?title=Tetraphosphane&amp;action=edit&amp;redlink=1" class="new" title="Tetraphosphane (page does not exist)">P<sub>4</sub>H<sub>6</sub></a></li> <li><a href="/w/index.php?title=Pentaphosphane&amp;action=edit&amp;redlink=1" class="new" title="Pentaphosphane (page does not exist)">P<sub>5</sub>H<sub>7</sub></a></li> <li><a href="/w/index.php?title=Hexaphosphane&amp;action=edit&amp;redlink=1" class="new" title="Hexaphosphane (page does not exist)">P<sub>6</sub>H<sub>8</sub></a></li> <li><a href="/w/index.php?title=Heptaphosphane&amp;action=edit&amp;redlink=1" class="new" title="Heptaphosphane (page does not exist)">P<sub>7</sub>H<sub>9</sub></a></li> <li><a href="/w/index.php?title=Octaphosphane&amp;action=edit&amp;redlink=1" class="new" title="Octaphosphane (page does not exist)">P<sub>8</sub>H<sub>10</sub></a></li> <li><a href="/w/index.php?title=Nonaphosphane&amp;action=edit&amp;redlink=1" class="new" title="Nonaphosphane (page does not exist)">P<sub>9</sub>H<sub>11</sub></a></li> <li><a href="/w/index.php?title=Decaphosphane&amp;action=edit&amp;redlink=1" class="new" title="Decaphosphane (page does not exist)">P<sub>10</sub>H<sub>12</sub></a></li> <li><a href="/w/index.php?title=Phosphanes&amp;action=edit&amp;redlink=1" class="new" title="Phosphanes (page does not exist)">more...</a></li></ul> </div></td></tr></tbody></table><div> </div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Phosphenes27" scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Diphosphenes" title="Diphosphenes">Phosphenes</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Diphosphene" title="Diphosphene">P<sub>2</sub>H<sub>2</sub></a></li> <li><a href="/w/index.php?title=Triphosphene&amp;action=edit&amp;redlink=1" class="new" title="Triphosphene (page does not exist)">P<sub>3</sub>H<sub>3</sub></a></li> <li><a href="/w/index.php?title=Tetraphosphene&amp;action=edit&amp;redlink=1" class="new" title="Tetraphosphene (page does not exist)">P<sub>4</sub>H<sub>4</sub></a></li></ul> </div></td></tr></tbody></table><div> </div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Arsanes11" scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Arsane" class="mw-redirect" title="Arsane">Arsanes</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Arsine" title="Arsine">AsH<sub>3</sub></a></li> <li><a href="/wiki/Diarsine" class="mw-redirect" title="Diarsine">As<sub>2</sub>H<sub>4</sub></a></li></ul> </div></td></tr></tbody></table><div> </div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Stibanes8" scope="row" class="navbox-group" style="width:1%">Stibanes</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Stibine" title="Stibine">SbH<sub>3</sub></a></li></ul> </div></td></tr></tbody></table><div> </div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Bismuthanes11" scope="row" class="navbox-group" style="width:1%">Bismuthanes</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Bismuthine" title="Bismuthine">BiH<sub>3</sub></a></li></ul> </div></td></tr></tbody></table><div> </div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Moscovanes10" scope="row" class="navbox-group" style="width:1%">Moscovanes</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i><a href="/wiki/Moscovium" title="Moscovium">McH<sub>3</sub></a></i> (<i>predicted</i>)</li></ul> </div></td></tr></tbody></table><div> <ul><li><a href="/wiki/Hydrazoic_acid" title="Hydrazoic acid">HN<sub>3</sub></a></li> <li><a href="/wiki/Imidogen" title="Imidogen">NH</a></li> <li><a href="/wiki/Pentazole" title="Pentazole">HN<sub>5</sub></a></li> <li><a href="/wiki/Nitrogen_pentahydride" title="Nitrogen pentahydride">NH<sub>5</sub></a> <i>(hypothetical)</i></li></ul></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Hydrogen_chalcogenide" title="Hydrogen chalcogenide">Hydrogen <br />chalcogenides <br />(Group 16 hydrides)</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Polyoxidanes35" scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Hydrogen_polyoxide" title="Hydrogen polyoxide">Polyoxidanes</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <li><a href="/wiki/Properties_of_water" title="Properties of water">H<sub>2</sub>O</a></li> <li><a href="/wiki/Hydrogen_peroxide" title="Hydrogen peroxide">H<sub>2</sub>O<sub>2</sub></a></li> <li><a href="/wiki/Trioxidane" title="Trioxidane">H<sub>2</sub>O<sub>3</sub></a></li> <li><a href="/wiki/Tetraoxidane" title="Tetraoxidane">H<sub>2</sub>O<sub>4</sub></a></li> <li><a href="/wiki/Pentaoxidane" title="Pentaoxidane">H<sub>2</sub>O<sub>5</sub></a></li> <li><a href="/wiki/Hydrogen_polyoxide" title="Hydrogen polyoxide">more...</a></li> </div></td></tr></tbody></table><div> </div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Polysulfanes28" scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Polysulfane" title="Polysulfane">Polysulfanes</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Hydrogen_sulfide" title="Hydrogen sulfide">H<sub>2</sub>S</a></li> <li><a href="/wiki/Hydrogen_disulfide" title="Hydrogen disulfide">H<sub>2</sub>S<sub>2</sub></a></li> <li><a href="/wiki/Trisulfane" title="Trisulfane">H<sub>2</sub>S<sub>3</sub></a></li> <li><a href="/w/index.php?title=Hydrogen_tetrasulfide&amp;action=edit&amp;redlink=1" class="new" title="Hydrogen tetrasulfide (page does not exist)">H<sub>2</sub>S<sub>4</sub></a></li> <li><a href="/w/index.php?title=Hydrogen_pentasulfide&amp;action=edit&amp;redlink=1" class="new" title="Hydrogen pentasulfide (page does not exist)">H<sub>2</sub>S<sub>5</sub></a></li> <li><a href="/w/index.php?title=Hydrogen_hexasulfide&amp;action=edit&amp;redlink=1" class="new" title="Hydrogen hexasulfide (page does not exist)">H<sub>2</sub>S<sub>6</sub></a></li> <li><a href="/w/index.php?title=Hydrogen_heptasulfide&amp;action=edit&amp;redlink=1" class="new" title="Hydrogen heptasulfide (page does not exist)">H<sub>2</sub>S<sub>7</sub></a></li> <li><a href="/w/index.php?title=Hydrogen_octasulfide&amp;action=edit&amp;redlink=1" class="new" title="Hydrogen octasulfide (page does not exist)">H<sub>2</sub>S<sub>8</sub></a></li> <li><a href="/w/index.php?title=Hydrogen_nonasulfide&amp;action=edit&amp;redlink=1" class="new" title="Hydrogen nonasulfide (page does not exist)">H<sub>2</sub>S<sub>9</sub></a></li> <li><a href="/w/index.php?title=Hydrogen_decasulfide&amp;action=edit&amp;redlink=1" class="new" title="Hydrogen decasulfide (page does not exist)">H<sub>2</sub>S<sub>10</sub></a></li> <li><a href="/wiki/Polysulfane" title="Polysulfane">more...</a></li></ul> </div></td></tr></tbody></table><div> </div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Selanes11" scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Selanes" class="mw-redirect" title="Selanes">Selanes</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Hydrogen_selenide" title="Hydrogen selenide">H<sub>2</sub>Se</a></li> <li><a href="/wiki/Hydrogen_diselenide" title="Hydrogen diselenide">H<sub>2</sub>Se<sub>2</sub></a></li></ul> </div></td></tr></tbody></table><div> </div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Tellanes8" scope="row" class="navbox-group" style="width:1%">Tellanes</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Hydrogen_telluride" title="Hydrogen telluride">H<sub>2</sub>Te</a></li> <li><a href="/wiki/Hydrogen_ditelluride" title="Hydrogen ditelluride">H<sub>2</sub>Te<sub>2</sub></a></li></ul> </div></td></tr></tbody></table><div> </div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Polanes7" scope="row" class="navbox-group" style="width:1%">Polanes</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Polonium_hydride" title="Polonium hydride">PoH<sub>2</sub></a></li></ul> </div></td></tr></tbody></table><div> </div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Livermoranes12" scope="row" class="navbox-group" style="width:1%">Livermoranes</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i><a href="/wiki/Livermorium" title="Livermorium">LvH<sub>2</sub></a></i> (<i>predicted</i>)</li></ul> </div></td></tr></tbody></table><div> <ul><li><a href="/wiki/Hydroxyl_radical" title="Hydroxyl radical">HO</a></li> <li><a href="/wiki/Hydroperoxyl" title="Hydroperoxyl">HO<sub>2</sub></a></li> <li><a href="/wiki/Hydrogen_ozonide" title="Hydrogen ozonide">HO<sub>3</sub></a></li> <li><a href="/w/index.php?title=Oxywater&amp;action=edit&amp;redlink=1" class="new" title="Oxywater (page does not exist)">H<sub>2</sub>O<sup>+</sup>–O<sup>–</sup></a> <i>(hypothetical)</i></li> <li><a href="/wiki/Sulfanyl" title="Sulfanyl">HS</a></li> <li><a href="/wiki/Semiheavy_water" title="Semiheavy water">HDO</a></li> <li><a href="/wiki/Heavy_water" title="Heavy water">D<sub>2</sub>O</a></li> <li><a href="/wiki/Tritiated_water" title="Tritiated water">T<sub>2</sub>O</a></li></ul></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Hydrogen_halide" title="Hydrogen halide">Hydrogen halides <br />(Group 17 hydrides)</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <li><a href="/wiki/Hydrogen_fluoride" title="Hydrogen fluoride">HF</a></li> <li><a href="/wiki/Hydrogen_chloride" title="Hydrogen chloride">HCl</a></li> <li><a href="/wiki/Hydrogen_bromide" title="Hydrogen bromide">HBr</a></li> <li><a href="/wiki/Hydrogen_iodide" title="Hydrogen iodide">HI</a></li> <li><a href="/wiki/Hydrogen_astatide" title="Hydrogen astatide">HAt</a></li> <li><i><a href="/wiki/Tennessine" title="Tennessine">HTs</a></i> (<i>predicted</i>)</li> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Transition_metal_hydrides" class="mw-redirect" title="Transition metal hydrides">Transition <br />metal hydrides</a></th><td class="navbox-list-with-group navbox-list navbox-even hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Scandium_hydride" title="Scandium hydride">ScH<sub>2</sub></a></li> <li><a href="/wiki/Yttrium_hydride" title="Yttrium hydride">YH<sub>2</sub></a></li> <li><a href="/w/index.php?title=Yttrium_trihydride&amp;action=edit&amp;redlink=1" class="new" title="Yttrium trihydride (page does not exist)">YH<sub>3</sub></a></li> <li><a href="/w/index.php?title=Yttrium_hexahydride&amp;action=edit&amp;redlink=1" class="new" title="Yttrium hexahydride (page does not exist)">YH<sub>6</sub></a></li> <li><a href="/w/index.php?title=Yttrium_nonahydride&amp;action=edit&amp;redlink=1" class="new" title="Yttrium nonahydride (page does not exist)">YH<sub>9</sub></a></li> <li><a href="/w/index.php?title=Lutetium_dihydride&amp;action=edit&amp;redlink=1" class="new" title="Lutetium dihydride (page does not exist)">LuH<sub>2</sub></a></li> <li><a href="/w/index.php?title=Lutetium_trihydride&amp;action=edit&amp;redlink=1" class="new" title="Lutetium trihydride (page does not exist)">LuH<sub>3</sub></a></li> <li><a href="/wiki/Titanium_hydride" title="Titanium hydride">TiH<sub>2</sub></a></li> <li><a href="/wiki/Titanium(IV)_hydride" title="Titanium(IV) hydride">TiH<sub>4</sub></a></li> <li><a href="/wiki/Zirconium(II)_hydride" title="Zirconium(II) hydride">ZrH<sub>2</sub></a></li> <li><a href="/wiki/Zirconium_hydride" title="Zirconium hydride">ZrH<sub>4</sub></a></li> <li><a href="/w/index.php?title=Hafnium(II)_hydride&amp;action=edit&amp;redlink=1" class="new" title="Hafnium(II) hydride (page does not exist)">HfH<sub>2</sub></a></li> <li><a href="/w/index.php?title=Hafnium_hydride&amp;action=edit&amp;redlink=1" class="new" title="Hafnium hydride (page does not exist)">HfH<sub>4</sub></a></li> <li><a href="/w/index.php?title=Vanadium(I)_hydride&amp;action=edit&amp;redlink=1" class="new" title="Vanadium(I) hydride (page does not exist)">VH</a></li> <li><a href="/w/index.php?title=Vanadium(II)_hydride&amp;action=edit&amp;redlink=1" class="new" title="Vanadium(II) hydride (page does not exist)">VH<sub>2</sub></a></li> <li><a href="/w/index.php?title=Niobium_monohydride&amp;action=edit&amp;redlink=1" class="new" title="Niobium monohydride (page does not exist)">NbH</a></li> <li><a href="/w/index.php?title=Niobium_dihydride&amp;action=edit&amp;redlink=1" class="new" title="Niobium dihydride (page does not exist)">NbH<sub>2</sub></a></li> <li><a href="/w/index.php?title=Tantalum_monohydride&amp;action=edit&amp;redlink=1" class="new" title="Tantalum monohydride (page does not exist)">TaH</a></li> <li><a href="/w/index.php?title=Tantalum_dihydride&amp;action=edit&amp;redlink=1" class="new" title="Tantalum dihydride (page does not exist)">TaH<sub>2</sub></a></li> <li><a href="/wiki/Chromium(I)_hydride" title="Chromium(I) hydride">CrH</a></li> <li><a href="/wiki/Chromium(II)_hydride" title="Chromium(II) hydride">CrH<sub>2</sub></a></li> <li><a href="/wiki/Chromium_hydride" title="Chromium hydride">CrH<sub>x</sub></a></li> <li><a href="/wiki/Iron(I)_hydride" title="Iron(I) hydride">FeH</a></li> <li><a href="/wiki/Iron(II)_hydride" title="Iron(II) hydride">FeH<sub>2</sub></a></li> <li><a href="/wiki/Iron_pentahydride" title="Iron pentahydride">FeH<sub>5</sub></a></li> <li><a href="/wiki/Cobalt(II)_hydride" title="Cobalt(II) hydride">CoH<sub>2</sub></a></li> <li><a href="/w/index.php?title=Rhodium_hydride&amp;action=edit&amp;redlink=1" class="new" title="Rhodium hydride (page does not exist)">RhH<sub>2</sub></a></li> <li><a href="/wiki/Iridium_trihydride" title="Iridium trihydride">IrH<sub>3</sub></a></li> <li><a href="/wiki/Nickel_hydride" title="Nickel hydride">NiH</a></li> <li><a href="/wiki/Palladium_hydride" title="Palladium hydride">PdH<sub><i>x</i></sub> (<i>x</i> &lt; 1)</a></li> <li><a href="/w/index.php?title=Platinum_hydride&amp;action=edit&amp;redlink=1" class="new" title="Platinum hydride (page does not exist)">PtH<sub><i>x</i></sub> (<i>x</i>&lt; 1) </a></li> <li><i><a href="/wiki/Darmstadtium" title="Darmstadtium">DsH<sub>2</sub></a></i> (<i>predicted</i>)</li> <li><a href="/wiki/Copper_hydride" title="Copper hydride">CuH</a></li> <li><i><a href="/wiki/Roentgenium" title="Roentgenium">RgH</a></i> (<i>predicted</i>)</li> <li><a href="/wiki/Zinc_hydride" title="Zinc hydride">ZnH<sub>2</sub></a></li> <li><a href="/wiki/Cadmium_hydride" title="Cadmium hydride">CdH<sub>2</sub></a></li> <li><a href="/wiki/Mercury(I)_hydride" title="Mercury(I) hydride">HgH</a></li> <li><a href="/wiki/Mercury(I)_hydride" title="Mercury(I) hydride">Hg<sub>2</sub>H<sub>2</sub></a></li> <li><a href="/wiki/Mercury(II)_hydride" title="Mercury(II) hydride">HgH<sub>2</sub></a></li> <li><i><a href="/wiki/Copernicium" title="Copernicium">CnH<sub>2</sub></a></i> (<i>predicted</i>)</li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/w/index.php?title=Lanthanide_hydrides&amp;action=edit&amp;redlink=1" class="new" title="Lanthanide hydrides (page does not exist)">Lanthanide hydrides</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/w/index.php?title=Lanthanum_dihydride&amp;action=edit&amp;redlink=1" class="new" title="Lanthanum dihydride (page does not exist)">LaH<sub>2</sub></a></li> <li><a href="/w/index.php?title=Lanthanum_trihydride&amp;action=edit&amp;redlink=1" class="new" title="Lanthanum trihydride (page does not exist)">LaH<sub>3</sub></a></li> <li><a href="/wiki/Lanthanum_decahydride" title="Lanthanum decahydride">LaH<sub>10</sub></a></li> <li><a href="/w/index.php?title=Cerium_dihydride&amp;action=edit&amp;redlink=1" class="new" title="Cerium dihydride (page does not exist)">CeH<sub>2</sub></a></li> <li><a href="/w/index.php?title=Cerium_trihydride&amp;action=edit&amp;redlink=1" class="new" title="Cerium trihydride (page does not exist)">CeH<sub>3</sub></a></li> <li><a href="/w/index.php?title=Praseodymium_dihydride&amp;action=edit&amp;redlink=1" class="new" title="Praseodymium dihydride (page does not exist)">PrH<sub>2</sub></a></li> <li><a href="/w/index.php?title=Praseodymium_hydride&amp;action=edit&amp;redlink=1" class="new" title="Praseodymium hydride (page does not exist)">PrH<sub>3</sub></a></li> <li><a href="/wiki/Neodymium(II)_hydride" title="Neodymium(II) hydride">NdH<sub>2</sub></a></li> <li><a href="/wiki/Neodymium(III)_hydride" title="Neodymium(III) hydride">NdH<sub>3</sub></a></li> <li><a href="/w/index.php?title=Samarium_dihydride&amp;action=edit&amp;redlink=1" class="new" title="Samarium dihydride (page does not exist)">SmH<sub>2</sub></a></li> <li><a href="/w/index.php?title=Samarium_trihydride&amp;action=edit&amp;redlink=1" class="new" title="Samarium trihydride (page does not exist)">SmH<sub>3</sub></a></li> <li><a href="/wiki/Europium_hydride" title="Europium hydride">EuH<sub>2</sub></a></li> <li><a href="/w/index.php?title=Gadolinium_dihydride&amp;action=edit&amp;redlink=1" class="new" title="Gadolinium dihydride (page does not exist)">GdH<sub>2</sub></a></li> <li><a href="/w/index.php?title=Gadolinium_trihydride&amp;action=edit&amp;redlink=1" class="new" title="Gadolinium trihydride (page does not exist)">GdH<sub>3</sub></a></li> <li><a href="/w/index.php?title=Terbium_dihydride&amp;action=edit&amp;redlink=1" class="new" title="Terbium dihydride (page does not exist)">TbH<sub>2</sub></a></li> <li><a href="/w/index.php?title=Terbium_trihydride&amp;action=edit&amp;redlink=1" class="new" title="Terbium trihydride (page does not exist)">TbH<sub>3</sub></a></li> <li><a href="/w/index.php?title=Dysprosium_dihydride&amp;action=edit&amp;redlink=1" class="new" title="Dysprosium dihydride (page does not exist)">DyH<sub>2</sub></a></li> <li><a href="/w/index.php?title=Dysprosium_trihydride&amp;action=edit&amp;redlink=1" class="new" title="Dysprosium trihydride (page does not exist)">DyH<sub>3</sub></a></li> <li><a href="/w/index.php?title=Holmium_dihydride&amp;action=edit&amp;redlink=1" class="new" title="Holmium dihydride (page does not exist)">HoH<sub>2</sub></a></li> <li><a href="/w/index.php?title=Holmium_trihydride&amp;action=edit&amp;redlink=1" class="new" title="Holmium trihydride (page does not exist)">HoH<sub>3</sub></a></li> <li><a href="/w/index.php?title=Erbium_dihydride&amp;action=edit&amp;redlink=1" class="new" title="Erbium dihydride (page does not exist)">ErH<sub>2</sub></a></li> <li><a href="/w/index.php?title=Erbium_trihydride&amp;action=edit&amp;redlink=1" class="new" title="Erbium trihydride (page does not exist)">ErH<sub>3</sub></a></li> <li><a href="/w/index.php?title=Thulium_dihydride&amp;action=edit&amp;redlink=1" class="new" title="Thulium dihydride (page does not exist)">TmH<sub>2</sub></a></li> <li><a href="/w/index.php?title=Thulium_trihydride&amp;action=edit&amp;redlink=1" class="new" title="Thulium trihydride (page does not exist)">TmH<sub>3</sub></a></li> <li><a href="/wiki/Ytterbium(II)_hydride" title="Ytterbium(II) hydride">YbH<sub>2</sub></a></li> <li><a href="/w/index.php?title=Lutetium_dihydride&amp;action=edit&amp;redlink=1" class="new" title="Lutetium dihydride (page does not exist)">LuH<sub>2</sub></a></li> <li><a href="/w/index.php?title=Lutetium_trihydride&amp;action=edit&amp;redlink=1" class="new" title="Lutetium trihydride (page does not exist)">LuH<sub>3</sub></a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/w/index.php?title=Actinide_hydrides&amp;action=edit&amp;redlink=1" class="new" title="Actinide hydrides (page does not exist)">Actinide hydrides</a></th><td class="navbox-list-with-group navbox-list navbox-even hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/w/index.php?title=Actinium_dihydride&amp;action=edit&amp;redlink=1" class="new" title="Actinium dihydride (page does not exist)">AcH<sub>2</sub></a></li> <li><a href="/w/index.php?title=Thorium_hydride&amp;action=edit&amp;redlink=1" class="new" title="Thorium hydride (page does not exist)">ThH<sub>2</sub></a></li> <li><a href="/w/index.php?title=Thorium(IV)_hydride&amp;action=edit&amp;redlink=1" class="new" title="Thorium(IV) hydride (page does not exist)">ThH<sub>4</sub></a></li> <li>Th<sub>4</sub>H<sub>15</sub></li> <li><a href="/wiki/Protactinium_trihydride" title="Protactinium trihydride">PaH<sub>3</sub></a></li> <li><a href="/wiki/Uranium(III)_hydride" title="Uranium(III) hydride">UH<sub>3</sub></a></li> <li><a href="/wiki/Uranium(IV)_hydride" title="Uranium(IV) hydride">UH<sub>4</sub></a></li> <li><a href="/w/index.php?title=Neptunium_dihydride&amp;action=edit&amp;redlink=1" class="new" title="Neptunium dihydride (page does not exist)">NpH<sub>2</sub></a></li> <li><a href="/w/index.php?title=Neptunium_trihydride&amp;action=edit&amp;redlink=1" class="new" title="Neptunium trihydride (page does not exist)">NpH<sub>3</sub></a></li> <li><a href="/wiki/Plutonium_hydride" title="Plutonium hydride">PuH<sub>2</sub></a></li> <li><a href="/wiki/Plutonium_hydride" title="Plutonium hydride">PuH<sub>3</sub></a></li> <li><a href="/w/index.php?title=Americium_dihydride&amp;action=edit&amp;redlink=1" class="new" title="Americium dihydride (page does not exist)">AmH<sub>2</sub></a></li> <li><a href="/wiki/Americium_trihydride" title="Americium trihydride">AmH<sub>3</sub></a></li> <li><a href="/w/index.php?title=Curium_hydride&amp;action=edit&amp;redlink=1" class="new" title="Curium hydride (page does not exist)">CmH<sub>2</sub></a></li> <li><a href="/w/index.php?title=Berkelium_dihydride&amp;action=edit&amp;redlink=1" class="new" title="Berkelium dihydride (page does not exist)">BkH<sub>2</sub></a></li> <li><a href="/w/index.php?title=Berkelium_trihydride&amp;action=edit&amp;redlink=1" class="new" title="Berkelium trihydride (page does not exist)">BkH<sub>3</sub></a></li> <li><a href="/w/index.php?title=Californium_dihydride&amp;action=edit&amp;redlink=1" class="new" title="Californium dihydride (page does not exist)">CfH<sub>2</sub></a></li> <li><a href="/w/index.php?title=Californium_trihydride&amp;action=edit&amp;redlink=1" class="new" title="Californium trihydride (page does not exist)">CfH<sub>3</sub></a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Exotic_atoms" class="mw-redirect" title="Exotic atoms">Exotic matter hydrides</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Positronium_hydride" title="Positronium hydride">PsH</a></li></ul> </div></td></tr></tbody></table></div> <div class="navbox-styles"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374" /><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236075235" /><style data-mw-deduplicate="TemplateStyles:r1038841319">.mw-parser-output .tooltip-dotted{border-bottom:1px dotted;cursor:help}</style></div><div role="navigation" class="navbox authority-control" aria-label="Navbox729" style="padding:3px"><table class="nowraplinks hlist navbox-inner" style="border-spacing:0;background:transparent;color:inherit"><tbody><tr><th scope="row" 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class="vector-sticky-header-end" aria-hidden="true"> <div class="vector-sticky-header-icons"> <a href="#" class="cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet cdx-button--icon-only" id="ca-talk-sticky-header" tabindex="-1" data-event-name="talk-sticky-header"><span class="vector-icon mw-ui-icon-speechBubbles mw-ui-icon-wikimedia-speechBubbles"></span> <span></span> </a> <a href="#" class="cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet cdx-button--icon-only" id="ca-subject-sticky-header" tabindex="-1" data-event-name="subject-sticky-header"><span class="vector-icon mw-ui-icon-article mw-ui-icon-wikimedia-article"></span> <span></span> </a> <a href="#" class="cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet cdx-button--icon-only" id="ca-history-sticky-header" tabindex="-1" data-event-name="history-sticky-header"><span class="vector-icon mw-ui-icon-wikimedia-history mw-ui-icon-wikimedia-wikimedia-history"></span> <span></span> </a> <a href="#" class="cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet cdx-button--icon-only mw-watchlink" id="ca-watchstar-sticky-header" tabindex="-1" data-event-name="watch-sticky-header"><span class="vector-icon mw-ui-icon-wikimedia-star mw-ui-icon-wikimedia-wikimedia-star"></span> <span></span> </a> <a href="#" class="cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet cdx-button--icon-only" id="ca-edit-sticky-header" tabindex="-1" data-event-name="wikitext-edit-sticky-header"><span class="vector-icon mw-ui-icon-wikimedia-wikiText mw-ui-icon-wikimedia-wikimedia-wikiText"></span> <span></span> </a> <a href="#" class="cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet cdx-button--icon-only" id="ca-ve-edit-sticky-header" tabindex="-1" data-event-name="ve-edit-sticky-header"><span class="vector-icon mw-ui-icon-wikimedia-edit mw-ui-icon-wikimedia-wikimedia-edit"></span> <span></span> </a> <a href="#" class="cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet cdx-button--icon-only" id="ca-viewsource-sticky-header" tabindex="-1" data-event-name="ve-edit-protected-sticky-header"><span class="vector-icon mw-ui-icon-wikimedia-editLock mw-ui-icon-wikimedia-wikimedia-editLock"></span> <span></span> </a> </div> <div class="vector-sticky-header-buttons"> <button class="cdx-button cdx-button--weight-quiet mw-interlanguage-selector" id="p-lang-btn-sticky-header" tabindex="-1" data-event-name="ui.dropdown-p-lang-btn-sticky-header"><span class="vector-icon mw-ui-icon-wikimedia-language mw-ui-icon-wikimedia-wikimedia-language"></span> <span>15 languages</span> </button> <a href="#" class="cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet cdx-button--action-progressive" id="ca-addsection-sticky-header" tabindex="-1" data-event-name="addsection-sticky-header"><span class="vector-icon mw-ui-icon-speechBubbleAdd-progressive mw-ui-icon-wikimedia-speechBubbleAdd-progressive"></span> <span>Add topic</span> </a> </div> <div class="vector-sticky-header-icon-end"> <div class="vector-user-links"> </div> </div> </div> </div> </div> <div class="mw-portlet mw-portlet-dock-bottom emptyPortlet" id="p-dock-bottom"> <ul> </ul> </div> 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