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<h1 id="firstHeading" class="firstHeading mw-first-heading"><span class="mw-page-title-main">Hexadecan</span></h1>
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<div id="mw-content-text" class="mw-body-content mw-content-ltr" lang="de" dir="ltr"><div class="mw-content-ltr mw-parser-output" lang="de" dir="ltr"><table class="wikitable infobox float-right" id="Vorlage_Infobox_Chemikalie" style="font-size:90%; margin-top:0; width:350px;" summary="Infobox Chemikalie">

<tbody><tr>
<th colspan="2" style="background:#FFDEAD; color:#202122;">Strukturformel
</th></tr>
<tr>
<td colspan="2" class="hintergrundfarbe-basis skin-invert-image" style="text-align:center;"><span typeof="mw:File"></span>
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<tr>
<th colspan="2" style="background:#FFDEAD; color:#202122;">Allgemeines
</th></tr>
<tr>
<td style="width:33%;">Name
</td>
<td>Hexadecan
</td></tr>


<tr>
<td><a href="Summenformel" title="Summenformel">Summenformel</a>
</td>
<td>C<sub>16</sub>H<sub>34</sub>
</td></tr>
<tr>
<td>Kurzbeschreibung
</td>
<td>
<p>farblose Flüssigkeit<sup id="cite_ref-TCI_1-0" class="reference"><a href="#cite_note-TCI-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup>
</p>
</td></tr>
<tr>
<th colspan="2" style="background:#FFDEAD; color:#202122;">Externe Identifikatoren/Datenbanken
</th></tr>
<tr>
<td colspan="2" style="padding:0;">
<table class="mw-collapsible mw-collapsed wikitable" data-expandtext="+" data-collapsetext="−" style="border-top:none; margin:-1px; width:calc(100% + 2px);">

<tbody><tr>
<td style="width:33%;"><a href="CAS-Nummer" title="CAS-Nummer">CAS-Nummer</a>
</td>
<td><span title="Untervorlage eingebunden: CASRN"></span><a rel="nofollow" class="external text" href="https://commonchemistry.cas.org/detail?cas_rn=544-76-3">544-76-3</a><span class="editoronly" style="display:none;"></span>
</td>
<td style="background:#FFDEAD; color:#202122; border-top:1px solid #FFDEAD; padding:0.2em 0; vertical-align:bottom; width:5%;">
</td></tr>
<tr>
<td><a href="EG-Nummer" title="EG-Nummer">EG-Nummer</a>
</td>
<td colspan="2">208-878-9
</td></tr>
<tr>
<td><a href="Europ%C3%A4ische_Chemikalienagentur" title="Europäische Chemikalienagentur">ECHA</a>-InfoCard
</td>
<td colspan="2"><a rel="nofollow" class="external text" href="https://www.echa.europa.eu/de/substance-information/-/substanceinfo/100.008.072">100.008.072</a>
</td></tr>
<tr>
<td><a href="PubChem" title="PubChem">PubChem</a>
</td>
<td colspan="2"><a rel="nofollow" class="external text" href="https://pubchem.ncbi.nlm.nih.gov/compound/11006">11006</a>
</td></tr>
<tr>
<td><a href="ChemSpider" title="ChemSpider">ChemSpider</a>
</td>
<td colspan="2"><a rel="nofollow" class="external text" href="https://www.chemspider.com/Chemical-Structure.10540.html">10540</a>
</td></tr>


<tr>
<td style="border-right:1px solid #a2a9b1;"><a href="Wikidata" title="Wikidata">Wikidata</a>
</td>
<td colspan="2"><a href="https://www.wikidata.org/wiki/Q150843" class="extiw external" title="d:Q150843">Q150843</a>
</td></tr></tbody></table>
</td></tr>








<tr>
<th colspan="2" style="background:#FFDEAD; color:#202122;">Eigenschaften
</th></tr>
<tr>
<td><a href="Molare_Masse" title="Molare Masse">Molare Masse</a>
</td>
<td>226,45 g·<a href="Mol" title="Mol">mol</a><sup>−1</sup>
</td></tr>
<tr>
<td><a href="Aggregatzustand" title="Aggregatzustand">Aggregatzustand</a>
</td>
<td>
<p>flüssig<sup id="cite_ref-TCI_1-1" class="reference"><a href="#cite_note-TCI-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup>
</p>
</td></tr>
<tr>
<td><a href="Dichte" title="Dichte">Dichte</a>
</td>
<td>
<p>0,773 g·cm<sup>−3</sup><sup id="cite_ref-Römpp_2-0" class="reference"><a href="#cite_note-Römpp-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup>
</p>
</td></tr>
<tr>
<td><a href="Schmelzpunkt" title="Schmelzpunkt">Schmelzpunkt</a>
</td>
<td>
<p>18,2 °C<sup id="cite_ref-Römpp_2-1" class="reference"><a href="#cite_note-Römpp-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup>
</p>
</td></tr>
<tr>
<td><a href="Siedepunkt" title="Siedepunkt">Siedepunkt</a>
</td>
<td>
<p>287 °C<sup id="cite_ref-Römpp_2-2" class="reference"><a href="#cite_note-Römpp-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup>
</p>
</td></tr>


<tr>
<td><a href="Dampfdruck" title="Dampfdruck">Dampfdruck</a>
</td>
<td>
<p>133,3 <a href="Pascal_(Einheit)" title="Pascal (Einheit)">Pa</a> (105 °C)<sup id="cite_ref-TCI_1-2" class="reference"><a href="#cite_note-TCI-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup>
</p>
</td></tr>


<tr>
<td><a href="L%C3%B6slichkeit" title="Löslichkeit">Löslichkeit</a>
</td>
<td>
<ul><li>praktisch unlöslich in Wasser<sup id="cite_ref-Römpp_2-3" class="reference"><a href="#cite_note-Römpp-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup></li>
<li>mischbar mit <a href="Ethanol" title="Ethanol">Ethanol</a> und <a href="Diethylether" title="Diethylether">Diethylether</a><sup id="cite_ref-Römpp_2-4" class="reference"><a href="#cite_note-Römpp-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup></li>
<li>löslich mit <a href="Aceton" title="Aceton">Aceton</a><sup id="cite_ref-Römpp_2-5" class="reference"><a href="#cite_note-Römpp-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup></li></ul>
</td></tr>




<tr>
<th colspan="2" style="background:#FFDEAD; color:#202122;">Sicherheitshinweise
</th></tr>


<tr>
<td colspan="2">
<table cellspacing="0" cellpadding="2" style="width:100%;">




<tbody><tr>
<td colspan="2" style="text-align:center"><b><a href="Global_harmonisiertes_System_zur_Einstufung_und_Kennzeichnung_von_Chemikalien" title="Global harmonisiertes System zur Einstufung und Kennzeichnung von Chemikalien">GHS-Gefahrstoffkennzeichnung</a></b><sup id="cite_ref-TCI_1-3" class="reference"><a href="#cite_note-TCI-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup>
<table class="hintergrundfarbe-neutral" style="text-align:center; margin-left:auto; margin-right:auto; display:flex; justify-content:center;">

<tbody><tr>
<td><span typeof="mw:File"><a href="Global_harmonisiertes_System_zur_Einstufung_und_Kennzeichnung_von_Chemikalien#Übersicht:_EU-Gefahrensymbole,_UN/GHS-Gefahrenpiktogramme,_UN/ADR-Gefahrensymbole" title="07 – Achtung"></a></span>
</td>
<td><span typeof="mw:File"><a href="Global_harmonisiertes_System_zur_Einstufung_und_Kennzeichnung_von_Chemikalien#Übersicht:_EU-Gefahrensymbole,_UN/GHS-Gefahrenpiktogramme,_UN/ADR-Gefahrensymbole" title="08 – Gesundheitsgefährdend"></a></span>
</td></tr></tbody></table>
<p><b>Gefahr</b>
</p>
</td></tr>
<tr>
<td rowspan="2" width="33%" style="border-top:1px #A7A7A7 dashed; border-right:1px #A7A7A7 dashed;"><a href="H-_und_P-S%C3%A4tze" title="H- und P-Sätze">H- und P-Sätze</a>
</td>
<td style="border-top:1px #A7A7A7 dashed;">H: <span title="Untervorlage eingebunden: H-Sätze"></span><a href="H-_und_P-S%C3%A4tze#H-Sätze" title="H- und P-Sätze"><span style="display:inline-block;"><span style="color:#ff5400; border-bottom:1px dotted #ff5400;" title="Verursacht Hautreizungen.">315</span></span></a>​‐​<a href="H-_und_P-S%C3%A4tze#H-Sätze" title="H- und P-Sätze"><span style="display:inline-block;"><span style="color:#ff5400; border-bottom:1px dotted #ff5400;" title="Kann bei Verschlucken und Eindringen in die Atemwege tödlich sein.">304</span></span></a>​‐​<a href="H-_und_P-S%C3%A4tze#H-Sätze" title="H- und P-Sätze"><span style="display:inline-block;"><span style="color:#ff5400; border-bottom:1px dotted #ff5400;" title="Kann für Wasserorganismen schädlich sein, mit langfristiger Wirkung.">413</span></span></a>
</td></tr>



<tr>
<td style="border-top:1px #A7A7A7 dashed;">P: <span title="Untervorlage eingebunden: P-Sätze"></span><a href="H-_und_P-S%C3%A4tze#P-Sätze" title="H- und P-Sätze"><span style="display:inline-block;"><span style="color:#ff5400; border-bottom:1px dotted #ff5400;" title="Inhalt / Behälter … zuführen.
(Die vom Gesetzgeber offen gelassene Einfügung ist vom Inverkehrbringer zu ergänzen)">501</span></span></a>​‐​<a href="H-_und_P-S%C3%A4tze#P-Sätze" title="H- und P-Sätze"><span style="display:inline-block;"><span style="color:#ff5400; border-bottom:1px dotted #ff5400;" title="Freisetzung in die Umwelt vermeiden.">273</span></span></a>​‐​<a href="H-_und_P-S%C3%A4tze#P-Sätze" title="H- und P-Sätze"><span style="display:inline-block;"><span style="color:#ff5400; border-bottom:1px dotted #ff5400;" title="Nach Gebrauch … gründlich waschen.
(Die vom Gesetzgeber offen gelassene Einfügung ist vom Inverkehrbringer zu ergänzen)">264</span></span></a>​‐​<a href="H-_und_P-S%C3%A4tze#P-Sätze" title="H- und P-Sätze"><span style="display:inline-block;"><span style="color:#ff5400; border-bottom:1px dotted #ff5400;" title="Schutzhandschuhe/Schutzkleidung/Augenschutz/Gesichtsschutz/Gehörschutz/… tragen.
(Geänderter Text seit Inkraftreten der „12. Anpassung an den Technischen Fortschritt“ am 17. Oktober 2020)">280</span></span></a>​‐​<a href="H-_und_P-S%C3%A4tze#P-Sätze" title="H- und P-Sätze"><span style="display:inline-block;"><span style="color:#ff5400; border-bottom:1px dotted #ff5400;" title="Kein Erbrechen herbeiführen.">331</span></span></a>​‐​<a href="H-_und_P-S%C3%A4tze#P-Sätze" title="H- und P-Sätze"><span style="display:inline-block;"><span style="color:#ff5400; border-bottom:1px dotted #ff5400;" title="Bei Verschlucken: Sofort Giftinformationszentrum, Arzt oder … anrufen.">301+310</span></span></a><sup id="cite_ref-TCI_1-4" class="reference"><a href="#cite_note-TCI-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup>
</td></tr>
</tbody></table>
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<tr>
<td colspan="2" style="background:#FFDEAD; color:#202122; font-size:80%; text-align:center; line-height:150%; padding:.25em;">Wenn nicht anders vermerkt, gelten die angegebenen Daten bei <a href="Standardbedingungen" title="Standardbedingungen">Standardbedingungen</a> (0 °C, 1000&nbsp;hPa).
</td></tr></tbody></table><p><span class="editoronly" style="display:none;"></span>
</p><p><b>Hexadecan</b> ist ein langkettiges, lineares Alkan. Es kommt in Erdöl und daraus hergestellten Produkten vor sowie in einigen Pflanzen und Insekten.
</p>

<div class="mw-heading mw-heading2"><h2 id="Vorkommen">Vorkommen</h2></div>

<p>Hexadecan ist Bestandteil von <a href="Erd%C3%B6l" title="Erdöl">Erdöl</a>.<sup id="cite_ref-Römpp_2-6" class="reference"><a href="#cite_note-Römpp-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> Bestimmte Bakterien können unter anaeroben Bedingungen langkettige Alkane, beispielsweise aus Erdöl, zu <a href="Methan" title="Methan">Methan</a> abbauen. Dieses Phänomen konnte anhand von Hexadecan nachvollzogen werden.<sup id="cite_ref-3" class="reference"><a href="#cite_note-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup> Das <a href="%C3%84therische_%C3%96le" title="Ätherische Öle">ätherische Öl</a> von <i>Launaea lanifera</i> (Gattung Dornlattich, Familie <a href="Asteraceae" class="mw-redirect" title="Asteraceae">Asteraceae</a>) enthält etwa 2&nbsp;% Hexadecan.<sup id="cite_ref-4" class="reference"><a href="#cite_note-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup> Hexadecan kommt in den Puppen des <a href="Amerikanischer_Webeb%C3%A4r" title="Amerikanischer Webebär">Amerikanischen Webebärs</a> vor und dient vermutlich der Abwehr von Parasiten.<sup id="cite_ref-5" class="reference"><a href="#cite_note-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup> Es kommt in geringen Mengen in <a href="Walnuss%C3%B6l" title="Walnussöl">Walnussöl</a>,<sup id="cite_ref-6" class="reference"><a href="#cite_note-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup> sowie in mehreren Arten der Gattung <i><a href="Vanille_(Orchideen)" title="Vanille (Orchideen)">Vanilla</a></i><sup id="cite_ref-7" class="reference"><a href="#cite_note-7"><span class="cite-bracket">[</span>7<span class="cite-bracket">]</span></a></sup> vor. Unter den organischen Verbindungen des <a href="Murchison-Meteorit" class="mw-redirect" title="Murchison-Meteorit">Murchison-Meteoriten</a> wurden Alkane der Kettenlänge 12 bis 26 gefunden, darunter auch Hexadecan als eine der Hauptkomponenten.<sup id="cite_ref-8" class="reference"><a href="#cite_note-8"><span class="cite-bracket">[</span>8<span class="cite-bracket">]</span></a></sup>
</p>
<div class="mw-heading mw-heading2"><h2 id="Eigenschaften">Eigenschaften</h2></div>
<p>Hexadecan ist eine farblose Flüssigkeit. Mit <a href="Ethanol" title="Ethanol">Ethanol</a> und <a href="Diethylether" title="Diethylether">Diethylether</a> ist es mischbar, in Wasser hingegen unlöslich.<sup id="cite_ref-Römpp_2-7" class="reference"><a href="#cite_note-Römpp-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup>
</p>
<div class="mw-heading mw-heading2"><h2 id="Verwendung">Verwendung</h2></div>
<p><a href="Dieseltreibstoff" class="mw-redirect" title="Dieseltreibstoff">Dieseltreibstoff</a> enthält unter anderem <i>n</i>-Alkane, die im Allgemeinen eine Kettenlänge zwischen neun und 24 aufweisen, wozu auch Hexadecan gehört.<sup id="cite_ref-9" class="reference"><a href="#cite_note-9"><span class="cite-bracket">[</span>9<span class="cite-bracket">]</span></a></sup> Die <a href="Cetanzahl" title="Cetanzahl">Cetanzahl</a> gibt die <a href="Z%C3%BCndwilligkeit" title="Zündwilligkeit">Zündwilligkeit</a> eines Kraftstoffs an. Da es besonders leicht zündet, wird Hexadecan als Referenzsubstanz verwendet und hat definitionsgemäß eine Cetanzahl von 100.<sup id="cite_ref-Römpp_2-8" class="reference"><a href="#cite_note-Römpp-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> Gelegentlich wird es als <a href="Referenzstandard" class="mw-redirect" title="Referenzstandard">Referenzstandard</a> für <a href="Gaschromatographie" title="Gaschromatographie">Gaschromatographie</a> oder <a href="Gaschromatographie_mit_Massenspektrometrie-Kopplung" title="Gaschromatographie mit Massenspektrometrie-Kopplung">Gaschromatographie-Massenspektrometrie</a> verwendet, beispielsweise in der Analyse von <a href="%C3%84therische_%C3%96le" title="Ätherische Öle">ätherischen Ölen</a> oder <a href="Insektenpheromone" title="Insektenpheromone">Insektenpheromonen</a>.<sup id="cite_ref-10" class="reference"><a href="#cite_note-10"><span class="cite-bracket">[</span>10<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-11" class="reference"><a href="#cite_note-11"><span class="cite-bracket">[</span>11<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-12" class="reference"><a href="#cite_note-12"><span class="cite-bracket">[</span>12<span class="cite-bracket">]</span></a></sup>
</p>
<div class="mw-heading mw-heading2"><h2 id="Weblinks">Weblinks</h2></div>
<div class="sisterproject" style="margin:0.1em 0 0 0;"><div class="noresize noviewer" style="display:inline-block; line-height:10px; min-width:1.6em; text-align:center;" aria-hidden="true" role="presentation"><span class="mw-default-size" typeof="mw:File"><span title="Commons"></span></span></div><b><span class=""><a class="external text" href="https://commons.wikimedia.org/wiki/Category:Hexadecane?uselang=de"><span lang="en">Commons</span>: Hexadecan</a></span></b>&nbsp;– Sammlung von Bildern, Videos und Audiodateien</div>
<div class="sisterproject" style="margin:0.1em 0 0 0;"><span class="noviewer" style="display:inline-block; line-height:10px; min-width:1.6em; text-align:center;" aria-hidden="true" role="presentation"><span class="mw-default-size" typeof="mw:File"><span title="Wiktionary"></span></span></span><b><a href="https://de.wiktionary.org/wiki/Hexadecan" class="extiw external" title="wikt:Hexadecan">Wiktionary: Hexadecan</a></b>&nbsp;– Bedeutungserklärungen, Wortherkunft, Synonyme, Übersetzungen</div>
<div class="mw-heading mw-heading2"><h2 id="Einzelnachweise">Einzelnachweise</h2></div>
<div class="mw-references-wrap mw-references-columns"><ol class="references">
<li id="cite_note-TCI-1"><span class="mw-cite-backlink">↑ <sup><a href="#cite_ref-TCI_1-0">a</a></sup> <sup><a href="#cite_ref-TCI_1-1">b</a></sup> <sup><a href="#cite_ref-TCI_1-2">c</a></sup> <sup><a href="#cite_ref-TCI_1-3">d</a></sup> <sup><a href="#cite_ref-TCI_1-4">e</a></sup></span> <span class="reference-text">Eintrag zu <span style="font-style:italic;"><a rel="nofollow" class="external text" href="https://www.tcichemicals.com/eshop/de/de/commodity/H0066">Hexadecane, &gt;98.0%</a></span> bei TCI Europe, abgerufen am 22.&nbsp;April 2024.<span class="editoronly" style="display:none;"></span></span>
</li>
<li id="cite_note-Römpp-2"><span class="mw-cite-backlink">↑ <sup><a href="#cite_ref-Römpp_2-0">a</a></sup> <sup><a href="#cite_ref-Römpp_2-1">b</a></sup> <sup><a href="#cite_ref-Römpp_2-2">c</a></sup> <sup><a href="#cite_ref-Römpp_2-3">d</a></sup> <sup><a href="#cite_ref-Römpp_2-4">e</a></sup> <sup><a href="#cite_ref-Römpp_2-5">f</a></sup> <sup><a href="#cite_ref-Römpp_2-6">g</a></sup> <sup><a href="#cite_ref-Römpp_2-7">h</a></sup> <sup><a href="#cite_ref-Römpp_2-8">i</a></sup></span> <span class="reference-text">Eintrag zu <a rel="nofollow" class="external text" href="https://roempp.thieme.de/lexicon/RD-08-01145"><i>Hexadecan</i></a>. In: <i><a href="R%C3%B6mpp_Online" class="mw-redirect" title="Römpp Online">Römpp Online</a>.</i> Georg Thieme Verlag, abgerufen am 21.&nbsp;April 2024.<span class="editoronly" style="display:none;"></span></span>
</li>
<li id="cite_note-3"><span class="mw-cite-backlink"><a href="#cite_ref-3">↑</a></span> <span class="reference-text">Robert T. Anderson, Derek R. Lovley: <cite style="font-style:italic">Hexadecane decay by methanogenesis</cite>. In: <cite style="font-style:italic"><a href="Nature" title="Nature">Nature</a></cite>. <span style="white-space:nowrap">Band<span style="display:inline-block;width:.2em">&nbsp;</span>404</span>, <span style="white-space:nowrap">Nr.<span style="display:inline-block;width:.2em">&nbsp;</span>6779</span>, April 2000, <span style="white-space:nowrap">S.<span style="display:inline-block;width:.2em">&nbsp;</span>722–723</span>, <a href="Digital_Object_Identifier" title="Digital Object Identifier">doi</a>:<span class="uri-handle" style="white-space:nowrap"><a rel="nofollow" class="external text" href="https://doi.org/10.1038/35008145">10.1038/35008145</a></span>.<span class="Z3988" title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&amp;rfr_id=info:sid/de.wikipedia.org:Hexadecan&amp;rft.atitle=Hexadecane+decay+by+methanogenesis&amp;rft.au=Robert+T.+Anderson%2C+Derek+R.+Lovley&amp;rft.date=2000-04&amp;rft.doi=10.1038%2F35008145&amp;rft.genre=journal&amp;rft.issue=6779&amp;rft.jtitle=Nature&amp;rft.pages=722-723&amp;rft.volume=404" style="display:none">&nbsp;</span></span>
</li>
<li id="cite_note-4"><span class="mw-cite-backlink"><a href="#cite_ref-4">↑</a></span> <span class="reference-text">Tarek Benmeddour, Hocine Laouer, Salah Akkal, Guido Flamini: <cite style="font-style:italic">Chemical composition and antibacterial activity of essential oil of Launaea lanifera Pau grown in Algerian arid steppes</cite>. In: <cite style="font-style:italic">Asian Pacific Journal of Tropical Biomedicine</cite>. <span style="white-space:nowrap">Band<span style="display:inline-block;width:.2em">&nbsp;</span>5</span>, <span style="white-space:nowrap">Nr.<span style="display:inline-block;width:.2em">&nbsp;</span>11</span>, November 2015, <span style="white-space:nowrap">S.<span style="display:inline-block;width:.2em">&nbsp;</span>960–964</span>, <a href="Digital_Object_Identifier" title="Digital Object Identifier">doi</a>:<span class="uri-handle" style="white-space:nowrap"><a rel="nofollow" class="external text" href="https://doi.org/10.1016/j.apjtb.2015.07.025">10.1016/j.apjtb.2015.07.025</a></span>.<span class="Z3988" title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&amp;rfr_id=info:sid/de.wikipedia.org:Hexadecan&amp;rft.atitle=Chemical+composition+and+antibacterial+activity+of+essential+oil+of+Launaea+lanifera+Pau+grown+in+Algerian+arid+steppes&amp;rft.au=Tarek+Benmeddour%2C+Hocine+Laouer%2C+Salah+Akkal%2C+...&amp;rft.date=2015-11&amp;rft.doi=10.1016%2Fj.apjtb.2015.07.025&amp;rft.genre=journal&amp;rft.issue=11&amp;rft.jtitle=Asian+Pacific+Journal+of+Tropical+Biomedicine&amp;rft.pages=960-964&amp;rft.volume=5" style="display:none">&nbsp;</span></span>
</li>
<li id="cite_note-5"><span class="mw-cite-backlink"><a href="#cite_ref-5">↑</a></span> <span class="reference-text">G. Zhu, L. Pan, Y. Zhao, X. Zhang, F. Wang, Y. Yu, W. Fan, Q. Liu, S. Zhang, M. Li: <cite style="font-style:italic">Chemical investigations of volatile kairomones produced by Hyphantria cunea (Drury), a host of the parasitoid Chouioia cunea Yang</cite>. In: <cite style="font-style:italic">Bulletin of Entomological Research</cite>. <span style="white-space:nowrap">Band<span style="display:inline-block;width:.2em">&nbsp;</span>107</span>, <span style="white-space:nowrap">Nr.<span style="display:inline-block;width:.2em">&nbsp;</span>2</span>, April 2017, <span style="white-space:nowrap">S.<span style="display:inline-block;width:.2em">&nbsp;</span>234–240</span>, <a href="Digital_Object_Identifier" title="Digital Object Identifier">doi</a>:<span class="uri-handle" style="white-space:nowrap"><a rel="nofollow" class="external text" href="https://doi.org/10.1017/S0007485316000833">10.1017/S0007485316000833</a></span>.<span class="Z3988" title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&amp;rfr_id=info:sid/de.wikipedia.org:Hexadecan&amp;rft.atitle=Chemical+investigations+of+volatile+kairomones+produced+by+Hyphantria+cunea+%28Drury%29%2C+a+host+of+the+parasitoid+Chouioia+cunea+Yang&amp;rft.au=G.+Zhu%2C+L.+Pan%2C+Y.+Zhao%2C+...&amp;rft.date=2017-04&amp;rft.doi=10.1017%2FS0007485316000833&amp;rft.genre=journal&amp;rft.issue=2&amp;rft.jtitle=Bulletin+of+Entomological+Research&amp;rft.pages=234-240&amp;rft.volume=107" style="display:none">&nbsp;</span></span>
</li>
<li id="cite_note-6"><span class="mw-cite-backlink"><a href="#cite_ref-6">↑</a></span> <span class="reference-text">Marcela L. Martínez, Miguel A. Mattea, Damián M. Maestri: <cite style="font-style:italic">Varietal and crop year effects on lipid composition of walnut ( Juglans regia ) genotypes</cite>. In: <cite style="font-style:italic">Journal of the American Oil Chemists' Society</cite>. <span style="white-space:nowrap">Band<span style="display:inline-block;width:.2em">&nbsp;</span>83</span>, <span style="white-space:nowrap">Nr.<span style="display:inline-block;width:.2em">&nbsp;</span>9</span>, September 2006, <span style="white-space:nowrap">S.<span style="display:inline-block;width:.2em">&nbsp;</span>791–796</span>, <a href="Digital_Object_Identifier" title="Digital Object Identifier">doi</a>:<span class="uri-handle" style="white-space:nowrap"><a rel="nofollow" class="external text" href="https://doi.org/10.1007/s11746-006-5016-z">10.1007/s11746-006-5016-z</a></span>.<span class="Z3988" title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&amp;rfr_id=info:sid/de.wikipedia.org:Hexadecan&amp;rft.atitle=Varietal+and+crop+year+effects+on+lipid+composition+of+walnut+%28+Juglans+regia+%29+genotypes&amp;rft.au=Marcela+L.+Mart%C3%ADnez%2C+Miguel+A.+Mattea%2C+Dami%C3%A1n+M.+Maestri&amp;rft.date=2006-09&amp;rft.doi=10.1007%2Fs11746-006-5016-z&amp;rft.genre=journal&amp;rft.issue=9&amp;rft.jtitle=Journal+of+the+American+Oil+Chemists%27+Society&amp;rft.pages=791-796&amp;rft.volume=83" style="display:none">&nbsp;</span></span>
</li>
<li id="cite_note-7"><span class="mw-cite-backlink"><a href="#cite_ref-7">↑</a></span> <span class="reference-text">Béatrice Ramaroson-Raonizafinimanana, Émile M. Gaydou, Isabelle Bombarda: <cite style="font-style:italic">Hydrocarbons from Three Vanilla Bean Species: V. fragrans , V. madagascariensis , and V. tahitensis</cite>. In: <cite style="font-style:italic">Journal of Agricultural and Food Chemistry</cite>. <span style="white-space:nowrap">Band<span style="display:inline-block;width:.2em">&nbsp;</span>45</span>, <span style="white-space:nowrap">Nr.<span style="display:inline-block;width:.2em">&nbsp;</span>7</span>, 1.&nbsp;Juli 1997, <span style="white-space:nowrap">S.<span style="display:inline-block;width:.2em">&nbsp;</span>2542–2545</span>, <a href="Digital_Object_Identifier" title="Digital Object Identifier">doi</a>:<span class="uri-handle" style="white-space:nowrap"><a rel="nofollow" class="external text" href="https://doi.org/10.1021/jf960927b">10.1021/jf960927b</a></span>.<span class="Z3988" title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&amp;rfr_id=info:sid/de.wikipedia.org:Hexadecan&amp;rft.atitle=Hydrocarbons+from+Three+Vanilla+Bean+Species%3A+V.+fragrans+%2C+V.+madagascariensis+%2C+and+V.+tahitensis&amp;rft.au=B%C3%A9atrice+Ramaroson-Raonizafinimanana%2C+%C3%89mile+M.+Gaydou%2C+Isabelle+Bombarda&amp;rft.date=1997-07-01&amp;rft.doi=10.1021%2Fjf960927b&amp;rft.genre=journal&amp;rft.issue=7&amp;rft.jtitle=Journal+of+Agricultural+and+Food+Chemistry&amp;rft.pages=2542-2545&amp;rft.volume=45" style="display:none">&nbsp;</span></span>
</li>
<li id="cite_note-8"><span class="mw-cite-backlink"><a href="#cite_ref-8">↑</a></span> <span class="reference-text">J.R. Cronin: <cite style="font-style:italic">Origin of organic compounds in carbonaceous chondrites</cite>. In: <cite style="font-style:italic">Advances in Space Research</cite>. <span style="white-space:nowrap">Band<span style="display:inline-block;width:.2em">&nbsp;</span>9</span>, <span style="white-space:nowrap">Nr.<span style="display:inline-block;width:.2em">&nbsp;</span>2</span>, Januar 1989, <span style="white-space:nowrap">S.<span style="display:inline-block;width:.2em">&nbsp;</span>59–64</span>, <a href="Digital_Object_Identifier" title="Digital Object Identifier">doi</a>:<span class="uri-handle" style="white-space:nowrap"><a rel="nofollow" class="external text" href="https://doi.org/10.1016/0273-1177%2889%2990364-5">10.1016/0273-1177(89)90364-5</a></span>.<span class="Z3988" title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&amp;rfr_id=info:sid/de.wikipedia.org:Hexadecan&amp;rft.atitle=Origin+of+organic+compounds+in+carbonaceous+chondrites&amp;rft.au=J.R.+Cronin&amp;rft.date=1989-01&amp;rft.doi=10.1016%2F0273-1177%2889%2990364-5&amp;rft.genre=journal&amp;rft.issue=2&amp;rft.jtitle=Advances+in+Space+Research&amp;rft.pages=59-64&amp;rft.volume=9" style="display:none">&nbsp;</span></span>
</li>
<li id="cite_note-9"><span class="mw-cite-backlink"><a href="#cite_ref-9">↑</a></span> <span class="reference-text">L. V. Ivanova, V. N. Koshelev, E. A. Burov: <cite style="font-style:italic">Influence of the hydrocarbon composition of diesel fuels on their performance characteristics</cite>. In: <cite style="font-style:italic"><a href="Petroleum_Chemistry" title="Petroleum Chemistry">Petroleum Chemistry</a></cite>. <span style="white-space:nowrap">Band<span style="display:inline-block;width:.2em">&nbsp;</span>54</span>, <span style="white-space:nowrap">Nr.<span style="display:inline-block;width:.2em">&nbsp;</span>6</span>, November 2014, <span style="white-space:nowrap">S.<span style="display:inline-block;width:.2em">&nbsp;</span>466–472</span>, <a href="Digital_Object_Identifier" title="Digital Object Identifier">doi</a>:<span class="uri-handle" style="white-space:nowrap"><a rel="nofollow" class="external text" href="https://doi.org/10.1134/S0965544114060061">10.1134/S0965544114060061</a></span>.<span class="Z3988" title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&amp;rfr_id=info:sid/de.wikipedia.org:Hexadecan&amp;rft.atitle=Influence+of+the+hydrocarbon+composition+of+diesel+fuels+on+their+performance+characteristics&amp;rft.au=L.+V.+Ivanova%2C+V.+N.+Koshelev%2C+E.+A.+Burov&amp;rft.date=2014-11&amp;rft.doi=10.1134%2FS0965544114060061&amp;rft.genre=journal&amp;rft.issue=6&amp;rft.jtitle=Petroleum+Chemistry&amp;rft.pages=466-472&amp;rft.volume=54" style="display:none">&nbsp;</span></span>
</li>
<li id="cite_note-10"><span class="mw-cite-backlink"><a href="#cite_ref-10">↑</a></span> <span class="reference-text">Peyman Salehi, Ali Reza Fakhari, Samad Nejad Ebrahimi, Rouhollah Heydari: <cite style="font-style:italic">Rapid essential oil screening of Rosmarinus officinalis L. by hydrodistillation–headspace solvent microextraction</cite>. In: <cite style="font-style:italic"><a href="Flavour_and_Fragrance_Journal" title="Flavour and Fragrance Journal">Flavour and Fragrance Journal</a></cite>. <span style="white-space:nowrap">Band<span style="display:inline-block;width:.2em">&nbsp;</span>22</span>, <span style="white-space:nowrap">Nr.<span style="display:inline-block;width:.2em">&nbsp;</span>4</span>, Juli 2007, <span style="white-space:nowrap">S.<span style="display:inline-block;width:.2em">&nbsp;</span>280–285</span>, <a href="Digital_Object_Identifier" title="Digital Object Identifier">doi</a>:<span class="uri-handle" style="white-space:nowrap"><a rel="nofollow" class="external text" href="https://doi.org/10.1002/ffj.1793">10.1002/ffj.1793</a></span>.<span class="Z3988" title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&amp;rfr_id=info:sid/de.wikipedia.org:Hexadecan&amp;rft.atitle=Rapid+essential+oil+screening+of+Rosmarinus+officinalis+L.+by+hydrodistillation-headspace+solvent+microextraction&amp;rft.au=Peyman+Salehi%2C+Ali+Reza+Fakhari%2C+Samad+Nejad+Ebrahimi%2C+...&amp;rft.date=2007-07&amp;rft.doi=10.1002%2Fffj.1793&amp;rft.genre=journal&amp;rft.issue=4&amp;rft.jtitle=Flavour+and+Fragrance+Journal&amp;rft.pages=280-285&amp;rft.volume=22" style="display:none">&nbsp;</span></span>
</li>
<li id="cite_note-11"><span class="mw-cite-backlink"><a href="#cite_ref-11">↑</a></span> <span class="reference-text">Tetsuya Yasuda, Nobuo Mizutani, Nobuyuki Endo, Takeshi Fukuda, Takashi Matsuyama, Kenji Ito, Seiichi Moriya, Rikiya Sasaki: <cite style="font-style:italic">A new component of attractive aggregation pheromone in the bean bug, Riptortus clavatus (Thunberg) (Heteroptera: Alydidae)</cite>. In: <cite style="font-style:italic">Applied Entomology and Zoology</cite>. <span style="white-space:nowrap">Band<span style="display:inline-block;width:.2em">&nbsp;</span>42</span>, <span style="white-space:nowrap">Nr.<span style="display:inline-block;width:.2em">&nbsp;</span>1</span>, 2007, <span style="white-space:nowrap">S.<span style="display:inline-block;width:.2em">&nbsp;</span>1–7</span>, <a href="Digital_Object_Identifier" title="Digital Object Identifier">doi</a>:<span class="uri-handle" style="white-space:nowrap"><a rel="nofollow" class="external text" href="https://doi.org/10.1303/aez.2007.1">10.1303/aez.2007.1</a></span>.<span class="Z3988" title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&amp;rfr_id=info:sid/de.wikipedia.org:Hexadecan&amp;rft.atitle=A+new+component+of+attractive+aggregation+pheromone+in+the+bean+bug%2C+Riptortus+clavatus+%28Thunberg%29+%28Heteroptera%3A+Alydidae%29&amp;rft.au=Tetsuya+Yasuda%2C+Nobuo+Mizutani%2C+Nobuyuki+Endo%2C+...&amp;rft.date=2007&amp;rft.doi=10.1303%2Faez.2007.1&amp;rft.genre=journal&amp;rft.issue=1&amp;rft.jtitle=Applied+Entomology+and+Zoology&amp;rft.pages=1-7&amp;rft.volume=42" style="display:none">&nbsp;</span></span>
</li>
<li id="cite_note-12"><span class="mw-cite-backlink"><a href="#cite_ref-12">↑</a></span> <span class="reference-text">Nobuo Mizutani, Tetsuya Yasuda, Takuhiro Yamaguchi, Seiichi Moriya: <cite style="font-style:italic">Individual variation in the amounts of pheromone components in the male bean bug, Riptortus pedestris (Heteroptera: Alydidae) and its attractiveness to the same species</cite>. In: <cite style="font-style:italic">Applied Entomology and Zoology</cite>. <span style="white-space:nowrap">Band<span style="display:inline-block;width:.2em">&nbsp;</span>42</span>, <span style="white-space:nowrap">Nr.<span style="display:inline-block;width:.2em">&nbsp;</span>4</span>, 2007, <span style="white-space:nowrap">S.<span style="display:inline-block;width:.2em">&nbsp;</span>629–636</span>, <a href="Digital_Object_Identifier" title="Digital Object Identifier">doi</a>:<span class="uri-handle" style="white-space:nowrap"><a rel="nofollow" class="external text" href="https://doi.org/10.1303/aez.2007.629">10.1303/aez.2007.629</a></span>.<span class="Z3988" title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&amp;rfr_id=info:sid/de.wikipedia.org:Hexadecan&amp;rft.atitle=Individual+variation+in+the+amounts+of+pheromone+components+in+the+male+bean+bug%2C+Riptortus+pedestris+%28Heteroptera%3A+Alydidae%29+and+its+attractiveness+to+the+same+species&amp;rft.au=Nobuo+Mizutani%2C+Tetsuya+Yasuda%2C+Takuhiro+Yamaguchi%2C+...&amp;rft.date=2007&amp;rft.doi=10.1303%2Faez.2007.629&amp;rft.genre=journal&amp;rft.issue=4&amp;rft.jtitle=Applied+Entomology+and+Zoology&amp;rft.pages=629-636&amp;rft.volume=42" style="display:none">&nbsp;</span></span>
</li>
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