<!DOCTYPE html>
<html class="client-nojs vector-feature-language-in-header-enabled vector-feature-language-in-main-page-header-disabled vector-feature-page-tools-pinned-disabled vector-feature-toc-pinned-clientpref-0 vector-toc-not-available vector-feature-main-menu-pinned-disabled vector-feature-limited-width-clientpref-1 vector-feature-limited-width-content-enabled vector-feature-custom-font-size-clientpref-1 vector-feature-appearance-pinned-clientpref-0 skin-theme-clientpref-day vector-sticky-header-enabled" lang="de" dir="ltr"><head>
<meta charset="UTF-8">
<title>Triolein</title>
<meta name="viewport" content="width=device-width, initial-scale=1.0">
<link rel="icon" type="image/png" href="./_res_/favicon.png">
<link rel="canonical" href="https://de.wikipedia.org/wiki/Triolein"> <link href="./_mw_/ext.cite.styles.css" rel="stylesheet" type="text/css">
<link href="./_mw_/ext.wikimediamessages.styles.css" rel="stylesheet" type="text/css">
<link href="./_mw_/skins.vector.icons.css" rel="stylesheet" type="text/css">
<link href="./_mw_/skins.vector.search.codex.styles.css" rel="stylesheet" type="text/css">
<link href="./_mw_/skins.vector.styles.css" rel="stylesheet" type="text/css">
<meta name="ResourceLoaderDynamicStyles" content="">
<link href="./_mw_/ext.gadget.citeRef.css" rel="stylesheet" type="text/css">
<link href="./_mw_/ext.gadget.defaultPlainlinks.css" rel="stylesheet" type="text/css">
<link href="./_mw_/ext.gadget.dewikiCommonHide.css" rel="stylesheet" type="text/css">
<link href="./_mw_/ext.gadget.dewikiCommonLayout.css" rel="stylesheet" type="text/css">
<link href="./_mw_/ext.gadget.dewikiCommonStyle.css" rel="stylesheet" type="text/css">
<link href="./_mw_/ext.gadget.dewikiDarkmode.css" rel="stylesheet" type="text/css">
<link href="./_mw_/ext.gadget.dewikiResponsive.css" rel="stylesheet" type="text/css">
<link href="./_mw_/ext.gadget.specialSearch.css" rel="stylesheet" type="text/css">
<link rel="stylesheet" type="text/css" href="./_mw_/site.styles.css">
<link rel="stylesheet" type="text/css" href="./_mw_/noscript.css">
<link rel="stylesheet" type="text/css" href="./_res_/footer.css">
<link rel="stylesheet" type="text/css" href="./_res_/vector-2022.css">
</head>
<body class="skin--responsive skin-vector skin-vector-search-vue mediawiki ltr sitedir-ltr mw-hide-empty-elt ns-0 ns-subject page-Triolein rootpage-Triolein skin-vector-2022 action-view">
<div class="mw-page-container">
<div class="mw-page-container-inner">
<div class="mw-content-container">
<main id="content" class="mw-body">
<header class="mw-body-header vector-page-titlebar">
<h1 id="firstHeading" class="firstHeading mw-first-heading"><span class="mw-page-title-main">Triolein</span></h1>
</header>
<a id="top"></a>
<div id="bodyContent" class="vector-body ve-init-mw-desktopArticleTarget-targetContainer" aria-labelledby="firstHeading" data-mw-ve-target-container="">
<div id="contentSub">
<div id="mw-content-subtitle"></div>
</div>
<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>
</td></tr>
<tr>
<th colspan="2" style="background:#FFDEAD; color:#202122;">Allgemeines
</th></tr>
<tr>
<td style="width:33%;">Name
</td>
<td>Triolein
</td></tr>
<tr>
<td>Andere Namen
</td>
<td>
<ul><li>2,3-Bis[{(<i>Z</i>)-octadec-9-enoyl}oxy]propyl(<i>Z</i>)-octadec-9-enoat (<a href="IUPAC-Nomenklatur" class="mw-redirect" title="IUPAC-Nomenklatur">IUPAC</a>)</li>
<li>Ölsäureglycerinester</li>
<li>Glycerinölsäure-Triester</li>
<li>Trioleat</li>
<li>Glyzerintrioleat</li>
<li>Ölsäureglycerid</li>
<li><small>TRIOLEIN</small> (<a href="Internationale_Nomenklatur_f%C3%BCr_kosmetische_Inhaltsstoffe" title="Internationale Nomenklatur für kosmetische Inhaltsstoffe">INCI</a>)<sup id="cite_ref-CosIng_1-0" class="reference"><a href="#cite_note-CosIng-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><span class="editoronly" style="display:none;"></span></li></ul>
</td></tr>
<tr>
<td><a href="Summenformel" title="Summenformel">Summenformel</a>
</td>
<td>C<sub>57</sub>H<sub>104</sub>O<sub>6</sub>
</td></tr>
<tr>
<td>Kurzbeschreibung
</td>
<td>
<p>geruch- und farblose Flüssigkeit<sup id="cite_ref-Thermofisher_2-0" class="reference"><a href="#cite_note-Thermofisher-2"><span class="cite-bracket">[</span>2<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=122-32-7">122-32-7</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">204-534-7
</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/100.004.123">100.004.123</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/5497163">5497163</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.4593733.html">4593733</a>
</td></tr>
<tr>
<td><a href="DrugBank" title="DrugBank">DrugBank</a>
</td>
<td colspan="2"><a rel="nofollow" class="external text" href="https://www.drugbank.ca/drugs/DB13038">DB13038</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/Q413929" class="extiw external" title="d:Q413929">Q413929</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>885,43 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
</p>
</td></tr>
<tr>
<td><a href="Dichte" title="Dichte">Dichte</a>
</td>
<td>
<p>0,91 g·cm<sup>−3</sup><sup id="cite_ref-Thermofisher_2-1" class="reference"><a href="#cite_note-Thermofisher-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>5 <a href="Grad_Celsius" title="Grad Celsius">°C</a><sup id="cite_ref-Kodali_3-0" class="reference"><a href="#cite_note-Kodali-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup>
</p>
</td></tr>
<tr>
<td><a href="Siedepunkt" title="Siedepunkt">Siedepunkt</a>
</td>
<td>
<ul><li>235–240 °C (24 h<a href="Pascal_(Einheit)" title="Pascal (Einheit)">Pa</a>)<sup id="cite_ref-Thermofisher_2-2" class="reference"><a href="#cite_note-Thermofisher-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup></li>
<li>419,10 °C (1013 hPa)<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></li></ul>
</td></tr>
<tr>
<td><a href="L%C3%B6slichkeit" title="Löslichkeit">Löslichkeit</a>
</td>
<td>
<p>nahezu unlöslich in Wasser<sup id="cite_ref-Thermofisher_2-3" class="reference"><a href="#cite_note-Thermofisher-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup>
</p>
</td></tr>
<tr>
<td><a href="Brechungsindex" title="Brechungsindex">Brechungsindex</a>
</td>
<td>
<p>1,4621 (40 °C)<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>
</p>
</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-Sigma_6-0" class="reference"><a href="#cite_note-Sigma-6"><span class="cite-bracket">[</span>6<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><i>keine GHS-Piktogramme</i>
</td></tr></tbody></table>
<p>
</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><i>keine H-Sätze</i>
</td></tr>
<tr>
<td style="border-top:1px #A7A7A7 dashed;">P: <span title="Untervorlage eingebunden: P-Sätze"></span><i>keine P-Sätze</i>
</td></tr>
</tbody></table>
</td></tr>
<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 hPa). Brechungsindex: <a href="Natrium-D-Linie" title="Natrium-D-Linie">Na-D-Linie</a>, 20 °C
</td></tr></tbody></table><p><span class="editoronly" style="display:none;"></span>
</p><p><b>Triolein</b> (auch <i>Trioleat</i>, <i>Glyzerintrioleat</i>, <i>Ölsäureglycerid</i> oder <i>Glycerinölsäure-Triester</i>) ist eine <a href="Chemische_Verbindung" title="Chemische Verbindung">chemische Verbindung</a>. Es handelt sich um ein <a href="Triglyceride" title="Triglyceride">Triglycerid</a> mit <a href="%C3%96ls%C3%A4ure" title="Ölsäure">Ölsäure</a> und zählt zu den <a href="Fette" title="Fette">fetten Ölen</a>.
</p>
<div class="mw-heading mw-heading2"><h2 id="Vorkommen">Vorkommen</h2></div>
<p>Triolein kommt in <a href="Mandel%C3%B6l" title="Mandelöl">Mandelöl</a>, <a href="Oliven%C3%B6l" title="Olivenöl">Olivenöl</a>, <a href="Schmalz" title="Schmalz">Schmalz</a> und in vielen weiteren Ölen tierischen und pflanzlichen Ursprungs vor.<sup id="cite_ref-toxnet_7-0" class="reference"><a href="#cite_note-toxnet-7"><span class="cite-bracket">[</span>7<span class="cite-bracket">]</span></a></sup>
</p>
<div class="mw-heading mw-heading2"><h2 id="Gewinnung_und_Darstellung">Gewinnung und Darstellung</h2></div>
<p>Triolein kann durch <a href="Veresterung" title="Veresterung">Veresterung</a> von Ölsäure mit <a href="Glycerin" title="Glycerin">Glycerin</a> oder aus natürlichen Ölen gewonnen werden.<sup id="cite_ref-toxnet_7-1" class="reference"><a href="#cite_note-toxnet-7"><span class="cite-bracket">[</span>7<span class="cite-bracket">]</span></a></sup>
</p>
<div class="mw-heading mw-heading2"><h2 id="Verwendung">Verwendung</h2></div>
<p>Triolein wird als Gleitmittel und <a href="Emulgator" title="Emulgator">Emulgator</a> bei Textilien und Kosmetika eingesetzt.<sup id="cite_ref-toxnet_7-2" class="reference"><a href="#cite_note-toxnet-7"><span class="cite-bracket">[</span>7<span class="cite-bracket">]</span></a></sup> Die <a href="Hydrierung" title="Hydrierung">Hydrierung</a> in <a href="N-Hexan" class="mw-redirect" title="N-Hexan">Hexan</a> ergibt <a href="Tristearin" title="Tristearin">Tristearin</a>.<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="Siehe_auch">Siehe auch</h2></div>
<ul><li><a href="Triricinolein" title="Triricinolein">Triricinolein</a></li></ul>
<div class="mw-heading mw-heading2"><h2 id="Einzelnachweise">Einzelnachweise</h2></div>
<ol class="references">
<li id="cite_note-CosIng-1"><span class="mw-cite-backlink"><a href="#cite_ref-CosIng_1-0">↑</a></span> <span class="reference-text">Eintrag zu <a rel="nofollow" class="external text" href="https://ec.europa.eu/growth/tools-databases/cosing/details/38756"><i><small>TRIOLEIN</small></i></a> in der <a href="CosIng-Datenbank" title="CosIng-Datenbank">CosIng-Datenbank</a> der EU-Kommission, abgerufen am 11. Mai 2020.</span>
</li>
<li id="cite_note-Thermofisher-2"><span class="mw-cite-backlink">↑ <sup><a href="#cite_ref-Thermofisher_2-0">a</a></sup> <sup><a href="#cite_ref-Thermofisher_2-1">b</a></sup> <sup><a href="#cite_ref-Thermofisher_2-2">c</a></sup> <sup><a href="#cite_ref-Thermofisher_2-3">d</a></sup></span> <span class="reference-text">Eintrag zu <span style="font-style:italic;"><a rel="nofollow" class="external text" href="https://www.thermofisher.com/order/catalog/product/368120250?SID=srch-srp-368120250">Glycerine trioleate</a></span> bei <i><a href="Thermo_Fisher_Scientific" title="Thermo Fisher Scientific">Thermo Fisher Scientific</a></i>, abgerufen am 13. Oktober 2023.<span class="editoronly" style="display:none;"></span></span>
</li>
<li id="cite_note-Kodali-3"><span class="mw-cite-backlink"><a href="#cite_ref-Kodali_3-0">↑</a></span> <span class="reference-text">Kodali et al.: <i>Structure and polymorphism of 18-carbon fatty acyl triacylglycerols: Effect of unsaturation and substitution in the 2-position</i>, Journal of Lipid Research, Vol. 28 (1987), S. 403–413.</span>
</li>
<li id="cite_note-4"><span class="mw-cite-backlink"><a href="#cite_ref-4">↑</a></span> <span class="reference-text">Carlos M. García Santander, Sandra M. Gómez Rueda, Nívea de Lima da Silva, Celso L. de Camargo, Theo G. Kieckbusch: <cite style="font-style:italic">Measurements of normal boiling points of fatty acid ethyl esters and triacylglycerols by thermogravimetric analysis</cite>. In: <cite style="font-style:italic">Fuel</cite>. <span style="white-space:nowrap">Band<span style="display:inline-block;width:.2em"> </span>92</span>, <span style="white-space:nowrap">Nr.<span style="display:inline-block;width:.2em"> </span>1</span>, Februar 2012, <span style="white-space:nowrap">S.<span style="display:inline-block;width:.2em"> </span>158–161</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.fuel.2011.08.011">10.1016/j.fuel.2011.08.011</a></span>.<span class="Z3988" title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rfr_id=info:sid/de.wikipedia.org:Triolein&rft.atitle=Measurements+of+normal+boiling+points+of+fatty+acid+ethyl+esters+and+triacylglycerols+by+thermogravimetric+analysis&rft.au=Carlos+M.+Garc%C3%ADa+Santander%2C+Sandra+M.+G%C3%B3mez+Rueda%2C+N%C3%ADvea+de+Lima+da+Silva%2C+...&rft.date=2012-02&rft.doi=10.1016%2Fj.fuel.2011.08.011&rft.genre=journal&rft.issue=1&rft.jtitle=Fuel&rft.pages=158-161&rft.volume=92" style="display:none"> </span></span>
</li>
<li id="cite_note-5"><span class="mw-cite-backlink"><a href="#cite_ref-5">↑</a></span> <span class="reference-text">D.H. Wheeler, R.W. Riemenschneider, Charles E. Sando: <cite style="font-style:italic">Preparation, Properties, And Thiocyanogen Absorption Of Triolein And Trilinolein</cite>. In: <cite style="font-style:italic">Journal of Biological Chemistry</cite>. <span style="white-space:nowrap">Band<span style="display:inline-block;width:.2em"> </span>132</span>, <span style="white-space:nowrap">Nr.<span style="display:inline-block;width:.2em"> </span>2</span>, Februar 1940, <span style="white-space:nowrap">S.<span style="display:inline-block;width:.2em"> </span>687–699</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/S0021-9258%2819%2956218-4">10.1016/S0021-9258(19)56218-4</a></span>.<span class="Z3988" title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rfr_id=info:sid/de.wikipedia.org:Triolein&rft.atitle=Preparation%2C+Properties%2C+And+Thiocyanogen+Absorption+Of+Triolein+And+Trilinolein&rft.au=D.H.+Wheeler%2C+R.W.+Riemenschneider%2C+Charles+E.+Sando&rft.date=1940-02&rft.doi=10.1016%2FS0021-9258%2819%2956218-4&rft.genre=journal&rft.issue=2&rft.jtitle=Journal+of+Biological+Chemistry&rft.pages=687-699&rft.volume=132" style="display:none"> </span></span>
</li>
<li id="cite_note-Sigma-6"><span class="mw-cite-backlink"><a href="#cite_ref-Sigma_6-0">↑</a></span> <span class="reference-text">Datenblatt <span style="font-style:italic;"><a rel="nofollow" class="external text" href="https://www.sigmaaldrich.com/catalog/product/SIGMA/T7140">Glyceryl trioleate</a></span> bei <a href="Sigma-Aldrich" title="Sigma-Aldrich">Sigma-Aldrich</a>, abgerufen am 29. Mai 2011 (<a rel="nofollow" class="external text" href="https://www.sigmaaldrich.com/DE/de/sds/SIGMA/T7140?userType=anonymous">PDF</a>).<span class="editoronly" style="display:none;"></span></span>
</li>
<li id="cite_note-toxnet-7"><span class="mw-cite-backlink">↑ <sup><a href="#cite_ref-toxnet_7-0">a</a></sup> <sup><a href="#cite_ref-toxnet_7-1">b</a></sup> <sup><a href="#cite_ref-toxnet_7-2">c</a></sup></span> <span class="reference-text">Eintrag zu <a rel="nofollow" class="external text" href="https://pubchem.ncbi.nlm.nih.gov/source/hsdb/5594"><i>Triolein</i></a> in der <a href="TOXicology_Data_NETwork" title="TOXicology Data NETwork">Hazardous Substances Data Bank</a> (via <a href="PubChem" title="PubChem">PubChem</a>), abgerufen am 27. Juli 2012.<span class="editoronly" style="display:none;"></span> </span>
</li>
<li id="cite_note-8"><span class="mw-cite-backlink"><a href="#cite_ref-8">↑</a></span> <span class="reference-text">Rogers, D.W.; Choudhury, D.N.: <i>Heats of hydrogenation of large molecules. Part 3 – Five simple unsaturated triglycerides (triacylglycerols)</i>, in: J. Chem. Soc. Faraday Trans. 74 (1978) 2868–2872.</span>
</li>
</ol></div><!--htdig_noindex--><div><div class="zim-footer">
Dieser Artikel wurde von <a class="external text" title="Zuletzt bearbeitet am 2023-10-14" href="https://de.wikipedia.org/wiki/?title=Triolein&oldid=238137299">Wikipedia</a> herausgegeben. Der Text ist unter <a class="external text" href="https://creativecommons.org/licenses/by-sa/4.0/deed.de">Creative Commons Attribution-Share Alike 4.0</a> verfügbar, sofern nicht anders angegeben. Für die Mediendateien können zusätzliche Bedingungen gelten.
</div>
</div><!--/htdig_noindex--></div>
</div>
</main>
</div>
</div>
</div>
<script src="./_webp_/webpHandler.js"></script>
</body></html>