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<h1 id="firstHeading" class="firstHeading mw-first-heading"><span class="mw-page-title-main">2-Undecanon</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 class="mw-default-size" 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>2-Undecanon
</td></tr>
<tr>
<td>Andere Namen
</td>
<td>
<ul><li>Methylnonylketon</li>
<li>Undecan-2-on</li>
<li><small>METHYL NONYL KETONE</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>11</sub>H<sub>22</sub>O
</td></tr>
<tr>
<td>Kurzbeschreibung
</td>
<td>
<p>gelbe Flüssigkeit mit angenehmem Geruch<sup id="cite_ref-GESTIS_2-0" class="reference"><a href="#cite_note-GESTIS-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=112-12-9">112-12-9</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">203-937-5
</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/100.003.579">100.003.579</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/8163">8163</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.7871.html">7871</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/DB08688">DB08688</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/Q2024187" class="extiw external" title="d:Q2024187">Q2024187</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>170,29 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-GESTIS_2-1" class="reference"><a href="#cite_note-GESTIS-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup>
</p>
</td></tr>
<tr>
<td><a href="Dichte" title="Dichte">Dichte</a>
</td>
<td>
<p>0,825 g·cm<sup>−3</sup> (25 °C)<sup id="cite_ref-Sigma_3-0" class="reference"><a href="#cite_note-Sigma-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup>
</p>
</td></tr>
<tr>
<td><a href="Schmelzpunkt" title="Schmelzpunkt">Schmelzpunkt</a>
</td>
<td>
<p>12 <a href="Grad_Celsius" title="Grad Celsius">°C</a><sup id="cite_ref-GESTIS_2-2" class="reference"><a href="#cite_note-GESTIS-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>231 °C<sup id="cite_ref-GESTIS_2-3" class="reference"><a href="#cite_note-GESTIS-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>0,01 <a href="Pascal_(Einheit)" title="Pascal (Einheit)">hPa</a> (20 °C)<sup id="cite_ref-GESTIS_2-4" class="reference"><a href="#cite_note-GESTIS-2"><span class="cite-bracket">[</span>2<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-GESTIS_2-5" class="reference"><a href="#cite_note-GESTIS-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup></li>
<li>löslich in Alkohol, Ether, Aceton, Benzol, Chloroform<sup id="cite_ref-roempp_4-0" class="reference"><a href="#cite_note-roempp-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup></li></ul>
</td></tr>
<tr>
<td><a href="Brechungsindex" title="Brechungsindex">Brechungsindex</a>
</td>
<td>
<p>1,43 (20 °C)<sup id="cite_ref-Sigma_3-1" class="reference"><a href="#cite_note-Sigma-3"><span class="cite-bracket">[</span>3<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-GESTIS_2-6" class="reference"><a href="#cite_note-GESTIS-2"><span class="cite-bracket">[</span>2<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="09 – Umweltgefährlich"></a></span>
</td></tr></tbody></table>
<p><b>Achtung</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="Sehr giftig für Wasserorganismen mit langfristiger Wirkung.">410</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="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="Verschüttete Mengen aufnehmen.">391</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="Inhalt / Behälter … zuführen.
(Die vom Gesetzgeber offen gelassene Einfügung ist vom Inverkehrbringer zu ergänzen)">501</span></span></a><sup id="cite_ref-GESTIS_2-7" class="reference"><a href="#cite_note-GESTIS-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup>
</td></tr>
</tbody></table>
</td></tr>
<tr>
<td><a href="Toxizit%C3%A4t" title="Toxizität">Toxikologische Daten</a>
</td>
<td>
<ul><li>5000 mg·kg<sup>−1</sup> (<a href="Letale_Dosis" title="Letale Dosis">LD<sub>50</sub></a>, <a href="Ratten" title="Ratten">Ratte</a>, <a href="Peroral" title="Peroral">oral</a>)<sup id="cite_ref-GESTIS_2-8" class="reference"><a href="#cite_note-GESTIS-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup><span class="editoronly" style="display:none;"></span></li>
<li>> 5000 mg·kg<sup>−1</sup> (<a href="Letale_Dosis" title="Letale Dosis">LD<sub>50</sub></a>, <a href="Kaninchen" title="Kaninchen">Kaninchen</a>, <a href="Transdermal" title="Transdermal">transdermal</a>)<sup id="cite_ref-GESTIS_2-9" class="reference"><a href="#cite_note-GESTIS-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup><span class="editoronly" style="display:none;"></span></li></ul>
</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>2-Undecanon</b> oder <b>Methylnonylketon</b> ist eine <a href="Chemische_Verbindung" title="Chemische Verbindung">chemische Verbindung</a> aus der Gruppe der <a href="Ketone" title="Ketone">Ketone</a> und ein Naturstoff.
</p>
<div class="mw-heading mw-heading2"><h2 id="Vorkommen">Vorkommen</h2></div>
<p>Das Öl der <a href="Weinraute" title="Weinraute">Weinraute</a> enthält als ein Hauptbestandteil 2-Undecanon.<sup id="cite_ref-Dr._Dukes_47168_5-0" class="reference"><a href="#cite_note-Dr._Dukes_47168-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup> Natürlich kommt es zudem in anderen <a href="Rautengew%C3%A4chse" title="Rautengewächse">Rautengewächsen</a>, wie (<i>Pilocarpus jaborandi</i>),<sup id="cite_ref-Dr._Dukes_47168_5-1" class="reference"><a href="#cite_note-Dr._Dukes_47168-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup> im <a href="Echter_Hopfen" title="Echter Hopfen">Hopfen</a><sup id="cite_ref-Dr._Dukes_47167_6-0" class="reference"><a href="#cite_note-Dr._Dukes_47167-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup> <a href="Capsicum_frutescens" title="Capsicum frutescens">Capsicum frutescens</a>,<sup id="cite_ref-Dr._Dukes_47168_5-2" class="reference"><a href="#cite_note-Dr._Dukes_47168-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup> im <a href="Kreosotbusch" title="Kreosotbusch">Kreosotbusch</a>,<sup id="cite_ref-Dr._Dukes_47168_5-3" class="reference"><a href="#cite_note-Dr._Dukes_47168-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup> <a href="Litsea" title="Litsea">Litsea glaucescens</a>,<sup id="cite_ref-Dr._Dukes_47168_5-4" class="reference"><a href="#cite_note-Dr._Dukes_47168-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup> <a href="Oregano" title="Oregano">Oregano</a>,<sup id="cite_ref-Dr._Dukes_47168_5-5" class="reference"><a href="#cite_note-Dr._Dukes_47168-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup> <a href="Boldo" title="Boldo">Boldo</a>,<sup id="cite_ref-Dr._Dukes_47168_5-6" class="reference"><a href="#cite_note-Dr._Dukes_47168-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup> <a href="Pfeffer" title="Pfeffer">Pfeffer</a>,<sup id="cite_ref-Dr._Dukes_47168_5-7" class="reference"><a href="#cite_note-Dr._Dukes_47168-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup> <a href="Gew%C3%BCrznelkenbaum" title="Gewürznelkenbaum">Gewürznelken</a><sup id="cite_ref-Dr._Dukes_47168_5-8" class="reference"><a href="#cite_note-Dr._Dukes_47168-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup> und in der <a href="Moschus-Erdbeere" title="Moschus-Erdbeere">Moschus-Erdbeere</a> vor<sup id="cite_ref-ZNF1973-488_7-0" class="reference"><a href="#cite_note-ZNF1973-488-7"><span class="cite-bracket">[</span>7<span class="cite-bracket">]</span></a></sup> und ist Bestandteil des Alarm<a href="Pheromon" title="Pheromon">pheromons</a> der Afrikanischen Weberameise (<i>Oecophylla longinoda</i>).<sup id="cite_ref-roempp_4-1" class="reference"><a href="#cite_note-roempp-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup>
</p>
<div class="mw-heading mw-heading2"><h2 id="Verwendung">Verwendung</h2></div>
<p>2-Undecanon wird aufgrund seines starken Geruchs als <a href="Repellent" title="Repellent">Repellent</a> gegen Insekten, aber auch gegen Hunde und Katzen verwendet.<sup id="cite_ref-roempp_4-2" class="reference"><a href="#cite_note-roempp-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup>
</p>
<div style="clear:left;"></div>
<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/40739"><i><small>METHYL NONYL KETONE</small></i></a> in der <a href="CosIng-Datenbank" title="CosIng-Datenbank">CosIng-Datenbank</a> der EU-Kommission, abgerufen am 7. Mai 2020.</span>
</li>
<li id="cite_note-GESTIS-2"><span class="mw-cite-backlink">↑ <sup><a href="#cite_ref-GESTIS_2-0">a</a></sup> <sup><a href="#cite_ref-GESTIS_2-1">b</a></sup> <sup><a href="#cite_ref-GESTIS_2-2">c</a></sup> <sup><a href="#cite_ref-GESTIS_2-3">d</a></sup> <sup><a href="#cite_ref-GESTIS_2-4">e</a></sup> <sup><a href="#cite_ref-GESTIS_2-5">f</a></sup> <sup><a href="#cite_ref-GESTIS_2-6">g</a></sup> <sup><a href="#cite_ref-GESTIS_2-7">h</a></sup> <sup><a href="#cite_ref-GESTIS_2-8">i</a></sup> <sup><a href="#cite_ref-GESTIS_2-9">j</a></sup></span> <span class="reference-text">Eintrag zu <span style="font-style:italic;"><a rel="nofollow" class="external text" href="https://gestis.dguv.de/data?name=491186">2-Undecanon</a></span> in der <a href="GESTIS-Stoffdatenbank" title="GESTIS-Stoffdatenbank">GESTIS-Stoffdatenbank</a> des <a href="Institut_f%C3%BCr_Arbeitsschutz_der_Deutschen_Gesetzlichen_Unfallversicherung" title="Institut für Arbeitsschutz der Deutschen Gesetzlichen Unfallversicherung">IFA</a>, abgerufen am 3. Januar 2023.<small class="noscript"><span></span> (JavaScript erforderlich)</small></span>
</li>
<li id="cite_note-Sigma-3"><span class="mw-cite-backlink">↑ <sup><a href="#cite_ref-Sigma_3-0">a</a></sup> <sup><a href="#cite_ref-Sigma_3-1">b</a></sup></span> <span class="reference-text">Datenblatt <span style="font-style:italic;"><a rel="nofollow" class="external text" href="https://www.sigmaaldrich.com/catalog/product/ALDRICH/W309311">2-Undecanone, natural, ≥97%, FCC</a></span> bei <a href="Sigma-Aldrich" title="Sigma-Aldrich">Sigma-Aldrich</a>, abgerufen am 10. März 2014 (<a rel="nofollow" class="external text" href="https://www.sigmaaldrich.com/DE/de/sds/ALDRICH/W309311?userType=anonymous">PDF</a>).<span class="editoronly" style="display:none;"></span></span>
</li>
<li id="cite_note-roempp-4"><span class="mw-cite-backlink">↑ <sup><a href="#cite_ref-roempp_4-0">a</a></sup> <sup><a href="#cite_ref-roempp_4-1">b</a></sup> <sup><a href="#cite_ref-roempp_4-2">c</a></sup></span> <span class="reference-text">Eintrag zu <a rel="nofollow" class="external text" href="https://roempp.thieme.de/lexicon/RD-21-00462"><i>Undecan-2-on</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 10. März 2014.<span class="editoronly" style="display:none;"></span></span>
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<li id="cite_note-Dr._Dukes_47168-5"><span class="mw-cite-backlink">↑ <sup><a href="#cite_ref-Dr._Dukes_47168_5-0">a</a></sup> <sup><a href="#cite_ref-Dr._Dukes_47168_5-1">b</a></sup> <sup><a href="#cite_ref-Dr._Dukes_47168_5-2">c</a></sup> <sup><a href="#cite_ref-Dr._Dukes_47168_5-3">d</a></sup> <sup><a href="#cite_ref-Dr._Dukes_47168_5-4">e</a></sup> <sup><a href="#cite_ref-Dr._Dukes_47168_5-5">f</a></sup> <sup><a href="#cite_ref-Dr._Dukes_47168_5-6">g</a></sup> <sup><a href="#cite_ref-Dr._Dukes_47168_5-7">h</a></sup> <sup><a href="#cite_ref-Dr._Dukes_47168_5-8">i</a></sup></span> <span class="reference-text"><span style="font-style:italic;"><a rel="nofollow" class="external text" href="https://phytochem.nal.usda.gov/phytochem/chemicals/show/47168">2-UNDECANONE</a></span> (englisch). In: <i>Dr. Duke's Phytochemical and Ethnobotanical Database</i>, Hrsg. <a href="Landwirtschaftsministerium_der_Vereinigten_Staaten" title="Landwirtschaftsministerium der Vereinigten Staaten">U.S. Department of Agriculture</a>, abgerufen am 24. August 2024.<span class="editoronly" style="display:none;"></span></span>
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<li id="cite_note-Dr._Dukes_47167-6"><span class="mw-cite-backlink"><a href="#cite_ref-Dr._Dukes_47167_6-0">↑</a></span> <span class="reference-text"><span style="font-style:italic;"><a rel="nofollow" class="external text" href="https://phytochem.nal.usda.gov/phytochem/chemicals/show/47167">2-UNDECANON</a></span> (englisch). In: <i>Dr. Duke's Phytochemical and Ethnobotanical Database</i>, Hrsg. <a href="Landwirtschaftsministerium_der_Vereinigten_Staaten" title="Landwirtschaftsministerium der Vereinigten Staaten">U.S. Department of Agriculture</a>, abgerufen am 24. August 2024.<span class="editoronly" style="display:none;"></span></span>
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<li id="cite_note-ZNF1973-488-7"><span class="mw-cite-backlink"><a href="#cite_ref-ZNF1973-488_7-0">↑</a></span> <span class="reference-text">Friedrich Drawert, Roland Tressl, Günter Staudt, Hans Köppler: <i>Gaschromatographisch-massenspektrometrische Differenzierung von Erdbeerarten.</i> In: <i><a href="Zeitschrift_f%C3%BCr_Naturforschung_C" title="Zeitschrift für Naturforschung C">Zeitschrift für Naturforschung C</a>.</i> 28, 1973, S. 488–493 (<a rel="nofollow" class="external text" href="http://zfn.mpdl.mpg.de/data/Reihe_C/28/ZNC-1973-28c-0488.pdf">PDF</a>, freier Volltext).<span class="editoronly" style="display:none;"></span></span>
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