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<h1 id="firstHeading" class="firstHeading mw-first-heading"><span class="mw-page-title-main">3-Octanol</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>
</td></tr>
<tr>
<td colspan="2" style="text-align:center; font-size:80%;">Vereinfachte Strukturformel ohne <a href="Stereochemie" title="Stereochemie">Stereochemie</a>
</td></tr>
<tr>
<th colspan="2" style="background:#FFDEAD; color:#202122;">Allgemeines
</th></tr>
<tr>
<td style="width:33%;">Name
</td>
<td>3-Octanol
</td></tr>
<tr>
<td>Andere Namen
</td>
<td>
<ul><li>Octan-3-ol</li>
<li>Ethylpentylcarbinol</li>
<li><i>n</i>-Amylethylcarbinol</li>
<li><small>3-OCTANOL</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>8</sub>H<sub>18</sub>O
</td></tr>
<tr>
<td>Kurzbeschreibung
</td>
<td>
<p>farblose Flüssigkeit mit aromatischem 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>
<ul><li><span title="Untervorlage eingebunden: CASRN"></span><a rel="nofollow" class="external text" href="https://commonchemistry.cas.org/detail?cas_rn=589-98-0">589-98-0</a><span class="editoronly" style="display:none;"></span></li>
<li><span title="Untervorlage eingebunden: CASRN"></span><span class="KeinCASLink" title="CAS-Nummer ohne Common-Chemistry-Eintrag">70492-66-9</span><span class="editoronly" style="display:none;"></span> [(<i>R</i>)-Isomer]</li>
<li><span title="Untervorlage eingebunden: CASRN"></span><a rel="nofollow" class="external text" href="https://commonchemistry.cas.org/detail?cas_rn=22658-92-0">22658-92-0</a><span class="editoronly" style="display:none;"></span> [(<i>S</i>)-(+)-Isomer]</li></ul>
</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">209-667-4
</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/100.008.790">100.008.790</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/11527">11527</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.11043.html">11043</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/Q27154917" class="extiw external" title="d:Q27154917">Q27154917</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>130,23 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>0,82 g·cm<sup>−3</sup><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="Schmelzpunkt" title="Schmelzpunkt">Schmelzpunkt</a>
</td>
<td>
<p>−45 <a href="Grad_Celsius" title="Grad Celsius">°C</a><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="Siedepunkt" title="Siedepunkt">Siedepunkt</a>
</td>
<td>
<ul><li>173 °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></li>
<li>174–176 °C [(<i>S</i>)-(+)-3-Octanol]<sup id="cite_ref-SigmaS_3-0" class="reference"><a href="#cite_note-SigmaS-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup></li></ul>
</td></tr>
<tr>
<td><a href="L%C3%B6slichkeit" title="Löslichkeit">Löslichkeit</a>
</td>
<td>
<ul><li>praktisch unlöslich in Wasser (1,5 g/l bei 25 °C)<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 <a href="Ethanol" title="Ethanol">Ethanol</a> und vielen Ölen<sup id="cite_ref-George_A._Burdock_4-0" class="reference"><a href="#cite_note-George_A._Burdock-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>1,426 (20 °C)<sup id="cite_ref-Sigma_5-0" class="reference"><a href="#cite_note-Sigma-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-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="07 – Achtung"></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="Verursacht schwere Augenreizung.">319</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="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="Bei Kontakt mit den Augen: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach Möglichkeit entfernen. Weiter spülen.
(Geänderter Text seit Inkraftreten der „8. Anpassung an den Technischen Fortschritt“ am 1. Februar 2018)">305+351+338</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 anhaltender Augenreizung: Ärztlichen Rat einholen / ärztliche Hilfe hinzuziehen.">337+313</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="Kaninchen" title="Kaninchen">Kaninchen</a>, <a href="Transdermal" title="Transdermal">transdermal</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="Ratten" title="Ratten">Ratte</a>, <a href="Peroral" title="Peroral">oral</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>3-Octanol</b> ist eine <a href="Chemische_Verbindung" title="Chemische Verbindung">chemische Verbindung</a> aus der Gruppe der <a href="Alkohole" title="Alkohole">Alkohole</a>, genauer der <a href="Chiralit%C3%A4t_(Chemie)" title="Chiralität (Chemie)">chiralen</a> Alkohole.
</p>
<div class="mw-heading mw-heading2"><h2 id="Vorkommen">Vorkommen</h2></div>
<p>3-Octanol kommt natürlich in zahlreichen Pflanzen wie <a href="Bay" title="Bay">Bay</a> (<i>Pimenta racemosa</i>),<sup id="cite_ref-FFJ1995_6-0" class="reference"><a href="#cite_note-FFJ1995-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Dr._Dukes_7-0" class="reference"><a href="#cite_note-Dr._Dukes-7"><span class="cite-bracket">[</span>7<span class="cite-bracket">]</span></a></sup> <a href="Gr%C3%BCne_Minze" title="Grüne Minze">Spearmintöl</a>, <a href="Hafergr%C3%BCtze" class="mw-redirect" title="Hafergrütze">Hafergrütze</a>, <a href="Basilikum" title="Basilikum">Basilikum</a>, <a href="Piment" title="Piment">Pimentblättern</a> und <a href="Tr%C3%BCffel" title="Trüffel">Trüffel</a> vor.<sup id="cite_ref-Sigma_5-1" class="reference"><a href="#cite_note-Sigma-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup> Die Verbindung wurde nachgewiesen (frei und verestert) in einer Vielzahl von <a href="Minze" class="mw-redirect" title="Minze">Minzen</a>, <a href="Echter_Lavendel" title="Echter Lavendel">Lavendel</a>, den ätherischen Ölen der <a href="Ackerminze" class="mw-redirect" title="Ackerminze">Ackerminze</a>, <a href="Gr%C3%BCne_Minze" title="Grüne Minze">Grünen Minze</a>, <a href="Pferdeminze" title="Pferdeminze">Pferdeminze</a> (<i>Monarda punctata</i>),<sup id="cite_ref-Dr._Dukes_7-1" class="reference"><a href="#cite_note-Dr._Dukes-7"><span class="cite-bracket">[</span>7<span class="cite-bracket">]</span></a></sup> <a href="Polei-Minze" title="Polei-Minze">Polei-Minze</a><sup id="cite_ref-Dr._Dukes+_8-0" class="reference"><a href="#cite_note-Dr._Dukes+-8"><span class="cite-bracket">[</span>8<span class="cite-bracket">]</span></a></sup> und <a href="Rossminze" title="Rossminze">Rossminze</a> (<i>Mentha longifolia</i>)<sup id="cite_ref-Dr._Dukes_7-2" class="reference"><a href="#cite_note-Dr._Dukes-7"><span class="cite-bracket">[</span>7<span class="cite-bracket">]</span></a></sup>, in Äpfeln, Bananen, <a href="Moosbeeren" title="Moosbeeren">Moosbeeren</a>, Trauben, <a href="Papaya" title="Papaya">Papaya</a>, <a href="Erdbeeren" title="Erdbeeren">Erdbeeren</a>, <a href="Sauerkirsche" title="Sauerkirsche">Sauerkirschen</a>, <a href="Zitrone" title="Zitrone">Zitronen</a>, <a href="Brombeere_(Frucht)" title="Brombeere (Frucht)">Brombeeren</a>, <a href="Wilde_Bergamotte" title="Wilde Bergamotte">Wilder Bergamotte</a> (<i>Monarda fistulosa</i>),<sup id="cite_ref-Dr._Dukes_7-3" class="reference"><a href="#cite_note-Dr._Dukes-7"><span class="cite-bracket">[</span>7<span class="cite-bracket">]</span></a></sup> Schweinefleisch, <a href="Erbse" title="Erbse">Erbsen</a>, <a href="Kartoffel" title="Kartoffel">Kartoffeln</a>, <a href="Ingwer" title="Ingwer">Ingwer</a>, <a href="Thymian" class="mw-redirect" title="Thymian">Thymian</a>, Fisch, gebratenem Rindfleisch, <a href="Cognac_(Weinbrand)" title="Cognac (Weinbrand)">Cognac</a>, <a href="Rum" title="Rum">Rum</a>, <a href="Wein" title="Wein">Wein</a>, <a href="Kaffee" title="Kaffee">Kaffee</a>, <a href="Tee" title="Tee">Tee</a>, <a href="Hafer" title="Hafer">Hafer</a>, <a href="Sojabohnen" class="mw-redirect" title="Sojabohnen">Sojabohnen</a>, <a href="Pilze" title="Pilze">Pilzen</a>,<sup id="cite_ref-Ulmann_9-0" class="reference"><a href="#cite_note-Ulmann-9"><span class="cite-bracket">[</span>9<span class="cite-bracket">]</span></a></sup> <a href="Majoran" title="Majoran">Majoran</a>, <a href="Seetang" title="Seetang">Seetang</a>, <a href="Buchweizen" title="Buchweizen">Buchweizen</a>, <a href="Zitronenmelisse" title="Zitronenmelisse">Zitronenmelisse</a>, Trüffeln, <a href="Passionsfrucht" class="mw-redirect" title="Passionsfrucht">Passionsfrucht</a> und <a href="Pepino" title="Pepino">Pepino-Frucht</a> (<i>Solanum muricatum</i>).<sup id="cite_ref-George_A._Burdock_4-1" class="reference"><a href="#cite_note-George_A._Burdock-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup>
</p>
<ul class="center gallery mw-gallery-packed">
<li class="gallerybox" style="width: 162px">
<div class="thumb" style="width: 160px;"><span typeof="mw:File"></span></div>
<div class="gallerytext">Basilikum</div>
</li>
<li class="gallerybox" style="width: 134.66666666667px">
<div class="thumb" style="width: 132.66666666667px;"><span typeof="mw:File"></span></div>
<div class="gallerytext">Apfel</div>
</li>
<li class="gallerybox" style="width: 162px">
<div class="thumb" style="width: 160px;"><span typeof="mw:File"></span></div>
<div class="gallerytext">Erbsen</div>
</li>
<li class="gallerybox" style="width: 162px">
<div class="thumb" style="width: 160px;"><span typeof="mw:File"></span></div>
<div class="gallerytext">Trüffel</div>
</li>
</ul>
<p>Es dient manchen <a href="Ameisen" title="Ameisen">Ameisen</a> als <a href="Pheromon" title="Pheromon">Alarmpheromon</a>.<sup id="cite_ref-John_L._Capinera_10-0" class="reference"><a href="#cite_note-John_L._Capinera-10"><span class="cite-bracket">[</span>10<span class="cite-bracket">]</span></a></sup> Die <a href="Mandibel" title="Mandibel">Mandibeldrüsen</a> der Ameisenart <a href="Myrmica" title="Myrmica">Myrmica</a> enthalten neben anderen Substanzen 3-Octanol, 90 % davon in Form des (<i>R</i>)-<a href="Enantiomer" title="Enantiomer">Enantiomers</a>. Die Arten <a href="Rote_Gartenameise" title="Rote Gartenameise">M. rubra</a> und <a href="Trockenrasen-Knotenameise" title="Trockenrasen-Knotenameise">scabrinodis</a> reagieren spezifisch auf dieses (<i>R</i>)-Isomer.<sup id="cite_ref-DOI10.1111/j.1365-3032.1987.tb00764.x_11-0" class="reference"><a href="#cite_note-DOI10.1111/j.1365-3032.1987.tb00764.x-11"><span class="cite-bracket">[</span>11<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>3-Octanol kann in racemischer Form durch Reduktion von <a href="3-Octanon" title="3-Octanon">3-Octanon</a> mit <a href="Natrium" title="Natrium">Natrium</a> in <a href="Ether" title="Ether">Etherlösung</a> hergestellt werden.<sup id="cite_ref-George_A._Burdock_4-2" class="reference"><a href="#cite_note-George_A._Burdock-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup>
</p>
<div class="mw-heading mw-heading2"><h2 id="Eigenschaften">Eigenschaften</h2></div>
<p>3-Octanol ist eine brennbare, schwer entzündbare, farblose Flüssigkeit mit aromatischem Geruch, die praktisch unlöslich in Wasser ist.<sup id="cite_ref-GESTIS_2-10" class="reference"><a href="#cite_note-GESTIS-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>3-Octanol wird als <a href="Aromastoff" class="mw-redirect" title="Aromastoff">Aromastoff</a> (zum Beispiel für Lavendel und Pilzgerüche<sup id="cite_ref-Wiley-VCH_12-0" class="reference"><a href="#cite_note-Wiley-VCH-12"><span class="cite-bracket">[</span>12<span class="cite-bracket">]</span></a></sup>) verwendet.<sup id="cite_ref-George_A._Burdock_4-3" class="reference"><a href="#cite_note-George_A._Burdock-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup>
</p>
<div class="mw-heading mw-heading2"><h2 id="Sicherheitshinweise">Sicherheitshinweise</h2></div>
<p>Die Dämpfe von 3-Octanol können mit Luft ein explosionsfähiges Gemisch (<a href="Flammpunkt" title="Flammpunkt">Flammpunkt</a> 68 °C) bilden.<sup id="cite_ref-GESTIS_2-11" class="reference"><a href="#cite_note-GESTIS-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup>
</p>
<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/40525"><i><small>3-OCTANOL</small></i></a> in der <a href="CosIng-Datenbank" title="CosIng-Datenbank">CosIng-Datenbank</a> der EU-Kommission, abgerufen am 21. Januar 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> <sup><a href="#cite_ref-GESTIS_2-10">k</a></sup> <sup><a href="#cite_ref-GESTIS_2-11">l</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=493345">3-Octanol</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 22. November 2023.<small class="noscript"><span></span> (JavaScript erforderlich)</small></span>
</li>
<li id="cite_note-SigmaS-3"><span class="mw-cite-backlink"><a href="#cite_ref-SigmaS_3-0">↑</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/ALDRICH/666718">(S)-(+)-3-Octanol, 97%</a></span> bei <a href="Sigma-Aldrich" title="Sigma-Aldrich">Sigma-Aldrich</a>, abgerufen am 23. April 2017 (<a rel="nofollow" class="external text" href="https://www.sigmaaldrich.com/DE/de/sds/ALDRICH/666718?userType=anonymous">PDF</a>).<span class="editoronly" style="display:none;"></span></span>
</li>
<li id="cite_note-George_A._Burdock-4"><span class="mw-cite-backlink">↑ <sup><a href="#cite_ref-George_A._Burdock_4-0">a</a></sup> <sup><a href="#cite_ref-George_A._Burdock_4-1">b</a></sup> <sup><a href="#cite_ref-George_A._Burdock_4-2">c</a></sup> <sup><a href="#cite_ref-George_A._Burdock_4-3">d</a></sup></span> <span class="reference-text">George A. Burdock: <cite style="font-style:italic">Fenaroli's Handbook of Flavor Ingredients, Sixth Edition</cite>. CRC Press, 2016, ISBN 978-1-4200-9086-4, <span style="white-space:nowrap">S.<span style="display:inline-block;width:.2em"> </span>1526</span> (<a rel="nofollow" class="external text" href="https://books.google.de/books?id=pUEqBgAAQBAJ&pg=PA1526#v=onepage">eingeschränkte Vorschau</a> in der Google-Buchsuche).<span class="Z3988" title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rfr_id=info:sid/de.wikipedia.org:3-Octanol&rft.au=George+A.+Burdock&rft.btitle=Fenaroli%27s+Handbook+of+Flavor+Ingredients%2C+Sixth+Edition&rft.date=2016&rft.genre=book&rft.isbn=9781420090864&rft.pages=1526&rft.pub=CRC+Press" style="display:none"> </span></span>
</li>
<li id="cite_note-Sigma-5"><span class="mw-cite-backlink">↑ <sup><a href="#cite_ref-Sigma_5-0">a</a></sup> <sup><a href="#cite_ref-Sigma_5-1">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/W358126">3-Octanol, natural, ≥97%, FCC, FG</a></span> bei <a href="Sigma-Aldrich" title="Sigma-Aldrich">Sigma-Aldrich</a>, abgerufen am 23. April 2017 (<a rel="nofollow" class="external text" href="https://www.sigmaaldrich.com/DE/de/sds/ALDRICH/W358126?userType=anonymous">PDF</a>).<span class="editoronly" style="display:none;"></span></span>
</li>
<li id="cite_note-FFJ1995-6"><span class="mw-cite-backlink"><a href="#cite_ref-FFJ1995_6-0">↑</a></span> <span class="reference-text">J. Abaul, P. Bourgeois, J. M. Bessiere: <cite style="font-style:italic">Chemical composition of the essential oils of chemotypes of Pimenta racemosa var.racemosa (P. Miller) J. W. Moore (Bois d'Inde) of Guadeloupe (F.W.I.)</cite>. In: <cite style="font-style:italic">Flavour and Fragrance Journal</cite>. <span style="white-space:nowrap">Band<span style="display:inline-block;width:.2em"> </span>10</span>, <span style="white-space:nowrap">Nr.<span style="display:inline-block;width:.2em"> </span>5</span>, September 1995, <span style="white-space:nowrap">S.<span style="display:inline-block;width:.2em"> </span>319–321</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.2730100506">10.1002/ffj.2730100506</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:3-Octanol&rft.atitle=Chemical+composition+of+the+essential+oils+of+chemotypes+of+Pimenta+racemosa+var.racemosa+%28P.+Miller%29+J.+W.+Moore+%28Bois+d%27Inde%29+of+Guadeloupe+%28F.W.I.%29&rft.au=J.+Abaul%2C+P.+Bourgeois%2C+J.+M.+Bessiere&rft.date=1995-09&rft.doi=10.1002%2Fffj.2730100506&rft.genre=journal&rft.issue=5&rft.jtitle=Flavour+and+Fragrance+Journal&rft.pages=319-321&rft.volume=10" style="display:none"> </span></span>
</li>
<li id="cite_note-Dr._Dukes-7"><span class="mw-cite-backlink">↑ <sup><a href="#cite_ref-Dr._Dukes_7-0">a</a></sup> <sup><a href="#cite_ref-Dr._Dukes_7-1">b</a></sup> <sup><a href="#cite_ref-Dr._Dukes_7-2">c</a></sup> <sup><a href="#cite_ref-Dr._Dukes_7-3">d</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/47623">3-OCTANOL</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 11. September 2021.<span class="editoronly" style="display:none;"></span></span>
</li>
<li id="cite_note-Dr._Dukes+-8"><span class="mw-cite-backlink"><a href="#cite_ref-Dr._Dukes+_8-0">↑</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/45833">(+)-OCTAN-3-OL</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 5. Juli 2024.<span class="editoronly" style="display:none;"></span></span>
</li>
<li id="cite_note-Ulmann-9"><span class="mw-cite-backlink"><a href="#cite_ref-Ulmann_9-0">↑</a></span> <span class="reference-text">Karl‐Georg Fahlbusch, Franz‐Josef Hammerschmidt, Johannes Panten, Wilhelm Pickenhagen, Dietmar Schatkowski, Kurt Bauer, Dorothea Garbe, Horst Surburg: <cite style="font-style:italic">Flavors and Fragrances</cite>. In: <cite style="font-style:italic">Ullmann's Encyclopedia of Industrial Chemistry</cite>. <span style="white-space:nowrap">Band<span style="display:inline-block;width:.2em"> </span>15</span>, 2012, <span style="white-space:nowrap">S.<span style="display:inline-block;width:.2em"> </span>77</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/10.1002/14356007.a11_141">10.1002/14356007.a11_141</a></span>.<span class="Z3988" title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rfr_id=info:sid/de.wikipedia.org:3-Octanol&rft.atitle=Flavors+and+Fragrances&rft.au=Karl%E2%80%90Georg+Fahlbusch%2C+Franz%E2%80%90Josef+Hammerschmidt%2C+Johannes+Panten%2C+...&rft.btitle=Ullmann%27s+Encyclopedia+of+Industrial+Chemistry&rft.date=2012&rft.doi=10.1002%2F14356007.a11_141&rft.genre=book&rft.pages=77&rft.volume=15" style="display:none"> </span></span>
</li>
<li id="cite_note-John_L._Capinera-10"><span class="mw-cite-backlink"><a href="#cite_ref-John_L._Capinera_10-0">↑</a></span> <span class="reference-text">John L. Capinera: <cite style="font-style:italic">Encyclopedia of Entomology</cite>. Springer Science & Business Media, 2008, ISBN 978-1-4020-6242-1, <span style="white-space:nowrap">S.<span style="display:inline-block;width:.2em"> </span>92</span> (<a rel="nofollow" class="external text" href="https://books.google.de/books?id=i9ITMiiohVQC&pg=PA92#v=onepage">eingeschränkte Vorschau</a> in der Google-Buchsuche).<span class="Z3988" title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rfr_id=info:sid/de.wikipedia.org:3-Octanol&rft.au=John+L.+Capinera&rft.btitle=Encyclopedia+of+Entomology&rft.date=2008&rft.genre=book&rft.isbn=9781402062421&rft.pages=92&rft.pub=Springer+Science+%26+Business+Media" style="display:none"> </span></span>
</li>
<li id="cite_note-DOI10.1111/j.1365-3032.1987.tb00764.x-11"><span class="mw-cite-backlink"><a href="#cite_ref-DOI10.1111/j.1365-3032.1987.tb00764.x_11-0">↑</a></span> <span class="reference-text">M-C. CAMMAERTS, K. MORI: <i>Behavioural activity of pure chiral 3-octanol for the ants Myrmica scabrinodis Nyl. and Myrmica rubra L..</i> In: <i>Physiological Entomology.</i> 12, 1987, S. 381, <a href="https://doi.org/10.1111/j.1365-3032.1987.tb00764.x" class="extiw external" title="doi:10.1111/j.1365-3032.1987.tb00764.x">doi:10.1111/j.1365-3032.1987.tb00764.x</a>.</span>
</li>
<li id="cite_note-Wiley-VCH-12"><span class="mw-cite-backlink"><a href="#cite_ref-Wiley-VCH_12-0">↑</a></span> <span class="reference-text">Wiley-VCH: <cite style="font-style:italic">Ullmann's Food and Feed, 3 Volume Set</cite>. John Wiley & Sons, 2017, ISBN 978-3-527-33990-7, <span style="white-space:nowrap">S.<span style="display:inline-block;width:.2em"> </span>1059</span> (<a rel="nofollow" class="external text" href="https://books.google.de/books?id=Xwe3DQAAQBAJ&pg=PA1059#v=onepage">eingeschränkte Vorschau</a> in der Google-Buchsuche).<span class="Z3988" title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rfr_id=info:sid/de.wikipedia.org:3-Octanol&rft.au=Wiley-VCH&rft.btitle=Ullmann%27s+Food+and+Feed%2C+3+Volume+Set&rft.date=2017&rft.genre=book&rft.isbn=9783527339907&rft.pages=1059&rft.pub=John+Wiley+%26+Sons" style="display:none"> </span></span>
</li>
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