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<h1 id="firstHeading" class="firstHeading mw-first-heading"><span class="mw-page-title-main">Decanal</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>
<th colspan="2" style="background:#FFDEAD; color:#202122;">Allgemeines
</th></tr>
<tr>
<td style="width:33%;">Name
</td>
<td>Decanal
</td></tr>
<tr>
<td>Andere Namen
</td>
<td>
<ul><li>Caprinaldehyd</li>
<li>1-Decanal</li></ul>
</td></tr>
<tr>
<td><a href="Summenformel" title="Summenformel">Summenformel</a>
</td>
<td>C<sub>10</sub>H<sub>20</sub>O
</td></tr>
<tr>
<td>Kurzbeschreibung
</td>
<td>
<p>farblose Flüssigkeit mit charakteristischem Geruch<sup id="cite_ref-GESTIS_1-0" class="reference"><a href="#cite_note-GESTIS-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=112-31-2">112-31-2</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">203-957-4
</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/100.003.598">100.003.598</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/8175">8175</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.7883.html">7883</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/Q903525" class="extiw external" title="d:Q903525">Q903525</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>156,3 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_1-1" class="reference"><a href="#cite_note-GESTIS-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>0,83 g·ml<sup>−1</sup><sup id="cite_ref-GESTIS_1-2" class="reference"><a href="#cite_note-GESTIS-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup>
</p>
</td></tr>
<tr>
<td><a href="Schmelzpunkt" title="Schmelzpunkt">Schmelzpunkt</a>
</td>
<td>
<p>7 <a href="Grad_Celsius" title="Grad Celsius">°C</a><sup id="cite_ref-GESTIS_1-3" class="reference"><a href="#cite_note-GESTIS-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup>
</p>
</td></tr>
<tr>
<td><a href="Siedepunkt" title="Siedepunkt">Siedepunkt</a>
</td>
<td>
<p>207–209 °C<sup id="cite_ref-GESTIS_1-4" class="reference"><a href="#cite_note-GESTIS-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup>
</p>
</td></tr>
<tr>
<td><a href="Dampfdruck" title="Dampfdruck">Dampfdruck</a>
</td>
<td>
<p>8,2 <a href="Pascal_(Einheit)" title="Pascal (Einheit)">Pa</a> (20 °C)<sup id="cite_ref-GESTIS_1-5" class="reference"><a href="#cite_note-GESTIS-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>
<p>praktisch unlöslich in Wasser (48 mg·l<sup>−1</sup> bei 25 °C)<sup id="cite_ref-GESTIS_1-6" class="reference"><a href="#cite_note-GESTIS-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup>
</p>
</td></tr>
<tr>
<td><a href="Brechungsindex" title="Brechungsindex">Brechungsindex</a>
</td>
<td>
<p>1,428<sup id="cite_ref-Sigma_2-0" class="reference"><a href="#cite_note-Sigma-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;">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_1-7" class="reference"><a href="#cite_note-GESTIS-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></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>‐<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="Schädlich für Wasserorganismen, mit langfristiger Wirkung.">412</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="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><sup id="cite_ref-GESTIS_1-8" class="reference"><a href="#cite_note-GESTIS-1"><span class="cite-bracket">[</span>1<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>3100 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_1-9" class="reference"><a href="#cite_note-GESTIS-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><span class="editoronly" style="display:none;"></span></li>
<li>4180 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_1-10" class="reference"><a href="#cite_note-GESTIS-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 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>Decanal</b> ist ein <a href="Aldehyd" class="mw-redirect" title="Aldehyd">Aldehyd</a> (anderer Name „Decylaldehyd“)<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> mit der Halbstrukturformel CH<sub>3</sub>(CH<sub>2</sub>)<sub>8</sub>CHO.
</p>
<div class="mw-heading mw-heading2"><h2 id="Vorkommen">Vorkommen</h2></div>
<p>Decanal ist ein natürlicher Bestandteil der <a href="%C3%84therische_%C3%96le" title="Ätherische Öle">ätherischen Öle</a> verschiedener <a href="Zitrusfr%C3%BCchte" class="mw-redirect" title="Zitrusfrüchte">Zitrusfrüchte</a>, zum Beispiel von <a href="Orangenschalen%C3%B6l" class="mw-redirect" title="Orangenschalenöl">Orangenschalenöl</a><sup id="cite_ref-Ullmann_4-0" class="reference"><a href="#cite_note-Ullmann-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Jürgen_Falbe,_Manfred_Regitz_5-0" class="reference"><a href="#cite_note-Jürgen_Falbe,_Manfred_Regitz-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup> und <a href="Neroli%C3%B6l" class="mw-redirect" title="Neroliöl">Neroliöl</a><sup id="cite_ref-Ullmann_4-1" class="reference"><a href="#cite_note-Ullmann-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Jürgen_Falbe,_Manfred_Regitz_5-1" class="reference"><a href="#cite_note-Jürgen_Falbe,_Manfred_Regitz-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup> und kommt in Früchten bzw. Schalen von <a href="Echte_Limette" title="Echte Limette">Limetten</a>,<sup id="cite_ref-Dr.Dukes_52575_6-0" class="reference"><a href="#cite_note-Dr.Dukes_52575-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup> <a href="Citrus_limon" class="mw-redirect" title="Citrus limon">Citrus limon</a>,<sup id="cite_ref-Dr.Dukes_52575_6-1" class="reference"><a href="#cite_note-Dr.Dukes_52575-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup> <a href="Calamondinorange" title="Calamondinorange">Calamondinorangen</a>,<sup id="cite_ref-Dr.Dukes_52575_6-2" class="reference"><a href="#cite_note-Dr.Dukes_52575-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup> <a href="Grapefruit" title="Grapefruit">Grapefruits</a>,<sup id="cite_ref-Dr.Dukes_52575_6-3" class="reference"><a href="#cite_note-Dr.Dukes_52575-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup> <a href="Mandarine" title="Mandarine">Mandarinen</a>,<sup id="cite_ref-Dr.Dukes_52575_6-4" class="reference"><a href="#cite_note-Dr.Dukes_52575-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup> und <a href="Orange_(Frucht)" title="Orange (Frucht)">Orangen</a>,<sup id="cite_ref-Dr.Dukes_52575_6-5" class="reference"><a href="#cite_note-Dr.Dukes_52575-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup> vor. Die Blätter von <a href="Crotalaria" title="Crotalaria">Crotalaria ochroleuca</a> enthalten über 4 % Decanal.<sup id="cite_ref-ZFN_7-0" class="reference"><a href="#cite_note-ZFN-7"><span class="cite-bracket">[</span>7<span class="cite-bracket">]</span></a></sup> Daneben kann Decanal auch in <a href="Malabargras" title="Malabargras">Malabargras</a>,<sup id="cite_ref-Dr.Dukes_58554_8-0" class="reference"><a href="#cite_note-Dr.Dukes_58554-8"><span class="cite-bracket">[</span>8<span class="cite-bracket">]</span></a></sup> <a href="Echtes_Johanniskraut" title="Echtes Johanniskraut">Echtem Johanniskraut</a>,<sup id="cite_ref-Dr.Dukes_58554_8-1" class="reference"><a href="#cite_note-Dr.Dukes_58554-8"><span class="cite-bracket">[</span>8<span class="cite-bracket">]</span></a></sup> <a href="Bolivianischer_Koriander" title="Bolivianischer Koriander">Bolivianischem Koriander</a>,<sup id="cite_ref-Dr.Dukes_58554_8-2" class="reference"><a href="#cite_note-Dr.Dukes_58554-8"><span class="cite-bracket">[</span>8<span class="cite-bracket">]</span></a></sup> <a href="Ingwer" title="Ingwer">Ingwer</a>,<sup id="cite_ref-Dr.Dukes_58554_8-3" class="reference"><a href="#cite_note-Dr.Dukes_58554-8"><span class="cite-bracket">[</span>8<span class="cite-bracket">]</span></a></sup> <a href="Zitronenstrauch" title="Zitronenstrauch">Zitronenstrauch</a>,<sup id="cite_ref-Dr.Dukes_52575_6-6" class="reference"><a href="#cite_note-Dr.Dukes_52575-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup> <a href="Dill_(Pflanze)" title="Dill (Pflanze)">Dill</a>,<sup id="cite_ref-Dr.Dukes_52575_6-7" class="reference"><a href="#cite_note-Dr.Dukes_52575-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup> <a href="Papaya" title="Papaya">Papaya</a>,<sup id="cite_ref-Dr.Dukes_52575_6-8" class="reference"><a href="#cite_note-Dr.Dukes_52575-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup> <a href="F%C3%A4rberdistel" title="Färberdistel">Färberdistel</a>,<sup id="cite_ref-Dr.Dukes_52575_6-9" class="reference"><a href="#cite_note-Dr.Dukes_52575-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup> <a href="Echter_K%C3%BCmmel" title="Echter Kümmel">Echtem Kümmel</a>,<sup id="cite_ref-Dr.Dukes_52575_6-10" class="reference"><a href="#cite_note-Dr.Dukes_52575-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup> <a href="Echter_Koriander" title="Echter Koriander">Echtem Koriander</a>,<sup id="cite_ref-Dr.Dukes_52575_6-11" class="reference"><a href="#cite_note-Dr.Dukes_52575-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup> <a href="Zitronengras" title="Zitronengras">Zitronengras</a><sup id="cite_ref-Dr.Dukes_52575_6-12" class="reference"><a href="#cite_note-Dr.Dukes_52575-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup> und <a href="Cynara_cardunculus" title="Cynara cardunculus">Cynara cardunculus</a>,<sup id="cite_ref-Dr.Dukes_52575_6-13" class="reference"><a href="#cite_note-Dr.Dukes_52575-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup> nachgewiesen werden.
</p>
<div class="mw-heading mw-heading2"><h2 id="Gewinnung_und_Darstellung">Gewinnung und Darstellung</h2></div>
<p>Decanal kann durch <a href="Oxidation" title="Oxidation">Oxidation</a> von <a href="Decan-1-ol" class="mw-redirect" title="Decan-1-ol">Decan-1-ol</a> mit <a href="Chromtrioxid" class="mw-redirect" title="Chromtrioxid">Chromtrioxid</a>/<a href="Pyridin" title="Pyridin">Pyridin</a> in <a href="Dichlormethan" title="Dichlormethan">Dichlormethan</a> gewonnen werden.<sup id="cite_ref-DOI10.15227/orgsyn.055.0084_9-0" class="reference"><a href="#cite_note-DOI10.15227/orgsyn.055.0084-9"><span class="cite-bracket">[</span>9<span class="cite-bracket">]</span></a></sup>
</p>
<div class="mw-heading mw-heading2"><h2 id="Eigenschaften">Eigenschaften</h2></div>
<p>Decanal ist eine farblose Flüssigkeit mit charakteristischem Geruch. Sie bildet bei erhöhter Temperatur entzündliche Dampf-Luft-Gemische. Die Verbindung hat einen <a href="Flammpunkt" title="Flammpunkt">Flammpunkt</a> von 90 °C.<sup id="cite_ref-GESTIS_1-11" class="reference"><a href="#cite_note-GESTIS-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Brandes_10-0" class="reference"><a href="#cite_note-Brandes-10"><span class="cite-bracket">[</span>10<span class="cite-bracket">]</span></a></sup> Die <a href="Z%C3%BCndtemperatur" title="Zündtemperatur">Zündtemperatur</a> beträgt 195 °C.<sup id="cite_ref-GESTIS_1-12" class="reference"><a href="#cite_note-GESTIS-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Brandes_10-1" class="reference"><a href="#cite_note-Brandes-10"><span class="cite-bracket">[</span>10<span class="cite-bracket">]</span></a></sup> Der Stoff fällt somit in die <a href="Temperaturklasse" class="mw-redirect" title="Temperaturklasse">Temperaturklasse</a> T4.
</p>
<div class="mw-heading mw-heading2"><h2 id="Verwendung">Verwendung</h2></div>
<p>Decanal hat einen süßen, blumigen Geruch, der an Orangenschalen erinnert. Es wird deshalb unter anderem als Aromastoff in der Lebensmittelindustrie und als Duftstoff in der Parfumindustrie eingesetzt.<sup id="cite_ref-Jürgen_Falbe,_Manfred_Regitz_5-2" class="reference"><a href="#cite_note-Jürgen_Falbe,_Manfred_Regitz-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup> Bekannt ist der Einsatz als „Aldehydakkord“ (Decanal, <a href="Undecanal" title="Undecanal">Undecanal</a>, <a href="Dodecanal" title="Dodecanal">Dodecanal</a> 1:1.1) im <a href="Parf%C3%BCm" title="Parfüm">Parfüm</a> <a href="Chanel_N%C2%BA_5" title="Chanel Nº 5">Chanel Nº 5</a>, der diesem den spezifischen Geruch gab.<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>
</p>
<div class="mw-heading mw-heading2"><h2 id="Weblinks">Weblinks</h2></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/Decanal" class="extiw external" title="wikt:Decanal">Wiktionary: Decanal</a></b> – Bedeutungserklärungen, Wortherkunft, Synonyme, Übersetzungen</div>
<div class="mw-heading mw-heading2"><h2 id="Einzelnachweise">Einzelnachweise</h2></div>
<ol class="references">
<li id="cite_note-GESTIS-1"><span class="mw-cite-backlink">↑ <sup><a href="#cite_ref-GESTIS_1-0">a</a></sup> <sup><a href="#cite_ref-GESTIS_1-1">b</a></sup> <sup><a href="#cite_ref-GESTIS_1-2">c</a></sup> <sup><a href="#cite_ref-GESTIS_1-3">d</a></sup> <sup><a href="#cite_ref-GESTIS_1-4">e</a></sup> <sup><a href="#cite_ref-GESTIS_1-5">f</a></sup> <sup><a href="#cite_ref-GESTIS_1-6">g</a></sup> <sup><a href="#cite_ref-GESTIS_1-7">h</a></sup> <sup><a href="#cite_ref-GESTIS_1-8">i</a></sup> <sup><a href="#cite_ref-GESTIS_1-9">j</a></sup> <sup><a href="#cite_ref-GESTIS_1-10">k</a></sup> <sup><a href="#cite_ref-GESTIS_1-11">l</a></sup> <sup><a href="#cite_ref-GESTIS_1-12">m</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=492779">Decanal</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-2"><span class="mw-cite-backlink"><a href="#cite_ref-Sigma_2-0">↑</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/D7384">Decanal ≥98%</a></span> bei <a href="Sigma-Aldrich" title="Sigma-Aldrich">Sigma-Aldrich</a>, abgerufen am 27. Februar 2011 (<a rel="nofollow" class="external text" href="https://www.sigmaaldrich.com/DE/de/sds/SIGMA/D7384?userType=anonymous">PDF</a>).<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">Fritz Ullmann, Wilhelm Foerst: <i>Encyklopädie der technischen Chemie</i>, Band 14, 1963, S. 736</span>
</li>
<li id="cite_note-Ullmann-4"><span class="mw-cite-backlink">↑ <sup><a href="#cite_ref-Ullmann_4-0">a</a></sup> <sup><a href="#cite_ref-Ullmann_4-1">b</a></sup></span> <span class="reference-text"><cite style="font-style:italic">Ullmanns Encyklopädie der technischen Chemie</cite>. Wiley, 1981, ISBN 3-527-20020-7, <span style="white-space:nowrap">S.<span style="display:inline-block;width:.2em"> </span>206</span> (<a rel="nofollow" class="external text" href="https://books.google.de/books?id=E8FTAAAAIAAJ&pg=PA206#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:Decanal&rft.btitle=Ullmanns+Encyklop%C3%A4die+der+technischen+Chemie&rft.date=1981&rft.genre=book&rft.isbn=3527200207&rft.pages=206&rft.pub=Wiley" style="display:none"> </span></span>
</li>
<li id="cite_note-Jürgen_Falbe,_Manfred_Regitz-5"><span class="mw-cite-backlink">↑ <sup><a href="#cite_ref-Jürgen_Falbe,_Manfred_Regitz_5-0">a</a></sup> <sup><a href="#cite_ref-Jürgen_Falbe,_Manfred_Regitz_5-1">b</a></sup> <sup><a href="#cite_ref-Jürgen_Falbe,_Manfred_Regitz_5-2">c</a></sup></span> <span class="reference-text">Jürgen Falbe, Manfred Regitz: <cite style="font-style:italic">RÖMPP Lexikon Chemie, 10. Auflage, 1996–1999 Band 2: Cm - G</cite>. Georg Thieme Verlag, 2014, ISBN 978-3-13-199981-8, <span style="white-space:nowrap">S.<span style="display:inline-block;width:.2em"> </span>228</span> (<a rel="nofollow" class="external text" href="https://books.google.de/books?id=NZq2AwAAQBAJ&pg=PA228#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:Decanal&rft.au=J%C3%BCrgen+Falbe%2C+Manfred+Regitz&rft.btitle=R%C3%96MPP+Lexikon+Chemie%2C+10.+Auflage%2C+1996-1999+Band+2%3A+Cm+-+G&rft.date=2014&rft.genre=book&rft.isbn=9783131999818&rft.pages=228&rft.pub=Georg+Thieme+Verlag" style="display:none"> </span></span>
</li>
<li id="cite_note-Dr.Dukes_52575-6"><span class="mw-cite-backlink">↑ <sup><a href="#cite_ref-Dr.Dukes_52575_6-0">a</a></sup> <sup><a href="#cite_ref-Dr.Dukes_52575_6-1">b</a></sup> <sup><a href="#cite_ref-Dr.Dukes_52575_6-2">c</a></sup> <sup><a href="#cite_ref-Dr.Dukes_52575_6-3">d</a></sup> <sup><a href="#cite_ref-Dr.Dukes_52575_6-4">e</a></sup> <sup><a href="#cite_ref-Dr.Dukes_52575_6-5">f</a></sup> <sup><a href="#cite_ref-Dr.Dukes_52575_6-6">g</a></sup> <sup><a href="#cite_ref-Dr.Dukes_52575_6-7">h</a></sup> <sup><a href="#cite_ref-Dr.Dukes_52575_6-8">i</a></sup> <sup><a href="#cite_ref-Dr.Dukes_52575_6-9">j</a></sup> <sup><a href="#cite_ref-Dr.Dukes_52575_6-10">k</a></sup> <sup><a href="#cite_ref-Dr.Dukes_52575_6-11">l</a></sup> <sup><a href="#cite_ref-Dr.Dukes_52575_6-12">m</a></sup> <sup><a href="#cite_ref-Dr.Dukes_52575_6-13">n</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/52575">DECANAL</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 25. Juli 2023.<span class="editoronly" style="display:none;"></span></span>
</li>
<li id="cite_note-ZFN-7"><span class="mw-cite-backlink"><a href="#cite_ref-ZFN_7-0">↑</a></span> <span class="reference-text">H. J. Bestmann, M. Pietschmann, K. Steinmeier, O. Vostrowsky: <i>Flüchtige Inhaltsstoffe von Crotalaria ochroleuca und deren Wirkung auf Schadinsekten / Volatile Constituents from Crotalaria ochroleuca and Their Effect on Pest Insects.</i> In: <i><a href="Zeitschrift_f%C3%BCr_Naturforschung_C" title="Zeitschrift für Naturforschung C">Zeitschrift für Naturforschung C</a>.</i> 46, 1991, S. 579–584 (<a rel="nofollow" class="external text" href="http://zfn.mpdl.mpg.de/data/Reihe_C/46/ZNC-1991-46c-0579.pdf">PDF</a>, freier Volltext).<span class="editoronly" style="display:none;"></span></span>
</li>
<li id="cite_note-Dr.Dukes_58554-8"><span class="mw-cite-backlink">↑ <sup><a href="#cite_ref-Dr.Dukes_58554_8-0">a</a></sup> <sup><a href="#cite_ref-Dr.Dukes_58554_8-1">b</a></sup> <sup><a href="#cite_ref-Dr.Dukes_58554_8-2">c</a></sup> <sup><a href="#cite_ref-Dr.Dukes_58554_8-3">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/58554">N-DECANAL</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 25. Juli 2023.<span class="editoronly" style="display:none;"></span></span>
</li>
<li id="cite_note-DOI10.15227/orgsyn.055.0084-9"><span class="mw-cite-backlink"><a href="#cite_ref-DOI10.15227/orgsyn.055.0084_9-0">↑</a></span> <span class="reference-text"><cite style="font-style:italic">OXIDATION WITH THE CHROMIUM TRIOXIDE-PYRIDINE COMPLEX PREPARED in situ:1-DECANAL.</cite> In: <cite style="font-style:italic">Organic Syntheses</cite>. <span style="white-space:nowrap">Band<span style="display:inline-block;width:.2em"> </span>55</span>, 1976, <span style="white-space:nowrap">S.<span style="display:inline-block;width:.2em"> </span>84</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/10.15227/orgsyn.055.0084">10.15227/orgsyn.055.0084</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:Decanal&rft.atitle=OXIDATION+WITH+THE+CHROMIUM+TRIOXIDE-PYRIDINE+COMPLEX+PREPARED+in+situ%3A1-DECANAL.&rft.btitle=Organic+Syntheses&rft.date=1976&rft.doi=10.15227%2Forgsyn.055.0084&rft.genre=book&rft.pages=84&rft.volume=55" style="display:none"> </span></span>
</li>
<li id="cite_note-Brandes-10"><span class="mw-cite-backlink">↑ <sup><a href="#cite_ref-Brandes_10-0">a</a></sup> <sup><a href="#cite_ref-Brandes_10-1">b</a></sup></span> <span class="reference-text">E. Brandes, W. Möller: <i>Sicherheitstechnische Kenngrößen – Band 1: Brennbare Flüssigkeiten und Gase</i>, Wirtschaftsverlag NW – Verlag für neue Wissenschaft GmbH, Bremerhaven 2003.</span>
</li>
<li id="cite_note-11"><span class="mw-cite-backlink"><a href="#cite_ref-11">↑</a></span> <span class="reference-text">Beschreibung <a rel="nofollow" class="external text" href="https://www.parfumo.de/Parfums/Chanel/No_5"><i>Chanel Nº 5</i></a> auf Parfumo, abgerufen am 9. Dezember 2016.</span>
</li>
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