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<h1 id="firstHeading" class="firstHeading mw-first-heading"><span class="mw-page-title-main">Coniferylalkohol</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">
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<th colspan="2" style="background:#FFDEAD; color:#202122;">Strukturformel
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<td colspan="2" class="hintergrundfarbe-basis skin-invert-image" style="text-align:center;"><span typeof="mw:File"></span>
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<th colspan="2" style="background:#FFDEAD; color:#202122;">Allgemeines
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<td style="width:33%;">Name
</td>
<td>Coniferylalkohol
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<td>Andere Namen
</td>
<td>
<ul><li>4-[(<i>E</i>)-3-Hydroxyprop-1-enyl]-2-methoxyphenol</li>
<li>3-[(<i>E</i>)-4-Hydroxy-3-methoxyphenyl]-2-propen-1-ol</li>
<li>4-Hydroxy-3-methoxy-zimtalkohol</li></ul>
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<td><a href="Summenformel" title="Summenformel">Summenformel</a>
</td>
<td>C<sub>10</sub>H<sub>12</sub>O<sub>3</sub>
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<tr>
<td>Kurzbeschreibung
</td>
<td>
<p>farblose Prismen<sup id="cite_ref-Römpp_1-0" class="reference"><a href="#cite_note-Römpp-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup>
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<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);">
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<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=458-35-5">458-35-5</a><span class="editoronly" style="display:none;"></span></li>
<li><span title="Untervorlage eingebunden: CASRN"></span><a rel="nofollow" class="external text" href="https://commonchemistry.cas.org/detail?cas_rn=32811-40-8">32811-40-8</a><span class="editoronly" style="display:none;"></span> <small>[<i>(E)</i>-Isomer]</small></li>
<li><span title="Untervorlage eingebunden: CASRN"></span><span class="KeinCASLink" title="CAS-Nummer ohne Common-Chemistry-Eintrag">69056-21-9</span><span class="editoronly" style="display:none;"></span> <small>[<i>(Z)</i>-Isomer]</small></li></ul>
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<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> (<a href="EG-Nummer#Listennummern" title="EG-Nummer">Listennummer</a>)
</td>
<td colspan="2">825-773-9
</td></tr>
<tr>
<td><a href="Europ%C3%A4ische_Chemikalienagentur" title="Europäische Chemikalienagentur">ECHA</a>-InfoCard
</td>
<td colspan="2"><a rel="nofollow" class="external text" href="https://www.echa.europa.eu/de/substance-information/-/substanceinfo/100.260.977">100.260.977</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/1549095">1549095</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.1266063.html">1266063</a>
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<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/Q418993" class="extiw external" title="d:Q418993">Q418993</a>
</td></tr></tbody></table>
</td></tr>
<tr>
<th colspan="2" style="background:#FFDEAD; color:#202122;">Eigenschaften
</th></tr>
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<td><a href="Molare_Masse" title="Molare Masse">Molare Masse</a>
</td>
<td>180,20 g·<a href="Mol" title="Mol">mol</a><sup>−1</sup>
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<td><a href="Aggregatzustand" title="Aggregatzustand">Aggregatzustand</a>
</td>
<td>
<p>fest
</p>
</td></tr>
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<td><a href="Schmelzpunkt" title="Schmelzpunkt">Schmelzpunkt</a>
</td>
<td>
<p>73–74 <a href="Grad_Celsius" title="Grad Celsius">°C</a><sup id="cite_ref-Römpp_1-1" class="reference"><a href="#cite_note-Römpp-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup>
</p>
</td></tr>
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<td><a href="Siedepunkt" title="Siedepunkt">Siedepunkt</a>
</td>
<td>
<p>163–165 °C (400 <a href="Pascal_(Einheit)" title="Pascal (Einheit)">Pa</a>)<sup id="cite_ref-Römpp_1-2" class="reference"><a href="#cite_note-Römpp-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup>
</p>
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<td><a href="L%C3%B6slichkeit" title="Löslichkeit">Löslichkeit</a>
</td>
<td>
<ul><li>schlecht in Wasser<sup id="cite_ref-Römpp_1-3" class="reference"><a href="#cite_note-Römpp-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup></li>
<li>leicht in <a href="Diethylether" title="Diethylether">Diethylether</a><sup id="cite_ref-Römpp_1-4" class="reference"><a href="#cite_note-Römpp-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup></li>
<li>löslich in <a href="Ethanol" title="Ethanol">Ethanol</a><sup id="cite_ref-Römpp_1-5" class="reference"><a href="#cite_note-Römpp-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup></li></ul>
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<tr>
<th colspan="2" style="background:#FFDEAD; color:#202122;">Sicherheitshinweise
</th></tr>
<tr>
<td colspan="2">
<table cellspacing="0" cellpadding="2" style="width:100%;">
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<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-ALFA_2-0" class="reference"><a href="#cite_note-ALFA-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;">
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<td><i>keine GHS-Piktogramme</i>
</td></tr></tbody></table>
<p>
</p>
</td></tr>
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<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).
</td></tr></tbody></table><p><span class="editoronly" style="display:none;"></span>
</p><p><b>Coniferylalkohol</b> ist ein <a href="Phenylpropanoide" title="Phenylpropanoide">Phenylpropanoid</a>. Es ist das <a href="Aglycon" title="Aglycon">Aglycon</a> des <a href="Coniferin" title="Coniferin">Coniferins</a> und Bestandteil von <a href="Koniferen" title="Koniferen">Nadelholz</a>-<a href="Lignin" title="Lignin">Lignin</a>.
</p>
<div class="mw-heading mw-heading2"><h2 id="Gewinnung">Gewinnung</h2></div>
<p>Die erste Charakterisierung gelang <a href="Theodor_Hartig" title="Theodor Hartig">Theodor Hartig</a> 1861 im Cambialsaft der Lärche. Der <a href="Holzminden" title="Holzminden">Holzmindener</a> Apotheker <a href="Wilhelm_Kubel" title="Wilhelm Kubel">Wilhelm Kubel</a> identifizierte 1866 das Glucosid des Coniferylalkohols.<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> Die Gewinnung gelang erstmals 1874 <a href="Ferdinand_Tiemann" title="Ferdinand Tiemann">F. Tiemann</a> und <a href="Wilhelm_Haarmann_(Chemiker)" title="Wilhelm Haarmann (Chemiker)">W. Haarmann</a> durch saure <a href="Hydrolyse" title="Hydrolyse">Hydrolyse</a> des <a href="Glucosid" class="mw-redirect" title="Glucosid">Glucosids</a> <a href="Coniferin" title="Coniferin">Coniferin</a> oder heute durch das <a href="Enzym" title="Enzym">Enzym</a> <a href="Emulsin" class="mw-redirect" title="Emulsin">Emulsin</a> (eine <a href="%CE%92-Glucosidase" title="Β-Glucosidase">β-Glucosidase</a>).<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>
</p>
<div class="mw-heading mw-heading2"><h2 id="Biochemie">Biochemie</h2></div>
<p>Coniferylalkohol ist ein <a href="Intermedi%C3%A4rstoffwechsel" title="Intermediärstoffwechsel">Stoffwechselintermediat</a> bei der <a href="Biosynthese" title="Biosynthese">Biosynthese</a> von <a href="Eugenol" title="Eugenol">Eugenol</a>.
</p>
<div class="mw-heading mw-heading2"><h2 id="Einzelnachweise">Einzelnachweise</h2></div>
<ol class="references">
<li id="cite_note-Römpp-1"><span class="mw-cite-backlink">↑ <sup><a href="#cite_ref-Römpp_1-0">a</a></sup> <sup><a href="#cite_ref-Römpp_1-1">b</a></sup> <sup><a href="#cite_ref-Römpp_1-2">c</a></sup> <sup><a href="#cite_ref-Römpp_1-3">d</a></sup> <sup><a href="#cite_ref-Römpp_1-4">e</a></sup> <sup><a href="#cite_ref-Römpp_1-5">f</a></sup></span> <span class="reference-text">Eintrag zu <a rel="nofollow" class="external text" href="https://roempp.thieme.de/lexicon/RD-03-02435"><i>Coniferylalkohol</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 28. Dezember 2014.<span class="editoronly" style="display:none;"></span></span>
</li>
<li id="cite_note-ALFA-2"><span class="mw-cite-backlink"><a href="#cite_ref-ALFA_2-0">↑</a></span> <span class="reference-text">Datenblatt <span style="font-style:italic;"><a rel="nofollow" class="external text" href="https://www.alfa.com/de/catalog/B24949">Coniferyl alcohol, 98%</a></span> bei <a href="Alfa_Aesar" title="Alfa Aesar">Alfa Aesar</a>, abgerufen am 9. Februar 2019 <small>(Seite nicht mehr abrufbar)</small>.<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">W. Kubel: <a rel="nofollow" class="external text" href="https://babel.hathitrust.org/cgi/pt?id=njp.32101076786183;view=1up;seq=261"><i>Coniferin – ein Glucosid aus dem Cambialsafte der Nadelhölzer</i></a>. In: Journal für Praktische Chemie <b>97</b>, 243–246 (1866). <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/prac.18660970132">10.1002/prac.18660970132</a></span>.</span>
</li>
<li id="cite_note-4"><span class="mw-cite-backlink"><a href="#cite_ref-4">↑</a></span> <span class="reference-text">F. Tiemann, W. Haarmann: <i>Ueber das Coniferin und seine Umwandlung in das aromatische Princip der Vanille</i>. In: Berichte der deutschen chemischen Gesellschaft <b>7</b>, 608–623 (1874). <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/cber.187400701193">10.1002/cber.187400701193</a></span>. <a rel="nofollow" class="external text" href="http://gallica.bnf.fr/ark:/12148/bpt6k90678d.image.f614.langDE">Digitalisat</a> auf <a href="Gallica" title="Gallica">Gallica</a>.</span>
</li>
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Dieser Artikel wurde von <a class="external text" title="Zuletzt bearbeitet am 2021-09-28" href="https://de.wikipedia.org/wiki/?title=Coniferylalkohol&oldid=215964764">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.
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