<!DOCTYPE html>
<html class="client-nojs vector-feature-language-in-header-enabled vector-feature-language-in-main-page-header-disabled vector-feature-page-tools-pinned-disabled vector-feature-toc-pinned-clientpref-0 vector-toc-not-available vector-feature-main-menu-pinned-disabled vector-feature-limited-width-clientpref-1 vector-feature-limited-width-content-enabled vector-feature-custom-font-size-clientpref-1 vector-feature-appearance-pinned-clientpref-0 skin-theme-clientpref-day vector-sticky-header-enabled" lang="de" dir="ltr"><head>
<meta charset="UTF-8">
<title>Piperettin</title>
<meta name="viewport" content="width=device-width, initial-scale=1.0">
<link rel="icon" type="image/png" href="./_res_/favicon.png">
<link rel="canonical" href="https://de.wikipedia.org/wiki/Piperettin"> <link href="./_mw_/ext.cite.styles.css" rel="stylesheet" type="text/css">
<link href="./_mw_/ext.wikimediamessages.styles.css" rel="stylesheet" type="text/css">
<link href="./_mw_/skins.vector.icons.css" rel="stylesheet" type="text/css">
<link href="./_mw_/skins.vector.search.codex.styles.css" rel="stylesheet" type="text/css">
<link href="./_mw_/skins.vector.styles.css" rel="stylesheet" type="text/css">
<meta name="ResourceLoaderDynamicStyles" content="">
<link href="./_mw_/ext.gadget.citeRef.css" rel="stylesheet" type="text/css">
<link href="./_mw_/ext.gadget.defaultPlainlinks.css" rel="stylesheet" type="text/css">
<link href="./_mw_/ext.gadget.dewikiCommonHide.css" rel="stylesheet" type="text/css">
<link href="./_mw_/ext.gadget.dewikiCommonLayout.css" rel="stylesheet" type="text/css">
<link href="./_mw_/ext.gadget.dewikiCommonStyle.css" rel="stylesheet" type="text/css">
<link href="./_mw_/ext.gadget.dewikiDarkmode.css" rel="stylesheet" type="text/css">
<link href="./_mw_/ext.gadget.dewikiResponsive.css" rel="stylesheet" type="text/css">
<link href="./_mw_/ext.gadget.specialSearch.css" rel="stylesheet" type="text/css">
<link rel="stylesheet" type="text/css" href="./_mw_/site.styles.css">
<link rel="stylesheet" type="text/css" href="./_mw_/noscript.css">
<link rel="stylesheet" type="text/css" href="./_res_/footer.css">
<link rel="stylesheet" type="text/css" href="./_res_/vector-2022.css">
</head>
<body class="skin--responsive skin-vector skin-vector-search-vue mediawiki ltr sitedir-ltr mw-hide-empty-elt ns-0 ns-subject page-Piperettin rootpage-Piperettin skin-vector-2022 action-view">
<div class="mw-page-container">
<div class="mw-page-container-inner">
<div class="mw-content-container">
<main id="content" class="mw-body">
<header class="mw-body-header vector-page-titlebar">
<h1 id="firstHeading" class="firstHeading mw-first-heading"><span class="mw-page-title-main">Piperettin</span></h1>
</header>
<a id="top"></a>
<div id="bodyContent" class="vector-body ve-init-mw-desktopArticleTarget-targetContainer" aria-labelledby="firstHeading" data-mw-ve-target-container="">
<div id="contentSub">
<div id="mw-content-subtitle"></div>
</div>
<div id="mw-content-text" class="mw-body-content mw-content-ltr" lang="de" dir="ltr"><div class="mw-content-ltr mw-parser-output" lang="de" dir="ltr"><table class="wikitable infobox float-right" id="Vorlage_Infobox_Chemikalie" style="font-size:90%; margin-top:0; width:350px;" summary="Infobox Chemikalie">
<tbody><tr>
<th colspan="2" style="background:#FFDEAD; color:#202122;">Strukturformel
</th></tr>
<tr>
<td colspan="2" class="hintergrundfarbe-basis skin-invert-image" style="text-align:center;"><span typeof="mw:File"></span>
</td></tr>
<tr>
<th colspan="2" style="background:#FFDEAD; color:#202122;">Allgemeines
</th></tr>
<tr>
<td style="width:33%;">Name
</td>
<td>Piperettin
</td></tr>
<tr>
<td>Andere Namen
</td>
<td>
<ul><li>(2<i>E</i>,4<i>E</i>,6<i>E</i>)-Heptatrien-1-one,7-(1,3-benzodioxol-5-yl)-1-(1-piperidinyl)</li>
<li>7-(3,4-Methylenedioxyphenyl)-hepta-2<i>E</i>,4<i>E</i>,6<i>E</i>-trienoyl-piperidin</li></ul>
</td></tr>
<tr>
<td><a href="Summenformel" title="Summenformel">Summenformel</a>
</td>
<td>C<sub>19</sub>H<sub>21</sub>NO<sub>3</sub>
</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=583-34-6">583-34-6</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="PubChem" title="PubChem">PubChem</a>
</td>
<td colspan="2"><a rel="nofollow" class="external text" href="https://pubchem.ncbi.nlm.nih.gov/compound/11141599">11141599</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.9316711.html">9316711</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/Q2096457" class="extiw external" title="d:Q2096457">Q2096457</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>315,41 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>fest
</p>
</td></tr>
<tr>
<td><a href="Schmelzpunkt" title="Schmelzpunkt">Schmelzpunkt</a>
</td>
<td>
<p>146 <a href="Grad_Celsius" title="Grad Celsius">°C</a><sup id="cite_ref-Spices_1-0" class="reference"><a href="#cite_note-Spices-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>nahezu unlöslich in Säuren<sup id="cite_ref-Spices_1-1" class="reference"><a href="#cite_note-Spices-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;">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><br><i>keine Einstufung verfügbar</i><sup id="cite_ref-NV_2-0" class="reference"><a href="#cite_note-NV-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup>
</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>Piperettin</b> ist eine <a href="Chemische_Verbindung" title="Chemische Verbindung">chemische Verbindung</a> aus der Gruppe der <a href="Alkaloide" title="Alkaloide">Alkaloide</a> und <a href="Piperin" title="Piperin">Piperinderivate</a>.
</p>
<div class="mw-heading mw-heading2"><h2 id="Vorkommen">Vorkommen</h2></div>
<p>Piperettin kommt natürlich zu 0,4–0,8 % in <a href="Pfeffer" title="Pfeffer">Pfeffer</a> vor und trägt zum scharfen Geschmack bei.<sup id="cite_ref-buch_3-0" class="reference"><a href="#cite_note-buch-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup> Es wurde 1850 von Spring und Stark aus schwarzem Pfeffer isoliert.<sup id="cite_ref-Spices_1-2" class="reference"><a href="#cite_note-Spices-1"><span class="cite-bracket">[</span>1<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>Piperettin kann durch eine <a href="Ramberg-B%C3%A4cklund-Reaktion" title="Ramberg-Bäcklund-Reaktion">Ramberg-Bäcklund-Reaktion</a> ausgehend von <a href="Piperonal" title="Piperonal">Piperonal</a> gewonnen werden.<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><sup id="cite_ref-5" class="reference"><a href="#cite_note-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup>
</p>
<div class="mw-heading mw-heading2"><h2 id="Weblinks">Weblinks</h2></div>
<ul><li>Christiane Genest, D. M. Smith, D. G. Chapman: <a rel="nofollow" class="external text" href="https://www.erowid.org/archive/rhodium/chemistry/3base/piperonal.pepper/pepper/j.agric.food.chem_1963.11.6_508-512.pdf"><i>A Critical Study of two Procedures for the Determination of Piperine in Black and White Pepper</i></a> (PDF; 572 kB)</li></ul>
<div class="mw-heading mw-heading2"><h2 id="Einzelnachweise">Einzelnachweise</h2></div>
<ol class="references">
<li id="cite_note-Spices-1"><span class="mw-cite-backlink">↑ <sup><a href="#cite_ref-Spices_1-0">a</a></sup> <sup><a href="#cite_ref-Spices_1-1">b</a></sup> <sup><a href="#cite_ref-Spices_1-2">c</a></sup></span> <span class="reference-text"><cite style="font-style:italic">Quality Assurance In Spices And Spice Products</cite>. Allied, 1999, ISBN 978-81-7023-896-6, <span style="white-space:nowrap">S.<span style="display:inline-block;width:.2em"> </span>116</span> (<a rel="nofollow" class="external text" href="https://books.google.de/books?id=W5jcwx85EoEC&pg=PA116#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:Piperettin&rft.btitle=Quality+Assurance+In+Spices+And+Spice+Products&rft.date=1999&rft.genre=book&rft.isbn=9788170238966&rft.pages=116&rft.pub=Allied" style="display:none"> </span></span>
</li>
<li id="cite_note-NV-2"><span class="mw-cite-backlink"><a href="#cite_ref-NV_2-0">↑</a></span> <span class="reference-text">Dieser Stoff wurde in Bezug auf seine Gefährlichkeit entweder noch nicht eingestuft oder eine verlässliche und zitierfähige Quelle hierzu wurde noch nicht gefunden.</span>
</li>
<li id="cite_note-buch-3"><span class="mw-cite-backlink"><a href="#cite_ref-buch_3-0">↑</a></span> <span class="reference-text"><a href="Gerald_Rimbach" title="Gerald Rimbach">Gerald Rimbach</a>, Jennifer Möhring, <a href="Helmut_F._Erbersdobler" title="Helmut F. Erbersdobler">Helmut F. Erbersdobler</a>: <cite style="font-style:italic">Lebensmittel-Warenkunde für Einsteiger</cite>. Springer, 2010, ISBN 978-3-642-04485-4, <span style="white-space:nowrap">S.<span style="display:inline-block;width:.2em"> </span>274</span> (<a rel="nofollow" class="external text" href="https://books.google.de/books?id=uEwoDE-YQekC&pg=PA274#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:Piperettin&rft.au=Gerald+Rimbach%2C+Jennifer+M%C3%B6hring%2C+Helmut+F.+Erbersdobler&rft.btitle=Lebensmittel-Warenkunde+f%C3%BCr+Einsteiger&rft.date=2010&rft.genre=book&rft.isbn=9783642044854&rft.pages=274&rft.pub=Springer" style="display:none"> </span></span>
</li>
<li id="cite_note-4"><span class="mw-cite-backlink"><a href="#cite_ref-4">↑</a></span> <span class="reference-text">Yang LI, Yu ZHANG, Xiao Long WANG, Zhi HUANG, Xiao Ping CAO: <a rel="nofollow" class="external text" href="https://www.researchgate.net/publication/288084613_Stereoselective_synthesis_of_piperamide_alkaloids_by_modified_Ramberg-Backlund_reaction"><i>Stereoselective Synthesis of Piperamide Alkaloids by Modified Ramberg-Bäcklund Reaction</i></a>. In: <i>Chinese Chemical Letters</i> Vol. 15, No. 6, 2004. S. 631–634.</span>
</li>
<li id="cite_note-5"><span class="mw-cite-backlink"><a href="#cite_ref-5">↑</a></span> <span class="reference-text"><style data-mw-deduplicate="TemplateStyles:r261891140">
/* start https://de.wikipedia.org/ */
.mw-parser-output .webarchiv-memento a{color:inherit}
/* end https://de.wikipedia.org/ */
</style><a rel="nofollow" class="external text" href="https://web.archive.org/web/20121021181212/http://www.remainforever.co.uk/web_documents/Synthesis.pdf">Synthesis of Piperine Analogues</a> (<span class="webarchiv-memento"><a href="Webarchivierung#Begrifflichkeiten" title="Webarchivierung">Memento</a></span> vom 21. Oktober 2012 im <i><a href="Internet_Archive" title="Internet Archive">Internet Archive</a></i>) (PDF; 232 kB).</span>
</li>
</ol></div><!--htdig_noindex--><div><div class="zim-footer">
Dieser Artikel wurde von <a class="external text" title="Zuletzt bearbeitet am 2024-07-29" href="https://de.wikipedia.org/wiki/?title=Piperettin&oldid=247218944">Wikipedia</a> herausgegeben. Der Text ist unter <a class="external text" href="https://creativecommons.org/licenses/by-sa/4.0/deed.de">Creative Commons Attribution-Share Alike 4.0</a> verfügbar, sofern nicht anders angegeben. Für die Mediendateien können zusätzliche Bedingungen gelten.
</div>
</div><!--/htdig_noindex--></div>
</div>
</main>
</div>
</div>
</div>
<script src="./_webp_/webpHandler.js"></script>
</body></html>