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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"><a href="/wiki/Datei:Ovalene.svg" class="mw-file-description" title="Strukturformel von Ovalen"><img alt="Strukturformel von Ovalen" src="//upload.wikimedia.org/wikipedia/commons/thumb/9/93/Ovalene.svg/250px-Ovalene.svg.png" decoding="async" width="250" height="184" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/9/93/Ovalene.svg/375px-Ovalene.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/9/93/Ovalene.svg/500px-Ovalene.svg.png 2x" data-file-width="170" data-file-height="125" /></a></span> </td></tr> <tr> <th colspan="2" style="background:#FFDEAD; color:#202122;">Allgemeines </th></tr> <tr> <td style="width:33%;">Name </td> <td>Ovalen </td></tr> <tr> <td>Andere Namen </td> <td> <p>Circumnaphthalin </p> </td></tr> <tr> <td><a href="/wiki/Summenformel" title="Summenformel">Summenformel</a> </td> <td>C<sub>32</sub>H<sub>14</sub> </td></tr> <tr> <td>Kurzbeschreibung </td> <td> <p>oranger Feststoff<sup id="cite_ref-Clar_1-0" class="reference"><a href="#cite_note-Clar-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="/wiki/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?ref=190-26-1">190-26-1</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="/wiki/EG-Nummer" title="EG-Nummer">EG-Nummer</a> </td> <td colspan="2">205-880-1 </td></tr> <tr> <td><a href="/wiki/Europ%C3%A4ische_Chemikalienagentur" title="Europäische Chemikalienagentur">ECHA</a>-InfoCard </td> <td colspan="2"><a rel="nofollow" class="external text" href="https://echa.europa.eu/de/substance-information/-/substanceinfo/100.005.347">100.005.347</a> </td></tr> <tr> <td><a href="/wiki/PubChem" title="PubChem">PubChem</a> </td> <td colspan="2"><a rel="nofollow" class="external text" href="https://pubchem.ncbi.nlm.nih.gov/compound/67446">67446</a> </td></tr> <tr> <td><a href="/wiki/ChemSpider" title="ChemSpider">ChemSpider</a> </td> <td colspan="2"><a rel="nofollow" class="external text" href="https://www.chemspider.com/Chemical-Structure.60771.html">60771</a> </td></tr> <tr> <td style="border-right:1px solid #a2a9b1;"><a href="/wiki/Wikidata" title="Wikidata">Wikidata</a> </td> <td colspan="2"><a href="https://www.wikidata.org/wiki/Q2122603" class="extiw" title="d:Q2122603">Q2122603</a> </td></tr></tbody></table> </td></tr> <tr> <th colspan="2" style="background:#FFDEAD; color:#202122;">Eigenschaften </th></tr> <tr> <td><a href="/wiki/Molare_Masse" title="Molare Masse">Molare Masse</a> </td> <td>398,45 g·<a href="/wiki/Mol" title="Mol">mol</a><sup>−1</sup> </td></tr> <tr> <td><a href="/wiki/Aggregatzustand" title="Aggregatzustand">Aggregatzustand</a> </td> <td> <p>fest<sup id="cite_ref-Clar_1-1" class="reference"><a href="#cite_note-Clar-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> </p> </td></tr> <tr> <td><a href="/wiki/Dichte" title="Dichte">Dichte</a> </td> <td> <p>1,496 g·cm<sup>−3</sup><sup id="cite_ref-Donaldson_2-0" class="reference"><a href="#cite_note-Donaldson-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> </p> </td></tr> <tr> <td><a href="/wiki/Schmelzpunkt" title="Schmelzpunkt">Schmelzpunkt</a> </td> <td> <p>473 <a href="/wiki/Grad_Celsius" title="Grad Celsius">°C</a><sup id="cite_ref-Clar_1-2" class="reference"><a href="#cite_note-Clar-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="/wiki/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-TRC_3-0" class="reference"><a href="#cite_note-TRC-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup> <table id="Piktogramme-" class="hintergrundfarbe-neutral" style="text-align:center; margin-left:auto; margin-right:auto; display:flex; justify-content:center;"> <tbody><tr> <td><i>keine GHS-Piktogramme</i> </td></tr></tbody></table> <p>  </p> </td></tr> <tr> <td rowspan="2" width="33%" style="border-top:1px #A7A7A7 dashed; border-right:1px #A7A7A7 dashed;"><a href="/wiki/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><sup id="cite_ref-TRC_3-1" class="reference"><a href="#cite_note-TRC-3"><span class="cite-bracket">[</span>3<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="/wiki/Standardbedingungen" title="Standardbedingungen">Standardbedingungen</a> (0 °C, 1000 hPa). </td></tr></tbody></table><p><span class="editoronly" style="display:none;"></span> </p><p><b>Ovalen</b> ist eine <a href="/wiki/Chemische_Verbindung" title="Chemische Verbindung">chemische Verbindung</a> aus der Gruppe der <a href="/wiki/Polycyclische_aromatische_Kohlenwasserstoffe" title="Polycyclische aromatische Kohlenwasserstoffe">polycyclischen aromatischen Kohlenwasserstoffe</a>. </p> <div id="toc" class="toc" role="navigation" aria-labelledby="mw-toc-heading"><input type="checkbox" role="button" id="toctogglecheckbox" class="toctogglecheckbox" style="display:none" /><div class="toctitle" lang="de" dir="ltr"><h2 id="mw-toc-heading">Inhaltsverzeichnis</h2><span class="toctogglespan"><label class="toctogglelabel" for="toctogglecheckbox"></label></span></div> <ul> <li class="toclevel-1 tocsection-1"><a href="#Vorkommen"><span class="tocnumber">1</span> <span class="toctext">Vorkommen</span></a></li> <li class="toclevel-1 tocsection-2"><a href="#Gewinnung_und_Darstellung"><span class="tocnumber">2</span> <span class="toctext">Gewinnung und Darstellung</span></a></li> <li class="toclevel-1 tocsection-3"><a href="#Eigenschaften"><span class="tocnumber">3</span> <span class="toctext">Eigenschaften</span></a></li> <li class="toclevel-1 tocsection-4"><a href="#Verwendung"><span class="tocnumber">4</span> <span class="toctext">Verwendung</span></a></li> <li class="toclevel-1 tocsection-5"><a href="#Weblinks"><span class="tocnumber">5</span> <span class="toctext">Weblinks</span></a></li> <li class="toclevel-1 tocsection-6"><a href="#Einzelnachweise"><span class="tocnumber">6</span> <span class="toctext">Einzelnachweise</span></a></li> </ul> </div> <div class="mw-heading mw-heading2"><h2 id="Vorkommen">Vorkommen</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Ovalen&veaction=edit&section=1" title="Abschnitt bearbeiten: Vorkommen" class="mw-editsection-visualeditor"><span>Bearbeiten</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=Ovalen&action=edit&section=1" title="Quellcode des Abschnitts bearbeiten: Vorkommen"><span>Quelltext bearbeiten</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Ovalen wurde in <a href="/wiki/Tabakrauch" title="Tabakrauch">Tabakrauch</a> nachgewiesen.<sup id="cite_ref-Alan_Rodgman_4-0" class="reference"><a href="#cite_note-Alan_Rodgman-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Gewinnung_und_Darstellung">Gewinnung und Darstellung</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Ovalen&veaction=edit&section=2" title="Abschnitt bearbeiten: Gewinnung und Darstellung" class="mw-editsection-visualeditor"><span>Bearbeiten</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=Ovalen&action=edit&section=2" title="Quellcode des Abschnitts bearbeiten: Gewinnung und Darstellung"><span>Quelltext bearbeiten</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Ovalen kann jeweils durch <a href="/wiki/Decarboxylierung" title="Decarboxylierung">Decarboxylierung</a> von zwei verschiedenen <a href="/wiki/Anhydride" title="Anhydride">Anhydriden</a> mit <a href="/wiki/Atemkalk" title="Atemkalk">Atemkalk</a> bei 400 °C im <a href="/wiki/Vakuum" title="Vakuum">Vakuum</a> gewonnen werden. Die Anhydride entstehen, wenn <a href="/w/index.php?title=Meso-Anthra-Dianthren&action=edit&redlink=1" class="new" title="Meso-Anthra-Dianthren (Seite nicht vorhanden)">meso-Anthra-Dianthren</a> oder <a href="/w/index.php?title=Meso-Naphtha-Dianthren&action=edit&redlink=1" class="new" title="Meso-Naphtha-Dianthren (Seite nicht vorhanden)">meso-Naphtha-Dianthren</a> mit <a href="/wiki/Maleins%C3%A4ureanhydrid" title="Maleinsäureanhydrid">Maleinsäureanhydrid</a> und <a href="/wiki/Nitrobenzol" title="Nitrobenzol">Nitrobenzol</a> gekocht werden.<sup id="cite_ref-Clar_1-3" class="reference"><a href="#cite_note-Clar-1"><span class="cite-bracket">[</span>1<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="Eigenschaften">Eigenschaften</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Ovalen&veaction=edit&section=3" title="Abschnitt bearbeiten: Eigenschaften" class="mw-editsection-visualeditor"><span>Bearbeiten</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=Ovalen&action=edit&section=3" title="Quellcode des Abschnitts bearbeiten: Eigenschaften"><span>Quelltext bearbeiten</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Ovalen liegt in Form von leicht orangen nadelförmigen Kristallen vor. Es löst sich in konzentrierter <a href="/wiki/Schwefels%C3%A4ure" title="Schwefelsäure">Schwefelsäure</a> unter Bildung einer violetten Lösung, die sich rasch braun färbt. Eine Lösung in <a href="/wiki/Benzol" title="Benzol">Benzol</a> zeigt eine orange <a href="/wiki/Fluoreszenz" title="Fluoreszenz">Fluoreszenz</a>.<sup id="cite_ref-Clar_1-4" class="reference"><a href="#cite_note-Clar-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> </p><p>Die Verbindung besitzt eine <a href="/wiki/Monoklines_Kristallsystem" title="Monoklines Kristallsystem">monokline</a> <a href="/wiki/Kristallstruktur" title="Kristallstruktur">Kristallstruktur</a> mit der <a href="/wiki/Raumgruppe" title="Raumgruppe">Raumgruppe</a> <i>P</i>2<sub>1</sub>/<i>a</i> (Raumgruppen-Nr. 14, Stellung 3)<span style="display:none;"><a href="/w/index.php?title=Vorlage:Raumgruppe/14.3&action=edit&redlink=1" class="new" title="Vorlage:Raumgruppe/14.3 (Seite nicht vorhanden)">Vorlage:Raumgruppe/14.3</a></span><span class="editoronly" style="display:none;"></span>.<sup id="cite_ref-Donaldson_2-1" class="reference"><a href="#cite_note-Donaldson-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-6" class="reference"><a href="#cite_note-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Verwendung">Verwendung</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Ovalen&veaction=edit&section=4" title="Abschnitt bearbeiten: Verwendung" class="mw-editsection-visualeditor"><span>Bearbeiten</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=Ovalen&action=edit&section=4" title="Quellcode des Abschnitts bearbeiten: Verwendung"><span>Quelltext bearbeiten</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Ovalen kann als technisches Material in polymeren Nanoröhren-Dispersionsmitteln und daraus hergestellten dispergiermittelfreien Nanoröhrenfilmen verwendet werden.<sup id="cite_ref-TRC_3-2" class="reference"><a href="#cite_note-TRC-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Weblinks">Weblinks</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Ovalen&veaction=edit&section=5" title="Abschnitt bearbeiten: Weblinks" class="mw-editsection-visualeditor"><span>Bearbeiten</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=Ovalen&action=edit&section=5" title="Quellcode des Abschnitts bearbeiten: Weblinks"><span>Quelltext bearbeiten</span></a><span class="mw-editsection-bracket">]</span></span></div> <div class="sisterproject" style="margin:0.1em 0 0 0;"><div class="noresize 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="Commons"><img alt="" src="//upload.wikimedia.org/wikipedia/commons/thumb/4/4a/Commons-logo.svg/12px-Commons-logo.svg.png" decoding="async" width="12" height="16" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/4/4a/Commons-logo.svg/18px-Commons-logo.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/4/4a/Commons-logo.svg/24px-Commons-logo.svg.png 2x" data-file-width="1024" data-file-height="1376" /></span></span></div><b><span class="plainlinks"><a class="external text" href="https://commons.wikimedia.org/wiki/Category:Ovalene?uselang=de"><span lang="en">Commons</span>: Ovalen</a></span></b> – Sammlung von Bildern, Videos und Audiodateien</div> <div class="mw-heading mw-heading2"><h2 id="Einzelnachweise">Einzelnachweise</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Ovalen&veaction=edit&section=6" title="Abschnitt bearbeiten: Einzelnachweise" class="mw-editsection-visualeditor"><span>Bearbeiten</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=Ovalen&action=edit&section=6" title="Quellcode des Abschnitts bearbeiten: Einzelnachweise"><span>Quelltext bearbeiten</span></a><span class="mw-editsection-bracket">]</span></span></div> <ol class="references"> <li id="cite_note-Clar-1"><span class="mw-cite-backlink">↑ <sup><a href="#cite_ref-Clar_1-0">a</a></sup> <sup><a href="#cite_ref-Clar_1-1">b</a></sup> <sup><a href="#cite_ref-Clar_1-2">c</a></sup> <sup><a href="#cite_ref-Clar_1-3">d</a></sup> <sup><a href="#cite_ref-Clar_1-4">e</a></sup></span> <span class="reference-text">E. Clar: <cite style="font-style:italic">Synthesis of Ovalene</cite>. In: <cite style="font-style:italic">Nature</cite>. <span style="white-space:nowrap">Band<span style="display:inline-block;width:.2em"> </span>161</span>, <span style="white-space:nowrap">Nr.<span style="display:inline-block;width:.2em"> </span>4085</span>, 1948, <span style="white-space:nowrap">S.<span style="display:inline-block;width:.2em"> </span>238–239</span>, <a href="/wiki/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/10.1038/161238b0">10.1038/161238b0</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:Ovalen&rft.atitle=Synthesis+of+Ovalene&rft.au=E.+Clar&rft.date=1948&rft.doi=10.1038%2F161238b0&rft.genre=journal&rft.issue=4085&rft.jtitle=Nature&rft.pages=238-239&rft.volume=161" style="display:none"> </span></span> </li> <li id="cite_note-Donaldson-2"><span class="mw-cite-backlink">↑ <sup><a href="#cite_ref-Donaldson_2-0">a</a></sup> <sup><a href="#cite_ref-Donaldson_2-1">b</a></sup></span> <span class="reference-text">D. M. Donaldson, J. Monteath Robertson: <cite style="font-style:italic">Crystal Structure of Ovalene</cite>. In: <cite style="font-style:italic">Nature</cite>. <span style="white-space:nowrap">Band<span style="display:inline-block;width:.2em"> </span>164</span>, <span style="white-space:nowrap">Nr.<span style="display:inline-block;width:.2em"> </span>4180</span>, 1949, <span style="white-space:nowrap">S.<span style="display:inline-block;width:.2em"> </span>1002–1003</span>, <a href="/wiki/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/10.1038/1641002a0">10.1038/1641002a0</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:Ovalen&rft.atitle=Crystal+Structure+of+Ovalene&rft.au=D.+M.+Donaldson%2C+J.+Monteath+Robertson&rft.date=1949&rft.doi=10.1038%2F1641002a0&rft.genre=journal&rft.issue=4180&rft.jtitle=Nature&rft.pages=1002-1003&rft.volume=164" style="display:none"> </span></span> </li> <li id="cite_note-TRC-3"><span class="mw-cite-backlink">↑ <sup><a href="#cite_ref-TRC_3-0">a</a></sup> <sup><a href="#cite_ref-TRC_3-1">b</a></sup> <sup><a href="#cite_ref-TRC_3-2">c</a></sup></span> <span class="reference-text">Eintrag zu <span style="font-style:italic;"><a rel="nofollow" class="external text" href="https://www.trc-canada.com/product-detail/?O714510">Ovalene</a></span> bei <i>Toronto Research Chemicals</i>, abgerufen am 8. Oktober 2023 (<a rel="nofollow" class="external text" href="https://www.trc-canada.com/prod-img/MSDS/O714510MSDS.pdf">PDF</a>).<span class="editoronly" style="display:none;"></span></span> </li> <li id="cite_note-Alan_Rodgman-4"><span class="mw-cite-backlink"><a href="#cite_ref-Alan_Rodgman_4-0">↑</a></span> <span class="reference-text">Alan Rodgman, Thomas A. Perfetti: <cite style="font-style:italic">The Chemical Components of Tobacco and Tobacco Smoke</cite>. CRC Press, 2016, <a href="/wiki/Spezial:ISBN-Suche/9781466515529" class="internal mw-magiclink-isbn">ISBN 978-1-4665-1552-9</a>, <span style="white-space:nowrap">S.<span style="display:inline-block;width:.2em"> </span>1592</span> (<a rel="nofollow" class="external text" href="https://books.google.de/books?id=D2HvBQAAQBAJ&pg=PA1592#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:Ovalen&rft.au=Alan+Rodgman%2C+Thomas+A.+Perfetti&rft.btitle=The+Chemical+Components+of+Tobacco+and+Tobacco+Smoke&rft.date=2016&rft.genre=book&rft.isbn=9781466515529&rft.pages=1592&rft.pub=CRC+Press" style="display:none"> </span></span> </li> <li id="cite_note-5"><span class="mw-cite-backlink"><a href="#cite_ref-5">↑</a></span> <span class="reference-text">Jay S. Siegel, Yao-Ting Wu: <cite style="font-style:italic">Polyarenes I</cite>. Springer Berlin Heidelberg, 2014, <a href="/wiki/Spezial:ISBN-Suche/9783662433799" class="internal mw-magiclink-isbn">ISBN 978-3-662-43379-9</a>, <span style="white-space:nowrap">S.<span style="display:inline-block;width:.2em"> </span>227</span> (<a rel="nofollow" class="external text" href="https://books.google.de/books?id=5jBgBQAAQBAJ&pg=PA227#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:Ovalen&rft.au=Jay+S.+Siegel%2C+Yao-Ting+Wu&rft.btitle=Polyarenes+I&rft.date=2014&rft.genre=book&rft.isbn=9783662433799&rft.pages=227&rft.pub=Springer+Berlin+Heidelberg" style="display:none"> </span></span> </li> <li id="cite_note-6"><span class="mw-cite-backlink"><a href="#cite_ref-6">↑</a></span> <span class="reference-text"><cite style="font-style:italic">The crystal and molecular structure of ovalene a quantitative X-ray investigation</cite>. In: <cite style="font-style:italic">Proceedings of the Royal Society of London. Series A. Mathematical and Physical Sciences</cite>. <span style="white-space:nowrap">Band<span style="display:inline-block;width:.2em"> </span>220</span>, <span style="white-space:nowrap">Nr.<span style="display:inline-block;width:.2em"> </span>1141</span>, 1953, <span style="white-space:nowrap">S.<span style="display:inline-block;width:.2em"> </span>157–170</span>, <a href="/wiki/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/10.1098/rspa.1953.0179">10.1098/rspa.1953.0179</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:Ovalen&rft.atitle=The+crystal+and+molecular+structure+of+ovalene+a+quantitative+X-ray+investigation&rft.date=1953&rft.doi=10.1098%2Frspa.1953.0179&rft.genre=journal&rft.issue=1141&rft.jtitle=Proceedings+of+the+Royal+Society+of+London.+Series+A.+Mathematical+and+Physical+Sciences&rft.pages=157-170&rft.volume=220" style="display:none"> </span></span> </li> </ol></div><noscript><img src="https://login.wikimedia.org/wiki/Special:CentralAutoLogin/start?useformat=desktop&type=1x1&usesul3=0" alt="" width="1" height="1" style="border: none; position: absolute;"></noscript> <div class="printfooter" data-nosnippet="">Abgerufen von „<a dir="ltr" href="https://de.wikipedia.org/w/index.php?title=Ovalen&oldid=245954047">https://de.wikipedia.org/w/index.php?title=Ovalen&oldid=245954047</a>“</div></div> <div id="catlinks" class="catlinks" data-mw="interface"><div id="mw-normal-catlinks" class="mw-normal-catlinks"><a href="/wiki/Wikipedia:Kategorien" title="Wikipedia:Kategorien">Kategorie</a>: <ul><li><a href="/wiki/Kategorie:Polycyclischer_aromatischer_Kohlenwasserstoff" title="Kategorie:Polycyclischer aromatischer Kohlenwasserstoff">Polycyclischer aromatischer Kohlenwasserstoff</a></li></ul></div></div> </div> </div> <div id="mw-navigation"> <h2>Navigationsmenü</h2> <div id="mw-head"> <nav id="p-personal" class="mw-portlet mw-portlet-personal vector-user-menu-legacy vector-menu" aria-labelledby="p-personal-label" > <h3 id="p-personal-label" class="vector-menu-heading " > <span class="vector-menu-heading-label">Meine Werkzeuge</span> </h3> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="pt-anonuserpage" class="mw-list-item"><span title="Benutzerseite der IP-Adresse, von der aus du Änderungen durchführst">Nicht angemeldet</span></li><li id="pt-anontalk" class="mw-list-item"><a href="/wiki/Spezial:Meine_Diskussionsseite" title="Diskussion über Änderungen von dieser IP-Adresse [n]" accesskey="n"><span>Diskussionsseite</span></a></li><li id="pt-anoncontribs" class="mw-list-item"><a href="/wiki/Spezial:Meine_Beitr%C3%A4ge" title="Eine Liste der Bearbeitungen, die von dieser IP-Adresse gemacht wurden [y]" accesskey="y"><span>Beiträge</span></a></li><li id="pt-createaccount" class="mw-list-item"><a href="/w/index.php?title=Spezial:Benutzerkonto_anlegen&returnto=Ovalen" title="Wir ermutigen dich dazu, ein Benutzerkonto zu erstellen und dich anzumelden. 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Datenrepositorium [g]" accesskey="g"><span>Wikidata-Datenobjekt</span></a></li> </ul> </div> </nav> <nav id="p-lang" class="mw-portlet mw-portlet-lang vector-menu-portal portal vector-menu" aria-labelledby="p-lang-label" > <h3 id="p-lang-label" class="vector-menu-heading " > <span class="vector-menu-heading-label">In anderen Sprachen</span> </h3> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li class="interlanguage-link interwiki-ar mw-list-item"><a href="https://ar.wikipedia.org/wiki/%D8%A3%D9%88%D9%81%D8%A7%D9%84%D9%8A%D9%86" title="أوفالين – Arabisch" lang="ar" hreflang="ar" data-title="أوفالين" data-language-autonym="العربية" data-language-local-name="Arabisch" class="interlanguage-link-target"><span>العربية</span></a></li><li class="interlanguage-link interwiki-azb mw-list-item"><a href="https://azb.wikipedia.org/wiki/%D8%A7%D9%88%D9%88%D8%A7%D9%84%D9%86" title="اووالن – Südaserbaidschanisch" lang="azb" hreflang="azb" data-title="اووالن" data-language-autonym="تۆرکجه" data-language-local-name="Südaserbaidschanisch" class="interlanguage-link-target"><span>تۆرکجه</span></a></li><li class="interlanguage-link interwiki-en mw-list-item"><a href="https://en.wikipedia.org/wiki/Ovalene" title="Ovalene – Englisch" lang="en" hreflang="en" data-title="Ovalene" data-language-autonym="English" data-language-local-name="Englisch" class="interlanguage-link-target"><span>English</span></a></li><li class="interlanguage-link interwiki-fa mw-list-item"><a href="https://fa.wikipedia.org/wiki/%D8%A7%D9%88%D9%88%D8%A7%D9%84%D9%86" title="اووالن – Persisch" lang="fa" hreflang="fa" data-title="اووالن" data-language-autonym="فارسی" data-language-local-name="Persisch" class="interlanguage-link-target"><span>فارسی</span></a></li><li class="interlanguage-link interwiki-fr mw-list-item"><a href="https://fr.wikipedia.org/wiki/Oval%C3%A8ne" title="Ovalène – Französisch" lang="fr" hreflang="fr" data-title="Ovalène" data-language-autonym="Français" data-language-local-name="Französisch" class="interlanguage-link-target"><span>Français</span></a></li><li class="interlanguage-link interwiki-ja mw-list-item"><a href="https://ja.wikipedia.org/wiki/%E3%82%AA%E3%83%90%E3%83%AC%E3%83%B3" title="オバレン – Japanisch" lang="ja" hreflang="ja" data-title="オバレン" data-language-autonym="日本語" data-language-local-name="Japanisch" class="interlanguage-link-target"><span>日本語</span></a></li><li class="interlanguage-link interwiki-nl mw-list-item"><a href="https://nl.wikipedia.org/wiki/Ovaleen" title="Ovaleen – Niederländisch" lang="nl" hreflang="nl" data-title="Ovaleen" data-language-autonym="Nederlands" data-language-local-name="Niederländisch" class="interlanguage-link-target"><span>Nederlands</span></a></li><li class="interlanguage-link interwiki-pl mw-list-item"><a href="https://pl.wikipedia.org/wiki/Owalen" title="Owalen – Polnisch" lang="pl" hreflang="pl" data-title="Owalen" data-language-autonym="Polski" data-language-local-name="Polnisch" class="interlanguage-link-target"><span>Polski</span></a></li><li class="interlanguage-link interwiki-ru mw-list-item"><a href="https://ru.wikipedia.org/wiki/%D0%9E%D0%B2%D0%B0%D0%BB%D0%B5%D0%BD" title="Овален – Russisch" lang="ru" hreflang="ru" data-title="Овален" data-language-autonym="Русский" data-language-local-name="Russisch" class="interlanguage-link-target"><span>Русский</span></a></li><li class="interlanguage-link interwiki-sh mw-list-item"><a href="https://sh.wikipedia.org/wiki/Ovalen" title="Ovalen – Serbokroatisch" lang="sh" hreflang="sh" data-title="Ovalen" data-language-autonym="Srpskohrvatski / српскохрватски" data-language-local-name="Serbokroatisch" class="interlanguage-link-target"><span>Srpskohrvatski / српскохрватски</span></a></li><li class="interlanguage-link interwiki-sr mw-list-item"><a href="https://sr.wikipedia.org/wiki/Ovalen" title="Ovalen – Serbisch" lang="sr" hreflang="sr" data-title="Ovalen" data-language-autonym="Српски / srpski" data-language-local-name="Serbisch" class="interlanguage-link-target"><span>Српски / srpski</span></a></li><li class="interlanguage-link interwiki-th mw-list-item"><a href="https://th.wikipedia.org/wiki/%E0%B9%82%E0%B8%AD%E0%B8%A7%E0%B8%B2%E0%B8%A5%E0%B8%B5%E0%B8%99" title="โอวาลีน – Thailändisch" lang="th" hreflang="th" data-title="โอวาลีน" data-language-autonym="ไทย" data-language-local-name="Thailändisch" class="interlanguage-link-target"><span>ไทย</span></a></li><li class="interlanguage-link interwiki-zh mw-list-item"><a href="https://zh.wikipedia.org/wiki/%E5%8D%B5%E8%8B%AF" title="卵苯 – Chinesisch" lang="zh" hreflang="zh" data-title="卵苯" data-language-autonym="中文" data-language-local-name="Chinesisch" class="interlanguage-link-target"><span>中文</span></a></li> </ul> <div class="after-portlet after-portlet-lang"><span class="wb-langlinks-edit wb-langlinks-link"><a href="https://www.wikidata.org/wiki/Special:EntityPage/Q2122603#sitelinks-wikipedia" title="Links auf Artikel in anderen 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