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<h1 id="firstHeading" class="firstHeading mw-first-heading"><span class="mw-page-title-main">Succinaldehyd</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>Succinaldehyd
</td></tr>
<tr>
<td>Andere Namen
</td>
<td>
<ul><li>1,4-Butandial</li>
<li>Butan-1,4-dial</li>
<li>Succindialdehyd</li></ul>
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<tr>
<td><a href="Summenformel" title="Summenformel">Summenformel</a>
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<td>C<sub>4</sub>H<sub>6</sub>O<sub>2</sub>
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<td>Kurzbeschreibung
</td>
<td>
<p>farblose Flüssigkeit mit stechendem, leicht süßlichem Geruch<sup id="cite_ref-Werner_Baumann_1-0" class="reference"><a href="#cite_note-Werner_Baumann-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-2" class="reference"><a href="#cite_note-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup>
</p>
</td></tr>
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<th colspan="2" style="background:#FFDEAD; color:#202122;">Externe Identifikatoren/Datenbanken
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<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><span title="Untervorlage eingebunden: CASRN"></span><a rel="nofollow" class="external text" href="https://commonchemistry.cas.org/detail?cas_rn=638-37-9">638-37-9</a><span class="editoronly" style="display:none;"></span>
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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>
</td>
<td colspan="2">211-333-8
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<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/100.010.304">100.010.304</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/12524">12524</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/Q4864618" class="extiw external" title="d:Q4864618">Q4864618</a>
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</td></tr>
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<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>86,09 g·<a href="Mol" title="Mol">mol</a><sup>−1</sup>
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<tr>
<td><a href="Aggregatzustand" title="Aggregatzustand">Aggregatzustand</a>
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<td>
<p>flüssig
</p>
</td></tr>
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<td><a href="Dichte" title="Dichte">Dichte</a>
</td>
<td>
<p>1,07 g·cm<sup>−3</sup> (18 °C)<sup id="cite_ref-Werner_Baumann_1-1" class="reference"><a href="#cite_note-Werner_Baumann-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>169–170 °C<sup id="cite_ref-Werner_Baumann_1-2" class="reference"><a href="#cite_note-Werner_Baumann-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup>
</p>
</td></tr>
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<td><a href="L%C3%B6slichkeit" title="Löslichkeit">Löslichkeit</a>
</td>
<td>
<p>leicht löslich in Wasser<sup id="cite_ref-Werner_Baumann_1-3" class="reference"><a href="#cite_note-Werner_Baumann-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>1,4262 (18 °C)<sup id="cite_ref-Werner_Baumann_1-4" class="reference"><a href="#cite_note-Werner_Baumann-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%;">
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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><br><i>keine Einstufung verfügbar</i><sup id="cite_ref-NV_3-0" class="reference"><a href="#cite_note-NV-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="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>Succinaldehyd</b> ist eine <a href="Chemische_Verbindung" title="Chemische Verbindung">chemische Verbindung</a> aus der Gruppe der <a href="Aldehyde" title="Aldehyde">Aldehyde</a>.
</p>
<div class="mw-heading mw-heading2"><h2 id="Gewinnung_und_Darstellung">Gewinnung und Darstellung</h2></div>
<p>Succinaldehyd kann durch Reaktion von <a href="Distickstofftrioxid" title="Distickstofftrioxid">Distickstofftrioxid</a> mit seinem <a href="Oxim" class="mw-redirect" title="Oxim">Dioxim</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> Es kann auch durch <a href="Ozonolyse" title="Ozonolyse">Ozonolyse</a> von <a href="1%2C5-Hexadien" title="1,5-Hexadien">1,5-Hexadien</a> gewonnen werden.<sup id="cite_ref-Amit_Arora_5-0" class="reference"><a href="#cite_note-Amit_Arora-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></div>
<p>Succinaldehyd ist eine farblose Flüssigkeit mit stechendem, leicht süßlichem Geruch, die leicht löslich in Wasser ist. Sie neigt zur <a href="Polymerisation" title="Polymerisation">Polymerisation</a>, besonders durch Wärme.<sup id="cite_ref-Werner_Baumann_1-5" class="reference"><a href="#cite_note-Werner_Baumann-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> Es reagiert wie ein typisches Dialdehyd und bildet mit <a href="Phosphorpentoxid" title="Phosphorpentoxid">Phosphorpentoxid</a>, <a href="Ammoniak" title="Ammoniak">Ammoniak</a> und <a href="Phosphorpentasulfid" class="mw-redirect" title="Phosphorpentasulfid">Phosphorpentasulfid</a> das zugehörige <a href="Furan" title="Furan">Furan</a>, <a href="Pyrrol" title="Pyrrol">Pyrrol</a> und <a href="Thiophen" title="Thiophen">Thiophen</a>.<sup id="cite_ref-Amit_Arora_5-1" class="reference"><a href="#cite_note-Amit_Arora-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup>
</p>
<div class="mw-heading mw-heading2"><h2 id="Verwendung">Verwendung</h2></div>
<p>Succinaldehyd wurde als Entwicklersubstanz in der analogen Fotografie verwendet.<sup id="cite_ref-Werner_Baumann_1-6" class="reference"><a href="#cite_note-Werner_Baumann-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> Es wirkt als Biozid und ist in Desinfektionsmitteln enthalten.<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><sup id="cite_ref-7" class="reference"><a href="#cite_note-7"><span class="cite-bracket">[</span>7<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-Werner_Baumann-1"><span class="mw-cite-backlink">↑ <sup><a href="#cite_ref-Werner_Baumann_1-0">a</a></sup> <sup><a href="#cite_ref-Werner_Baumann_1-1">b</a></sup> <sup><a href="#cite_ref-Werner_Baumann_1-2">c</a></sup> <sup><a href="#cite_ref-Werner_Baumann_1-3">d</a></sup> <sup><a href="#cite_ref-Werner_Baumann_1-4">e</a></sup> <sup><a href="#cite_ref-Werner_Baumann_1-5">f</a></sup> <sup><a href="#cite_ref-Werner_Baumann_1-6">g</a></sup></span> <span class="reference-text">Werner Baumann: <cite style="font-style:italic">Fotochemikalien: Daten und Fakten zum Umweltschutz</cite>. Springer-Verlag, 2013, ISBN 978-3-642-78519-1, <span style="white-space:nowrap">S.<span style="display:inline-block;width:.2em"> </span>207</span> (<a rel="nofollow" class="external text" href="https://books.google.de/books?id=qaShBgAAQBAJ&pg=PA207">books.google.de</a>).<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:Succinaldehyd&rft.au=Werner+Baumann&rft.btitle=Fotochemikalien%3A+Daten+und+Fakten+zum+Umweltschutz&rft.date=2013&rft.genre=book&rft.isbn=9783642785191&rft.pages=207&rft.pub=Springer-Verlag" style="display:none"> </span></span>
</li>
<li id="cite_note-2"><span class="mw-cite-backlink"><a href="#cite_ref-2">↑</a></span> <span class="reference-text">PI Chemicals: <a rel="nofollow" class="external text" href="https://www.pipharm.com/products/msds/msds-14232.pdf">MSDS Succinaldehyde</a></span>
</li>
<li id="cite_note-NV-3"><span class="mw-cite-backlink"><a href="#cite_ref-NV_3-0">↑</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-4"><span class="mw-cite-backlink"><a href="#cite_ref-4">↑</a></span> <span class="reference-text"><cite style="font-style:italic">Dihydric Alcohols, Their Oxidation Products and Derivatives: A Modern Comprehensive Treatise</cite>. Elsevier, 2016, ISBN 978-1-4832-2131-1, <span style="white-space:nowrap">S.<span style="display:inline-block;width:.2em"> </span>62</span> (<a rel="nofollow" class="external text" href="https://books.google.de/books?id=VKRmDAAAQBAJ&pg=PA62">books.google.de</a>).<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:Succinaldehyd&rft.btitle=Dihydric+Alcohols%2C+Their+Oxidation+Products+and+Derivatives%3A+A+Modern+Comprehensive+Treatise&rft.date=2016&rft.genre=book&rft.isbn=9781483221311&rft.pages=62&rft.pub=Elsevier" style="display:none"> </span></span>
</li>
<li id="cite_note-Amit_Arora-5"><span class="mw-cite-backlink">↑ <sup><a href="#cite_ref-Amit_Arora_5-0">a</a></sup> <sup><a href="#cite_ref-Amit_Arora_5-1">b</a></sup></span> <span class="reference-text">Amit Arora: <cite style="font-style:italic">Aliphatic Organic Chemistry</cite>. Discovery Publishing House, 2006, ISBN 978-81-8356-188-4, <span style="white-space:nowrap">S.<span style="display:inline-block;width:.2em"> </span>189</span> (<a rel="nofollow" class="external text" href="https://books.google.de/books?id=HT_NmrcvbDYC&pg=PA189">books.google.de</a>).<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:Succinaldehyd&rft.au=Amit+Arora&rft.btitle=Aliphatic+Organic+Chemistry&rft.date=2006&rft.genre=book&rft.isbn=9788183561884&rft.pages=189&rft.pub=Discovery+Publishing+House" 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">Directory of Microbicides for the Protection of Materials: A Handbook</cite>. Springer Science & Business Media, 2005, ISBN 978-1-4020-2817-5 (<a rel="nofollow" class="external text" href="https://books.google.de/books?id=GT42cDVGgLEC&pg=PT1839">books.google.de</a>).<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:Succinaldehyd&rft.btitle=Directory+of+Microbicides+for+the+Protection+of+Materials%3A+A+Handbook&rft.date=2005&rft.genre=book&rft.isbn=9781402028175&rft.pub=Springer+Science+%26+Business+Media" style="display:none"> </span></span>
</li>
<li id="cite_note-7"><span class="mw-cite-backlink"><a href="#cite_ref-7">↑</a></span> <span class="reference-text">Schülke & Mayr: <style data-mw-deduplicate="TemplateStyles:r261891140">
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</style><a rel="nofollow" class="external text" href="https://web.archive.org/web/20170314180227/http://www.laborbetreuung.de/filesv/cde_lde_gigasept_ff_neu_sds.pdf">Sicherheitsdatenblatt Gigasept FF</a> (<span class="webarchiv-memento"><a href="Webarchivierung#Begrifflichkeiten" title="Webarchivierung">Memento</a></span> vom 14. März 2017 im <i><a href="Internet_Archive" title="Internet Archive">Internet Archive</a></i>)</span>
</li>
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