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4,4'-Bis(diméthylamino)thiobenzophénone — Wikipédia

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href="/w/index.php?title=Fichier:4,4%27-Bis(dimethylamino)thiobenzophenone.svg&amp;lang=fr" class="mw-file-description"><img alt="Image illustrative de l’article 4,4&#39;-Bis(diméthylamino)thiobenzophénone" src="//upload.wikimedia.org/wikipedia/commons/thumb/b/be/4%2C4%27-Bis%28dimethylamino%29thiobenzophenone.svg/langfr-250px-4%2C4%27-Bis%28dimethylamino%29thiobenzophenone.svg.png" decoding="async" width="250" height="118" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/b/be/4%2C4%27-Bis%28dimethylamino%29thiobenzophenone.svg/langfr-375px-4%2C4%27-Bis%28dimethylamino%29thiobenzophenone.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/b/be/4%2C4%27-Bis%28dimethylamino%29thiobenzophenone.svg/langfr-500px-4%2C4%27-Bis%28dimethylamino%29thiobenzophenone.svg.png 2x" data-file-width="203" data-file-height="96" /></a></span> </td></tr> <tr> <th colspan="2" style="padding:4px; text-align:center; background-color:#FFDEAD; color:#000000">Identification</th></tr> <tr> <th scope="row"><a href="/wiki/Nomenclature_de_l%27UICPA" title="Nomenclature de l&#39;UICPA">Nom UICPA</a> </th> <td><small>bis[4-(diméthylamino) phényl]méthanethione</small> </td> </tr> <tr> <th scope="row"><a href="/wiki/Synonymie" title="Synonymie">Synonymes</a> </th> <td> <p><span class="lang-en" lang="en">Michler's thione</span>, <span class="lang-en" lang="en">thio-Michler's ketone</span> </p> </td> </tr> <tr> <th scope="row"><a href="/wiki/Num%C3%A9ro_CAS" title="Numéro CAS">N<sup>o</sup> CAS</a> </th> <td><span class="reflink plainlinksneverexpand"><span class="noarchive"><a class="external text" href="//tools.wmflabs.org/magnustools/cas.php?cas=1226-46-6&amp;language=fr&amp;title=4,4&#39;-Bis(diméthylamino)thiobenzophénone">1226-46-6</a></span></span> </td> </tr> <tr> <th scope="row"> N<sup>o</sup> <a href="/wiki/Agence_europ%C3%A9enne_des_produits_chimiques" title="Agence européenne des produits chimiques">ECHA</a> </th> <td><span class="plainlinks"><span class="noarchive"><a rel="nofollow" class="external text" href="https://echa.europa.eu/substance-information/-/substanceinfo/100.013.602">100.013.602</a></span></span></td> </tr> <tr> <th scope="row"><a href="/wiki/Num%C3%A9ro_CE" title="Numéro CE">N<sup>o</sup> CE</a> </th> <td>214-962-6 </td> </tr> <tr> <th scope="row"><a href="/wiki/PubChem" title="PubChem">PubChem</a> </th> <td><span class="plainlinks"><span class="noarchive"><a rel="nofollow" class="external text" href="https://pubchem.ncbi.nlm.nih.gov/compound/71045">71045</a></span></span> </td> </tr> <tr> <th scope="row"><a href="/wiki/Simplified_Molecular_Input_Line_Entry_System" title="Simplified Molecular Input Line Entry System">SMILES</a> </th> <td><div class="NavFrame" title="&#91;Afficher&#93;/&#91;Masquer&#93;" style="border: none; padding: 0;"><div class="NavContent" style="display: none; text-align: left;">CN(C)C1=CC=C(C=C1)C(=S)C2=CC=C(C=C2)N(C)C <br /><span class="reflink plainlinksneverexpand"><a rel="nofollow" class="external text" href="http://pubchem.ncbi.nlm.nih.gov/search/?smarts=CN%28C%29C1%3DCC%3DC%28C%3DC1%29C%28%3DS%29C2%3DCC%3DC%28C%3DC2%29N%28C%29C">PubChem</a></span>, <span class="reflink plainlinksneverexpand"><a rel="nofollow" class="external text" href="http://chemapps.stolaf.edu/jmol/jmol.php?title=4%2C4%E2%80%B2-Bis%28dim%C3%A9thylamino%29thiobenzoph%C3%A9none&amp;model=CN%28C%29C1%3DCC%3DC%28C%3DC1%29C%28%3DS%29C2%3DCC%3DC%28C%3DC2%29N%28C%29C">vue 3D</a></span></div></div> </td> </tr> <tr> <th scope="row"><a href="/wiki/International_Chemical_Identifier" title="International Chemical Identifier">InChI</a> </th> <td><div class="NavFrame" title="&#91;Afficher&#93;/&#91;Masquer&#93;" style="border: none; padding: 0;"><div class="NavContent" style="display: none; text-align: left;"><b>InChI&#160;:</b> <span class="reflink plainlinksneverexpand"><a rel="nofollow" class="external text" href="http://chemapps.stolaf.edu/jmol/jmol.php?title=4%2C4%E2%80%B2-Bis%28dim%C3%A9thylamino%29thiobenzoph%C3%A9none&amp;model=InChI%3D1S%2FC17H20N2S%2Fc1-18%282%2915-9-5-13%286-10-15%2917%2820%2914-7-11-16%2812-8-14%2919%283%294%2Fh5-12H%2C1-4H3">vue 3D</a></span> <br />InChI&#61;1S/C17H20N2S/c1-18(2)15-9-5-13(6-10-15)17(20)14-7-11-16(12-8-14)19(3)4/h5-12H,1-4H3 <br /><b>InChIKey&#160;:</b> <br />KFUJUTFTRXYQMG-UHFFFAOYSA-N <br /></div></div> </td> </tr> <tr> <th colspan="2" style="padding:4px; text-align:center; background-color:#FFDEAD; color:#000000">Propriétés chimiques</th></tr> <tr> <th scope="row"><a href="/wiki/Formule_chimique" title="Formule chimique">Formule</a> </th> <td><a href="/wiki/Carbone" title="Carbone">C</a><sub>17</sub><a href="/wiki/Hydrog%C3%A8ne" title="Hydrogène">H</a><sub>20</sub><a href="/wiki/Azote" title="Azote">N</a><sub>2</sub><a href="/wiki/Soufre" title="Soufre">S</a>&#160;&#160;<span class="page_h"><a href="/wiki/C17H20N2S" class="mw-disambig" title="C17H20N2S"><small>&#91;Isomères&#93;</small></a></span><br /> </td> </tr> <tr> <th scope="row"><a href="/wiki/Masse_molaire" title="Masse molaire">Masse molaire</a><sup id="cite_ref-1" class="reference"><a href="#cite_note-1"><span class="cite_crochet">[</span>1<span class="cite_crochet">]</span></a></sup> </th> <td>284,419&#160;±&#160;0,02&#160;<a href="/wiki/Gramme" title="Gramme">g</a>/<a href="/wiki/Mole_(unit%C3%A9)" title="Mole (unité)">mol</a> <br /><small>C&#160;71,79&#160;%, &#32;H&#160;7,09&#160;%, &#32;N&#160;9,85&#160;%, &#32;S&#160;11,27&#160;%, &#32;</small> </td> </tr> <tr> <th colspan="2" style="padding:4px; text-align:center; background-color:#f7efa8; color:#000000">Propriétés physiques</th></tr> <tr> <th scope="row"><a href="/wiki/Point_de_fusion" title="Point de fusion"><abbr class="abbr" title="Température">T°</abbr> fusion</a> </th> <td><span title="395,6 °F ou 475,2 K">202</span>&#160;à&#160;<span title="402,8 °F ou 479,2 K">206&#160;</span><abbr class="abbr" title="degré Celsius">°C</abbr><sup id="cite_ref-S_2-0" class="reference"><a href="#cite_note-S-2"><span class="cite_crochet">[</span>2<span class="cite_crochet">]</span></a></sup> </td> </tr> <tr> <th colspan="2" style="padding:4px; text-align:center; background-color:#ffb4b4; color:#000000">Précautions</th></tr> <tr> <th colspan="2" style="padding:4px; text-align:center; background-color:#eeeeee; color:#000000"><a href="/wiki/Syst%C3%A8me_g%C3%A9n%C3%A9ral_harmonis%C3%A9_de_classification_et_d%27%C3%A9tiquetage_des_produits_chimiques" title="Système général harmonisé de classification et d&#39;étiquetage des produits chimiques">SGH</a><sup id="cite_ref-S_2-1" class="reference"><a href="#cite_note-S-2"><span class="cite_crochet">[</span>2<span class="cite_crochet">]</span></a></sup></th></tr> <tr> <td colspan="2" style="text-align:center;"><div style="text-align: center;"><span typeof="mw:File"><a href="/wiki/Fichier:GHS-pictogram-exclam.svg" class="mw-file-description" title="SGH07 : Toxique, irritant, sensibilisant, narcotique"><img alt="SGH07 : Toxique, irritant, sensibilisant, narcotique" src="//upload.wikimedia.org/wikipedia/commons/thumb/c/c3/GHS-pictogram-exclam.svg/60px-GHS-pictogram-exclam.svg.png" decoding="async" width="60" height="60" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/c/c3/GHS-pictogram-exclam.svg/90px-GHS-pictogram-exclam.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/c/c3/GHS-pictogram-exclam.svg/120px-GHS-pictogram-exclam.svg.png 2x" data-file-width="512" data-file-height="512" /></a></span></div><span title="Provoque une irritation cutanée">H315</span>, <span title="Provoque une sévère irritation des yeux">H319</span> et <span title="En cas de contact avec les yeux : rincer avec précaution à l’eau pendant plusieurs minutes. Enlever les lentilles de contact si la victime en porte et si elles peuvent être facilement enlevées. Continuer à rincer.">P305+P351+P338</span><div class="NavFrame" title="&#91;+&#93;/&#91;–&#93;" style="border:none; padding : 0;"><div class="NavContent" style="display:none; text-align:left;"><b>H315</b>&#160;: Provoque une irritation cutanée<br /><b>H319</b>&#160;: Provoque une sévère irritation des yeux<br /><b>P305+P351+P338</b>&#160;: En cas de contact avec les yeux&#160;: rincer avec précaution à l’eau pendant plusieurs minutes. Enlever les lentilles de contact si la victime en porte et si elles peuvent être facilement enlevées. Continuer à rincer.<br /></div></div></td> </tr><tr> <td colspan="2"><hr style="height:2px; background-color:#FFDEAD;" /></td></tr> <tr> <td colspan="2" style="text-align:center;">Unités du <a href="/wiki/Syst%C3%A8me_international_d%27unit%C3%A9s" title="Système international d&#39;unités">SI</a> et <a href="/wiki/Conditions_normales_de_temp%C3%A9rature_et_de_pression" title="Conditions normales de température et de pression"><abbr title="conditions normales de température et de pression">CNTP</abbr></a>, sauf indication contraire.</td> </tr><tr> <td class="navigation-only" colspan="2" style="border-top: 2px #FFDEAD solid; font-size: 80%; background:inherit; color: inherit; text-align: right;"><span class="plainlinks" style="float:left;"><a class="external text" href="https://fr.wikipedia.org/w/index.php?title=4,4%27-Bis(dim%C3%A9thylamino)thiobenzoph%C3%A9none&amp;action=edit&amp;section=0"><span class="infodoc">modifier</span></a></span>&#160;<span typeof="mw:File"><a href="/wiki/Mod%C3%A8le:Infobox_Chimie" title="Consultez la documentation du modèle"><img alt="" src="//upload.wikimedia.org/wikipedia/commons/thumb/3/38/Info_Simple.svg/12px-Info_Simple.svg.png" decoding="async" width="12" height="12" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/3/38/Info_Simple.svg/18px-Info_Simple.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/3/38/Info_Simple.svg/24px-Info_Simple.svg.png 2x" data-file-width="512" data-file-height="512" /></a></span></td> </tr> </tbody></table> <p>La <b>4,4′-bis(diméthylamino)thiobenzophénone</b> est un <a href="/wiki/Compos%C3%A9_organique" title="Composé organique">composé organique</a> qui consiste en une <a href="/wiki/Thiobenzoph%C3%A9none" title="Thiobenzophénone">thiobenzophénone</a> <a href="/wiki/Substituant" title="Substituant">substituée</a> par deux <a href="/wiki/Dim%C3%A9thylamine" title="Diméthylamine">diméthylamines</a> en <a href="/wiki/Nomenclature_des_d%C3%A9riv%C3%A9s_benz%C3%A9niques" title="Nomenclature des dérivés benzéniques">position para</a>. Elle est un <i>bloc de construction</i> en <a href="/wiki/Synth%C3%A8se_organique" title="Synthèse organique">synthèse organique</a> et sert aussi à mettre en évidence des traces de <a href="/wiki/M%C3%A9tal_pr%C3%A9cieux" title="Métal précieux">métaux précieux</a><sup id="cite_ref-3" class="reference"><a href="#cite_note-3"><span class="cite_crochet">[</span>3<span class="cite_crochet">]</span></a></sup><sup class="reference cite_virgule">,</sup><sup id="cite_ref-4" class="reference"><a href="#cite_note-4"><span class="cite_crochet">[</span>4<span class="cite_crochet">]</span></a></sup><sup class="reference cite_virgule">,</sup><sup id="cite_ref-5" class="reference"><a href="#cite_note-5"><span class="cite_crochet">[</span>5<span class="cite_crochet">]</span></a></sup>. </p> <div class="mw-heading mw-heading2"><h2 id="Notes_et_références"><span id="Notes_et_r.C3.A9f.C3.A9rences"></span>Notes et références</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=4,4%27-Bis(dim%C3%A9thylamino)thiobenzoph%C3%A9none&amp;veaction=edit&amp;section=1" title="Modifier la section : Notes et références" class="mw-editsection-visualeditor"><span>modifier</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=4,4%27-Bis(dim%C3%A9thylamino)thiobenzoph%C3%A9none&amp;action=edit&amp;section=1" title="Modifier le code source de la section : Notes et références"><span>modifier le code</span></a><span class="mw-editsection-bracket">]</span></span></div> <div class="references-small decimal" style=""><div class="mw-references-wrap"><ol class="references"> <li id="cite_note-1"><span class="mw-cite-backlink noprint"><a href="#cite_ref-1">↑</a> </span><span class="reference-text">Masse molaire calculée d’après <span class="ouvrage">«&#160;<a rel="nofollow" class="external text" href="http://www.chem.qmul.ac.uk/iupac/AtWt/"><cite style="font-style:normal;"><span class="lang-en" lang="en">Atomic weights of the elements 2007</span></cite></a>&#160;», sur <span class="italique">www.chem.qmul.ac.uk</span></span>.</span> </li> <li id="cite_note-S-2"><span class="mw-cite-backlink noprint">↑ <sup><a href="#cite_ref-S_2-0">a</a> <a href="#cite_ref-S_2-1">b</a> et <a href="#cite_ref-S_2-2">c</a></sup> </span><span class="reference-text">Fiche <a href="/wiki/Sigma-Aldrich" title="Sigma-Aldrich">Sigma-Aldrich</a> du composé <i><a rel="nofollow" class="external text" href="https://www.sigmaaldrich.com/FR/fr/product/Aldrich/515388?context=bbe">4,4′-Bis(dimethylamino)thiobenzophenone 98%</a></i>, consultée le 3 juin 2014.</span> </li> <li id="cite_note-3"><span class="mw-cite-backlink noprint"><a href="#cite_ref-3">↑</a> </span><span class="reference-text"><abbr class="abbr indicateur-langue" title="Langue : anglais">(en)</abbr> Tsukahara I, <i>Extraction-spectrophotometric determination of traces of gold in copper in silver, lead, blister copper, copper concentrate and anode slime with 4,4'-bis(dimethylamino)-thiobenzophenone</i>, <i><a href="/wiki/Talanta" title="Talanta">Talanta</a></i>, 1977, <abbr class="abbr" title="volume">vol.</abbr>&#160;24(10), <abbr class="abbr" title="page(s)">p.</abbr>&#160;633-637. <span class="reflink plainlinksneverexpand"><a href="/wiki/PMID" class="mw-redirect" title="PMID">PMID</a> <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pubmed/18962161">18962161</a></span>, <a rel="nofollow" class="external text" href="http://europepmc.org/abstract/med/18962161">résumé</a>.</span> </li> <li id="cite_note-4"><span class="mw-cite-backlink noprint"><a href="#cite_ref-4">↑</a> </span><span class="reference-text"><abbr class="abbr indicateur-langue" title="Langue : anglais">(en)</abbr> X. S. Zhang, C. S. Lin, G. J. Quiao, L. Z. Liu, <i>Determination of palladium and gold as 4,4′-bis(dimethylamino)thiobenzophenone complexes by ion-pair reversed-phase liquid chromatography</i>, <i><a href="/wiki/Chromatographia" title="Chromatographia">Chromatographia</a></i>, 1994, <abbr class="abbr" title="volume">vol.</abbr>&#160;39(11-12), <abbr class="abbr" title="page(s)">p.</abbr>&#160;693-696. <small class="plainlinks noarchive"><a href="/wiki/Digital_Object_Identifier" title="Digital Object Identifier">DOI</a>&#160;<a rel="nofollow" class="external text" href="https://dx.doi.org/10.1007%2FBF02274585">10.1007/BF02274585</a></small> <a rel="nofollow" class="external text" href="https://link.springer.com/article/10.1007%2FBF02274585">résumé</a>.</span> </li> <li id="cite_note-5"><span class="mw-cite-backlink noprint"><a href="#cite_ref-5">↑</a> </span><span class="reference-text"><abbr class="abbr indicateur-langue" title="Langue : anglais">(en)</abbr> A. J. Christopher, <i>A modified procedure for the determination of gold with 4,4′-bis(dimethylamino)thiobenzophenone</i>, <i><a href="/wiki/Analyst_(journal)" class="mw-redirect" title="Analyst (journal)">Analyst</a></i>, 1969, <abbr class="abbr" title="volume">vol.</abbr>&#160;94(1118), <abbr class="abbr" title="page(s)">p.</abbr>&#160;397-398. <small class="plainlinks noarchive"><a href="/wiki/Digital_Object_Identifier" title="Digital Object Identifier">DOI</a>&#160;<a rel="nofollow" class="external text" href="https://dx.doi.org/10.1039%2FAN9699400397">10.1039/AN9699400397</a></small>, <a rel="nofollow" class="external text" href="http://pubs.rsc.org/en/content/articlelanding/an/1969/an9699400397#!divAbstract">résumé</a>.</span> </li> </ol></div> </div> <ul id="bandeau-portail" class="bandeau-portail"><li><span class="bandeau-portail-element"><span class="bandeau-portail-icone"><span class="noviewer" typeof="mw:File"><a href="/wiki/Portail:Chimie" title="Portail de la chimie"><img alt="icône décorative" src="//upload.wikimedia.org/wikipedia/commons/thumb/5/59/Nuvola_apps_edu_science.svg/24px-Nuvola_apps_edu_science.svg.png" decoding="async" width="24" height="24" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/5/59/Nuvola_apps_edu_science.svg/36px-Nuvola_apps_edu_science.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/5/59/Nuvola_apps_edu_science.svg/48px-Nuvola_apps_edu_science.svg.png 2x" data-file-width="128" data-file-height="128" /></a></span></span> <span class="bandeau-portail-texte"><a href="/wiki/Portail:Chimie" title="Portail:Chimie">Portail de la chimie</a></span> </span></li> </ul> <!-- NewPP limit report Parsed by mw‐web.codfw.main‐5857dfdcd6‐nzmq2 Cached time: 20241203074630 Cache expiry: 2592000 Reduced expiry: false Complications: [] CPU time usage: 0.633 seconds Real time usage: 0.904 seconds Preprocessor visited node count: 8737/1000000 Post‐expand include size: 50265/2097152 bytes Template argument size: 25061/2097152 bytes Highest expansion depth: 18/100 Expensive parser function count: 2/500 Unstrip recursion depth: 0/20 Unstrip post‐expand size: 4863/5000000 bytes Lua time usage: 0.079/10.000 seconds Lua memory usage: 4773191/52428800 bytes Number of Wikibase entities loaded: 1/400 --> <!-- Transclusion expansion time report (%,ms,calls,template) 100.00% 750.966 1 -total 79.63% 598.026 1 Modèle:Infobox_Chimie 76.94% 577.783 1 Modèle:Infobox_Chimie/2 47.70% 358.214 19 Modèle:Infobox/Sous-titre_optionnel 16.29% 122.363 1 Modèle:Portail 12.67% 95.134 1 Modèle:NFPA_704 11.44% 85.889 113 Modèle:Infobox/Ligne_mixte_optionnelle 10.85% 81.484 1 Modèle:Portail_chimie 10.62% 79.777 1 Modèle:Méta_lien_vers_portail 6.69% 50.267 1 Modèle:ATC --> <!-- Saved in parser cache with key frwiki:pcache:8017867:|#|:idhash:canonical and timestamp 20241203074630 and revision id 148550943. 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