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class="vector-unpinned-container"> </div> </div> </div> </nav> <h1 id="firstHeading" class="firstHeading mw-first-heading"><span class="mw-page-title-main">Chlorure de 4-toluènesulfonyle</span></h1> <div id="p-lang-btn" class="vector-dropdown mw-portlet mw-portlet-lang" > <input type="checkbox" id="p-lang-btn-checkbox" role="button" aria-haspopup="true" data-event-name="ui.dropdown-p-lang-btn" class="vector-dropdown-checkbox mw-interlanguage-selector" aria-label="Aller à un article dans une autre langue. Disponible en 17 langues." > <label id="p-lang-btn-label" for="p-lang-btn-checkbox" class="vector-dropdown-label cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet cdx-button--action-progressive mw-portlet-lang-heading-17" aria-hidden="true" ><span class="vector-icon mw-ui-icon-language-progressive mw-ui-icon-wikimedia-language-progressive"></span> <span class="vector-dropdown-label-text">17 langues</span> </label> <div class="vector-dropdown-content"> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li class="interlanguage-link interwiki-azb mw-list-item"><a href="https://azb.wikipedia.org/wiki/%DB%B4-%D8%AA%D9%88%D9%84%D9%88%D8%A6%D9%86_%D8%B3%D9%88%D9%84%D9%81%D9%88%D9%86%DB%8C%D9%84_%DA%A9%D9%88%D9%84%D9%88%D8%B1%DB%8C%D8%AF" title="۴-تولوئن سولفونیل کولورید – South Azerbaijani" lang="azb" hreflang="azb" data-title="۴-تولوئن سولفونیل کولورید" data-language-autonym="تۆرکجه" data-language-local-name="South Azerbaijani" class="interlanguage-link-target"><span>تۆرکجه</span></a></li><li class="interlanguage-link interwiki-cs mw-list-item"><a href="https://cs.wikipedia.org/wiki/4-toluensulfonylchlorid" title="4-toluensulfonylchlorid – tchèque" lang="cs" hreflang="cs" data-title="4-toluensulfonylchlorid" data-language-autonym="Čeština" data-language-local-name="tchèque" class="interlanguage-link-target"><span>Čeština</span></a></li><li class="interlanguage-link interwiki-de mw-list-item"><a href="https://de.wikipedia.org/wiki/Para-Toluolsulfons%C3%A4urechlorid" title="Para-Toluolsulfonsäurechlorid – allemand" lang="de" hreflang="de" data-title="Para-Toluolsulfonsäurechlorid" data-language-autonym="Deutsch" data-language-local-name="allemand" class="interlanguage-link-target"><span>Deutsch</span></a></li><li class="interlanguage-link interwiki-en mw-list-item"><a href="https://en.wikipedia.org/wiki/4-Toluenesulfonyl_chloride" title="4-Toluenesulfonyl chloride – anglais" lang="en" hreflang="en" data-title="4-Toluenesulfonyl chloride" data-language-autonym="English" data-language-local-name="anglais" class="interlanguage-link-target"><span>English</span></a></li><li class="interlanguage-link interwiki-eo mw-list-item"><a href="https://eo.wikipedia.org/wiki/P-Toluenosulfonila_klorido" title="P-Toluenosulfonila klorido – espéranto" lang="eo" hreflang="eo" data-title="P-Toluenosulfonila klorido" data-language-autonym="Esperanto" data-language-local-name="espéranto" class="interlanguage-link-target"><span>Esperanto</span></a></li><li class="interlanguage-link interwiki-es mw-list-item"><a href="https://es.wikipedia.org/wiki/Cloruro_de_4-toluenosulfonilo" title="Cloruro de 4-toluenosulfonilo – espagnol" lang="es" hreflang="es" data-title="Cloruro de 4-toluenosulfonilo" data-language-autonym="Español" data-language-local-name="espagnol" class="interlanguage-link-target"><span>Español</span></a></li><li class="interlanguage-link interwiki-eu mw-list-item"><a href="https://eu.wikipedia.org/wiki/Tosil_kloruro" title="Tosil kloruro – basque" lang="eu" hreflang="eu" data-title="Tosil kloruro" data-language-autonym="Euskara" data-language-local-name="basque" class="interlanguage-link-target"><span>Euskara</span></a></li><li class="interlanguage-link interwiki-fa mw-list-item"><a href="https://fa.wikipedia.org/wiki/%DB%B4-%D8%AA%D9%88%D9%84%D9%88%D8%A6%D9%86_%D8%B3%D9%88%D9%84%D9%81%D9%88%D9%86%DB%8C%D9%84_%DA%A9%D9%84%D8%B1%DB%8C%D8%AF" title="۴-تولوئن سولفونیل کلرید – persan" lang="fa" hreflang="fa" data-title="۴-تولوئن سولفونیل کلرید" data-language-autonym="فارسی" data-language-local-name="persan" class="interlanguage-link-target"><span>فارسی</span></a></li><li class="interlanguage-link interwiki-fi mw-list-item"><a href="https://fi.wikipedia.org/wiki/P-Tolueenisulfonyylikloridi" title="P-Tolueenisulfonyylikloridi – finnois" lang="fi" hreflang="fi" data-title="P-Tolueenisulfonyylikloridi" data-language-autonym="Suomi" data-language-local-name="finnois" class="interlanguage-link-target"><span>Suomi</span></a></li><li class="interlanguage-link interwiki-ja mw-list-item"><a href="https://ja.wikipedia.org/wiki/%E5%A1%A9%E5%8C%96%E3%83%91%E3%83%A9%E3%83%88%E3%83%AB%E3%82%A8%E3%83%B3%E3%82%B9%E3%83%AB%E3%83%9B%E3%83%8B%E3%83%AB" title="塩化パラトルエンスルホニル – japonais" lang="ja" hreflang="ja" data-title="塩化パラトルエンスルホニル" data-language-autonym="日本語" data-language-local-name="japonais" 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/P-tolueensulfonylchloride" title="P-tolueensulfonylchloride – néerlandais" lang="nl" hreflang="nl" data-title="P-tolueensulfonylchloride" data-language-autonym="Nederlands" data-language-local-name="néerlandais" class="interlanguage-link-target"><span>Nederlands</span></a></li><li class="interlanguage-link interwiki-pt mw-list-item"><a href="https://pt.wikipedia.org/wiki/Cloreto_de_4-toluenossulfonila" title="Cloreto de 4-toluenossulfonila – portugais" lang="pt" hreflang="pt" data-title="Cloreto de 4-toluenossulfonila" data-language-autonym="Português" data-language-local-name="portugais" class="interlanguage-link-target"><span>Português</span></a></li><li class="interlanguage-link interwiki-ru mw-list-item"><a href="https://ru.wikipedia.org/wiki/%D0%A2%D0%BE%D0%B7%D0%B8%D0%BB%D1%85%D0%BB%D0%BE%D1%80%D0%B8%D0%B4" title="Тозилхлорид – russe" lang="ru" hreflang="ru" data-title="Тозилхлорид" data-language-autonym="Русский" data-language-local-name="russe" 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/4-Toluenesulfonil_hlorid" title="4-Toluenesulfonil hlorid – serbo-croate" lang="sh" hreflang="sh" data-title="4-Toluenesulfonil hlorid" data-language-autonym="Srpskohrvatski / српскохрватски" data-language-local-name="serbo-croate" 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/4-Toluenesulfonil_hlorid" title="4-Toluenesulfonil hlorid – serbe" lang="sr" hreflang="sr" data-title="4-Toluenesulfonil hlorid" data-language-autonym="Српски / srpski" data-language-local-name="serbe" class="interlanguage-link-target"><span>Српски / srpski</span></a></li><li class="interlanguage-link interwiki-ta mw-list-item"><a href="https://ta.wikipedia.org/wiki/4-%E0%AE%A4%E0%AF%8A%E0%AE%B2%E0%AF%81%E0%AE%AF%E0%AF%80%E0%AE%A9%E0%AF%8D%E0%AE%9A%E0%AE%B2%E0%AF%8D%E0%AE%AA%E0%AF%8B%E0%AE%A9%E0%AF%88%E0%AE%B2%E0%AF%8D_%E0%AE%95%E0%AF%81%E0%AE%B3%E0%AF%8B%E0%AE%B0%E0%AF%88%E0%AE%9F%E0%AF%81" title="4-தொலுயீன்சல்போனைல் குளோரைடு – tamoul" lang="ta" hreflang="ta" data-title="4-தொலுயீன்சல்போனைல் குளோரைடு" data-language-autonym="தமிழ்" data-language-local-name="tamoul" class="interlanguage-link-target"><span>தமிழ்</span></a></li><li class="interlanguage-link interwiki-zh mw-list-item"><a href="https://zh.wikipedia.org/wiki/%E5%AF%B9%E7%94%B2%E5%9F%BA%E8%8B%AF%E5%9F%BA%E7%A3%BA%E9%85%B0%E6%B0%AF" title="对甲基苯基磺酰氯 – chinois" lang="zh" hreflang="zh" data-title="对甲基苯基磺酰氯" data-language-autonym="中文" data-language-local-name="chinois" 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/Q285621#sitelinks-wikipedia" title="Modifier les liens interlangues" class="wbc-editpage">Modifier les liens</a></span></div> </div> </div> </div> </header> <div class="vector-page-toolbar"> <div class="vector-page-toolbar-container"> <div id="left-navigation"> <nav aria-label="Espaces de noms"> <div id="p-associated-pages" class="vector-menu vector-menu-tabs mw-portlet mw-portlet-associated-pages" > <div 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class="mw-body-content"><div class="mw-content-ltr mw-parser-output" lang="fr" dir="ltr"><p class="mw-empty-elt"> </p> <table class="infobox_v2 infobox infobox--frwiki noarchive"> <tbody><tr> <td colspan="2" class="entete defaut" style="background-color:#FFDEAD;color:black;">Chlorure de 4-toluènesulfonyle </td></tr> <tr><td colspan="2" style="text-align:center; line-height: 1.5em;"><span typeof="mw:File/Frameless"><a href="/w/index.php?title=Fichier:P-Toluenesulfonyl_chloride_structure.svg&lang=fr" class="mw-file-description"><img alt="Image illustrative de l’article Chlorure de 4-toluènesulfonyle" src="//upload.wikimedia.org/wikipedia/commons/thumb/d/d2/P-Toluenesulfonyl_chloride_structure.svg/langfr-200px-P-Toluenesulfonyl_chloride_structure.svg.png" decoding="async" width="200" height="84" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/d/d2/P-Toluenesulfonyl_chloride_structure.svg/langfr-300px-P-Toluenesulfonyl_chloride_structure.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/d/d2/P-Toluenesulfonyl_chloride_structure.svg/langfr-400px-P-Toluenesulfonyl_chloride_structure.svg.png 2x" data-file-width="779" data-file-height="328" /></a></span> </td></tr> <tr> <td colspan="3" style="text-align:center; line-height: 1.5em;"><span typeof="mw:File/Frameless"><a href="/wiki/Fichier:Tosyl-chloride-3D-balls.png" class="mw-file-description"><img alt="Image illustrative de l’article Chlorure de 4-toluènesulfonyle" src="//upload.wikimedia.org/wikipedia/commons/thumb/0/07/Tosyl-chloride-3D-balls.png/160px-Tosyl-chloride-3D-balls.png" decoding="async" width="160" height="109" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/0/07/Tosyl-chloride-3D-balls.png/240px-Tosyl-chloride-3D-balls.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/0/07/Tosyl-chloride-3D-balls.png/320px-Tosyl-chloride-3D-balls.png 2x" data-file-width="1100" data-file-height="750" /></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'UICPA">Nom UICPA</a> </th> <td><small>chlorure de 4-méthylbenzènesulfonyle</small> </td> </tr> <tr> <th scope="row"><a href="/wiki/Synonymie" title="Synonymie">Synonymes</a> </th> <td> <p>chlorure de paratoluènesulfonyle<br />chlorure de p-toluènesulfonyle<br />chlorure de tosyle<br />p-TsCl, TsCl </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=98-59-9&language=fr&title=Chlorure_de_4-toluènesulfonyle">98-59-9</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/100.002.441">100.002.441</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>202-684-8 </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/7397">7397</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="[Afficher]/[Masquer]" style="border: none; padding: 0;"><div class="NavContent" style="display: none; text-align: left;">CC1=CC=C(C=C1)S(=O)(=O)Cl <br /><span class="reflink plainlinksneverexpand"><a rel="nofollow" class="external text" href="http://pubchem.ncbi.nlm.nih.gov/search/?smarts=CC1%3DCC%3DC%28C%3DC1%29S%28%3DO%29%28%3DO%29Cl">PubChem</a></span>, <span class="reflink plainlinksneverexpand"><a rel="nofollow" class="external text" href="http://chemapps.stolaf.edu/jmol/jmol.php?title=Chlorure+de+4-tolu%C3%A8nesulfonyle&model=CC1%3DCC%3DC%28C%3DC1%29S%28%3DO%29%28%3DO%29Cl">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="[Afficher]/[Masquer]" style="border: none; padding: 0;"><div class="NavContent" style="display: none; text-align: left;"><b>InChI :</b> <span class="reflink plainlinksneverexpand"><a rel="nofollow" class="external text" href="http://chemapps.stolaf.edu/jmol/jmol.php?title=Chlorure+de+4-tolu%C3%A8nesulfonyle&model=InChI%3D1%2FC7H7ClO2S%2Fc1-6-2-4-7%285-3-6%2911%288%2C9%2910%2Fh2-5H%2C1H3">vue 3D</a></span> <br />InChI=1/C7H7ClO2S/c1-6-2-4-7(5-3-6)11(8,9)10/h2-5H,1H3 <br /></div></div> </td> </tr> <tr> <th scope="row">Apparence </th> <td>solide blanc </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>7</sub><a href="/wiki/Hydrog%C3%A8ne" title="Hydrogène">H</a><sub>7</sub><a href="/wiki/Chlore" title="Chlore">Cl</a><a href="/wiki/Oxyg%C3%A8ne" title="Oxygène">O</a><sub>2</sub><a href="/wiki/Soufre" title="Soufre">S</a>  <span class="page_h"><a href="/wiki/C7H7ClO2S" class="mw-redirect" title="C7H7ClO2S"><small>[Isomères]</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>190,647 ± 0,014 <a href="/wiki/Gramme" title="Gramme">g</a>/<a href="/wiki/Mole_(unit%C3%A9)" title="Mole (unité)">mol</a> <br /><small>C 44,1 %,  H 3,7 %,  Cl 18,6 %,  O 16,78 %,  S 16,82 %,  </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="152,6 °F ou 340,2 K">67 </span><abbr class="abbr" title="degré Celsius">°C</abbr> <sup id="cite_ref-GESTIS_2-0" class="reference"><a href="#cite_note-GESTIS-2"><span class="cite_crochet">[</span>2<span class="cite_crochet">]</span></a></sup> </td> </tr> <tr> <th scope="row"><a href="/wiki/Point_d%27%C3%A9bullition" title="Point d'ébullition"><abbr class="abbr" title="Température">T°</abbr> ébullition</a> </th> <td><span title="275 °F ou 408,2 K">135 </span><abbr class="abbr" title="degré Celsius">°C</abbr> à <span class="nowrap"><span title="1 300 Pa">13</span> <span title="millibar">mbar</span></span> <sup id="cite_ref-GESTIS_2-1" class="reference"><a href="#cite_note-GESTIS-2"><span class="cite_crochet">[</span>2<span class="cite_crochet">]</span></a></sup> </td> </tr> <tr> <th scope="row"><a href="/wiki/Point_d%27auto-inflammation" title="Point d'auto-inflammation"><abbr class="abbr" title="Température">T°</abbr> d'auto-inflammation</a> </th> <td><span title="917,6 °F ou 765,2 K">492 </span><abbr class="abbr" title="degré Celsius">°C</abbr> <sup id="cite_ref-GESTIS_2-2" class="reference"><a href="#cite_note-GESTIS-2"><span class="cite_crochet">[</span>2<span class="cite_crochet">]</span></a></sup> </td> </tr> <tr> <th scope="row"><a href="/wiki/Point_d%27%C3%A9clair" title="Point d'éclair">Point d’éclair</a> </th> <td><span title="262,4 °F ou 401,2 K">128 </span><abbr class="abbr" title="degré Celsius">°C</abbr> <sup id="cite_ref-GESTIS_2-3" class="reference"><a href="#cite_note-GESTIS-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/NFPA_704" title="NFPA 704">NFPA 704</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></th></tr> <tr> <td colspan="2" style="text-align:center;"><div class="center"><div style="position: relative; height: 85px; width: 75px; margin: auto; display: block;"> <div style="position: absolute; height: 75px; width: 75px;"> <p><span typeof="mw:File"><a href="/wiki/Fichier:NFPA_704.svg" class="mw-file-description" title="Symbole NFPA 704."><img alt="Symbole NFPA 704." src="//upload.wikimedia.org/wikipedia/commons/thumb/6/6f/NFPA_704.svg/75px-NFPA_704.svg.png" decoding="async" width="75" height="75" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/6/6f/NFPA_704.svg/113px-NFPA_704.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/6/6f/NFPA_704.svg/150px-NFPA_704.svg.png 2x" data-file-width="512" data-file-height="512" /></a></span> </p> </div><div style="width: 75px; height: 2em; text-align: center; vertical-align: middle; position: absolute; top: 15px; font-size: large;"><a href="/wiki/NFPA_704#Inflammabilité1" title="NFPA 704"><span style="color: black;" title="Produit ne pouvant s'enflammer qu'après chauffage">1</span></a></div><div style="width: 37.5px; height: 2em; text-align: center; vertical-align: middle; position: absolute; top: 33px; font-size: large;"><a href="/wiki/NFPA_704#Santé3" title="NFPA 704"><span style="color: black;" title="Produit pouvant provoquer après une exposition de courte durée, des séquelles graves temporaires ou bien des séquelles modérées résiduelles">3</span></a></div><div style="width: 37.5px; height: 2em; text-align: center; vertical-align: middle; position: absolute; top: 33px; left: 37.5px; font-size: large;"><a href="/wiki/NFPA_704#Réactivité0" title="NFPA 704"><span style="color: black;" title="Produit généralement inerte.">0</span></a></div><div style="width: 75px; height: 2em; text-align: center; vertical-align: middle; position: absolute; top: 52px; font-size: small;"> </div></div></div></td> </tr><tr> <th colspan="2" style="padding:4px; text-align:center; background-color:#eeeeee; color:#000000"><a href="/wiki/Directive_67/548/EEC" title="Directive 67/548/EEC">Directive 67/548/EEC</a><sup id="cite_ref-GESTIS_2-4" class="reference"><a href="#cite_note-GESTIS-2"><span class="cite_crochet">[</span>2<span class="cite_crochet">]</span></a></sup></th></tr> <tr> <td colspan="2" style="text-align:left;"><div style="text-align: center;"><div style="width: 60px; text-align:center; display: inline-block;"><span typeof="mw:File"><a href="/wiki/Fichier:Hazard_C.svg" class="mw-file-description" title="Corrosif"><img alt="Corrosif" src="//upload.wikimedia.org/wikipedia/commons/thumb/8/87/Hazard_C.svg/50px-Hazard_C.svg.png" decoding="async" width="50" height="50" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/8/87/Hazard_C.svg/75px-Hazard_C.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/8/87/Hazard_C.svg/100px-Hazard_C.svg.png 2x" data-file-width="500" data-file-height="500" /></a></span><br />C</div></div><div class="NavFrame" title="[+]/[–]" style="clear:left; border:none; padding: 0;"><div class="NavContent" style="display:none; text-align:left;"><b>Symboles</b> : <br /><b>C</b> : <a href="/wiki/Corrosion" title="Corrosion">Corrosif</a><br /><br /><b>Phrases R</b> : <br /><b>R34</b> : Provoque des brûlures.<br /><br /><b>Phrases S</b> : <br /><b>S26</b> : En cas de contact avec les yeux, laver immédiatement et abondamment avec de l’eau et consulter un spécialiste.<br /><b>S45</b> : En cas d’accident ou de malaise, consulter immédiatement un médecin (si possible, lui montrer l’étiquette).<br /><b>S36/37/39</b> : Porter un vêtement de protection approprié, des gants et un appareil de protection des yeux/du visage.<br /></div></div><br /><div style="clear:left;"><a href="/wiki/Phrases_de_risque" title="Phrases de risque">Phrases R</a> : <a href="/wiki/Phrases_de_risque#R34" title="Phrases de risque"><span title="Provoque des brûlures.">34, </span></a></div><br /><div style="clear:left;"><a href="/wiki/Conseils_de_prudence" title="Conseils de prudence">Phrases S</a> : <a href="/wiki/Conseils_de_prudence#S26" title="Conseils de prudence"><span title="En cas de contact avec les yeux, laver immédiatement et abondamment avec de l’eau et consulter un spécialiste.">26, </span></a><a href="/wiki/Conseils_de_prudence#S36.2F37.2F39" title="Conseils de prudence"><span title="Porter un vêtement de protection approprié, des gants et un appareil de protection des yeux/du visage.">36/37/39, </span></a><a href="/wiki/Conseils_de_prudence#S45" title="Conseils de prudence"><span title="En cas d’accident ou de malaise, consulter immédiatement un médecin (si possible, lui montrer l’étiquette).">45, </span></a></div></td> </tr><tr> <th colspan="2" style="padding:4px; text-align:center; background-color:#eeeeee; color:#000000"><a href="/wiki/Accord_relatif_au_transport_international_des_marchandises_dangereuses_par_route" title="Accord relatif au transport international des marchandises dangereuses par route">Transport</a><sup id="cite_ref-GESTIS_2-5" class="reference"><a href="#cite_note-GESTIS-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 class="center"><table class="wikitable centre" style="width:33px margin:0px; background-color:#ff950e; border: 1px solid black;"><tbody><tr><td width="100%" style="background-color:#ff950e; border: 1px solid black;"><div style="text-align:center"><a href="/wiki/Liste_des_codes_Kemler#88" title="Liste des codes Kemler"><span style="color: black;" title="matière très corrosive">88</span></a></div></td></tr><tr><td width="100%" style="background-color:#ff950e; border: 1px solid black;"><div style="text-align:center">   <a href="/wiki/Liste_des_num%C3%A9ros_ONU" title="Liste des numéros ONU"><span style="color: black;" title="numéro ONU">3261</span></a>   </div></td></tr></tbody></table><div class="NavFrame" title="[+]/[–]" style="border:none; padding: 0;"><div class="NavContent" style="display:none; text-align:left;"><b>Code Kemler :</b><br /><b>88</b> : matière très corrosive<br /><b><a href="/wiki/Num%C3%A9ro_ONU" title="Numéro ONU">Numéro ONU</a> :</b><br /><b><a href="/wiki/Liste_des_num%C3%A9ros_ONU" title="Liste des numéros ONU">3261</a></b> : SOLIDE ORGANIQUE CORROSIF, ACIDE, N.S.A.<br /><b>Classe :</b><br />8<br /><b>Étiquette :</b><br /><span typeof="mw:File"><a href="/wiki/Fichier:ADR_8.svg" class="mw-file-description"><img alt="pictogramme ADR 8" src="//upload.wikimedia.org/wikipedia/commons/thumb/3/37/ADR_8.svg/75px-ADR_8.svg.png" decoding="async" width="75" height="75" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/3/37/ADR_8.svg/113px-ADR_8.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/3/37/ADR_8.svg/150px-ADR_8.svg.png 2x" data-file-width="109" data-file-height="109" /></a></span><br /><b>8</b> : Matières corrosives<br /><b>Emballage :</b><br />Groupe d'emballage <abbr class="abbr" title="1"><span class="romain" style="text-transform:uppercase">I</span></abbr> : matières très dangereuses ;<br /></div></div></div></td> </tr><tr> <th colspan="2" style="padding:4px; text-align:center; background-color:#FFDEAD; color:#000000">Composés apparentés</th></tr> <tr> <th scope="row">Autres composés </th> <td> <p><a href="/w/index.php?title=Chlorure_de_benz%C3%A8nesulfonyle&action=edit&redlink=1" class="new" title="Chlorure de benzènesulfonyle (page inexistante)">chlorure de benzènesulfonyle</a><br /><a href="/w/index.php?title=Chlorure_de_2-tolu%C3%A8nesulfonyle&action=edit&redlink=1" class="new" title="Chlorure de 2-toluènesulfonyle (page inexistante)">chlorure de 2-toluènesulfonyle</a> </p> </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'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; text-align: right;"><span class="plainlinks" style="float:left;"><a class="external text" href="https://fr.wikipedia.org/w/index.php?title=Chlorure_de_4-tolu%C3%A8nesulfonyle&action=edit&section=0"><span class="infodoc">modifier</span></a></span> <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>Le <b>chlorure de 4-toluènesulfonyle</b>, habituellement appelé <b>chlorure de tosyle</b> est un <a href="/wiki/Chlorure_d%27acide" class="mw-redirect" title="Chlorure d'acide">chlorure d'acide</a> <a href="/wiki/Acide_sulfonique" title="Acide sulfonique">sulfonique</a> de <a href="/wiki/Formule_semi-d%C3%A9velopp%C3%A9e" title="Formule semi-développée">formule semi-développée</a> CH<sub>3</sub>C<sub>6</sub>H<sub>4</sub>SO<sub>2</sub>Cl. Ce solide blanc (incolore) malodorant est un réactif très largement utilisé en synthèse organique<sup id="cite_ref-eEROS_4-0" class="reference"><a href="#cite_note-eEROS-4"><span class="cite_crochet">[</span>4<span class="cite_crochet">]</span></a></sup>. Abrégé par TsCl, c'est le dérivé du <a href="/wiki/Tolu%C3%A8ne" title="Toluène">toluène</a> portant le <a href="/wiki/Groupe_(chimie)" class="mw-redirect" title="Groupe (chimie)">groupe fonctionnel</a> chlorure de sulfonyle (-SO<sub>2</sub>Cl). </p> <meta property="mw:PageProp/toc" /> <div class="mw-heading mw-heading2"><h2 id="Utilisation">Utilisation</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Chlorure_de_4-tolu%C3%A8nesulfonyle&veaction=edit&section=1" title="Modifier la section : Utilisation" class="mw-editsection-visualeditor"><span>modifier</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=Chlorure_de_4-tolu%C3%A8nesulfonyle&action=edit&section=1" title="Modifier le code source de la section : Utilisation"><span>modifier le code</span></a><span class="mw-editsection-bracket">]</span></span></div> <div class="bandeau-container bandeau-section metadata bandeau-niveau-information"><div class="bandeau-cell bandeau-icone-css general">Article principal : <a href="/wiki/Tosylate" class="mw-redirect" title="Tosylate">Tosylate</a>.</div></div> <p>Caractéristiquement, TsCl convertit facilement et quantitativement les <a href="/wiki/Alcool_(chimie)" title="Alcool (chimie)">alcools</a> (ROH) en leur <a href="/wiki/Ester" title="Ester">ester</a> toluènesulfonate (tosylate): </p> <dl><dd>CH<sub>3</sub>C<sub>6</sub>H<sub>4</sub>SO<sub>2</sub>Cl + ROH → CH<sub>3</sub>C<sub>6</sub>H<sub>4</sub>SO<sub>2</sub>OR + <a href="/wiki/Chlorure_d%27hydrog%C3%A8ne" title="Chlorure d'hydrogène">HCl</a></dd></dl> <p>Le <a href="/wiki/Groupe_(chimie)" class="mw-redirect" title="Groupe (chimie)">groupe</a> <a href="/wiki/Tosylate" class="mw-redirect" title="Tosylate">tosylate</a> est un excellent <a href="/wiki/Groupe_partant" class="mw-redirect" title="Groupe partant">groupe partant</a> contrairement au groupe <a href="/wiki/Hydroxyle" title="Hydroxyle">hydroxyle</a> et peut être substitué par de multiples autres groupes même peu <a href="/wiki/Nucl%C3%A9ophile" title="Nucléophile">nucléophiles</a>. </p><p>Il peut aussi être coupé par traitement avec de l'<a href="/wiki/T%C3%A9trahydruroaluminate_de_lithium" title="Tétrahydruroaluminate de lithium">hydrure de lithium aluminium</a> (LiAlH<sub>4</sub>), appelé aussi le tétrahydruroaluminate de lithium : </p> <dl><dd>CH<sub>3</sub>C<sub>6</sub>H<sub>4</sub>SO<sub>2</sub>OR + 1/4 LiAlH<sub>4</sub> → 1/4 LiAl(O<sub>3</sub>SC<sub>6</sub>H<sub>4</sub>CH<sub>3</sub>)<sub>4</sub> + RH</dd></dl> <p>Ainsi, il permet la suppression d'un groupe hydroxyle. </p><p>Similairement, le chlorure de tosyle est utilisé pour préparer les <a href="/wiki/Sulfamid%C3%A9s" class="mw-redirect" title="Sulfamidés">sulfonamides</a> à partir d'<a href="/wiki/Amine_(chimie)" title="Amine (chimie)">amines</a><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> <dl><dd>CH<sub>3</sub>C<sub>6</sub>H<sub>4</sub>SO<sub>2</sub>Cl + R<sub>2</sub>NH → CH<sub>3</sub>C<sub>6</sub>H<sub>4</sub>SO<sub>2</sub>NR<sub>2</sub> + HCl</dd></dl> <p>Le sulfoamide résultant n'est pas <a href="/wiki/Base_(chimie)" title="Base (chimie)">basique</a> et même, quand il dérive d'amine primaire, il est <a href="/wiki/Acide" title="Acide">acide</a>. </p><p>La préparation des tosylates et des amides est conduite en présence d'une base qui absorbe le <a href="/wiki/Chlorure_d%27hydrog%C3%A8ne" title="Chlorure d'hydrogène">chlorure d'hydrogène</a> (HCl). La sélection de la base est souvent cruciale pour l'efficacité de la tosylation. Typiquement, les bases utilisées sont la <a href="/wiki/Pyridine" title="Pyridine">pyridine</a> et la <a href="/wiki/Tri%C3%A9thylamine" title="Triéthylamine">triéthylamine</a>, d'autres bases moins courantes sont aussi employées. Par exemple, une <a href="/wiki/Quantit%C3%A9_catalytique" title="Quantité catalytique">quantité catalytique</a> de <a href="/wiki/Trim%C3%A9thylamine" title="Triméthylamine">chlorure de triméthylammonium</a> en présence de <a href="/wiki/Tri%C3%A9thylamine" title="Triéthylamine">triéthylamine</a> a été reportée apparemment plus efficace grâce à la <a href="/wiki/Trim%C3%A9thylamine" title="Triméthylamine">triméthylamine</a><sup id="cite_ref-eEROS_4-1" class="reference"><a href="#cite_note-eEROS-4"><span class="cite_crochet">[</span>4<span class="cite_crochet">]</span></a></sup>. </p> <div class="mw-heading mw-heading2"><h2 id="Autres_réactions"><span id="Autres_r.C3.A9actions"></span>Autres réactions</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Chlorure_de_4-tolu%C3%A8nesulfonyle&veaction=edit&section=2" title="Modifier la section : Autres réactions" class="mw-editsection-visualeditor"><span>modifier</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=Chlorure_de_4-tolu%C3%A8nesulfonyle&action=edit&section=2" title="Modifier le code source de la section : Autres réactions"><span>modifier le code</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Comme il est un réactif très largement disponible, la réactivité du TsCl a été énormément étudiée. Il est utilisé dans des déshydratations pour faire des <a href="/wiki/Nitrile" title="Nitrile">nitriles</a>, des <a href="/wiki/Isocyanure" class="mw-redirect" title="Isocyanure">isocyanures</a>, des <a href="/wiki/Diimide" title="Diimide">diimides</a><sup id="cite_ref-eEROS_4-2" class="reference"><a href="#cite_note-eEROS-4"><span class="cite_crochet">[</span>4<span class="cite_crochet">]</span></a></sup>. Dans une autre réaction inusuelle se concentrant sur le centre <a href="/wiki/Soufre" title="Soufre">soufre</a>, du <a href="/wiki/Zinc" title="Zinc">zinc</a> réduit TsCl en <a href="/wiki/Acide_sulfinique" title="Acide sulfinique">sulfinate</a>, CH<sub>3</sub>C<sub>6</sub>H<sub>4</sub>SO<sub>2</sub>Na<sup id="cite_ref-6" class="reference"><a href="#cite_note-6"><span class="cite_crochet">[</span>6<span class="cite_crochet">]</span></a></sup>. </p> <div class="mw-heading mw-heading2"><h2 id="Production_et_synthèse"><span id="Production_et_synth.C3.A8se"></span>Production et synthèse</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Chlorure_de_4-tolu%C3%A8nesulfonyle&veaction=edit&section=3" title="Modifier la section : Production et synthèse" class="mw-editsection-visualeditor"><span>modifier</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=Chlorure_de_4-tolu%C3%A8nesulfonyle&action=edit&section=3" title="Modifier le code source de la section : Production et synthèse"><span>modifier le code</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Le chlorure de tosyle est largement disponible et peu cher pour les usages en laboratoires. C'est un <a href="/wiki/Sous-produit" title="Sous-produit">sous-produit</a> de la production de chlorure d'<a href="/w/index.php?title=Orthotolu%C3%A8nesulfonyle&action=edit&redlink=1" class="new" title="Orthotoluènesulfonyle (page inexistante)">orthotoluènesulfonyle</a> via la <a href="/wiki/Chlorosulfonation" class="mw-redirect" title="Chlorosulfonation">chlorosulfonation</a> du toluène<sup id="cite_ref-7" class="reference"><a href="#cite_note-7"><span class="cite_crochet">[</span>7<span class="cite_crochet">]</span></a></sup>: </p> <dl><dd>CH<sub>3</sub>C<sub>6</sub>H<sub>5</sub> + <a href="/wiki/Chlorure_de_sulfuryle" title="Chlorure de sulfuryle">SO<sub>2</sub>Cl<sub>2</sub></a> → CH<sub>3</sub>C<sub>6</sub>H<sub>4</sub>SO<sub>2</sub>Cl + HCl</dd></dl> <div class="mw-heading mw-heading2"><h2 id="Notes">Notes</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Chlorure_de_4-tolu%C3%A8nesulfonyle&veaction=edit&section=4" title="Modifier la section : Notes" class="mw-editsection-visualeditor"><span>modifier</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=Chlorure_de_4-tolu%C3%A8nesulfonyle&action=edit&section=4" title="Modifier le code source de la section : Notes"><span>modifier le code</span></a><span class="mw-editsection-bracket">]</span></span></div> <ul><li><abbr class="abbr indicateur-langue" title="Langue : anglais">(en)</abbr> Cet article est partiellement ou en totalité issu de l’article de Wikipédia en anglais intitulé <span class="plainlinks">« <a class="external text" href="https://en.wikipedia.org/wiki/4-Toluenesulfonyl_chloride?oldid=319033040">4-Toluenesulfonyl chloride</a> » <small>(<a class="external text" href="https://en.wikipedia.org/wiki/4-Toluenesulfonyl_chloride?action=history">voir la liste des auteurs</a>)</small></span>.</li></ul> <div class="references-small decimal" style=""><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">« <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> », sur <span class="italique">www.chem.qmul.ac.uk</span></span>.</span> </li> <li id="cite_note-GESTIS-2"><span class="mw-cite-backlink noprint">↑ <sup><a href="#cite_ref-GESTIS_2-0">a</a> <a href="#cite_ref-GESTIS_2-1">b</a> <a href="#cite_ref-GESTIS_2-2">c</a> <a href="#cite_ref-GESTIS_2-3">d</a> <a href="#cite_ref-GESTIS_2-4">e</a> et <a href="#cite_ref-GESTIS_2-5">f</a></sup> </span><span class="reference-text"><span class="noarchive">Entrée « p-Toluenesulfonyl chloride » dans la base de données de produits chimiques <i>GESTIS</i> de la IFA (organisme allemand responsable de la sécurité et de la santé au travail) (<a rel="nofollow" class="external text" href="https://gestis.dguv.de/data?name=016430">allemand</a>, <a rel="nofollow" class="external text" href="https://gestis.dguv.de/data?name=016430&lang=en">anglais</a>), accès le 12 octobre 2009 <small>(JavaScript nécessaire)</small></span></span> </li> <li id="cite_note-3"><span class="mw-cite-backlink noprint"><a href="#cite_ref-3">↑</a> </span><span class="reference-text"><a rel="nofollow" class="external text" href="http://ucbchemicalinventory.colorado.edu/firstpage.htm">UCB</a> Université du Colorado</span> </li> <li id="cite_note-eEROS-4"><span class="mw-cite-backlink noprint">↑ <sup><a href="#cite_ref-eEROS_4-0">a</a> <a href="#cite_ref-eEROS_4-1">b</a> et <a href="#cite_ref-eEROS_4-2">c</a></sup> </span><span class="reference-text">D. Todd Whitaker, K. Sinclair Whitaker, Carl R. Johnson, Julia Haas, "<i>p</i>-Toluenesulfonyl Chloride" in Encyclopedia of Reagents for Organic Synthesis, 2006, John Wiley, New York. <small class="plainlinks noarchive"><a href="/wiki/Digital_Object_Identifier" title="Digital Object Identifier">DOI</a> <a rel="nofollow" class="external text" href="https://dx.doi.org/10.1002%2F047084289X.rt136.pub2">10.1002/047084289X.rt136.pub2</a></small></span> </li> <li id="cite_note-5"><span class="mw-cite-backlink noprint"><a href="#cite_ref-5">↑</a> </span><span class="reference-text"><span class="ouvrage" id="Ichikawa,_Ryo_Nadano,_Takashi_Mori,_and_Yukinori_Wada2006"><span class="ouvrage" id="Junji_Ichikawa,_Ryo_Nadano,_Takashi_Mori,_and_Yukinori_Wada2006">Junji Ichikawa, Ryo Nadano, Takashi Mori, and Yukinori Wada, <cite class="italique"><a rel="nofollow" class="external text" href="http://www.orgsyn.org/orgsyn/orgsyn/prepContent.asp?prep=Cv83p0111">5-endo-trig Cyclization of 1,1-Difluoro-1-alkenes: Synthesis of 3-Butyl-2-Fluoro-1-Tosylindole</a></cite>, <a href="/wiki/Organic_Syntheses" title="Organic Syntheses">Org. Synth.</a>, <abbr class="abbr" title="collection">coll.</abbr> « vol. », <time>2006</time><span class="Z3988" title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=5-endo-trig+Cyclization+of+1%2C1-Difluoro-1-alkenes%3A+Synthesis+of+3-Butyl-2-Fluoro-1-Tosylindole&rft.pub=Org.+Synth.&rft.au=Junji+Ichikawa%2C+Ryo+Nadano%2C+Takashi+Mori%2C+and+Yukinori+Wada&rft.date=2006&rfr_id=info%3Asid%2Ffr.wikipedia.org%3AChlorure+de+4-tolu%C3%A8nesulfonyle"></span></span></span></span> </li> <li id="cite_note-6"><span class="mw-cite-backlink noprint"><a href="#cite_ref-6">↑</a> </span><span class="reference-text"><span class="ouvrage" id="Whitmore,_Frances_H._Hamilton1941"><span class="ouvrage" id="Frank_C._Whitmore,_Frances_H._Hamilton1941">Frank C. Whitmore, Frances H. Hamilton, <cite class="italique"><a rel="nofollow" class="external text" href="http://www.orgsyn.org/orgsyn/orgsyn/prepContent.asp?prep=CV1P0492">Sodium Toluenesulfinate</a></cite>, <a href="/wiki/Organic_Syntheses" title="Organic Syntheses">Org. Synth.</a>, <abbr class="abbr" title="collection">coll.</abbr> « vol. 1 », <time>1941</time>, <abbr class="abbr" title="page">p.</abbr> 492<span class="Z3988" title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Sodium+Toluenesulfinate&rft.pub=Org.+Synth.&rft.aulast=Whitmore%2C++Frances+H.+Hamilton&rft.aufirst=Frank+C.&rft.date=1941&rft.pages=492&rfr_id=info%3Asid%2Ffr.wikipedia.org%3AChlorure+de+4-tolu%C3%A8nesulfonyle"></span></span></span></span> </li> <li id="cite_note-7"><span class="mw-cite-backlink noprint"><a href="#cite_ref-7">↑</a> </span><span class="reference-text">Otto Lindner, Lars Rodefeld "Benzenesulfonic Acids and Their Derivatives" in Ullmann's Encyclopedia of Industrial Chemistry 2001, Wiley-VCH, Weinheim.</span> </li> </ol> </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>    </div><noscript><img src="https://login.wikimedia.org/wiki/Special:CentralAutoLogin/start?type=1x1" alt="" width="1" height="1" style="border: none; position: absolute;"></noscript> <div class="printfooter" data-nosnippet="">Ce document provient de « <a dir="ltr" href="https://fr.wikipedia.org/w/index.php?title=Chlorure_de_4-toluènesulfonyle&oldid=218162644">https://fr.wikipedia.org/w/index.php?title=Chlorure_de_4-toluènesulfonyle&oldid=218162644</a> ».</div></div> <div id="catlinks" class="catlinks" data-mw="interface"><div id="mw-normal-catlinks" class="mw-normal-catlinks"><a href="/wiki/Cat%C3%A9gorie:Accueil" title="Catégorie:Accueil">Catégories</a> : <ul><li><a href="/wiki/Cat%C3%A9gorie:Produit_chimique_corrosif" title="Catégorie:Produit chimique corrosif">Produit chimique corrosif</a></li><li><a href="/wiki/Cat%C3%A9gorie:Chlorure_de_sulfonyle" title="Catégorie:Chlorure de sulfonyle">Chlorure de sulfonyle</a></li><li><a href="/wiki/Cat%C3%A9gorie:M%C3%A9thylbenz%C3%A8ne" title="Catégorie:Méthylbenzène">Méthylbenzène</a></li></ul></div><div id="mw-hidden-catlinks" class="mw-hidden-catlinks mw-hidden-cats-hidden">Catégories cachées : <ul><li><a href="/wiki/Cat%C3%A9gorie:Portail:Chimie/Articles_li%C3%A9s" title="Catégorie:Portail:Chimie/Articles liés">Portail:Chimie/Articles liés</a></li><li><a href="/wiki/Cat%C3%A9gorie:Article_utilisant_une_Infobox" title="Catégorie:Article utilisant une Infobox">Article utilisant une Infobox</a></li><li><a href="/wiki/Cat%C3%A9gorie:Chimiebox_%C3%A0_maintenir" title="Catégorie:Chimiebox à maintenir">Chimiebox à maintenir</a></li><li><a href="/wiki/Cat%C3%A9gorie:Infobox_Chimie_avec_donn%C3%A9es_obsol%C3%A8tes_:_directive_67/548/EEC" title="Catégorie:Infobox Chimie avec données obsolètes : directive 67/548/EEC">Infobox Chimie avec données obsolètes : directive 67/548/EEC</a></li><li><a href="/wiki/Cat%C3%A9gorie:Portail:Sciences/Articles_li%C3%A9s" title="Catégorie:Portail:Sciences/Articles liés">Portail:Sciences/Articles liés</a></li></ul></div></div> </div> </main> </div> <div class="mw-footer-container"> <footer id="footer" class="mw-footer" > <ul id="footer-info"> <li id="footer-info-lastmod"> La dernière modification de cette page a été faite le 29 août 2024 à 16:47.</li> <li id="footer-info-copyright"><span style="white-space: normal"><a href="/wiki/Wikip%C3%A9dia:Citation_et_r%C3%A9utilisation_du_contenu_de_Wikip%C3%A9dia" title="Wikipédia:Citation et réutilisation du contenu de Wikipédia">Droit d'auteur</a> : les textes sont disponibles sous <a rel="nofollow" class="external text" href="https://creativecommons.org/licenses/by-sa/4.0/deed.fr">licence Creative Commons attribution, partage dans les mêmes conditions</a> ; d’autres conditions peuvent s’appliquer. 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