240877

p-Toluenesulfonyl chloride

ReagentPlus^®, ≥99%

• Synonyme(s) : TsCl, Tosyl chloride
• Formule linéaire : CH₃C₆H₄SO₂Cl
• Numéro CAS: 98-59-9
• Poids moléculaire : 190.65
• Numéro Beilstein : 607898
• Numéro CE : 202-684-8
• Numéro MDL: MFCD00007450
• Code UNSPSC : 12352100
• ID de substance PubChem : 57648053
• Nomenclature NACRES : NA.21

Propriétés

• Pression de vapeur: 1 mmHg ( 88 °C)
• Niveau de qualité: 200
• Gamme de produits: ReagentPlus^®
• Pureté: ≥99%
• Forme: solid
• Point d'ébullition: 134 °C/10 mmHg (lit.)
• Pf: 65-69 °C (lit.)
• Solubilité: benzene: freely soluble(lit.); chloroform: freely soluble(lit.); ethanol: freely soluble(lit.); water: insoluble(lit.)
• Chaîne SMILES: Cc1ccc(cc1)S(Cl)(=O)=O
• InChI: 1S/C7H7ClO2S/c1-6-2-4-7(5-3-6)11(8,9)10/h2-5H,1H3
• Clé InChI: YYROPELSRYBVMQ-UHFFFAOYSA-N

Description

Description générale

p-Toluenesulfonyl chloride is an organic sulfonyl chloride mainly used to convert hydroxyl groups into good leaving group by forming sulfonates.

Application

p-Toluenesulfonyl chloride may be used in the following processes:

• In combination with N-methylimidazole for the esterification or thioesterification of carboxylic acids and alcohols or thiols.
• As an additive to enhance the yield of symmetrical biaryls via palladium chloride catalyzed homo-coupling of arylboronic acids in the absence of ligands.
• As a positive chlorine source for the ?-chlorination of ketones.
• Solvent-free tosylation of alcohols and phenols in the presence of heterodoxy acids.
• As an activator for reaction between 2-alkynylbenzaldoxime and phenols to form 1-aroxyisoquinolines in the presence of silver triflate.
• As a catalyst for the solvent-free preparation of symmetrical bis(benzhydryl)ethers from benzhydrols.

Informations légales

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Informations sur la sécurité

• Pictogrammes: GHS05,GHS07
• Mention d'avertissement: Danger
• Mentions de danger: H290,H315,H317,H318
• Conseils de prudence: P280 - P302 + P352 - P305 + P351 + P338 + P310
• Classification des risques: Eye Dam. 1 - Met. Corr. 1 - Skin Irrit. 2 - Skin Sens. 1
• Code de la classe de stockage: 8B - Non-combustible corrosive hazardous materials
• Classe de danger pour l'eau (WGK): WGK 1
• Point d'éclair (°F): 262.4 °F - closed cup
• Point d'éclair (°C): 128 °C - closed cup
• Équipement de protection individuelle: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges