24974-73-0

Basic information

• Product Name: (3-CHLORO-PHENYL)-METHANESULFONYL CHLORIDE
• Synonyms: (3-Chlorophenyl)methanesulfonyl chloride ,97%;(3-chlorophenyl)methanesulfonyl chloride(SALTDATA: FREE);3-Chloro-^a-toluenesulfonyl chloride, 96%;3-Chloro-alpha-toluenesulfonyl chloride;(3-CHLORO-PHENYL)-METHANESULFONYL CHLORIDE;BENZENEMETHANESULFONYL CHLORIDE, 3-CHLORO-
• CAS NO: 24974-73-0
• Molecular Formula: C₇H₆Cl₂O₂S
• Molecular Weight: 225.09
• Mol File: 24974-73-0.mol
• Article Data: 13

Chemical Properties

• Melting Point: 69-72°C
• Boiling Point: 321.2 °C at 760 mmHg
• Flash Point: 148 °C
• Appearance: /
• Density: 1.499 g/cm³
• Vapor Pressure: 0.000569mmHg at 25°C
• Refractive Index: 1.578
• Sensitive: Moisture Sensitive
• CAS DataBase Reference: (3-CHLORO-PHENYL)-METHANESULFONYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: (3-CHLORO-PHENYL)-METHANESULFONYL CHLORIDE(24974-73-0)
• EPA Substance Registry System: (3-CHLORO-PHENYL)-METHANESULFONYL CHLORIDE(24974-73-0)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 20/21/22-34-22
• Safety Statements: 26-36/37/39
• RIDADR: 3261
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 24974-73-0(Hazardous Substances Data)

Usage

Uses

3-Chloro-alpha-toluenesulfonyl chloride is used as a pharmaceutical intermediate.

InChI:InChI=1/C7H6Cl2O2S/c8-7-3-1-2-6(4-7)5-12(9,10)11/h1-4H,5H2

Upstream product

• 620-20-2 1-Chloro-3-chloromethyl-benzene 
• 133067-71-7 S-(3-chloro)benzylisothiouronium chloride 

Relevant articles and documents

Rhodium-Catalyzed meta-C?H Functionalization of Arenes

Rhodium-catalyzed ortho-C?H functionalization is well known in the literature. Described herein is the Xphos-supported rhodium catalysis of meta-C?H olefination of benzylsulfonic acid and phenyl acetic acid frameworks with the assistance of a para-methoxy-substituted cyano phenol as the directing group. Complete mono-selectivity is observed for both scaffolds. A wide range of olefins and functional groups attached to arene are tolerated in this protocol.

Tert -Butyl Hypochlorite Mediated Oxidative Chlorination of S -Alkylisothiourea Salts: Synthesis of Sulfonyl Chlorides

Under neutral conditions, a variety of S-alkylisothiourea salts were smoothly converted into the corresponding sulfonyl chlorides through tert-butyl chlorite mediated oxidative chlorination in good to excellent yields after simple purification. In addition to the environmental and procedural advantages of this method, the neutral conditions potentially make it applicable to substrates that bear acid-sensitive functional groups. For example, the Cbz-protected 2-aminoethanesulfonyl chloride could be synthesized in moderate to good yields under the current neutral conditions, and the acid-sensitive Cbz-protecting group was not affected.

Convenient and environment-friendly synthesis of sulfonyl chlorides from S -alkylisothiourea salts via N-chlorosuccinimide chlorosulfonation

A convenient, practical, and environmentally friendly method for the synthesis of sulfonyl chlorides has been developed. Structurally diverse sulfonyl chlorides were synthesized in moderate to excellent yields from S-alkylisothiourea salts, which can be easily prepared from readily accessible alkyl halides or mesylates and inexpensive thiourea, via N-chlorosuccinimide chlorosulfonation. In large-scale syntheses, the byproduct succinimide from 'waste water' can be conveniently converted into the starting reagent N-chlorosuccinimide with sodium hypochlorite (bleach) to make the method sustainable. Georg Thieme Verlag Stuttgart, New York.