83594-06-3

Basic information

• Product Name: 2-(phenylthio)ethanesulfonyl chloride
• Synonyms: 2-(phenylthio)ethanesulfonyl chloride
• CAS NO: 83594-06-3
• Molecular Weight: 236.743
• Mol File: 83594-06-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2-(phenylthio)ethanesulfonyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(phenylthio)ethanesulfonyl chloride(83594-06-3)
• EPA Substance Registry System: 2-(phenylthio)ethanesulfonyl chloride(83594-06-3)

Safety Data

• Hazardous Substances Data: 83594-06-3(Hazardous Substances Data)

Usage

General Description

2-(phenylthio)ethanesulfonyl chloride is a chemical compound with the molecular formula C8H9ClO2S2. It is a sulfonating agent and a reagent used in organic synthesis. The compound is a colorless to pale yellow liquid with a strong odor, and it is highly reactive with water. It is commonly used in the production of various pharmaceutical and agrochemical products, as well as in the manufacturing of dyes and pigments. Due to its reactivity and potential hazards, it should be handled with care and stored in a cool, dry place away from sources of heat and ignition.

Upstream product

• 64440-79-5 sodium 2-(phenylthio)ethanesulfonate 
• 6608-47-5 vinylsulfonyl chloride 
• 108-98-5 thiophenol 
• 54899-10-4 lithium 2-(phenylthio)ethanesulfinate 

Downstream Products

• 96852-83-4 2-phenylsulfanyl-ethanesulfonic acid amide 
• 5535-49-9 2-Chloroethyl phenyl sulfide 
• 117264-55-8 neopentyl 2-(phenylthio)ethanesulfonate 
• 75391-24-1 2,2-dimethylpropyl ethenesulfonate 

Relevant articles and documents

Synthesis and thermolysis of 2-(phenylthio)ethanesulfonyl chloride. The absence of a reported "rearrangement of radicals with migration of the chlorine atom from sulfur to carbon"

2-(Phenylthio)ethanesulfonyl chloride (1) is the major product of the reaction of (a) lithium 2-(phenylthio)ethanesulfinate (6) and chlorine, and, notwithstanding contrary reports, also of (b) benzenethiol (3) and ethenesulfonyl chloride (4), and (c) sodium 2-(phenylthio)ethanesulfonate (5) and phosphorus pentachloride.The rearrangement referred to in the title, which was proposed to account for the isolation of 2-(phenylthio)ethyl chloride (2) rather than 1 from 3 and 4, therefore does not occur.Desulfonylation of 1 to form 2, however, readily takes place thermally and, in accord with a rate-determining internal displacement of the chlorosulfonyl group with formation of the episulfonium ion, shows a substantial increase in rate with increase in solvent polarity.