31350-91-1

Basic information

• Product Name: Benzene, 1-[(R)-(chloromethyl)sulfinyl]-4-methyl-
• CAS NO: 31350-91-1
• Molecular Formula: C8H9ClOS
• Molecular Weight: 188.678
• Mol File: 31350-91-1.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Benzene, 1-[(R)-(chloromethyl)sulfinyl]-4-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-[(R)-(chloromethyl)sulfinyl]-4-methyl-(31350-91-1)
• EPA Substance Registry System: Benzene, 1-[(R)-(chloromethyl)sulfinyl]-4-methyl-(31350-91-1)

Safety Data

• Hazardous Substances Data: 31350-91-1(Hazardous Substances Data)

Upstream product

• 24824-93-9 chloromethyl p-tolyl sulfoxide 
• 1519-39-7 (R)-methyl p-tolyl sulfoxide 
• 1517-82-4 (-)-menthyl p-toluenesulfinate 

Downstream Products

• 406949-67-5 1-Chloro-2-phenyl-1-((R)-toluene-4-sulfinyl)-propan-2-ol 
• 1190208-79-7 C₂₂H₂₈ClNO₄S 
• 1240260-48-3 C₁₃H₁₆BrClO₂S 
• 1240260-46-1 C₁₃H₁₆BrClO₂S 
• 1221165-94-1 C₁₈H₁₈BrClO₂S 
• 101836-35-5 (-)-1-(p-tolylsulfinyl)-2-heptanone 
• 116386-57-3 (2R,3R)-2-Decyl-3-(5-methyl-hexyl)-2-(toluene-4-sulfinyl)-oxirane 
• 116386-57-3 (2R,3S)-2-Decyl-3-(5-methyl-hexyl)-2-(toluene-4-sulfinyl)-oxirane 
• 117326-72-4 (R)-1-(tert-Butyl-dimethyl-silanyloxy)-3-chloro-2-methyl-4-phenyl-3-((R)-toluene-4-sulfinyl)-butan-2-ol 
• 117326-73-5 (-)-(2R,3R)-2,3-epoxy-1-(tert-butyldimethylsiloxy)-2-methyl-4-phenyl-3-(p-tolylsulfinyl)butane 
• 117406-97-0 (-)-(2S,3R)-2,3-epoxy-1-(tert-butyldimethylsiloxy)-2-methyl-4-phenyl-3-(p-tolylsulfinyl)butane 
• 116498-90-9 (7S,8R)-8-Chloro-2-methyl-8-((R)-toluene-4-sulfinyl)-octadecan-7-ol 
• 116386-56-2 (7R,8R)-8-Chloro-2-methyl-8-((R)-toluene-4-sulfinyl)-octadecan-7-ol 
• 116386-57-3 (2R,3R)-2-Decyl-3-(5-methyl-hexyl)-2-((R)-toluene-4-sulfinyl)-oxirane 

Relevant articles and documents

Enzymatic kinetic resolution of chiral sulfoxides-an enantiocomplementary approach

A new enzymatic assay for the preparation of chiral sulfoxides that is enantiocomplementary to the known (S)-enantiomer-reducing activity of methionine sulfoxide reductase A (MsrA) is described. To this end, we have utilized the enzyme DMSO reductase (DmsABC), recently discovered by us being highly upregulated in stationary phase E. coli bacteria.

A Novel Approach to the Asymmetric Synthesis of Epoxides, Allylic Alcohols, α-Amino Ketones, and α-Amino Aldehydes from Carbonyl Compounds through α,β-Epoxy Sulfoxides Using the Optically Active p-Tolylsulfinyl Group To Induce Chirality

A practical and relatively inexpensive procedure for the preparation of (-)-chloromethyl p-tolyl sulfoxide of high optical purity was accomplished by the chlorination of optically pure (+)-methyl p-tolyl sulfoxide with N-chlorosuccinimide in the presence of K2CO3.The (-)-chloromethyl p-tolyl sulfoxide was alkylated to give a diastereomeric mixture of (-)-1-chloroalkyl p-tolyl sulfoxides.Addition of the anion derived from these sulfoxides to ketones or aldehydes afforded chlorohydrins in quite good yields with complete 1,2-asymmetric induction.Treatment of these chlorohydrins with a base gave optically active α,β-epoxy sulfoxides.On treatment with n-BuLi, the α,β-epoxy sulfoxides gave epoxides or allylic alcohols of high optical purity.This novel procedure was applied to a short synthesis of optically active (+)-disparlure, the sex attractant of the female gypsy moth.Aminolysis of the α,β-epoxy sulfoxides gave optically active α-amino ketones and α-amino aldehydes in quite good yields.