2-Propanesulfonyl chloride, 97%

Name: 2-Propanesulfonyl chloride, 97%
SKU: L02431.06

CAS: 10147-37-2 | C3H7ClO2S | 142.597 g/mol

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Catalog number L02431.06

also known as L02431-06

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Chemical Identifiers

CAS10147-37-2

IUPAC Namepropane-2-sulfonyl chloride

Molecular FormulaC3H7ClO2S

InChI KeyDRINJBFRTLBHNF-UHFFFAOYSA-N

SMILESCC(C)S(Cl)(=O)=O

Specifications

Specification Sheet

Appearance (Color)Clear, colourless to pale yellow

Assay (Titration ex Chloride)>96.0%

Assay (GC)>96.0%

Refractive Index1.4535 - 1.4585 @20?C

Formliquid

2-Propanesulfonyl chloride is used as a pharmaceutical intermediate. Reductive cleavage of a secondary alcohol to methylene has been achieved by reduction of the 2-propanesulfonyl ester with lithium triethylborohydride.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
2-Propanesulfonyl chloride is used as a pharmaceutical intermediate. Reductive cleavage of a secondary alcohol to methylene has been achieved by reduction of the 2-propanesulfonyl ester with lithium triethylborohydride.

Solubility
Reacts with water.

Notes
Keep container tightly sealed. Store in cool, dry conditions in well sealed containers. Incompatible with oxidizing agents and bases. Store under dry inert gas. It is sensitive to moisture.

RUO – Research Use Only

General References:

James F. King.; Joe Y. L. Lam.; Vinod Dave. tert-Butyl Cation Formation in the Hydrolysis of 2-Methyl-2-propanesulfonyl Chloride, the Simplest Tertiary Alkanesulfonyl Chloride. J. Org. Chem. 1995, 60 (9), 2831-2834.
Dennis N. Kevill.; Byoung-Chun Park.; Kyoung-Ho Park.; Malcolm J. D'souza.; Lamia Yaakoubd.; Stacey L. Mlynarski.; Jin Burm Kyong. Rate and product studies in the solvolyses of N,N-dimethylsulfamoyl and 2-propanesulfonyl chlorides. Org. Biomol. Chem. 2006, 4(8), 1580-1586.
Reductive cleavage of a secondary alcohol to methylene has been achieved by reduction of the 2-propanesulfonyl ester with lithium triethylborohydride. Reduction of the mesylate and tosylate yielded only the starting alcohol: J. Am. Chem. Soc., 107, 4088 (1985).