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.
Aplicaciones
El cloruro de 2-propanosulfonilo se utiliza como intermedio farmacéutico. Mediante la reducción del éster de 2-propanosulfonilo con trietilborohidruro de litio, se ha conseguido la escisión reductiva de un alcohol secundario a metileno.
Solubilidad
Reacciona con agua.
Notas
Mantener el recipiente bien sellado. Almacenar en un lugar fresco y seco y en recipientes bien sellados. Incompatible con agentes oxidantes y bases. Almacenar en gas inerte seco. Es sensible a la humedad.
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).