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The stereochemistry of chlorination of sulfoxides with nitrosyl chloride
Author(s) -
Michael Werner
Publication year - 1971
Language(s) - English
Resource type - Dissertations/theses
DOI - 10.32469/10355/72705
Subject(s) - racemization , sulfoxide , chemistry , stereospecificity , pyridine , chloride , medicinal chemistry , dimethyl sulfoxide , kinetics , walden inversion , organic chemistry , polymer chemistry , catalysis , physics , quantum mechanics
"The reaction of nitrosyl chloride, with sulfoxides in the presence of pyridine was investigated. The reaction has been shown to be stereospecific at the sulfur atom with retention of configuration at this asymetric center. Racemization of sulfoxides by nitrosyl chioride was seen. (+)-ChloromethyI phenyl sulfoxide was shown to be of the same configuration as (+)-methyl phenyl sulfoxide. The kinetics of the reaction indicate that only two moles of nitrosyl chloride react with each mole of sulfoxide."-Summary

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