THE REACTION OF DIMETHYLSULFOXIDE AND 5-DIMETHYL AMINONAPHTHALENE-1- SULFONYL CHLORIDE
Abstract
The reaction of dimethylsulfoxide and 5-dimethyl aminonaphthalene-1- sulfonyl chloride was studied under the conditions of a pseudo-unimolecular reaction with the dimethylsulfoxide in excess. The reaction produced 5-dimethyl amino-naphthalene- 1-sulfonic acid and chlorodimethyl sulfide. The mean rate of disappearance of the sulfonyl chloride was measured as 1.123 + or - 0.232 x 10 to the -3rd power per sec and the appearance of the sulfonic acid as 1.404 + or - 0.229 x 10 to the -3rd power per sec based upon the initial concentration of the sulfonyl chloride. Chlorodimethyl sulfide was identified by gas chromatography and the sulfonic acid by its absorption properties and decomposition point. A reaction mechanism is proposed based on a sulfoxonium intermediate.
Document Details
- Document Type
- Technical Report
- Publication Date
- Apr 01, 1966
- Accession Number
- AD0482394
Entities
People
- Robert E. Boyle