Accession Number:

ADA229663

Title:

Nucleophile-Assisted Hydrolysis of Mustard

Descriptive Note:

Final rept. Oct 1986-Oct 1988,

Corporate Author:

CHEMICAL RESEARCH DEVELOPMENT AND ENGINEERING CENTER ABERDEEN PROVING GROUND MD

Report Date:

1990-10-01

Pagination or Media Count:

32.0

Abstract:

The hydrolysis rate of 0.1-0.2M mustard typical field decontamination concentrations is inhibited by two processes 1 the recombination of the chloride ion with the ethylenesulfonium ion to form mustard, known as the return step and 2 the formation of stable and unreactive dimeric sulfonium chloride salts reaction between thiodiglycol and ethylenesulfonium ions. The above inhibitions can be completely eliminated by adding a large amount of a competitive nucleophile to the reaction mixture. The hydrolysis rate can thus be increased to a first-order rate that is controlled by the solvent polarity only. In this study, the nucleophile-assisted hydrolysis rates were measured by nuclear magnetic resonance techniques in a 50 vol acetone solution and in a microemulsion system. The competition rates of nucleophiles and chloride ion with water for reaction with the ethylenesulfonium ion are also discussed. js

Subject Categories:

  • Chemical, Biological and Radiological Warfare

Distribution Statement:

APPROVED FOR PUBLIC RELEASE