Reactions of Chemical Warfare Agents With DS2: Product Identification by NMR. 2. 2-Chloroethyl Sulfides

Abstract

C NMR spectroscopy was used to monitor the reactions of HD and 2- chloroethyl methyl sulfide (CEMS) with DS2. The 2-chloroethyl sulfides were found to rapidly dehydrohalogenate in DS2, forming their corresponding vinyl elimination products. The presence of water had an adverse effect on the solubility of the 2-chloroethyl sulfide: in DS2, and variations in the reaction profile as a function of added water showed that the decreased reactivity of the DS2/H2O solutions results from a change in reaction mechanism. As the amount of H2O increases, the reaction mechanism changes from a rapid elimination to a much slower nucleophilic SN1 process. The major products from the SN1 reaction result from substitution of the chloride in the 2-chloroethyl sulfides by the diethylenetriamine (DETA) in the DS2.... CEMS, Decontamination, Elimination, HD, Nucleophilic substitution, NMR, DS2

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Document Details

Document Type
Technical Report
Publication Date
Jun 01, 1993
Accession Number
ADA267569

Entities

People

  • D. R. Leslie
  • Linda L. Szafraniec
  • William T. Beaudry

Organizations

  • Edgewood Chemical Biological Center

Tags

Communities of Interest

  • Biomedical

DTIC Thesaurus Topics

  • Chemical Reaction Properties
  • Chemical Synthesis
  • Chemical Warfare
  • Chemical Warfare Agents
  • Chemical Weapons
  • Chemistry
  • Decontamination
  • Elimination
  • Elimination Reactions
  • Engineering
  • Equations
  • Hydroxides
  • Organic Chemistry
  • Reaction Mechanisms
  • Resonance
  • Solubility
  • Standards

Fields of Study

  • Chemistry

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