Reactions of chemical warfare agents with DS2: Product identification by NMR. 2. 2-chloroethyl sulfides. Final report, February 1989-December 1990
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.
- Research Organization:
- Edgewood Research, Development and Engineering Center, Aberdeen Proving Ground, MD (United States)
- OSTI ID:
- 5855609
- Report Number(s):
- AD-A-267569/2/XAB; ERDEC-TR--034
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
450600* -- Military Technology
Weaponry
& National Defense-- Chemical & Biological-- (1990)
ALKYL RADICALS
CHALCOGENIDES
CHEMICAL REACTIONS
CHEMICAL WARFARE AGENTS
CHLORIDES
CHLORINE COMPOUNDS
CLEANING
DECONTAMINATION
ETHYL RADICALS
HALIDES
HALOGEN COMPOUNDS
MAGNETIC RESONANCE
NUCLEAR MAGNETIC RESONANCE
RADICALS
REACTIVITY
RESONANCE
SOLUBILITY
SPECTROSCOPY
SULFIDES
SULFUR COMPOUNDS
VARIATIONS
VINYL RADICALS
WEAPONS