Accession Number : ADA267569


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


Descriptive Note : Final rept. Feb 89-Dec 90,


Corporate Author : EDGEWOOD RESEARCH DEVELOPMENT AND ENGINEERING CENTER ABERDEEN PROVING GROUND MD


Personal Author(s) : Szafraniec, Linda L ; Beaudry, William T ; Leslie, D R


Full Text : https://apps.dtic.mil/dtic/tr/fulltext/u2/a267569.pdf


Report Date : Jun 1993


Pagination or Media Count : 21


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


Descriptors :   *DECONTAMINATION , *CHLORIDES , *MUSTARD AGENTS , *CHEMICAL WARFARE AGENTS , *HD AGENT , *ETHYL RADICALS , *SULFIDES , NUCLEAR MAGNETIC RESONANCE , VINYL RADICALS , NUCLEOPHILIC REACTIONS , SPECTROSCOPY , ELIMINATION , SOLUBILITY , WATER , REACTIVITIES , CHEMICAL REACTIONS


Subject Categories : Organic Chemistry
      Physical Chemistry
      Chemical, Biological and Radiological Warfare


Distribution Statement : APPROVED FOR PUBLIC RELEASE