Substitution of Chloride Ion in Bis(2-Chloroethyl) Sulfide (HD) by Various Oxygen Anions

reportActive / Technical Report | Accession Number: ADA224001 | Open PDF

Abstract:

The chemical warfare agent bis2-chloroethyl sulfide, HD Mustard Gas reacts with the potassium salts of benzohydroxamic acid, phenol and 2,3- butanedione monoxime in aqueous ethanol to give solid crystalline products in greater than 80 yields. These products have been isolated, purified and characterized. Analysis shows that both chloride atoms of HD have been substituted by the respective oxygen anion group in the products. These results indicate that, in this system, nucleophilic substitution of mustard is preferred over the elimination mechanism.

Author(s):
Dunn, Edward J. ; Miller, Raynor K.
Author Organization(s):
DEFENCE RESEARCH ESTABLISHMENT OTTAWA (ONTARIO)
Descriptive Note:
Technical note
Supplementary Note:
Abstract in English and French.
Pagination:
0020

Security Markings

DOCUMENT & CONTEXTUAL SUMMARY

Distribution:
Approved For Public Release
Distribution Statement:
Approved For Public Release; Distribution Is Unlimited.

RECORD

Collection: TR
Identifying Numbers
Report Number(s):
DREO-TN-90-9
 Subject Terms
Joint Capability Areas:
JCA_6.3.3_Spectrum Management; JCA_6_Net Centric; JCA_8.2.4_Leverage Capacities and Capabilities of Security Establishments; JCA_8.2_Shape; JCA_8_Building Partnerships; JCA_6.3_Net Management; JCA_3.2_Engagement; JCA_3_Force Application; JCA_5.3_Planning; JCA_5_Command and Control; JCA_3.2.1_Kinetic Means
Communities of Interest:
No COI(s) Identified
Descriptor(s):
*NUCLEOPHILIC REACTIONS, *MUSTARD AGENTS, CANADA, CRYSTALS, ATOMS, SOLIDS, GASES, OXYGEN, CHLORIDES, SUBSTITUTES, SALTS, ELIMINATION, ANIONS, PHENOLS, POTASSIUM COMPOUNDS, SUBSTITUTION REACTIONS, ETHANOLS, IONS, WATER
Field(s)/Group(s):
Chemical, Biological and Radiological Warfare
Keyword(s):
FOREIGN REPORTS
Report Date:
1990 Jan 01