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

摘要

The chemical warfare agent bis(2-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. (JES)