
%0 Journal Article
%A Tilley, RI 
%A Leslie, DR 
%T Rates of Reaction of the Sulfoxides and Sulfones of Sulfur Mustard and 2-Chloroethyl Ethyl Sulfide With Hydroxide Ion in Water
%J Australian Journal of Chemistry
%D 1995/10/01
%V 48
%N 10
%P 1781-1786
%K 
%R https://doi.org/10.1071/CH9951781
%U https://www.publish.csiro.au/paper/CH9951781 
%X The reactions of the sulfoxides and sulfones of sulfur mustard and an analogue, 2-chloroethyl ethyl sulfide, with hydroxide ion in aqueous solution at 25&#176; have been studied. In contrast with the behaviour of the parent sulfides, for which exclusive substitution of chlorine is observed under comparable conditions, the oxidized compounds react through base-catalysed elimination of HCl to give the corresponding alkenes. Second-order rate constants for these reactions are reported and implications for the metabolism of sulfur mustard are discussed. 
