Abstract
The acid-catalysed hydrolyses of a number of episulphoxides in aqueous mineral acids have been studied. Ethylene, propylene, and styrene episulphoxides hydrolyse by concurrent A-2 and nucleophile-catalysed pathways. 3-Methyl- and 3,3-dimethyl-butylene 1,2-episulphoxide hydrolyse in sulphuric acid by an A-2 mechanism but in concentrated perchloric acid their rate profiles pass through a maximum and there is a changeover from an A-2 to an A-1 mechanism. Values of pKBH+ for these two episulphoxides have been determined.
Published Version
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More From: Journal of the Chemical Society, Perkin Transactions 2
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