The effect of methylmercapto, methylsulfinyl, and methylsulfonyl groups on the equilibrium in three-carbon prototropic systems

DE O'Connor, WI Lyness

Index: O'Connor,D.E.; Lyness,W.I. Journal of the American Chemical Society, 1964 , vol. 86, p. 3840 - 3846

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Citation Number: 73

Abstract

The positions of base-catalyzed equilibrium between the a,@- and@, y-unsaturated isomers of alkenyl methyl sulfides, sulfoxides, and sulfones,(eq. 2, X=-SCHa,-SOCH3, and-SOsCH3) have been determined In the compounds containing an alkyl group attached'to the y-carbon atom, the ratios of@, y-to a,@-unsaturated isomers are: in sulfides (X=-SCH3), 34: 66; in, sulfoxides (X=-SOCH,), 96: 4; in sulfones (X=-SOCHI),> 99: 1. In the allyl-propenyl ...

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