THE COMMON ION EFFECT IN SULFENYLHALOGENATION OF ALKENES IN FORMIC-ACID

The reactions of 2,4-dinitrobenzenesulfenyl chloride with cyclohexene and allylbenzene in formic acid were studied. In this solvent, the rea ction yields solvo-adducts and the products of addition of the reagent to the double bond. The reaction follows kinetics of the second order , first order with respect to each reagent. The hydrogen chloride evol ved in the reaction has no effect on the overall Fate of the process b ut sharply decreases the rate of accumulation of solvo-adducts due to the common ion effect. In the reaction with allylbenzene, the yield of the solvo-adduct can vary under the action of HCl from 88% at low deg rees of reagent conversion to 30% when the reaction is complete.