Carbon-14 kinetic isotope effects and mechanisms of addition of 2,4-dinitrobenzenesulfenyl chloride to substituted styrenes in the presence of lithium perchlorate☆

Abstract The k/ α k isotope effect for addition of ArSCI to p -methylstyrene is small and unchanged by addition of LiClO ; k/ β k is high and unchanged. For styrene and p -chlorostyrene k/ β k values are high and unchanged, while k/ α k increases from ∼ 1.025 to ∼ 1.04. p -Methylstyrene reacts through an open carbenium ion and the other two have cyclic intermediates.