The reaction of several see-alkyl sulfides with p-toluenesulfinic acid has been investigated. As with their primary counterparts, the principal reaction involves cleavage of the sulfide, the products being p-tolyl p-toluenethiolsulfonate, the sec-alkyl p-toluenethiolsulfonate, and the ketone derived from oxidation of the see-alkyl group. However, with 2-octyl sulfide the reaction appears to be somewhat more complex than usual, since some of the sulfide is ...