Reduction with lithium aluminum hydride of 2, 2, 4, 4-(tetramethyl) pentane-3-thione (3) gives the thiol (2). Treatment of 2 with chlorine affords 2, 2, 4, 4-(tetramethyl) pentane-3- sulfenyl chloride (41, the reactions of which were investigated. Substitution of 4 on sulfur proceeds normally with diazomethane, phthalimide. and methanol. Hydrolysis of 4 likely provides the corresponding sulfenic acid (ll), which dimerizes to a thiol sulfoxide (7). ...