S-Phenyl thioacetate (1) quantitatively reacted with 1/2 mole of bromine (or chlorine), yielding acetyl bromide (or chloride) and phenyl disulfide. With iodine, 1 formed a complex, which reacted with an alcohol (MeOH, Me3CCH2OH, PhCH2OH), forming the corresponding ester; a catalytic amount of iodine was sufficient for this transesterification. 1 reacted quantitatively with 1-chlorobenzotriazole. The reaction of 1 with t-butyl hypochlorite yielded t-butyl acetate (70%) and acetyl chloride(30%).
Photolysis of phenylazo p-tolyl sulfone and p-chlorophenylazo p′-tolyl sulfone in aromatic solvents at room temperature was investigated. The products were analyzed, and the isomer distribution and partial rate factors in arylation of mono-substituted benzenes were determined. The results indicate that the photolysis involves formation of aryl radicals and p-tolylsulfonyl radicals.
Di-p-tolyl disulfone and diphenyl disulfone were decomposed in various arenes by irradiation of UV light. The products found were arenesulfonic acids, arenesulfonic anhydrides, thiolsulfonates, diaryl sulfones, biaryls, and sulfur dioxide. All the findings indicate that photolyses of α-disulfones yield a pair of arenesulfonyl radicals.
Naphthalene was polymerized by use of anhydrous aluminum chloride. The polynaphthalene formed was soluble in various organic solvents. The molecular weight determination suggested that the average degree of polymerization was six. The NMR spectrum indicated the presence of non-aromatic hydrogens, and the elemental analysis roughly corresponded with (C10H8)n. The reactions of the polymer was examined such as hydrogenation, bromination, thermal dehydrogenation, chloromethylation and epoxidation.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.