Development of Odorless Sulfur Reagents and Their Applications

摘要

Development of odorless thiols [1-dodecanethiol (Dod-SH),4-trimethylsilylphenylmethanethiol(TMSBM),4-trimethylsilylbenzenethiol (TMSBT),and 6-morpholinohexanethiol (MHT)] andodorless sulfides [dodecyl methyl sulfide (Dod-S-Me),methyl 6-morpholinohexyl sulfide(MMS)] and their sulfoxides [dodecyl methyl sulfoxide (Dod-S(O)-Me),methyl 6-morpholino-hexyl sulfoxide (MMSO)] as odorless substitutes for the foul-smelling ethanethiol,benzyl mer-captan,benzenethiol,and dimethyl sulfide (DMS) is described.They are conveniently applied tordealkylation,thiol exchange reaction,reductive ozonolysis,Corey-Kim oxidation,Swern oxidationhydroboration,and reduction.The products of these reactions utilizing morpholme based thiolMHT,sulfide MMS and its sulfoxide MMSO can be easily purified by only acid-base extractionwithout involving chromatography,thereby eliminating unpleasant odors,saving time and protect-ing the environment.In view of current environmental and economic factors,the utility ot thesesimple reagents could be enormously beneficial.