title: Novel Rearrangements of 2,3-Dimercapto-1-propanol Derivatives: Formation of Dialkyl Sulfide, Dialkyl Disulfide, and 1,2,3-Tris(alkylthio)propane.
abstract: The base alkylation of 2,3-dimercapto-1-propanol with alkyl halides leads in good yield to 2,3-bis(alkylthio)-1-propanol and dialkyl sulfide. The reaction of 2,3-bis(alkylthio)-1-propanol with catalytic concentrated sulfuric acid proceeds with rearrangement to give 1,2,3-tris(alkylthio)propane and dialkyl disulfide. The rearrangement reaction takes place through a common intermediate thiaranium intermediate 8.
authors.affiliation: Department of Chemistry, National Sun Yat Sen University, Kaoshiung, Taiwan 804.
authors.forename: Chi Wi
authors.initials: CW
authors.lastname: Ong
authors.forename: Yi Meen
authors.initials: YM
authors.lastname: Chou
authors.forename: Junn Nan
authors.initials: JN
authors.lastname: Wang