NOVEL REARRANGEMENTS OF 2,3-DIMERCAPTO-1-PROPANOL DERIVATIVES - FORMATION OF DIALKYL SULFIDE, DIALKYL DISULFIDE, AND 1,2,3-TRIS(ALKYLTHIO) PROPANE

Authors
ONG CW CHOU YM WANG JN
Citation
Cw. Ong et al., NOVEL REARRANGEMENTS OF 2,3-DIMERCAPTO-1-PROPANOL DERIVATIVES - FORMATION OF DIALKYL SULFIDE, DIALKYL DISULFIDE, AND 1,2,3-TRIS(ALKYLTHIO) PROPANE, Journal of organic chemistry, 61(23), 1996, pp. 8244-8247
Citations number
8
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of organic chemistry → ACNP
ISSN journal
00223263
Volume
61
Issue
23
Year of publication
1996
Pages
8244 - 8247
Database
ISI
SICI code
0022-3263(1996)61:23<8244:NRO2D->2.0.ZU;2-B
Abstract
The base alkylation of 2,3-dimercapto-1-propanol with alkyl halides le ads in good yield to 2,3-bis(alkylthio)-1-propanol and dialkyl sulfide . The reaction of 2,3-bis(alkylthio)-1-propanol with catalytic concent rated sulfuric acid proceeds with rearrangement to give 1,2,3-tris(alk ylthio)propane and dialkyl disulfide. The rearrangement reaction takes place through a common intermediate thiaranium intermediate 8.