92573-49-4Relevant academic research and scientific papers
REACTION OF Α-CHLORO KETONES WITH THIOLS
Mursakulov, I. G.,Ramazanov, E. A.,Kerimov, F. F.,Abbasov, I. M.,Zefirov, N. S.
, p. 1416 - 1425 (2007/10/02)
The reaction of α-chloro ketones with ethane-, propane-, and butanethiols leads to the corresponding (alkylthio)alkenes.Noncyclic chloro ketones give a mixture of the cis and trans isomers of di(alkylthio)alkenes, while the reaction of α-chloropinacoline leads only to the cis isomers of the 1,2-di(alkylthio)-3,3-dimethyl-1-butene.The mechanism of the reaction of α-chloro ketones with thiols includes nucleophilic substitution of the chlorine with the formation of alkylthio ketones.The addition of a further molecule leads to the corresponding intermediate alkylthio a cohols, which are easily dehydrated to the final products under the acidic conditions.
