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Mechanism of the Acid-catalyzed Rearrangement of Thionocarbamates
Authors:Yoshiro Kinoshita  Michinori Misaka  Shuhei Kubota  Hisao Ishikawa
Affiliation:Department of Agricultural Chemistry, Faculty of Agriculture, Ehime University
Abstract:A mixture of two thionocarbamates was subjected to the acid-catalyzed rearrangement. A sample of the reaction mixture was analyzed by glpc and resolved into four components. From the cross-over result, it has been concluded that the acid-catalyzed rearrangement of alkyl thionocarbamates into the isomeric thiolcarbamates proceeds by an intermolecular alkylating mechanism. This conclusion was supported by the detection of a transalkylated intermediate.
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