Mechanism of the Acid-catalyzed Rearrangement of Thionocarbamates |
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Authors: | Yoshiro Kinoshita Michinori Misaka Shuhei Kubota Hisao Ishikawa |
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Affiliation: | Department of Agricultural Chemistry, Faculty of Agriculture, Ehime University |
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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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