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Orientation in methylation and phenylation of alkylbenzenes by cations generated by the nuclear chemical method

Journal Article · · J. Gen. Chem. USSR (Engl. Transl.); (United States)
OSTI ID:6961063
The distribution of the isomers and the relative activity of alkylbenzenes in electrophilic methylation and phenylation with methyl and phenyl cations generated by the nuclear chemical method are examined. These reactions are a convenient model of aromatic electrophilic substitution. Free methyl cations were generated by radioactive ..beta../sup -/ decay of tritium in totally tritiated methane. Free phenyl cations were generated from totally tritiated benzene C/sub 6/T/sub 6/ according to a similar scheme. During the reaction with alkylbenzenes methyl cations form isomeric alkyltoluenes and tritium-labeled toluene. The phenyl cations react with the alkylbenzenes and form isomeric alkyldiphenyls and tritium-labeled diphenyl. Both the Nathan-Baker substrate and position effects caused by the steric effect of the alkyl substitutents are observed in methylation and phenylation of alkylbenzenes by CT/sub 3//sup +/ and C/sub 6/T/sub 5//sup +/ cations generated by the nuclear chemical method.
Research Organization:
A. A. Zhdanov Leningrad State Univ. (USSR)
OSTI ID:
6961063
Journal Information:
J. Gen. Chem. USSR (Engl. Transl.); (United States), Journal Name: J. Gen. Chem. USSR (Engl. Transl.); (United States) Vol. 57:5; ISSN JGCHA
Country of Publication:
United States
Language:
English

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