Issue 0, 1971

Photochemical reactions of chlorobenzene derivatives in benzene

Abstract

U.v. irradiation of a variety of substituted chlorobenzenes in benzene gives the corresponding biphenyls, accompanied in some cases by products of reductive dechlorination. m-Chlorofluorobenzene and p-bromochlorobenzene react with selective replacement of the heavier halogen. Isomer ratios have been measured for the photochemical phenylation of anisole with chloro-, bromo-, and iodo-benzenes. The excited singlet state of the chloro-compound is implicated in the mechanism of these reactions. Chloronitrobenzenes, which are photostable in benzene, are slowly reduced to nitrobenzene on irradiation in ethanol.

Article information

Article type
Paper

J. Chem. Soc. C, 1971, 3363-3367

Photochemical reactions of chlorobenzene derivatives in benzene

G. E. Robinson and J. M. Vernon, J. Chem. Soc. C, 1971, 3363 DOI: 10.1039/J39710003363

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