Process for the directed chlorination of xylenes

Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal

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252429R, C07C 2504

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active

041906098

ABSTRACT:
A process for the production of nuclear chlorinated alkylbenzenes comprises reacting xylene with chlorine in the presence of a Lewis acid catalyst and a co-catalyst comprising a thianthrene compound or a mixture of thianthrene compounds characterized by the formula: ##STR1## where n is 0 to 1, and each X is independently hydrogen, an electron-withdrawing substituent or an electron-donating substituent with the proviso that the total number of electron-donating substituents is no more than four; the total number of electron-withdrawing substituents is at least one and no more than seven; no more than three electron-donating substituents are present at the peri-positions; and when no electron-donating substituents are present on the thianthrene nucleus, at least one electron-withdrawing substituent is present at a peri-position.
The process is particularly useful in the preparation of 4-chloro-o-xylene and 4-chloro-m-xylene from o-xylene and m-xylene respectively.

REFERENCES:
patent: 4024198 (1977-05-01), Buckholtz et al.
patent: 4031142 (1977-06-01), Graham
patent: 4031147 (1977-06-01), Graham
patent: 4069263 (1978-01-01), Lin
patent: 4069264 (1978-01-01), Lin

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