Preparation of 4-bromo-O-xylene using excess bromine

Details Preparation of 4-bromo-O-xylene using excess bromine Preparation of 4-bromo-O-xylene using excess bromine

1991-02-22

1992-04-21

Lone, Werren B.

Organic compounds -- part of the class 532-570 series

Organic compounds

Halogen containing

570207, 570209, C07C 1712

Patent

active

051070456

ABSTRACT:
A regioselective process is provided for preparing 4-bromo-o-xylene in an isomer mixture of 4-bromo-o-xylene and 3-bromo-o-xylene by combining a molar excess of bromine with o-xylene. The produced 3-bromo-o-xylene isomer preferentially reacts with the excess bromine to produce dibromo-o-xylenes. The weight ratio of the 4-bromo-o-xylene to the 3-bromo-o-xylene in the product isomer mixture can be as high as about 97:3. Concurrent production of alpha-bromo-o-xylene is avoided by conducting the admixing in either darkness or in sulfur dioxide solution. The dibromo-o-xylene by products are easily separated by subsequent vacuum distillation or similar expedients.

REFERENCES:
patent: Re32606 (1988-02-01), Stepniczka
patent: 2452154 (1948-10-01), Ross
patent: 2591498 (1952-04-01), Betts et al.
patent: 3932542 (1976-01-01), Gerns
patent: 5026832 (1991-06-01), Meszaros

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