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Fluorination of 1,2,3,4- and 1,2,3,5-tetrahalobenzenes with potassium fluoride in dimethyl sulfone

Journal of Fluorine Chemistry

By:
, , and
DOI: 10.1016/S0022-1139(00)82962-0

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Abstract

1,2,3,4-Tetrachlorobenzene, 1,2,3,5-tetrachlorobenzene, 2,4,6-trichlorofluorobenzene, and 2,6-dichloro-1,4-difluorobenzene were fluorinated with potassium fluoride and potassium fluoride-cesium fluoride mixtures in dimethyl sulfone. By varying the concentration, temperature and reaction time, the degree of fluorination could be controlled to some extent. The optimum conditions for producing mono-, di- and tri-fluoro-substituted chlorobenzenes and trace amounts of tetrafluorobenzene from the corresponding tetrachlorobenzenes are given. 1,2,3,5-Tetrafluorobenzene was obtained in 44.8% yield from 2,6-dichloro-1,4-difluorobenzene. 1,2,3,4-Tetrafluorobenzene was obtained in only trace amounts from 1,2,3,4-tetrachlorobenzene. A total of 24 new chlorofluorobenzenes and intermediates are described. Fluorination with potassium fluoride and certain other metal fluorides was also investigated. ?? 1972.

Additional Publication Details

Publication type:
Article
Publication Subtype:
Journal Article
Title:
Fluorination of 1,2,3,4- and 1,2,3,5-tetrahalobenzenes with potassium fluoride in dimethyl sulfone
Series title:
Journal of Fluorine Chemistry
DOI:
10.1016/S0022-1139(00)82962-0
Volume
1
Issue:
4
Year Published:
1972
Language:
English
Publisher:
Elsevier
Larger Work Type:
Article
Larger Work Subtype:
Journal Article
Larger Work Title:
Journal of Fluorine Chemistry
First page:
415
Last page:
425