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Aromatic fluorine compounds. II. 1,2,4,5-Tetrafluorobenzene and related compounds

Journal of the American Chemical Society

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, , , , and

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Abstract

The synthesis and properties of 1,2,4,5-tetrafluorobenzene and a group of bromofluoro and chlorofluorobenzenes with a predominating 1,2,4,5-structure are described. Flash point and surface tension data for the fluorinated benzenes and the influence of chlorine substitution upon these values were studied. Under nitration conditions, 1,2,4,5-tetrafluorobenzene will not form a nitro derivative, but will undergo a preferential 1,4-fluorine displacement-oxidation mechanism to give 2,5-difluoro-1,4-benzoquinone. Diazotization reactions on 2-nitro-3,4,6-trifluoroaniline reveal that the nitro group or a fluorine atom in the 4- or 6-position may become labilized, under certain conditions, and undergo replacement.

Additional Publication Details

Publication type:
Article
Publication Subtype:
Journal Article
Title:
Aromatic fluorine compounds. II. 1,2,4,5-Tetrafluorobenzene and related compounds
Series title:
Journal of the American Chemical Society
Volume
73
Issue:
1
Year Published:
1951
Language:
English
Larger Work Type:
Article
Larger Work Subtype:
Journal Article
Larger Work Title:
Journal of the American Chemical Society
First page:
145
Last page:
149