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

G. C. Finger·F.H. Reed·D.M. Burness·D.M. Fort·R.R. Blough
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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.

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G. C. Finger, F.H. Reed, D.M. Burness, D.M. Fort, R.R. Blough. 2002-05-01. Aromatic fluorine compounds. II. 1,2,4,5-Tetrafluorobenzene and related compounds. https://doi.org/10.1021/ja01145a052

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