Fluorinated aromatic compounds

Fluoronaphthalenes and other fused-ring fluoroaromatics, Side-chain fluotinated aromatics, 

For fluorine-free products, the labiUty of fluorine in fluoronitrobenzenes and other activated molecules permits it to serve as a handle in hair-dye manufacturing operations, high performance polymers such as polyetheretherketone (PEEK), production of dmgs such as diuretics, and fiber-reactive dyes. Labile fluorine has also been used in analytical appHcations and biological diagnostic reagents. 

Diazotization Routes. Conventional Sandmeyer reaction conditions are not suitable to make fluoroaromatics. Phenols primarily result from high solvation of fluoride ion in aqueous media. 

Fluoroaromatics are produced on an industrial scale by diazotization of substituted anilines with sodium nitrite or other nitrosating agents in anhydrous hydrogen fluoride, followed by in situ decomposition (fluorodediazoniation) of the aryldiazonium fluoride (21). The decomposition temperature depends on the stabiHty of the diazonium fluoride (22,23). A significant development was the addition of pyridine (24), tertiary amines (25), and ammonium fluoride (or bifluoride) (26,27) to permit higher decomposition temperatures ( 50° C) under atmospheric pressure with minimum hydrogen fluoride loss. 

The Balz-Schiemaim reaction is a useful laboratory and industrial method for the preparation of fluoroaromatics. The water-insoluble diazonium fluoroborate is filtered, dried, and thermally decomposed to give the aryl fluoride, nitrogen, and boron trifluoride (28—30). 

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FLUORINECOMPOUNDS,ORGANIC - FLUORINATED AROMATIC COMPOUNDS] (Volll)... 

FLUORINECOMPOUNDS,ORGANIC - FLUORINATED AROMATIC COMPOUNDS] (Volll) Bis(4-fluorophenyl)tri-4-tolylbismuth [124652-38-6]... 

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