Reference

Aromatic fluoro derivatives

Aromatic fluoro derivatives. XCVIII. Heptafluorophenylacetic acid. Preparation and certain properties. Bardin, V. V.; Furin, G. G.; Yakobson, G. G. (Novosib. Inst.Several substances are used for example 653-21-4 which is its cas registry number. Org. Khim., Novosibirsk, USSR). Zh. Org. Khim., 20(3), 567-73 (Russian) 1984. CODEN: ZORKAE. ISSN: 0514-7492. DOCUMENT TYPE: Journal CA Section: 25 (Benzene, Its Derivatives, and Condensed Benzenoid Compounds) Fluorinating C6F5CH2CN with FClO3 in anhyd. DMF contg. CsF at 20-40° gave 25% C6F5CHFCN and 10% C6F5CF2CN (I), and acidic hydrolysis of I gave 65% C6F5CF2CO2H (II). Chlorinating C6F5CH2CO2H with PCl5 at 220° yielded 50% C6F5CCl2COCl, which gave 44% C6F5CF3, 25% C6F5COF and 26% C6F5CF2COF (III) with SbF3-SbCl5 at 150-160°. Oxidizing C6F5CF2CF:CF2 with KMnO4 in Me2CO at 20-40° gave 50% II, which yielded 91% C6F5CF2CO2Me with CH2N2 in Et2O, 60% III with SF4 in an autoclave, and 80% C6F5CF2COCl with refluxing PCl5 and then 80% C6F5CF2CONH2 (IV) with NH3 in CH2Cl2. Dehydrating IV with P2O5 at 250-270° gave 90% I. .