Studies on Organic Fluorine Compounds. XVII. Reaction of Benzotrifluoride Derivatives with Sodium Amide

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Reaction of benzotrifluoride derivatives with sodium amide was examined. o-Nitro-and p-amino-benzotrifluoride gave the corresponding benzonitriles. m-Nitrobenzotrifluoride gave 3, 3'-bis (trifluoromethyl) azoxybenzene and 3, 8-bis (trifluoromethyl) benzo [c]-cinnoline 5-oxide. p-Nitrobenzotrifluoride gave p-nitrobenzonitrile, 2, 2'-dinitro-5, 5'-bis (trifluoromethyl) biphenyl and 4, 4'-dicyanoazoxybenzene. Reaction mechanism for each product is proposed.