Polyfluorinated arylnitramines

N-methyl- and N-butylperfluoroarylamines are transformed by HNO3 into N-nitro-N-methyl- and N-nitro-N-butylperfluoroarylamines. These reactions were used to synthesise N-nitro-N-methylpentafluoroaniline and its p-CF3, -CN, -C6F5 substituted derivatives, N-nitro-N-methylperfluoro-2,4-xylidine, N-nitro-N-methyl-4-aminotetrafluoropyridine, N-nitro-N-methyl-5-aminoperfluoroindane, N-nitro-N-methyl-2-aminoheptafluoronaphthalene, 4,4′-bis(N-nitro-N-methylamino)octafluorobiphenyl from 4,4′-bis(N-methylamino)octafluorobiphenyl, N-nitro-N-n-butylpentafluoroaniline, N-nitro-N-n-butylperfluoro-p-toluidine, N-nitro-N-n-butyl-4-aminotetrafluoropyridine and N-nitro-bis(perfluoro-p-tolyl)amine. Tetrafluoro-p-benzoquinone and heptafluoro-p-toluquinol were obtained from N-methylpentafluoroaniline and N-methylperfluoro-p-toluidine, respectively, under the action of a mixture of HNO3 and H2SO4. The X-ray crystal structure of N-nitro-N-methylperfluoro-p-toluidine was determined.