445026-75-5

Basic information

• Product Name: N-Nitroso-N-methylpentafluoroaniline
• Synonyms: N-Nitroso-N-methylpentafluoroaniline
• CAS NO: 445026-75-5
• Molecular Weight: 226.106
• Mol File: 445026-75-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: N-Nitroso-N-methylpentafluoroaniline(CAS DataBase Reference)
• NIST Chemistry Reference: N-Nitroso-N-methylpentafluoroaniline(445026-75-5)
• EPA Substance Registry System: N-Nitroso-N-methylpentafluoroaniline(445026-75-5)

Safety Data

• Hazardous Substances Data: 445026-75-5(Hazardous Substances Data)

Upstream product

• 1201-02-1 2,3,4,5,6-pentafluoro-N-methylaniline 
• 1801-14-5 1-(N,N-dimethylamine)pentafluorobenzene 
• 370556-45-9 N-Nitro-N-methylpentafluoroaniline 

Downstream Products

• 370556-45-9 N-Nitro-N-methylpentafluoroaniline 

Relevant articles and documents

Interaction of N,N-dimethylperfluoroarylamines with nitric and nitrous acids

N,N-Dimethylpentafluoroaniline enters easily into reactions with a mixture of nitric and sulphuric acids or nitric acid with conversion of the side chain. In the reactions with mixtures of HNO3 and H2SO4, the formation of N-nitroso-N-methyl and N-nitro-N-methylpentafluoroanilines is observed. The ratio of these products was found to depend on the ratio of the acids: the formation of N-nitro-N-methylpentafluoroaniline increases with the quantity of sulphuric acid; N-nitroso-N-methylpentafluoroaniline is obtained when only nitric acid is employed. N,N-Dimethylperfluoro-p-toluidine, N,N-dimethylperfluoro-2,4-xylidine, N,N-dimethylperfluoro-5-aminoindane undergo similar transformations. N-Nitroso derivatives were converted by a mixture of HNO3 and H2SO4, HNO3 or NO2BF4 into the corresponding N-nitro derivatives. Formation of the corresponding N-nitroso-N-methyl derivatives occurs when N,N-dimethylpentafluoroaniline, N,N-dimethylperfluoro-p-toluidine are treated with HNO2.

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.