RESEARCH IN FLUORO-NITRO COMPOUNDS
Abstract
The reactions of 2-bromo-2,4,4-trinitropentane and 2-chloro-2,4,4- trinitropentane with difluoramine gave 2,2,4,4-tetrakis(difluoramino)pentane, and 3,5-dimethylisoxazole was isolated as an intermediate. The reaction of 1- bromo-1-fluoro-1-nitropropane with difluoramine gave 1-difluoramino-1-bromo-1- fluoropropane. More severe reaction conditions gave degradation. The starting materials, 2-fluoro-2-nitroalcohols and ethyl 2-fluoro-1-nitropentanoate, were synthesized by the aqueous fluorination of the corresponding nitronate salts. The reaction of 2-phenylazo-2-nitropropane with difluoramine and fuming sulfuric acid gave 2-phenylazo-2-difluoraminopropane, benzene, acetone, 2,2 bis(difluoramino)propane, and 0-(2-difluoraminopropyl)acetone oxime. The nitration of 2-phenylazo-2-difluoraminopropane has not yielded 2-nitro-2- difluoraminopropane, although 2-phenylazo-2-nitropropane gave 2,2- dinitropropane. No product of interest resulted from the reactions of difluoramine with ethyl nitrodiazoacetate, ethyl 2-butylnitronate, 1-diazo-2- heptanone, 2-nitropropene, diphenyliodium tosylate, and 1-iodo-1- nitrocyclohexane. The reaction of 3,3-bis(difluoramino)pentane with fluosulfonic acid gave 3-pentanone and difluoramine.
Document Details
- Document Type
- Technical Report
- Publication Date
- Jan 01, 1968
- Accession Number
- AD0386795
Entities
People
- H. F. Shuey
- K. Baum
- V. Grakauskas
Organizations
- Aerojet Rocketdyne Holdings