Silylation as a new strategy of the use of aliphatic nitro compounds in organic synthesis

Silylation of aliphatic nitro compounds is considered as a versatile multistage process. Due to activation of the - and -carbon atoms of the initial nitro substrates, these reactions give rise to a series of products untypical of the traditional chemistry of nitro compounds. A new redox process proposed in the present study involves controlled incomplete reduction of the nitro group with simultaneous oxidation of the carbon skeleton of the initial aliphatic nitro compound.     

Electrolysis of aliphatic nitro compounds

Conclusions Data on electrolysis in strongly acidic media have shown that, contrary to accepted belief, reduction of the un-ionized form of trinitromethane proceeds through C-N bond rupture rather than through breakage of the nitro group N-O bond.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 8, pp. 1725–1729, August, 1976.     

Polarographic study of aliphatic nitro compounds

Conclusions Study bas shown that the first stage in the reduction of 1,1-dinitroethane and fluorodinitromethane in strongly acidic solution is a two-electron C-N bond rupture process, the subsequent stages of the reaction being determined by the relative rates of the competing processes of protonation, nitrosation, and Neff reaction.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 3, pp. 567–573, March, 1977.     

New reaction of aliphatic nitro compounds

Conclusions Primary aliphatic nitro compounds react with magnesyl derivatives of tert-butylamine with the formation of the corresponding amidooximes, while 2-nitropropane under analogous conditions gives a -aminooxime.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 12, pp. 2873–2874, December, 1988.     

Polarographic study of aliphatic nitro compounds

Conclusions In polarograms of solutions of salts of CH₂(NO₂)₂, CH₃CH(NO₂)₂, FCH(NO₂)₂, and CH₃CH₂NO₂ in abs. methanol, an anodic wave is present, due to increased ionization of mercury, by the tying up of mercury ions with the anions of these compounds to form slightly dissociated organomercury compounds.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 9, pp. 2021–2023, September, 1980.     

Chemical ionization of aliphatic nitro compounds

The chemical ionization mass spectra of various aliphatic nitro compounds have been studied. Almost all the nitro compounds form stable [M+H]⁺ ions in sharp contrast to the instability of their ions produced by other ionization techniques. The fragmentations of the [M+H]⁺ ions are discussed, the mechanisms and structures of fragment ions proposed being supported by quantum mechanical calculations. Correlations between chemical ionization mass spectra and structures of compounds studied are outlined. Reliable identification of mono- and polynitroalkanes and some related derivatives may be made by analysis of their chemical ionization mass spectra.     

A polarographic study of aliphatic nitro compounds

Conclusions Study of the electrochemical reduction of tert-nitrobutane and 2,2-dinitropropane has shown that passage from the mononitroalkanes to the gem-dinitroalkanes involves an alteration in the reduction mechanism.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 8, pp. 1719–1724, August, 1976.     

Rapid and efficient reduction of aliphatic nitro compounds to amines

The combination of NaBH₄ with catalytic quantities of NiCl₂ smoothly reduces aliphatic nitro compounds to amines in methanol; Ni₂B formed $\text{in situ}$ is the active catalyst.     

The decomposing action of light on aliphatic nitro compounds

Summary Nitroalkanes and their salts in water solution are decomposed by the action of light, and this decomposition is stronger, the closer the wavelength of the light which illumines the substances is to the absorption maximum of the substance.