Wydział Chemii

V. V. Prezhdo

A. S. Bykova

Tadeusz Głowiak

Z. Daszkiewicz

Aleksander Koll

Ya. Kizel

2001

Journal of Structural Chemistry

42

513-517

10.1023/A:1012493928496

Naukowa

Angielski

Artykuł

Nitroamines and related N-nitro compounds attract the attention of researchers in view of their applications in rocket fuel and as explosives [1]. The crystal and molecular structure of N,N-dimethylnitroamine and some cyclic and aliphatic nitroamines was studied in [2, 3]. In the series of aromatic N-nitroamines, the compounds which were studied are tetryl (compound I) [4], 4-nitro-N-methyl-N-nitroaniline (II) [5], 4-chloro-N-methyl-N-nitroaniline (III) [6], 2,4-N-trinitroanilinoacetic acid (IV) [7], N-(b,b,b-trifluoroethyl)-N,2,4,6-tetranitroaniline (V) [8], bis(2,6-dimethoxyphenyl)nitroamine (VI) solvated by dichloromethane [9], and a number of compounds in which the nitroamino group is bonded to the pyridine nucleus: 4-(nitroamino)pyridinium nitrate (VII) [10], 1-methyl-4-(N-methylnitroamino)pyridinium bromide (VIII) [11],4-(N-methylnitroamino)pyridinium 1-oxide (IX) [12], and N,N¢-dinitro-N,N¢-bis(2-pyridyl)-1,4-diaminocubane (X) [13].Interest in N-methyl-N-nitroaniline arises from the ability of these compounds to undergo nitroamine rearrangement=at elevated temperatures or in acid media [14], or in conditions of photolysis [15]. Molecular structure investigation of secondary arylnitroamines permits one to elucidate the mechanism of the nitroamine rearrangement. Compound (XI)
containing no substituents in the aromatic ring is the first to be studied in this series:

https://doi.org/10.1023/A:1012493928496