- Synthesis, properties, and molecular structure of nitro-substituted N-methyl-N-nitroanilines
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Ten mono-, di-, and trinitro derivatives of N-methyl-N-nitroaniline were synthesized and studied by spectral, electrooptical, and quantum-chemical methods. Three of these derivatives, N-methyl-N,2,3-trinitroaniline, N-methyl-N,2,5-trinitroaniline, N-methyl-N,3,5-trinitroaniline, were also examined by the X-ray diffraction method. The N-nitroamino group in their molecules is almost planar, the N7-N8 bond is shortened, and the N8 atom is characterized by a strong deficit of electron density. The dihedral angle between the planes of the N-nitroamino group and the benzene ring is 56°-92°, which makes conjugation between these fragments impossible. The N-nitroamino group in the examined compounds acts as a weak electron donor with respect to the nitro groups in the aromatic ring; the mechanism of this effect is inductive. Pleiades Publishing, Inc. 2006.
- Prezhdo,Bykova,Prezhdo,Daszkiewicz,Kyziol,Zaleski
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- Structure and properties of some nitro derivatives of N-methyl-N-phenylnitramine
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Ten mono-, di- and tri-nitro derivatives of N-methyl-N-phenylnitramine were prepared and investigated using spectral and electrooptical methods. Three of them, viz. N-(2, 5-dinitrophenyl)-N-methylnitramine (monoclinic, P21/c, a = 8.248(2), b = 11.655(2), c = 10.404(2) ?, β = 102.57(2)°), N-(2,3-dinitrophenyl)-N-methylnitramine (monoclinic, P21/c, a = 9.224(2), b = 7.222(2), c = 15.458(4) ?, β = 101.08(2)°)) and N-(3,5-dinitrophenyl)-N-methylnitramine (monoclinic, P21/n, a = 9.814(2), b = 12.000(2), c = 8.865(2) ?, β = 114.94(2)°) were examined by the X-ray diffraction method. The nitramino group is nearly planar with the short N(7)-N(8) bond and strongly electron deficient N(8) atom. The nitramino group is twisted vs. the aromatic ring, there is no conjugation between the nitro and nitramino groups across the ring. The nitramino group is an electron withdrawing substituent due to the inductive effect. The number and positions of the At-nitro groups have no influence on the N-nitro group. Its migration ability cannot be explained in terms of the interaction between the migration origin and the ring substituents. (C) 2000 Elsevier Science B.V.
- Daszkiewicz,Kyziol,Predo,Zaleski
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- Methods of preparing pentanitrotoluene
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Pentanitrotoluene is prepared by a method which comprises preparing an amdinitrotoluene from a precursor of either TNT or 2,5-dinitro-3-methylbenzoic acid, nitrating the aminodinitrotoluene to produce a nitramine intermediate, converting the nitramine intermediate to an aminotetranitrotoluene and oxidizing the aminotetranitrotoluene with peroxydisulfuric acid to pentanitrotoluene. Pentanitrotoluene is an explosive.
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- KINETICS AND MECHANISM OF ACID-CATALYZED DECOMPOSITION OF METHYLDINITROMETHANE
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The kinetics of the decomposition of methyldinitroamine CH3N(NO2)2 in 46.1-78.2percent sulfuric acid were investigated.It was shown that the decomposition process is two-stage.In the first stage denitration of the methyldinitroamine occurs with the formation of methylnitroamine and nitric acid.Decomposition of methylnitroamine to nitrous oxide and methanol takes place in the second stage.
- Glukhov, A. A.,Kuznetsov, L. L.,Gidaspov, B. V.
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p. 620 - 623
(2007/10/02)
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