16698-03-6Relevant academic research and scientific papers
CRYSTAL AND MOLECULAR STRUCTURE OF N-NITRO-N-METHYL-p-NITROANILINE: ANALYSIS OF SUBSTITUENT EFFECTS ON THE RING GEOMETRY AND ESTIMATION OF THE HAMMETT SUBSTITUENT CONSTANT FOR THE N-METHYLNITRAMINO GROUP
Anulewicz, Romana,Krygowski, Tadeusz Marek,Gawinecki, Ryszard,Rasala, Danuta
, p. 257 - 260 (1993)
The crystal and molecular structure of N-nitro-N-methyl-p-nitroaniline was solved with good presicion: R = 0.058 and average estimated standard deviation for bond lengths = 0.003 Angstroem.Analysis of the geometry reveals that the NO2 attached to the N at
Synthesis and properties of secondary N-nitroamines
Prezhdo,Daszkiewicz,Kyziol,Bykova,Prezhdo
, p. 410 - 416 (2007/10/03)
Secondary arylamines and related compounds can readily be converted into the corresponding N-nitroamines by treatment of their organomagnesium derivatives with butyl nitrate. The yield of the products ranges from 45 to 77%. Secondary aromatic N-nitroamine
Structure and properties of some nitro derivatives of N-methyl-N-phenylnitramine
Daszkiewicz,Kyziol,Predo,Zaleski
, p. 9 - 18 (2007/10/03)
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.
Photolysis of some N-nitroso- and N-nitro-anilines in solution
Gowenlock, Brian G.,Pfab, Josef,Young, Victor M.
, p. 915 - 919 (2007/10/03)
The photolyses of three N-methyl-N-nitrosoanilines and two N-methyl-N-nitroanilines in organic solvents have been studied in the range of 300-340 nm. The influence of solvent character and the presence or absence of oxygen play important roles in the product composition range. The primary photochemical process involves N-N fission, this being homolytic in aprotic solvents and heterolytic in methanol. Three novel mechanistic conclusions are proposed, namely photosolvolysis of a nitrosamine in methanol, photooxidation of nitrosamines in aprotic solvents and the production of biphenyl derivatives on photolysis of nitro-substituted nitrosamines and nitramines in aromatic solvents.
