19092-03-6

Upstream product

• 7697-37-2 nitric acid 
• 121-69-7 N,N-dimethyl-aniline 
• 1145-27-3 N,N’-dimethyl-N,N’-diphenylmethanediamine 
• 108-24-7 acetic anhydride 
• 7119-93-9 N-methyl-N-nitroaniline 
• 943-41-9 N-methyl-N-nitroso-4-nitroaniline 
• 1670-17-3 N,N-dimethyl-2,4-dinitroaniline 
• 614-00-6 N-methyl-N-nitrosoaniline 
• 612-28-2 2-nitro-N-methylaniline 
• 58538-01-5 N-methyl-N-nitroso-2,4-dinitroaniline 
• 20020-15-9 2,4,N-trinitro-aniline 
• 74-88-4 methyl iodide 
• 2044-88-4 N-methyl-2,4-dinitroaniline 
• 100-15-2 N-methyl(p-nitroaniline) 

Downstream Products

• 479-45-8 tetryl 
• 2044-88-4 N-methyl-2,4-dinitroaniline 
• 1022-07-7 N-methylpicramide 

Relevant academic research and scientific papers

Synthesis, properties, and molecular structure of nitro-substituted N-methyl-N-nitroanilines

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.

Structure and properties of some nitro derivatives of N-methyl-N-phenylnitramine

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

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.