55739-03-2

Basic information

• Product Name: Benzenamine, N-methyl-N,3-dinitro-
• Synonyms: Benzenamine,N-methyl-N,3-dinitro;N-methyl-N,3-dinitroaniline;N-Methyl-m-nitrophenylnitramin
• CAS NO: 55739-03-2
• Molecular Formula: C7H7N3O4
• Molecular Weight: 197.14800
• Mol File: 55739-03-2.mol
• Article Data: 4

Chemical Properties

• Melting Point: 74-75 °C
• Boiling Point: 389.9±34.0 °C(Predicted)
• Density: 1.454±0.06 g/cm3(Predicted)
• CAS DataBase Reference: Benzenamine, N-methyl-N,3-dinitro-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenamine, N-methyl-N,3-dinitro-(55739-03-2)
• EPA Substance Registry System: Benzenamine, N-methyl-N,3-dinitro-(55739-03-2)

Safety Data

• Hazardous Substances Data: 55739-03-2(Hazardous Substances Data)

Upstream product

• 619-26-1 N-methyl-3-nitroaniline 
• 108-24-7 acetic anhydride 

Downstream Products

• 73902-50-8 N-methyl-2,3-dinitroaniline 
• 61149-80-2 N-methyl-3,4-dinitroaniline 
• 61149-79-9 N-methyl-2,5-dinitroaniline 
• 619-26-1 N-methyl-3-nitroaniline 

Relevant articles and documents

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.