N-methyl-N-(3-nitrophenyl)-nitramine | 55739-03-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-methyl-N-(3-nitrophenyl)-nitramine
• 英文别名: N-methyl-N-(3-nitrophenyl)nitramine；N-methyl-N,3-dinitroaniline；N-Methyl-m-nitrophenylnitramin；N-Methyl-N-(3-nitrophenyl)nitramide；N-methyl-N-(3-nitrophenyl)nitramide
• CAS: 55739-03-2
• 化学式: C₇H₇N₃O₄
• 分子量: 197.15
• InChiKey: ZMBASFQEOIZOAE-UHFFFAOYSA-N

物化性质

• 熔点：
  74-75 °C
• 沸点：
  389.9±34.0 °C(Predicted)
• 密度：
  1.454±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  94.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-methyl-N-(3-nitrophenyl)-nitramine 在 哌啶 作用下， 以 苯 为溶剂， 生成 3-硝基-N-甲基苯胺 、 N-methyl-2,5-dinitroaniline
  参考文献：
  名称：

  Naud, Darren L., Journal of the Chemical Society. Perkin Transactions 2 (2001), 1996, vol. 7, p. 1321 - 1324

  摘要：

  DOI：
• 作为产物：
  描述：

  3-硝基-N-甲基苯胺 在 hydroxamic acid 、 硝酸 作用下， 以 乙酸酐 为溶剂， 生成 N-methyl-N-(3-nitrophenyl)-nitramine
  参考文献：
  名称：

  N-甲基-N-苯基硝胺的一些硝基衍生物的结构和性质

  摘要：

  摘要 采用光谱和电光方法制备并研究了N-甲基-N-苯基硝胺的10种单、二和三硝基衍生物。其中三个，即。N-(2, 5-dinitrophenyl)-N-methylnitramine (monoclinic, P21/c, a=8.248(2), b=11.655(2), c=10.404(2) A, β=102.57(2)°) , N-(2,3-二硝基苯基)-N-甲基硝胺 (单斜, P21/c, a=9.224(2), b=7.222(2), c=15.458(4) A, β=101.08(2)° )) 和 N-(3,5-二硝基苯基)-N-甲基硝胺 (单斜, P21/n, a=9.814(2), b=12.000(2), c=8.865(2) A, β=114.94(2) )°) 通过 X 射线衍射法进行检测。硝基氨基几乎是平面的，具有短的 N(7)-N(8) 键和强烈缺电子的 N(8)

  DOI：

  10.1016/s0022-2860(00)00445-2

文献信息

• Synthesis, properties, and molecular structure of nitro-substituted N-methyl-N-nitroanilines
  作者：V. V. Prezhdo、A. S. Bykova、O. V. Prezhdo、Z. Daszkiewicz、J. B. Kyziol、J. Zaleski

  DOI：10.1134/s1070363206010142

  日期：2006.1

  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 N-7-N-8 bond is shortened, and the N-8 atom is characterized by a strong deficit of electron density. ne dihedral angle between the planes of the N-nitroamino group and the benzene ring is 56 degrees-92 degrees, 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.
• <i>N</i>-Methyl-<i>N</i>-(2-nitrophenyl)nitramine and<i>N</i>-methyl-<i>N</i>-(3-nitrophenyl)nitramine
  作者：Bartosz Zarychta、Anna Piecyk-Mizgała、Zdzisław Daszkiewicz、Jacek Zaleski

  DOI：10.1107/s010827010502158x

  日期：2005.8.15

  The structures of the two title isomeric compounds (systematic names: N-methyl-N, 2-dinitroaniline and N-methyl-N, 3-dinitroaniline, both C7H7N3O4) are slightly different because they exhibit different steric hindrances and hydrogen-bonding environments. The aromatic rings are planar. The -N(Me)NO2 and -NO2 groups are not coplanar with the rings. Comparison of the geometric parameters of the ortho, meta and para isomers together with those of N-methyl-N-phenylnitramine suggests that the position of the nitro group has a strong influence on the aromatic ring distortion. The crystal packing is stabilized by weak C-H center dot center dot center dot O hydrogen bonds to the nitramine group.
• Daszkiewicz, Z.; Nowakowska, E.; Prezdo, W. W., Polish Journal of Chemistry, 1995, vol. 69, # 10, p. 1437 - 1446
  作者：Daszkiewicz, Z.、Nowakowska, E.、Prezdo, W. W.、Kyziol, J. B.

  DOI：——

  日期：——