6,6'-dimethyl-3,3'-dinitro-2,2'-azopyridine | 640278-82-6

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 6,6'-dimethyl-3,3'-dinitro-2,2'-azopyridine
• 英文别名: bis(6-methyl-3-nitropyridin-2-yl)diazene
• CAS: 640278-82-6
• 化学式: C₁₂H₁₀N₆O₄
• 分子量: 302.249
• InChiKey: WGBLFIWELSRHIA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  142
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  6,6'-dimethyl-3,3'-dinitro-2,2'-azopyridine 在 硝酸 作用下， 生成 6,6'-dimethyl-3,3'-dinitro-2,2'-hydrazobipyridine
  参考文献：
  名称：

  Experimental and simulated 1H and 13C NMR spectra (GIAO/DFT approach) and molecular and crystal structures of dimethyl-dinitro-azo- and dimethyl-dinitro-hydrazo-pyridines

  摘要：

  The H-1 and C-13 NMR spectra of the 4,4'(or 6,6')-dimethyl-3,3'-dinitro-2,2'-azo- and hydrazo-pyridine have been measured in the solid state and solution. The spectral data have been analyzed on the basis of DFT quantum chemical calculations using the B3LYP/6-311G, 6-311++G and 6-311G** approaches. The structures of all molecules have been optimized starting from trans and cis molecular geometry and additionally from diimino form for hydrazoderivatives and compared to the XRD data. The optimization process always led to the trans - isomers. The influence of the azo-bond on the electronic properties of the whole system was analyzed. The role of the hydrogen bond in the structure stabilization of the hydrazo-derivatives has been discussed. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2011.07.056