2-(p-Nitrophenyl)-7-nitrochinoxalin | 35043-12-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 2-(p-Nitrophenyl)-7-nitrochinoxalin
• 英文别名: 7-nitro-2-(4-nitrophenyl)quinoxaline
• CAS: 35043-12-0
• 化学式: C₁₄H₈N₄O₄
• 分子量: 296.242
• InChiKey: RITWULOVYUIEBM-UHFFFAOYSA-N

物化性质

• 沸点：
  517.5±45.0 °C(Predicted)
• 密度：
  1.488±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.11
• 重原子数：
  22.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  112.06
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  2-(p-Nitrophenyl)-7-nitrochinoxalin 在 5%-palladium/activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 生成 3-(4-aminophenyl)quinoxalin-6-amine
  参考文献：
  名称：

  High heat-resistant polyimide films containing quinoxaline moiety for flexible substrate applications

  摘要：

  The development of thermostable polyimides (PIs) is urgently required for application in traditional aerospace and newly designing flexible-display substrates. The root to obtain intrinsic heat-resistant PIs is to seek novel monomers. Based on the high bond energy of quinoxaline, several quinoxaline diamines, including 3/2-(4-aminophenyl)-2/3-quinoxalin-6-amine (QHDA), 3/2-(4-aminophenyl)-2/3-phenyl quinoxalin-6-amine (QBDA), and 3/2-(4-aminophenyl)-2/3-methylquinoxalin-6-amine (QMDA) were synthesized, and the corresponding PI films were prepared with four aromatic dianhydrides. The introduction of a quinoxaline moiety provided the PI films with excellent thermal properties and an advanced mechanical performance. The QHDA-PIs possessed a high thermal stability with a 5% mass-loss temperature (T-d(5%)) of 528-560 degrees C, a glass-transition temperature (T-g) of 413-444 degrees C and a low coefficient of thermal expansion (CTE) of 1 ppm/K for QHDA-m because of its better linearity and closer packing. This study established design rules to tune the properties of quinoxaline PIs by sidegroup modification.

  DOI：

  10.1016/j.polymer.2020.122963
• 作为产物：
  描述：

  3-(4-nitrophenyl)isoxazol-5(4H)-one 、 4-硝基邻苯二胺 以 乙腈 为溶剂， 以64%的产率得到2-(p-Nitrophenyl)-7-nitrochinoxalin
  参考文献：
  名称：

  Rao, M Hanmantha; Reddy, A Pandu Ranga; Veeranagaiah, V, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1992, vol. 31, # 2, p. 88 - 91

  摘要：

  DOI：