N,N′-bis(salicylidene)phenazine-2,3-diamine | 29506-35-2

• 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: N,N′-bis(salicylidene)phenazine-2,3-diamine
• 英文别名: 2-[[3-[(2-Hydroxyphenyl)methylideneamino]phenazin-2-yl]iminomethyl]phenol
• CAS: 29506-35-2
• 化学式: C₂₆H₁₈N₄O₂
• 分子量: 418.455
• InChiKey: HOUQCBFNGAZMCF-UHFFFAOYSA-N

物化性质

• 沸点：
  725.9±55.0 °C(predicted)
• 密度：
  1.30±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  32
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  91
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2,3-二氨基吩嗪 、 水杨醛 以 甲醇 为溶剂， 反应 24.0h， 以77%的产率得到N,N′-bis(salicylidene)phenazine-2,3-diamine
  参考文献：
  名称：

  Synthesis, FT-IR, NMR and DFT analysis of a new salophen based on diaminophenazine moiety

  摘要：

  As a rigid diamine, diaminophenazine was prepared by the condensation of 1,2-phenylene diamine and characterized by FT-IR and EI mass spectroscopy. Then, a new salophen was synthesized based on a phenazine moiety, by the condensation of salicylaldehyde and synthesized diamine. The prepared salophen was characterized by FT-IR and H-1 NMR spectroscopy. The geometry of the prepared salophen was examined by density functional theory (DFT) method at B3LYP/6-31G(d) level. Also, due to the structure of salophen, IR and NMR spectra of the more stable isomers were calculated by DFT method using cam-B3LYP/6-311+G(d) level and compared with the experimental results. Also, root mean square (RMS) errors observed between the experimental and calculated results for the NMR and IR were 0.75 ppm and 94.9 cm(-1). (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2014.01.012