(E)-azulen-1-yl-[4-(4-azulen-1-ylazophenyl)azophenyl]diazene | 1345854-53-6

• 分子结构分类: 有机化合物
• 英文名称: (E)-azulen-1-yl-[4-(4-azulen-1-ylazophenyl)azophenyl]diazene
• CAS: 1345854-53-6
• 化学式: C₃₂H₂₂N₆
• 分子量: 490.567
• InChiKey: QQIFSBDTLYVVNH-PUHBABMSSA-N

物化性质

• 熔点：
  212 °C
• 沸点：
  728.2±45.0 °C(predicted)
• 密度：
  1.21±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  11.14
• 重原子数：
  38.0
• 可旋转键数：
  6.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  74.16
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  4,4'-diazenediylbisaniline 、 奥苷菊环 在 盐酸 、 sodium nitrite 、 potassium acetate 作用下， 以 水 、 甲醇 为溶剂， 反应 1.17h， 以45%的产率得到(E)-azulen-1-yl-[4-(4-azulen-1-ylazophenyl)azophenyl]diazene
  参考文献：
  名称：

  Extended aromatic π-electron conjugated dyes with three azo bonds and either one or two azulen-1-yl moieties in molecule. Synthesis and basicity

  摘要：

  Azo dyes with either one or two identical or different azulen-1-yl moieties attached to the structure -N-2-C6H4-N-2-C6H4-N-2- were prepared, the phenylene ring being either 1,3-1'3' or 1,4-1',4' disubstituted. The syntheses were accomplished in good yields via mono or bis diazotization of the corresponding anilines followed by the coupling with unsubstituted or alkyl substituted azulenes in acetic/acetate medium. The recorded electronic spectra of the synthesized compounds were analyzed and were compared with those of related compounds. The isosbestic points resulting from protonation of the azo compounds enabled pK(a) values to be determined. From these pK(a) values it is apparent that all studied compounds are very weak bases. The high solvatochromic property of the compounds with para,para-substituted phenylene groups reflects the hyperpolarizability of these compounds. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2011.08.002