(E)-[3-(2,6-dimethylpyridin-4-yl)-4,6,8-trimethylazulen-1-yl](4-nitrophenyl)diazene | 1301654-30-7

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: (E)-[3-(2,6-dimethylpyridin-4-yl)-4,6,8-trimethylazulen-1-yl](4-nitrophenyl)diazene
• CAS: 1301654-30-7
• 化学式: C₂₆H₂₄N₄O₂
• 分子量: 424.502
• InChiKey: YMANBUQJJUDAJM-ZQHSETAFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.72
• 重原子数：
  32.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  80.75
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (E)-[3-(2,6-dimethylpyridin-4-yl)-4,6,8-trimethylazulen-1-yl](4-nitrophenyl)diazene 以 氯仿 为溶剂， 反应 0.5h， 生成 (Z)-[3-(2,6-dimethylpyridin-4-yl)-4,6,8-trimethylazulen-1-yl](4-nitrophenyl)diazene
  参考文献：
  名称：

  Photochemistry of Fluorescent Azobenzenes Substituted with Azulenylpyridine Moiety

  摘要：

  Fluorescent properties and the photoisomerization behaviour of 4-azulenylpyridine-substituted azobenzenes were investigated. All studied compounds have shown fluorescent emission in solution, originating from excited singlet state S-2 -> S-0 of azulene moiety. The substitution of the azobenzene chromophore has affected the preservation of the fluorescence emission in thin films prepared in PMMA matrix. Correlation of absorption spectra with H-1-NMR spectroscopy revealed that for all compounds the E -> Z isomerization takes place upon exposure to UV light.

  DOI：

  10.1080/15421406.2014.967653
• 作为产物：
  描述：

  2,6-dimethyl-4-(4,6,8-trimethyl-azulen-1-yl)-pyridine 、 4-硝基苯胺 在 盐酸 、 sodium nitrite 、 potassium acetate 作用下， 以 水 、 甲醇 为溶剂， 反应 0.75h， 以72%的产率得到(E)-[3-(2,6-dimethylpyridin-4-yl)-4,6,8-trimethylazulen-1-yl](4-nitrophenyl)diazene
  参考文献：
  名称：

  Synthesis and physico-chemical properties of highly conjugated azo-aromatic systems. 4-(azulen-1-yl)-pyridines with mono- and bis azo-aromatic moieties at C3-position of azulene

  摘要：

  Highly conjugated azo-aromatic systems have been prepared in high to moderate yields by linking mono- and bis-azo aromatic fragments to 4-(Rn-azulen-1-yl)-2,6-dimethyl-pyridine. The synthesized pi-extended systems have been studied by NMR spectroscopy, UV-Vis and electrochemistry. Systematic increase of the conjugation along the azobenzene skeleton has affected the spectral properties of the azophenyl substituted 4-(azulen-1-yl)-pyridine. The synthesized compounds exhibit a bathochromic shift of the visible absorption maxima with the increase of the conjugating skeleton and introduction of an electron-withdrawing group. The electrochemical behavior revealed a high stability toward oxidation owing to the higher polarization induced by the azulenylpyridine moiety. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2011.02.008