4-(1-benzotriazolyl)-5-[4-(3-methylphenyl)-2-methylphenoxy]phthalonitrile | 834906-95-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-(1-benzotriazolyl)-5-[4-(3-methylphenyl)-2-methylphenoxy]phthalonitrile
• 英文别名: 4-(1-benzotriazolyl)-5-{[3,3'-dimethyl(1,1'-biphenyl)-4-yl]oxy}phthalonitrile；4-(benzotriazol-1-yl)-5-[2-methyl-4-(3-methylphenyl)phenoxy]benzene-1,2-dicarbonitrile
• CAS: 834906-95-5
• 化学式: C₂₈H₁₉N₅O
• 分子量: 441.492
• InChiKey: LTMLSOYXOJWBPB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  34
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  87.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-(1-benzotriazolyl)-5-[4-(3-methylphenyl)-2-methylphenoxy]phthalonitrile 在 尿素 作用下， 反应 2.0h， 以79%的产率得到2,9,16,23-tetrakis(1H-benzo[d][1,2,3]triazol-1-yl)-3,10,17,24-tetrakis((3,3'-dimethyl-[1,1'-biphenyl]-4-yl)oxy)phthalocyanine
  参考文献：
  名称：

  Nucleophilic substitution in 4-bromo-5-nitrophthalodinitrile: XI. Preparation, properties, and prediction of mesomorphism in mixed-substituted phthalocyanines containing aryloxy and benzotriazole fragments

  摘要：

  Stepwise nucleophilic substitution of bromine and nitro group in 4-bromo-5-nitrophthalodinitrile has led to a series of phthalonitriles containing benzotriazole and aryloxy fragments; basing on them, the mixed-substituted phthalocyanines have been prepared. The spectral properties of products have been studied. According to simulation of columnar mesomorphism only one of the products is not capable of mesomorphism characteristic of discotic mesogens; the result has been confirmed with the experiment.

  DOI：

  10.1134/s1070363214040185
• 作为产物：
  描述：

  4-[(2-aminophenyl)amino]-5-nitro-phthalodinitrile 在 potassium nitrite 、 potassium carbonate 、 溶剂黄146 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 4-(1-benzotriazolyl)-5-[4-(3-methylphenyl)-2-methylphenoxy]phthalonitrile
  参考文献：
  名称：

  Nucleophilic substitution in 4-bromo-5-nitrophthalodinitrile: XI. Preparation, properties, and prediction of mesomorphism in mixed-substituted phthalocyanines containing aryloxy and benzotriazole fragments

  摘要：

  Stepwise nucleophilic substitution of bromine and nitro group in 4-bromo-5-nitrophthalodinitrile has led to a series of phthalonitriles containing benzotriazole and aryloxy fragments; basing on them, the mixed-substituted phthalocyanines have been prepared. The spectral properties of products have been studied. According to simulation of columnar mesomorphism only one of the products is not capable of mesomorphism characteristic of discotic mesogens; the result has been confirmed with the experiment.

  DOI：

  10.1134/s1070363214040185

文献信息

• Synthesis and Spectral-Luminescent Properties of Octa-substituted Aluminum Phthalocyanines Bearing Biphenyloxy Groups
  作者：S. A. Znoiko、D. A. Erzunov、T. V. Tikhomirova、V. E. Maizlish、A. S. Vashurin

  DOI：10.1134/s1070363219100116

  日期：2019.10

  Mixed-substituted aluminum phthalocyanines bearing biphenyloxy substituents and nitro groups or 1-benzotriazole moieties in the periphery were synthesized on the basis of the previously obtained 4,5-disubstituted phthalonitriles. The spectral-luminescent properties of the resultant compounds were studied.
• Nucleophilic substitution in 4-bromo-5-nitrophthalodinitrile: XI. Preparation, properties, and prediction of mesomorphism in mixed-substituted phthalocyanines containing aryloxy and benzotriazole fragments
  作者：S. A. Znoiko、O. B. Akopova、N. V. Bumbina、N. V. Usoltseva、V. E. Maizlish、G. P. Shaposhnikov、I. G. Abramov

  DOI：10.1134/s1070363214040185

  日期：2014.4

  Stepwise nucleophilic substitution of bromine and nitro group in 4-bromo-5-nitrophthalodinitrile has led to a series of phthalonitriles containing benzotriazole and aryloxy fragments; basing on them, the mixed-substituted phthalocyanines have been prepared. The spectral properties of products have been studied. According to simulation of columnar mesomorphism only one of the products is not capable of mesomorphism characteristic of discotic mesogens; the result has been confirmed with the experiment.