4-(1-benzotriazolyl)-5-(4-phenylphenoxy)phthalonitrile

• 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-phenylphenoxy)phthalonitrile
• 英文别名: 4-(1H-benzotriazol-1-yl)-5-(biphenyl-4-yloxy)benzene-1,2-dicarbonitrile；4-(benzotriazol-1-yl)-5-(4-phenylphenoxy)benzene-1,2-dicarbonitrile
• 化学式: C₂₆H₁₅N₅O
• 分子量: 413.438
• InChiKey: ORSJEBJLTBGDDM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 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：
  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-phenylphenoxy)phthalonitrile 在 尿素 作用下， 反应 2.0h， 生成
  参考文献：
  名称：

  Stability of benzotriazolyl-substituted phthalocyanines with respect to thermal oxidative decomposition

  摘要：

  The thermal oxidative decomposition of benzotriazolyl-substituted phthalocyanines and their copper complexes is investigated by means of thermogravimetric, elemental, and spectroscopic analysis. It is shown that the nature of peripheral substituents exerts the greatest effect on the thermal stability of the compounds.

  DOI：

  10.1134/s0036024413030345
• 作为产物：
  描述：

  4-溴-5-硝基-1,2-苯二甲腈 在 potassium carbonate 、 三乙胺 、 sodium nitrite 作用下， 以 水 、 溶剂黄146 、 N,N-二甲基甲酰胺 、 异丙醇 为溶剂， 反应 3.0h， 生成 4-(1-benzotriazolyl)-5-(4-phenylphenoxy)phthalonitrile
  参考文献：
  名称：

  4-(1-Benzotriazolyl)-5-nitrophthalonitrile as a highly active substrate in aromatic nucleophilic substitution reactions

  摘要：

  The title compound was synthesised, and its derivatives were prepared in high yields using the selective substitution of O-, S- and N-nucleophiles for the nitro group; an activating effect of the benzotriazolyl moiety on the above reactions was found.

  DOI：

  10.1070/mc2002v012n02abeh001538

文献信息

• Stability of benzotriazolyl-substituted phthalocyanines with respect to thermal oxidative decomposition
  作者：S. A. Znoiko、V. E. Maizlish、G. P. Shaposhnikov、N. Sh. Lebedeva、E. A. Mal’kova

  DOI：10.1134/s0036024413030345

  日期：2013.3

  The thermal oxidative decomposition of benzotriazolyl-substituted phthalocyanines and their copper complexes is investigated by means of thermogravimetric, elemental, and spectroscopic analysis. It is shown that the nature of peripheral substituents exerts the greatest effect on the thermal stability of the compounds.
• 4-(1-Benzotriazolyl)-5-nitrophthalonitrile as a highly active substrate in aromatic nucleophilic substitution reactions
  作者：Alexey V. Smirnov、Igor G. Abramov、Vladimir V. Plakhtinskii、Galina G. Krasovskaya

  DOI：10.1070/mc2002v012n02abeh001538

  日期：2002.1

  The title compound was synthesised, and its derivatives were prepared in high yields using the selective substitution of O-, S- and N-nucleophiles for the nitro group; an activating effect of the benzotriazolyl moiety on the above reactions was found.
• 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.