3,6-dichloro-4,5-bis(pyridin-3-yloxy)phthalonitrile | 1061715-64-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,6-dichloro-4,5-bis(pyridin-3-yloxy)phthalonitrile
• 英文别名: 4,5-di(3-pyridyloxy)-3,6-dichlorophthalonitrile；3,6-Dichloro-4,5-dipyridin-3-yloxybenzene-1,2-dicarbonitrile
• CAS: 1061715-64-7
• 化学式: C₁₈H₈Cl₂N₄O₂
• 分子量: 383.193
• InChiKey: FBNDHUCEBKLCNX-UHFFFAOYSA-N

物化性质

• 熔点：
  260-262 °C(Solv: ethanol (64-17-5))
• 沸点：
  489.9±45.0 °C(Predicted)
• 密度：
  1.54±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  91.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3,6-dichloro-4,5-bis(pyridin-3-yloxy)phthalonitrile 在 ammonium molybdate 、 cobalt(II) chloride 作用下， 反应 3.0h， 生成
  参考文献：
  名称：

  Phthalocyanines and related compounds: XLV. Nucleophilic substitution of chlorine in tetrachlorophthalonitrile: Synthesis of aryloxy-aubstituted phthalonitriles and phthalocyanines derived from them

  摘要：

  Nucleophilic substitution of chlorine in tetrachlorophthalonitrile by the reaction with aryloxy anions is studied. Depending on the reactant ratio, the products of substitution of one, two, and/or three chlorine atoms are formed. Their tetramerization gives aryloxychloro-substituted phthalocyanines having the absorption band in the near-IR range.

  DOI：

  10.1134/s1070363207060308
• 作为产物：
  描述：

  3-羟基吡啶 、 3,4,5,6-四氯苯-1,2-二甲腈 在 sodium methylate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以49.9%的产率得到3-Chloro-4,5,6-tripyridin-3-yloxybenzene-1,2-dicarbonitrile
  参考文献：
  名称：

  Phthalocyanines and related compounds: XLV. Nucleophilic substitution of chlorine in tetrachlorophthalonitrile: Synthesis of aryloxy-aubstituted phthalonitriles and phthalocyanines derived from them

  摘要：

  Nucleophilic substitution of chlorine in tetrachlorophthalonitrile by the reaction with aryloxy anions is studied. Depending on the reactant ratio, the products of substitution of one, two, and/or three chlorine atoms are formed. Their tetramerization gives aryloxychloro-substituted phthalocyanines having the absorption band in the near-IR range.

  DOI：

  10.1134/s1070363207060308

文献信息

• Phthalocyanines and related compounds: XLVIII. Stepwise nucleophilic substitution in tetrachlorophthalonitrile: Synthesis of polysubstituted phthalonitriles
  作者：K. A. Volkov、V. M. Negrimovskii、G. V. Avramenko、E. A. Luk’yanets

  DOI：10.1134/s1070363208090247

  日期：2008.9

  Chlorine-containing products of incomplete nucleophilic substitution in tetrachlorophthalonitrile were subjected to further reaction with nucleophiles. The nature of the nucleophiles and the order of their introduction into stepwise nucleophilic substitution in tetrachlorophthalonitrile were shown to be of principal importance for selective synthesis on this basis of phthalonitrile derivatives with various substituents.