4,5-diphenoxy-3,6-dichlorophthalonitrile | 1000015-03-1

• 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: 4,5-diphenoxy-3,6-dichlorophthalonitrile
• 英文别名: 3,6-dichloro-4,5-diphenoxybenzene-1,2-dicarbonitrile
• CAS: 1000015-03-1
• 化学式: C₂₀H₁₀Cl₂N₂O₂
• 分子量: 381.218
• InChiKey: MXGQZIBYKQKGSZ-UHFFFAOYSA-N

物化性质

• 熔点：
  131-133 °C(Solv: ethanol (64-17-5))
• 沸点：
  455.3±45.0 °C(Predicted)
• 密度：
  1.44±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 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：
  66
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4,5-diphenoxy-3,6-dichlorophthalonitrile 在 erbium(III) chloride 、 尿素 作用下， 反应 0.5h， 生成
  参考文献：
  名称：

  Erbium and ytterbium complexes with the phtalocyanines with aryloxy and chlorine substituents

  摘要：

  By nucleophilic substitution of chlorine atoms in tetrachlorophthalonitrile by phenoxy- or 1-naphthyloxy groups aryloxychlorophthalonitriles were synthesized and on this basis respective substituted erbium and ytterbium phthalocyanines with cbloro-, acetate- or acetylacetonate anions as extra ligands. The compounds obtained were characterized by elemental analysis, chromato-mass spectrometry, IR, C-13 NMR, and electronic spectroscopy.

  DOI：

  10.1134/s1070363209080258
• 作为产物：
  描述：

  3,4,5,6-四氯苯-1,2-二甲腈 、 苯酚 在 lithium hydroxide 作用下， 以 二甲基亚砜 为溶剂， 反应 170.0h， 以71.4%的产率得到4,5-diphenoxy-3,6-dichlorophthalonitrile
  参考文献：
  名称：

  Erbium and ytterbium complexes with the phtalocyanines with aryloxy and chlorine substituents

  摘要：

  By nucleophilic substitution of chlorine atoms in tetrachlorophthalonitrile by phenoxy- or 1-naphthyloxy groups aryloxychlorophthalonitriles were synthesized and on this basis respective substituted erbium and ytterbium phthalocyanines with cbloro-, acetate- or acetylacetonate anions as extra ligands. The compounds obtained were characterized by elemental analysis, chromato-mass spectrometry, IR, C-13 NMR, and electronic spectroscopy.

  DOI：

  10.1134/s1070363209080258

文献信息

• Phthalocyanines and related compounds: XLV. Nucleophilic substitution of chlorine in tetrachlorophthalonitrile: Synthesis of aryloxy-aubstituted phthalonitriles and phthalocyanines derived from them
  作者：K. A. Volkov、G. V. Avramenko、V. M. Negrimovskii、E. A. Luk’yanets

  DOI：10.1134/s1070363207060308

  日期：2007.6

  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.