4,5-(3-carboxy-1,2-dioxyphenyl)phthalonitrile | 1226895-53-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并二恶英
• 英文名称: 4,5-(3-carboxy-1,2-dioxyphenyl)phthalonitrile
• CAS: 1226895-53-9
• 化学式: C₁₅H₆N₂O₄
• 分子量: 278.224
• InChiKey: VAWAGMNIAYKKRX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.03
• 重原子数：
  21.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  103.34
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  原儿茶酸 、 4,5-二氯邻苯二甲腈 在 potassium carbonate 、 盐酸 、 水 作用下， 以 二甲基亚砜 为溶剂， 反应 3.0h， 以71%的产率得到4,5-(3-carboxy-1,2-dioxyphenyl)phthalonitrile
  参考文献：
  名称：

  The synthesis and fluorescence behaviour of phthalocyanines unsymmetrically substituted with naphthol and carboxy groups

  摘要：

  Unsymmetrically substituted phthalocyanines 8,15,22-tris-(naphtho)-2-(carboxy)phthalocyanine, [8,15,22-tris-(naphtho)-2-(carboxy)phthalocyanato]zinc(ii), 8,15,22-tris-(naphtho)-4,5-(3-carboxy-1,2-dioxyphenyl)phthalocyanine and [8,15,22-tris-(naphtho)-4,5-(3-carboxy-1,2-dioxyphenoxy)phthalocyanato]zinc(II) were prepared using the mixed phthalonitrile cyclotetramerization of 3-(1-naphthoxy) phthalonitrile with a carboxylic acid phthalonitrile. The phthalocyanines were separated using column chromatography employing a mixture of THF, ammonia and water. The novel compounds were characterized using UV-Vis, IR, H-1 NMR and mass spectrometry as well as elemental analysis. Fluorescence quantum yields were found to range from 0.05 to 0.16. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2009.11.010