4-(4-formyl-3-hydroxyphenoxy)phthalonitrile | 1357002-06-2

• 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-(4-formyl-3-hydroxyphenoxy)phthalonitrile
• 英文别名: 4-(4-Formyl-3-hydroxyphenoxy)benzene-1,2-dicarbonitrile；4-(4-formyl-3-hydroxyphenoxy)benzene-1,2-dicarbonitrile
• CAS: 1357002-06-2
• 化学式: C₁₅H₈N₂O₃
• 分子量: 264.24
• InChiKey: BXCLKUVMYRCKSO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  94.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-(4-formyl-3-hydroxyphenoxy)phthalonitrile 、 2-氨基苯酚 以 乙醇 为溶剂， 反应 24.0h， 以82%的产率得到4-(3-hydroxy-4-(((2-hydroxyphenyl)imino)-methyl)phenoxy)phthalonitrile
  参考文献：
  名称：

  Boronic ester of a phthalocyanine precursor with a salicylaldimino moiety

  摘要：

  4-(4-Formyl-3-hydroxyphenoxy)phthalonitrile (3) and its condensation product with 2-aminophenol have been synthesized to reach 4-(3-hydroxy-4-(((2-hydroxyphenyl) imino)-methyl) phenoxy) phthalonitrile (5), a tridentate ligand possessing ONO binding sites. Subsequent condensation of phenylboronic acid with 5 afforded a novel boronic ester of a Schiff base with a phthalonitrile group (7). Boronate 7 displays high stability and can be handled in air due to the presence of coordinative B-N and covalent B-O bonds in its structure. The novel compounds were characterized by elemental analyses, IR, UV-vis, mass, H-1-, C-13- and B-11 NMR spectra. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2011.11.016
• 作为产物：
  描述：

  4-硝基邻苯二甲腈 、 2,4-二羟基苯甲醛 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 50.0h， 以32%的产率得到4-(4-formyl-3-hydroxyphenoxy)phthalonitrile
  参考文献：
  名称：

  Boronic ester of a phthalocyanine precursor with a salicylaldimino moiety

  摘要：

  4-(4-Formyl-3-hydroxyphenoxy)phthalonitrile (3) and its condensation product with 2-aminophenol have been synthesized to reach 4-(3-hydroxy-4-(((2-hydroxyphenyl) imino)-methyl) phenoxy) phthalonitrile (5), a tridentate ligand possessing ONO binding sites. Subsequent condensation of phenylboronic acid with 5 afforded a novel boronic ester of a Schiff base with a phthalonitrile group (7). Boronate 7 displays high stability and can be handled in air due to the presence of coordinative B-N and covalent B-O bonds in its structure. The novel compounds were characterized by elemental analyses, IR, UV-vis, mass, H-1-, C-13- and B-11 NMR spectra. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2011.11.016

文献信息

• Boronic ester of a phthalocyanine precursor with a salicylaldimino moiety
  作者：Şennur Özçelik、Ahmet Gül

  DOI：10.1016/j.jorganchem.2011.11.016

  日期：2012.2

  4-(4-Formyl-3-hydroxyphenoxy)phthalonitrile (3) and its condensation product with 2-aminophenol have been synthesized to reach 4-(3-hydroxy-4-(((2-hydroxyphenyl) imino)-methyl) phenoxy) phthalonitrile (5), a tridentate ligand possessing ONO binding sites. Subsequent condensation of phenylboronic acid with 5 afforded a novel boronic ester of a Schiff base with a phthalonitrile group (7). Boronate 7 displays high stability and can be handled in air due to the presence of coordinative B-N and covalent B-O bonds in its structure. The novel compounds were characterized by elemental analyses, IR, UV-vis, mass, H-1-, C-13- and B-11 NMR spectra. (C) 2011 Elsevier B.V. All rights reserved.