2-carboxyphenyl-(8-hydroxy-5-quinolinyl)diazine | 22681-67-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-carboxyphenyl-(8-hydroxy-5-quinolinyl)diazine
• 英文别名: 5-(2'-carboxyphenylazo)-8-hydroxyquinoline；2-{2-[(5Z)-8-Oxo-5,8-dihydroquinolin-5-ylidene]hydrazin-1-YL}benzoic acid；2-[(8-hydroxyquinolin-5-yl)diazenyl]benzoic acid
• CAS: 22681-67-0
• 化学式: C₁₆H₁₁N₃O₃
• 分子量: 293.282
• InChiKey: NMALKOSVANYSLY-UHFFFAOYSA-N

物化性质

• 沸点：
  594.3±45.0 °C(Predicted)
• 密度：
  1.39±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  95.1
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-carboxyphenyl-(8-hydroxy-5-quinolinyl)diazine 、 mercury(II) diacetate 以 甲苯 为溶剂， 以96%的产率得到
  参考文献：
  名称：

  El-Sawi, E.; Moti, F.A.; El-Messary, S., Bulletin des Societes Chimiques Belges, 1985, vol. 94, # 1, p. 69 - 74

  摘要：

  DOI：
• 作为产物：
  描述：

  8-羟基喹啉 、 邻氨基苯甲酸 在 盐酸 、 sodium nitrite 、 potassium hydroxide 作用下， 以 水 为溶剂， 反应 1.0h， 生成 2-carboxyphenyl-(8-hydroxy-5-quinolinyl)diazine
  参考文献：
  名称：

  Azo-8-hydroxyquinoline dyes: The synthesis, characterizations and determination of tautomeric properties of some new phenyl- and heteroarylazo-8-hydroxyquinolines

  摘要：

  Two series of new heterocyclic and carbocyclic disperse azo dyes based on 8-hydroxyquinoline were prepared and characterized by FT-IR, H-1 NMR, mass spectroscopic techniques and elemental analysis. Their solvatochromic properties in different solvents were investigated and their absorption spectra were strongly solvent dependent The acid and base effects on this equilibrium were also examined. In addition, the colors of dyes were discussed with respect to the nature of the carbocyclic and heterocyclic rings and substituent therein. To determine the tautomeric forms of the prepared dyes in solid state, X-ray data for 5-(5-methylthiazol-2-yldiazenyl)-8-hydroxyquinoline were recorded. The X-ray results showed that the dye exists as an azo tautomer in the solid state. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molliq.2014.02.027

文献信息

• Stereochemistry of new nitrogen containing heterocyclic compounds.
  作者：A.Z El-Sonbati、A.A.M Belal、S.I El-Wakeel、M.A Hussien

  DOI：10.1016/s1386-1425(03)00326-3

  日期：2004.3

  New polymeric complexes of Cu(II), Co(II), Ni(II) and UO2(II) with 5-(2(1)-carboxyphenylazo)-8-hydroxyquinoline (LH2) have been prepared and characterized on the basis of analytical, magnetic, 1H NMR, EPR and electronic spectral studies. Tentative structures for the polymeric complexes are proposed. The important infrared (IR) bands and the main 1H NMR signals are assigned and discussed relative to

  制备了新型的Cu（II），Co（II），Ni（II）和UO2（II）与5-（2（1）-羧苯基偶氮）-8-羟基喹啉（LH2）的聚合物配合物，并基于分析，磁性，1H NMR，EPR和电子光谱研究。提出了用于聚合物配合物的暂定结构。重要的红外（IR）谱带和主要的1H NMR信号是相对于分子结构进行分配和讨论的。为了确定它们的立体化学，已经研究了铜（II）配合物的EPR光谱。已计算出各种EPR参数。每种金属在八面体环境中都有六个坐标。该配体通过取代来自后两个基团的质子而充当通过CN，N = N，COOH和OH基团配位的二元（双齿双螯合剂）。由于偶氮化合物及其聚合金属配合物的广泛潜在应用，因此也引起了相当大的兴趣。还讨论了配合物的热分解行为。
• Organotin complexes of 5-arylazo-8-quinolinols
  作者：T.S.Basu Baul、T.K. Chattopadhyay、B. Majee

  DOI：10.1016/s0277-5387(00)81525-9

  日期：1983.1
• Deb, Barun Kanti; Ghosh, Amiya Kanti, Canadian Journal of Chemistry, 1987, vol. 65, p. 1241 - 1246
  作者：Deb, Barun Kanti、Ghosh, Amiya Kanti

  DOI：——

  日期：——
• Baul, Basu T. S.; Dey, Debashis, Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry, <hi>1989</hi>, vol. 19, p. 101 - 112
  作者：Baul, Basu T. S.、Dey, Debashis

  DOI：——

  日期：——
• El-Sawi, E.; Moti, F.A.; El-Messary, S., Bulletin des Societes Chimiques Belges, 1985, vol. 94, # 1, p. 69 - 74
  作者：El-Sawi, E.、Moti, F.A.、El-Messary, S.

  DOI：——

  日期：——