5-(4-carboxyphenyldiazenyl)-8-hydroxyquinoline | 67940-27-6

• 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: 5-(4-carboxyphenyldiazenyl)-8-hydroxyquinoline
• 英文别名: 5-(4-carboxyphenylazo)-8-hydroxyquinoline；CPA-8-HQL；4-[(E)-(8-hydroxyquinolin-5-yl)diazenyl]benzoic acid；4-[(8-hydroxyquinolin-5-yl)diazenyl]benzoic acid
• CAS: 67940-27-6
• 化学式: C₁₆H₁₁N₃O₃
• 分子量: 293.282
• InChiKey: WHYSDEAUKYVHBQ-UHFFFAOYSA-N

物化性质

• 熔点：
  190 °C
• 沸点：
  597.9±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)：
  3.6
• 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

• 作为产物：
  描述：

  8-羟基喹啉 、 对氨基苯甲酸 在 盐酸 、 sodium nitrite 、 sodium hydroxide 作用下， 以 水 为溶剂， 反应 0.5h， 以35%的产率得到5-(4-carboxyphenyldiazenyl)-8-hydroxyquinoline
  参考文献：
  名称：

  基于功能化SBA-15的荧光化学传感器，用于检测水性介质中的Pb 2 + †

  摘要：

  这项研究报告了一种高度有序的介孔二氧化硅材料（SBA-15），该材料已用5-（4-羧基-苯基偶氮）-8-羟基喹啉（CPA-8-HQL）进行了功能化，用作检测Pb 2+的荧光化学传感器。。用XRD，TEM，FT-IR，UV-vis漫反射光谱和TGA表征了接枝过程。结果证明，CPA-8-HQL已成功锚定在SBA-15通道中，并且SBA-15的一级有序介孔结构得到了很好的保留。利用荧光分光光度计研究了传感特性，并且在Pb 2+存在下观察到了在429 nm处的高度荧光增强。。灵敏度参数的测量表明，所获得的有机/无机杂化物在水性介质中对Pb 2+具有极好的灵敏度和选择性。Pb 2+的最低检测限为4.90×10 -7 mol L -1。

  DOI：

  10.1039/c5ra00696a

文献信息

• Azo-8-hydroxyquinoline dyes: The synthesis, characterizations and determination of tautomeric properties of some new phenyl- and heteroarylazo-8-hydroxyquinolines
  作者：Aytül Saylam、Zeynel Seferoğlu、Nermin Ertan

  DOI：10.1016/j.molliq.2014.02.027

  日期：2014.7

  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.
• Fluorescence chemosensors based on functionalized SBA-15 for detection of Pb²⁺ in aqueous media
  作者：Liyan Zhao、Dan Sui、Yan Wang

  DOI：10.1039/c5ra00696a

  日期：——

  A highly ordered mesoporous silica material (SBA-15) functionalized with 5-(4-carboxy-phenylazo)-8-hydroxyquinoline (CPA-8-HQL) for use as a fluorescence chemosensor for Pb2+ detection has been reported in this study. XRD, TEM, FT-IR, UV-vis diffuse reflectance spectra and TGA were used to characterize the grafting process. The results proved that CPA-8-HQL was successfully anchored into the channel

  这项研究报告了一种高度有序的介孔二氧化硅材料（SBA-15），该材料已用5-（4-羧基-苯基偶氮）-8-羟基喹啉（CPA-8-HQL）进行了功能化，用作检测Pb 2+的荧光化学传感器。。用XRD，TEM，FT-IR，UV-vis漫反射光谱和TGA表征了接枝过程。结果证明，CPA-8-HQL已成功锚定在SBA-15通道中，并且SBA-15的一级有序介孔结构得到了很好的保留。利用荧光分光光度计研究了传感特性，并且在Pb 2+存在下观察到了在429 nm处的高度荧光增强。。灵敏度参数的测量表明，所获得的有机/无机杂化物在水性介质中对Pb 2+具有极好的灵敏度和选择性。Pb 2+的最低检测限为4.90×10 -7 mol L -1。