5-(4-nitrophenyldiazenyl)-8-hydroxyquinoline | 4341-11-1

• 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-nitrophenyldiazenyl)-8-hydroxyquinoline
• 英文别名: 5-(2-(4-nitrophenyl)diazenyl)quinolin-8-ol；5-((4-nitrophenyl)azo)-8-hydroxyquinoline；5-((4-nitrophenyl)diazenyl)quinolin-8-ol；5-(4-nitrophenyiazo)-8-hydroxyquinoline；5-(p-Nitrophenylazo)-8-hydroxyquinoline；5-[(4-nitrophenyl)diazenyl]quinolin-8-ol
• CAS: 4341-11-1
• 化学式: C₁₅H₁₀N₄O₃
• 分子量: 294.269
• InChiKey: ALVWYJXOCFNJJJ-UHFFFAOYSA-N

物化性质

• 熔点：
  281 °C
• 沸点：
  569.4±45.0 °C(Predicted)
• 密度：
  1.43±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  104
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  bis(O,O'-dicyclohexyldithiophosphato-S,S')nickel(II) 、 5-(4-nitrophenyldiazenyl)-8-hydroxyquinoline 以 氯仿 为溶剂， 生成 (dicyclohexyldithiophosphato)(5-(p-nitrophenylazo)-8-hydroxyquinolinato)nickel(II)
  参考文献：
  名称：

  Aly, A. A. M.; Hassan, A. M. A.; Soliman, E. M., Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical, 1990, vol. 29, # 8, p. 811 - 814

  摘要：

  DOI：
• 作为产物：
  描述：

  8-羟基喹啉 、 4-硝基苯胺 在 potassium hydrogensulfate 、 水 、 sodium nitrite 作用下， 以80%的产率得到5-(4-nitrophenyldiazenyl)-8-hydroxyquinoline
  参考文献：
  名称：

  无溶剂微波照射下的一锅重氮偶联反应

  摘要：

  摘要 重氮化和偶联反应在无溶剂微波诱导下在一锅内进行。

  DOI：

  10.1080/00397910008087094

文献信息

• Thermal properties, geometrical structures, antimicrobial activity and DNA binding of supramolecular azo dye complexes
  作者：A.Z. El-Sonbati、M.A. Diab、A.A. El-Bindary、A.F. Shoair、N.M. Beshry

  DOI：10.1016/j.molliq.2016.02.043

  日期：2016.6

  using Coats–Redfern and Horowitz–Metzger methods. The ligands (HLn) and Ru(III) complexes are screened for their antimicrobial activity against bacterial and fungal species. The tested complexes (1) and (2) have good antibacterial activity against Bacillus cereus and the tested ligands (HL2, HL3 and HL5) have good antifungal activity against Aspergillus niger and also HL5 showed against Alternaria alternata

  制备5-（4-衍生物苯基偶氮）-8-羟基喹啉（HL n）的Ru（III）配合物，并通过元素分析，IR，UV-可见光谱，1 H和13 C NMR光谱，质谱，X表征射线衍射分析，电导率测量和磁化率测量以及热分析。X射线衍射图谱表明配体（HL 3）具有多晶性质和络合物（2）是完全无定形的。所述配体通过取代来自CN和OH基团的质子而充当通过CN和OH基团配位的二元双齿。摩尔电导率表明Ru（III）络合物本质上是非电解质。光谱表明，所有络合物都是八面体，其中两个氯化物附着在金属离子上。研究了配位体（HL n）和Ru（III）配合物的最佳键长，键角和计算的量子化学参数。分子对接用于预测偶氮染料配体与前列腺癌突变体2q7k激素受体之间的结合。活化热力学参数，例如活化能（E a），焓（ΔH⁎），熵（ΔS⁎））和吉布斯分解的自由能变化（ΔG⁎）是使用Coats–Redfern和Horowitz–Metzger方法计算的。筛选配体（HL
• 基于羟基脱保护反应的喹啉偶氮衍生物传感器及其制备与应用
  申请人：福建省海凝环保科技有限公司

  公开号：CN111620904B

  公开（公告）日：2023-02-24

  本发明公开了基于羟基脱保护反应的喹啉偶氮衍生物传感器及其制备与应用。本发明以对硝基苯胺、叔丁基二甲基氯硅烷及8‑羟基喹啉等为原料，制备叔丁基二甲基‑对硝基苯胺偶氮8‑羟基喹啉，记为P‑TB。采用红外光谱仪、紫外‑可见分光光度计和荧光光谱仪对产物进行结构及性能表征，探究其谱学变化规律及对阴离子的识别行为。结果表明：P‑TB乙腈溶液能识别甲醇及水溶液中的F‑。本发明拓展了氟离子光化学识别方法，该传感器制备方法新颖，简单，对离子识别设备简单，操作方便，大大减少了此类光化学识别离子的操作步骤，可应用于医学、环境及水体等领域中氟离子的检测，大大节约了检测成本，保护了环境，具有良好的经济和社会效益。
• 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：——
• Das, Pranab J.; Begum, Jesmin, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2018, p. 355 - 361
  作者：Das, Pranab J.、Begum, Jesmin

  DOI：——

  日期：——
• Geometrical structures, thermal, optical and electrical properties of azo quinoline derivatives
  作者：N.A. El-Ghamaz、A.A. El-Bindary、A.Z. El-Sonbati、N.M. Beshry

  DOI：10.1016/j.molliq.2015.07.050

  日期：2015.11

  Azo quinoline derivatives (AQ(x)) were synthesized by coupling of 8-hydroxyquinoline with aniline derivatives. The optimized bond lengths, bond angles and the quantum chemical parameters for the ligands (AQ(x)) were calculated. The dielectric constants (epsilon(r) and epsilon(i)) and ac conductivity (sigma(ac)) were studied as a function of both temperature and frequency in the temperature range 293-509 K and frequency range 10(2)-10(5) Hz. The thermal activation energies Delta E-1 and Delta E-2 were calculated and found to be in the range of 0.03-0.26 and 0.2-1.31 eV, respectively, depending on the substituent and frequency. The conduction mechanism was investigated for all the derivatives under investigation. The ligands (AQ(1), AQ(2) and AQ(4)) were found to be controlled by correlated barrier hopping model and the ligands (AQ(3) and AQ(5)) were controlled by small polaron tunneling mechanism. The optical absorption properties of the ligands thin films were investigated. The absorption coefficient (alpha) spectra reveals two absorption peaks which are assigned as pi-pi* and n-pi* transitions. The optical energy gap (E-g) was investigated near the absorption edge and found to be in the range of 134-226 and 1.47-1.69 eV for direct and indirect optical transitions, respectively. (C) 2015 Elsevier B.V. All rights reserved.

表征谱图