4-phenylazo-benzenediazonium; chloride | 36968-72-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 偶氮苯
• 英文名称: 4-phenylazo-benzenediazonium; chloride
• 英文别名: 4-Phenylazo-benzoldiazonium; Chlorid；4-Phenylazo-phenyldiazonium-chlorid；4-[(E)-Phenyldiazenyl]benzene-1-diazonium chloride；4-phenyldiazenylbenzenediazonium;chloride
• CAS: 36968-72-6
• 化学式: C₁₂H₉N₄*Cl
• 分子量: 244.683
• InChiKey: GXDUHWOIEYAFRC-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  1.59
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  52.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  乙酰琥珀酸二乙酯 、 4-phenylazo-benzenediazonium; chloride 生成 5-oxo-1-(4-phenylazo-phenyl)-4-((Z)-4-phenylazo-phenylhydrazono)-4,5-dihydro-1H-pyrazole-3-carboxylic acid ethyl ester
  参考文献：
  名称：

  Production of pyrazolone azo dyes

  摘要：

  公开号：

  US02457823A1
• 作为产物：
  描述：

  对氮蒽蓝 、 alkaline earth salt of/the/ methylsulfuric acid 在 乙醇 作用下， 生成 4-phenylazo-benzenediazonium; chloride
  参考文献：
  名称：

  Sircar; Watson, Chemisches Zentralblatt, 1913, vol. 84, # I, p. 961

  摘要：

  DOI：

文献信息

• Experimental and quantum chemical studies of the structural and spectral properties of novel diazenyl formazans
  作者：Habibe Tezcan、Hülya Şenöz、Nesrin Tokay

  DOI：10.1016/j.molstruc.2019.04.055

  日期：2019.8

  values of the synthesized compounds with PBE1PBE functional and 6-311G(2d,2p) basis set combination. The IR spectra of the novel formazans were calculated using DFT at PBE1PBE/6-311G(d,p) level of theory. The electronic absorption spectra of the optimized structures were evaluated by TD-DFT method at PBE1PBE/6-311G(2d,2p) level of theory. The absorption spectra of the synthesized diazenyl formazans

  摘要 通过对位取代苯基或吡啶基腙与氯化对氨基偶氮苯重氮偶联合成了一系列新的3-(对位取代苯基)-5-苯基-1-(4-苯基二氮烯基)苯基甲脒。所有化合物均通过 FT-IR、UV-Vis、1H NMR 和 13C NMR 光谱技术以及 HR-MS 进行表征。DFT 用于计算具有 PBE1PBE 功能和 6-311G(2d,2p) 基组组合的合成化合物的分子结构和 1H 和 13C 化学位移值。使用 DFT 在 PBE1PBE/6-311G(d,p) 理论水平计算新型甲臜的红外光谱。优化结构的电子吸收光谱通过 TD-DFT 方法在 PBE1PBE/6-311G(2d,2p) 理论水平进行评估。在三种不同的溶剂中研究了合成的二氮烯基甲臜的吸收光谱。
• Theoretical studies of the tautomerism in 3-(2-R-Phenylhydrazono)-naphthalene- 1,2,4-triones: synthesis of copper(II) complexes and studies of antibacterial and antitumor activities
  作者：Acácio I. Francisco、Maria D. Vargas、Thaís P. Fragoso、J. Walkimar de M. Carneiro、Annelise Casellato、Fernando de C. da Silva、Vitor F. Ferreira、Jussara P. Barbosa、Claudia Pessoa、Letícia V. Costa-Lotufo、José D. B. Marinho Filho、Manoel O. de Moraes、Antonio S. Mangrich

  DOI：10.1590/s0103-50532010000700017

  日期：——

  DFT calculations using the B3LYP and PBE1PBE functionals with the standard 6-31G(d) and 6-311+G(2d,p) basis sets were carried out for the 3-(2-phenylhydrazone)-naphthalene-1,2,4-trione system in solution (dmso) and in the gas phase, and showed the keto-hydrazone forms (rotamers Ia and Ib) to be more stable than the enol-azo forms (rotamers IIa and IIb, by about 14 kcal mol(-1)) and III (by approximately 6 kcal mol(-1)), independently of the nature of the substituent in the phenylene ring. These results were confirmed by spectroscopic data on the derivatives HL1-HL13, obtained from 2-hydroxy-1,4-naphthoquinone and arylamines (R = 4-OMe, 4-N-2-C6H5, 4-Cl, 4-I, 3-I, 2-I, 4-COOH, 3-COOH, 4-CN, 3-CN, 4-NO2, 3-NO2, 2-NO2). The in vitro antitumor (against SF-295, HCT-8, MDAMB-435 and HL-60 cancer cell lines) and antibacterial activities (Bacillus cereus, Bacillus subtilis, Enterococcus faecalis, Staphylococcus aureus, Escherichia coli, Klebsiella pneumonia and Pseudomonas aeruginosa) of compounds HL1-HL13 and of their respective copper(II) complexes, [Cu(L1-13)(2)], were tested. In general, these compounds exhibited low antibacterial activity, except for HL5 (R = 3-I), more active than the control; however, the corresponding complex was inactive. In contrast, increased cytotoxicity was observed upon complexation. Complex [Cu(L13)(2)] (R = 3-NO2) presented moderate cytotoxicity against human leukemia (HL-60).
• Ganushchak, N. I.; Bilaya, E. E.; Obushak, N. D., Russian Journal of Organic Chemistry, 1993, vol. 29, # 2.2, p. 298 - 300
  作者：Ganushchak, N. I.、Bilaya, E. E.、Obushak, N. D.

  DOI：——

  日期：——
• Grebneva, P. I.; Skvortsova, G. G.; Stepanova, Z. V., Journal of Organic Chemistry USSR (English Translation), 1983, vol. 19, # 4, p. 722 - 725
  作者：Grebneva, P. I.、Skvortsova, G. G.、Stepanova, Z. V.

  DOI：——

  日期：——
• Hewitt; Thole, Journal of the Chemical Society, <hi>1910</hi>, vol. 97, p. 513
  作者：Hewitt、Thole

  DOI：——

  日期：——