3-phenyl-4-(phenylazo)-5-pyrazolone | 37763-71-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 3-phenyl-4-(phenylazo)-5-pyrazolone
• 英文别名: 3-phenyl-4-phenylazo-5-pyrazolone；5-phenyl-4-phenylazo-1,2-dihydro-pyrazol-3-one；3-Phenyl-4-phenylazo-pyrazolon-(5)；4-Benzolazo-3-phenyl-pyrazolon-(5)；5-Phenyl-4-[(E)-phenyldiazenyl]-2,4-dihydro-3H-pyrazol-3-one；3-phenyl-4-phenyldiazenyl-1,4-dihydropyrazol-5-one
• CAS: 37763-71-6
• 化学式: C₁₅H₁₂N₄O
• 分子量: 264.286
• InChiKey: QOYAVIKTQUMFMJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  66.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  lanthanum(III) nitrate hexahydrate 、 3-phenyl-4-(phenylazo)-5-pyrazolone 在 aq. NH₃ 作用下， 以 乙醇 为溶剂， 以70%的产率得到[La(3-phenyl-4-phenylazo-5-pyrazolone)2(NO3)2(OH)(H2O)2]
  参考文献：
  名称：

  SYNTHESIS AND CHARACTERIZATION OF SOME 3-PHENYL-4-ARYLAZO-5-PYRAZOLONES WITH La(III), Ce(III), Th(IV), AND UO₂(VI) COMPLEXES

  摘要：

  La(III), Ce(III), Th(IV) and UO2(VI) chelates with 3-phenyl-4-arylazo-5-pyrazolones have been synthesized and were characterized by several analytical tools such as elemental analyses, IR, NMR, TG and molar conductance techniques. The data obtained show that all of the prepared complexes contain water and/or alcohol molecules in their coordination sphere and the ligands form 1:1 and 1:2 complexes which are in good agreement with the proposed formulae. The NMR data of the prepared ligands show the existence of the ketonic structure rather than the enolic form. The TG data revealed no crystal water outside the coordination sphere. The azopyrazolone ligands act as neutral bidentate ligands bonded to the metal ions through the oxygen atom of the carbonyl group and the a nitrogen of the arylazo group. All solid chelates prepared behave as non-electrolytes in DMF solution. The coordination numbers of the prepared chelates are ranging from 6 to 12 for 1: 1 and from 7 to 12 for 1:2 chelates.

  DOI：

  10.1081/sim-100107203

文献信息

• Potentiometric, spectrometric, thermal and conductimetric studies on some 3-phenyl-4-(arylazo)-5-pyrazolones and their complexes with divalent cobalt metal ion
  作者：H.B. Hassib、S.A. Abdel-Latif

  DOI：10.1016/s1386-1425(03)00010-6

  日期：2003.9

  and visible spectra (UV-Vis), proton nuclear magnetic resonance (1H NMR) and Mass spectra. It has been proved that these compounds exhibit a keto-enol tautomerism in solution. The donor character of the substituent increases the enol form. The ionization constants of the investigated ligands have been determined potentiometrically and found to decrease in the order OCH(3)(IV)>CH(3)(III)>H(I)>Cl(II)

  已合成3-苯基-4-芳基偶氮-5-吡唑啉酮（I-IV），并通过元素，红外（IR），紫外和可见光谱（UV-Vis），质子核磁共振（1H NMR）和质谱表征。已经证明这些化合物在溶液中表现出酮-烯醇互变异构现象。取代基的供体特征增加了烯醇形式。已电位测定法确定了所研究配体的电离常数，并发现其以OCH（3）（IV）> CH（3）（III）> H（I）> Cl（II）的顺序降低。已制备了被研究的3-苯基-4-芳基偶氮-5-吡唑啉酮（I-IV）的Co（II）配合物，并通过元素和热分析以及IR，UV-Vis，电子跃迁，电势，电导和磁测量。数据表明Co（II）的八面体几何形状（1：