2-(2-benzimidazolylazo)-4-acetamidophenol | 501411-34-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(2-benzimidazolylazo)-4-acetamidophenol
• 英文别名: N-[3-(1H-benzimidazol-2-yldiazenyl)-4-hydroxyphenyl]acetamide
• CAS: 501411-34-3
• 化学式: C₁₅H₁₃N₅O₂
• 分子量: 295.301
• InChiKey: HHEVQRHPWQZKGV-UHFFFAOYSA-N

物化性质

• 熔点：
  160 °C
• 密度：
  1.43±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  103
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(2-benzimidazolylazo)-4-acetamidophenol 、 cobalt(II) chloride 以 乙醇 、 水 为溶剂， 以80%的产率得到bis-(2-(2-benzimidazolylazo)-4-acetamidophenolate) cobalt(II) dihydrate complex
  参考文献：
  名称：

  Complexes of 2-(2-benzimidazolylazo)-4-acetamidophenol, a phenoldiazenyl-containing ligand. Could this be a moiety suitable for Zn and Cd extraction?

  摘要：

  The preparation and structural identification of new Fc(III), Co(II), Ni(ll), Cu(ll), Zn(ll) and Cd(ll) complexes of 2-(2-benzimidazolylazo)-4-acetamidophenol (BIAAP) are studied on the basis of their analytical, spectroscopic, magnetic and conductance data. The dissociation constant of the BIAAP as well as the stability constant of its metal complexes have been determined by spectrophotometric methods. The stability of the complexes follows the sequence: Zn(ll) > Cd(ll) much greater than Co(ll) > Cu(II) similar to Fe(Ill) > Ni(II). The high stability of BIAAP towards Zn(II) and Cd(ll) over the other ions is remarkable, in particular over Cu(ll), a fact that may be of technological interest. The isolated complexes are found to have the general formulae [M(BIAAP)(2)].xH(2)O (M = Co(ll), Ni(ll), Cu(ll) (x = 4), M = Zn(ll), Cd(ll) (x = 2)) or [Fe(BIAAP)(2)]Cl.2H(2)O. Structural information has been taken from spectroscopic, magnetic and conductance measurements. The coordination number of the metal ions is found to be six (Fe(III), Co(II), Ni(ll) and Cu(II)) and four (Zn(ll) and Cd(Il)) with binding through the phenolate O, azo N and, if necessary with the imidazole N3 atom. For Zn(II) and Cd(II) the phenoldiazenyl moiety seems to be the relevant one. Considering the higher stability of the Zn(ll) versus Cu(ll) complex, it is proposed that this moiety may be of interest to design Zn selective complexing and/or extracting agents. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0277-5387(01)00867-1

文献信息

• Thermal and kinetic studies on solid complexes of 2-(2-benzimidazolylazo)-4-acetamidophenol with some transition metals
  作者：G.G Mohamed、M.A Zayed、Nadia E.A El-Gamel

  DOI：10.1016/s1386-1425(02)00122-1

  日期：2002.12

  acetamidophenol (BIAAP) complexes are reported. Different physico-chemical methods like IR, Magnetic, solid reflectance spectra and molar conductance, were used to investigate the structure of BIAAP complexes. In particular, the thermal decomposition of Fe(III), Co(II), Ni(II), Cu(II), Zn(II) and Cd(II) complexes of BIAAP is studied in nitrogen atmosphere. All the complexes do not contain coordinated

  报道了2-（2-苯并咪唑基咪唑基）-4-乙酰氨基酚（BIAAP）配合物的制备和表征。使用了不同的物理化学方法，如红外光谱，磁光谱，固体反射光谱和摩尔电导，研究了BIAAP配合物的结构。特别是，在氮气气氛下研究了BIAAP的Fe（III），Co（II），Ni（II），Cu（II），Zn（II）和Cd（II）配合物的热分解。所有的配合物都不包含配位的水分子，但是包含（2-4）个结晶水分子。一步除去水分子。Co（II）和Ni（II）离子的配合物表现出相变，BIAAP的分解或燃烧发生在第二步及后续步骤中。最终的分解产物通过质谱鉴定为相应的金属氧化物或碳酸盐。评估了配合物的活化热力学参数，如活化能，焓，熵和自由能变化，并讨论了配合物热分解的稳定性。从动力学角度来看，发现配合物的热稳定性遵循Ni（II）> Cu（II）> Zn（II）> Fe（III）> Co（II）> Cd（II）的顺序。