o-aminoacetophenone benzoylhydrazone

• 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: o-aminoacetophenone benzoylhydrazone
• 英文别名: o-Aminoacetophenone benzoylhydrazone；N-[1-(2-aminophenyl)ethylideneamino]benzamide
• 化学式: C₁₅H₁₅N₃O
• 分子量: 253.304
• InChiKey: MZBLORDABNHFOT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  67.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  o-aminoacetophenone benzoylhydrazone 在 碘苯二乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以69%的产率得到3-methyl-2-benzylaminoindazole
  参考文献：
  名称：

  Kotali, Antigoni; Harris, Philip A., Journal of Heterocyclic Chemistry, 1996, vol. 33, # 3, p. 605 - 606

  摘要：

  DOI：
• 作为产物：
  描述：

  苯甲酸甲酯 在 hydrazine hydrate 作用下， 以 乙醇 为溶剂， 反应 9.0h， 生成 o-aminoacetophenone benzoylhydrazone
  参考文献：
  名称：

  Synthesis, spectral and single crystal X-ray diffraction studies on Co(II), Ni(II), Cu(II) and Zn(II) complexes with o-amino acetophenone benzoyl hydrazone

  摘要：

  A series of metal complexes of Co(II), Ni(II), Cu(II) and Zn(II) with o-amino acetophenone benzoylhydrazone (HL) have been synthesized. The complexes were characterized by elemental analyses, magnetic susceptibility measurements, electronic, IR, NMR and ESR spectral techniques. The molecular structures of the Co(II) and Ni(II) complexes were determined by single crystal X-ray diffraction studies. The delocalized charge on the five-membered chelate rings of the Co(II) and Ni(II) complexes forms an unusual intra-molecular CH center dot center dot center dot pi interaction with the -CH3 hydrogen. CH center dot center dot center dot pi interactions were also observed in the Ni(II) complex between the phenyl ring and phenyl hydrogen. HL acts as a tridentate ligand in most of the complexes, bonding through >C=O, >C=N and -NH2 groups. Electronic spectral studies indicate an octahedral geometry for the Co(II) and Ni(II) complexes, but a square planar geometry for the Cu(II) complex. The ESR spectra of the Cu(II) complex also suggest a square planar geometry around the metal ion in the solid state, but a tetragonal distorted octahedral geometry in DMSO solution at LNT due to solvent interactions at the axial positions. The electrochemical study of the Cu(II) complex exhibits reversible redox behaviour. The thermal analyses (TGA and DTA) of a few complexes show an exothermic multi-step decomposition pattern of the bonded ligands. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2013.03.048

文献信息

• Kotali, Antigoni; Harris, Philip A., Heterocycles, 1994, vol. 37, # 3, p. 1541 - 1548
  作者：Kotali, Antigoni、Harris, Philip A.

  DOI：——

  日期：——
• Some Metal(II) Complexes of O-Aminoacetophenone Benzoylhydrazone (Aabh): Their Preparation, Characterization and Antimicrobial Activity
  作者：N. Nawar、M. A. Khattab、N. M. Hosny

  DOI：10.1080/00945719909351705

  日期：1999.9
• Synthesis, spectral and single crystal X-ray diffraction studies on Co(II), Ni(II), Cu(II) and Zn(II) complexes with o-amino acetophenone benzoyl hydrazone
  作者：V.P. Singh、S. Singh、D.P. Singh、P. Singh、K. Tiwari、M. Mishra、R.J. Butcher

  DOI：10.1016/j.poly.2013.03.048

  日期：2013.6

  A series of metal complexes of Co(II), Ni(II), Cu(II) and Zn(II) with o-amino acetophenone benzoylhydrazone (HL) have been synthesized. The complexes were characterized by elemental analyses, magnetic susceptibility measurements, electronic, IR, NMR and ESR spectral techniques. The molecular structures of the Co(II) and Ni(II) complexes were determined by single crystal X-ray diffraction studies. The delocalized charge on the five-membered chelate rings of the Co(II) and Ni(II) complexes forms an unusual intra-molecular CH center dot center dot center dot pi interaction with the -CH3 hydrogen. CH center dot center dot center dot pi interactions were also observed in the Ni(II) complex between the phenyl ring and phenyl hydrogen. HL acts as a tridentate ligand in most of the complexes, bonding through >C=O, >C=N and -NH2 groups. Electronic spectral studies indicate an octahedral geometry for the Co(II) and Ni(II) complexes, but a square planar geometry for the Cu(II) complex. The ESR spectra of the Cu(II) complex also suggest a square planar geometry around the metal ion in the solid state, but a tetragonal distorted octahedral geometry in DMSO solution at LNT due to solvent interactions at the axial positions. The electrochemical study of the Cu(II) complex exhibits reversible redox behaviour. The thermal analyses (TGA and DTA) of a few complexes show an exothermic multi-step decomposition pattern of the bonded ligands. (C) 2013 Elsevier Ltd. All rights reserved.
• Kotali, Antigoni; Harris, Philip A., Journal of Heterocyclic Chemistry, <hi>1996</hi>, vol. 33, # 3, p. 605 - 606
  作者：Kotali, Antigoni、Harris, Philip A.

  DOI：——

  日期：——