(Z)-2-hydroxybenzoic acid (1-phenylpropylidene)hydrazide

• 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: (Z)-2-hydroxybenzoic acid (1-phenylpropylidene)hydrazide
• 英文别名: 2-hydroxy-N-[(Z)-1-phenylpropylideneamino]benzamide
• 化学式: C₁₆H₁₆N₂O₂
• 分子量: 268.315
• InChiKey: SEHAKQHGFNRJHZ-VKAVYKQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  61.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (Z)-2-hydroxybenzoic acid (1-phenylpropylidene)hydrazide 、 copper diacetate 以 甲醇 为溶剂， 以74%的产率得到[Cu(hbh)₂]
  参考文献：
  名称：

  Synthesis, characterization and corrosion inhibition property of nickel(II) and copper(II) complexes with some acylhydrazine Schiff bases

  摘要：

  Ni(II) and Cu(II) complexes with 2-amino-benzoic acid (1-phenyl-propylidene)-hydrazide (Habh) and 2-hydroxy-benzoic acid (1-phenyl-propylidene)-hydrazide (Hhbh) have been synthesized and characterized by different physico-chemical and spectroscopic techniques (UV-Vis, IR & NMR). The molecular structures of the ligands and their complexes [Ni(abh)(2)(DMSO)(2)], [Ni(hbh)(2)(DMSO)(2)] and [Cu(abh)(2)] have also been determined by single crystal X-ray diffraction technique. In all the complexes, each ligand coordinates to metal through azomethine-N and carbonylate-O resulting a 4-coordinate distorted square planar geometry for Cu(II) complexes and 6-coordinate distorted octahedral geometry for Ni(II) complexes in which two DMSO molecules occupy the axial positions. The structure of [Cu(hbh)(2)] complex has been satisfactorily modeled by density functional theory (DFT) and time dependent-DFT (TD-DFT) calculations. The corrosion inhibition study of the synthesized compounds has also been performed for mild steel in 0.5 M H2SO4 medium. The activity is found in the order: Ni(II) complexes > ligands > Cu(II) complexes. The DFT study on ligands also supports the experimental observation that Habh is better corrosion inhibitor than Hhbh. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2015.01.003
• 作为产物：
  描述：

  水杨酰肼 、 苯丙酮 以 甲醇 为溶剂， 反应 3.0h， 以84%的产率得到(Z)-2-hydroxybenzoic acid (1-phenylpropylidene)hydrazide
  参考文献：
  名称：

  Synthesis, characterization and corrosion inhibition property of nickel(II) and copper(II) complexes with some acylhydrazine Schiff bases

  摘要：

  Ni(II) and Cu(II) complexes with 2-amino-benzoic acid (1-phenyl-propylidene)-hydrazide (Habh) and 2-hydroxy-benzoic acid (1-phenyl-propylidene)-hydrazide (Hhbh) have been synthesized and characterized by different physico-chemical and spectroscopic techniques (UV-Vis, IR & NMR). The molecular structures of the ligands and their complexes [Ni(abh)(2)(DMSO)(2)], [Ni(hbh)(2)(DMSO)(2)] and [Cu(abh)(2)] have also been determined by single crystal X-ray diffraction technique. In all the complexes, each ligand coordinates to metal through azomethine-N and carbonylate-O resulting a 4-coordinate distorted square planar geometry for Cu(II) complexes and 6-coordinate distorted octahedral geometry for Ni(II) complexes in which two DMSO molecules occupy the axial positions. The structure of [Cu(hbh)(2)] complex has been satisfactorily modeled by density functional theory (DFT) and time dependent-DFT (TD-DFT) calculations. The corrosion inhibition study of the synthesized compounds has also been performed for mild steel in 0.5 M H2SO4 medium. The activity is found in the order: Ni(II) complexes > ligands > Cu(II) complexes. The DFT study on ligands also supports the experimental observation that Habh is better corrosion inhibitor than Hhbh. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2015.01.003