(E)-1-((4-phenoxyphenylimino)methyl)naphthalen-2-olate | 1315573-11-5

• 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: (E)-1-((4-phenoxyphenylimino)methyl)naphthalen-2-olate
• CAS: 1315573-11-5
• 化学式: C₂₃H₁₇NO₂
• 分子量: 339.393
• InChiKey: HPHAMBOJMRZCFU-LFVJCYFKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.09
• 重原子数：
  26.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  41.82
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  2-羟基-1-萘甲醛 、 4-氨基二苯醚 以 乙醇 为溶剂， 反应 2.0h， 以72%的产率得到(E)-1-((4-phenoxyphenylimino)methyl)naphthalen-2-olate
  参考文献：
  名称：

  Experimental and computational studies on zwitterionic (E)-1-((4-phenoxyphenyliminio)methyl)naphthalen-2-olate

  摘要：

  The Schiff base compound (E)-1-((4-phenoxyphenyliminio)methyl)naphthalen-2-olate has been synthesized and characterized by IR, UV-Vis, and X-ray single-crystal determination.Molecular geometry of the title compound in the ground state have been calculated using the density functional method (DFT) with 6-31G(d,p) basis set and compared with the experimental data. The calculated results show that the optimized geometry can well reproduce the crystal structure. By using TD-DFT method, electronic absorption spectra of the title compound have been predicted and a good agreement with the TD-DFT method and the experimental ones is determined. Molecular orbital coefficient analyses reveal that the electronic transitions are mainly assigned to n -> p* and p -> p* electronic transitions. To investigate the tautomeric stability, optimization calculations at B3LYP/6-31G(d,p) level were performed for the NH and OH forms of the title compound. Calculated results reveal that the OH form is more stable than NH form. In addition, molecular electrostatic potential and non-linear optical properties of the title compound were performed at B3LYP/6-31G(d,p) level of theory. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2011.04.042