4-[(E)-(2-methoxybenzylidene)amino]phenol

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-[(E)-(2-methoxybenzylidene)amino]phenol
• 化学式: C₁₄H₁₃NO₂
• 分子量: 227.263
• InChiKey: VZXVFWHWRWWLJV-XNTDXEJSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.15
• 重原子数：
  17.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 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：

  对氨基苯酚 、 邻甲氧基苯甲醛 以 乙醇 为溶剂， 反应 10.0h， 以90%的产率得到4-[(E)-(2-methoxybenzylidene)amino]phenol
  参考文献：
  名称：

  Anticancer, photoluminescence and electrochemical properties of structurally characterized two imine derivatives

  摘要：

  Two imine compounds, 4-[(E)-(2-methoxybenzylidene)amino]phenol (L-1) and 4-[(E)-(3,4-dimethoxybe nzylidene)amino]phenol (L-2) were synthesized and characterized by the analytical and spectroscopic methods. The electrochemical and photoluminescence properties of the imine compounds L-1 and L-2 were investigated in different solvents. The compounds L-1 and L-2 show different redox processes at some potentials. The molecular structures of two Schiff base compounds are broadly similar, differing principally in the position, the number of methoxy (-OCH3) groups and dihedral angles between aromatic rings. While the compound L-1 has only one methoxy group located on the o-position with respect to the imine bond (C=N), the L-2 contains two methoxy groups on the p-m-positions with respect to the imine bond. The imine compounds show two or three emission bands in the 619-832 nm range in organic solvents. In the 1.0 x 10(-3) M concentration, the compounds have the highest excitation and emission bands. The imine compounds L-1 and L-2 were screened for their in vitro cytotoxicity on HeLa cell lines using the xCELLigence system (Real Time Cell Analyzer). (C) 2015 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2015.05.021

文献信息

• Anticancer, photoluminescence and electrochemical properties of structurally characterized two imine derivatives
  作者：Gökhan Ceyhan、Muhammet Köse、Mehmet Tümer、İbrahim Demirtaş

  DOI：10.1016/j.saa.2015.05.021

  日期：2015.10

  Two imine compounds, 4-[(E)-(2-methoxybenzylidene)amino]phenol (L-1) and 4-[(E)-(3,4-dimethoxybe nzylidene)amino]phenol (L-2) were synthesized and characterized by the analytical and spectroscopic methods. The electrochemical and photoluminescence properties of the imine compounds L-1 and L-2 were investigated in different solvents. The compounds L-1 and L-2 show different redox processes at some potentials. The molecular structures of two Schiff base compounds are broadly similar, differing principally in the position, the number of methoxy (-OCH3) groups and dihedral angles between aromatic rings. While the compound L-1 has only one methoxy group located on the o-position with respect to the imine bond (C=N), the L-2 contains two methoxy groups on the p-m-positions with respect to the imine bond. The imine compounds show two or three emission bands in the 619-832 nm range in organic solvents. In the 1.0 x 10(-3) M concentration, the compounds have the highest excitation and emission bands. The imine compounds L-1 and L-2 were screened for their in vitro cytotoxicity on HeLa cell lines using the xCELLigence system (Real Time Cell Analyzer). (C) 2015 Elsevier B.V. All rights reserved.