4,4'-methylenedianilidene-bis(3-methoxy-4-hydroxybenzaldehyde) | 67727-63-3

• 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: 4,4'-methylenedianilidene-bis(3-methoxy-4-hydroxybenzaldehyde)
• 英文别名: 4,4'-Methylenebis(N-(4-hydroxy-3-methoxybenzylidene)aniline)；4-[[4-[[4-[(4-hydroxy-3-methoxyphenyl)methylideneamino]phenyl]methyl]phenyl]iminomethyl]-2-methoxyphenol
• CAS: 67727-63-3
• 化学式: C₂₉H₂₆N₂O₄
• 分子量: 466.536
• InChiKey: GALYKHWSSQZFKS-UHFFFAOYSA-N

物化性质

• 熔点：
  77 °C
• 沸点：
  695.4±55.0 °C(Predicted)
• 密度：
  1.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  35
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  83.6
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4,4'-methylenedianilidene-bis(3-methoxy-4-hydroxybenzaldehyde) 、 zinc(II) chloride 以 乙醇 为溶剂， 以70%的产率得到[Zn(4,4'-methylenedianilidene-bis(3-methoxy-4-hydroxybenzaldehyde))Cl2]
  参考文献：
  名称：

  Synthesis, spectroscopic, electrochemical, DNA binding and photocleavage studies on coordination compounds of bis(4-aminophenyl)methane based novel Schiff bases

  摘要：

  Two novel Schiff bases, 4,4'-methylenedianilidene-bis(3-methoxy-4-hydroxy-benzaldehyde) (L-1) and 4,4'-methylenedianilidene-bis(3,4-dimethoxybenzaldehyde) (L-2), have been prepared by condensing 4,4'-methylenedianiline (MDA) with vanillin and 3,4-dimethoxybenzaldehyde (DMB) respectively in ethanolic medium. Metal complexes of the above Schiff bases are prepared from salts of Cu(II), Zn(II), Co(II) and VO(IV). They are characterized by elemental analysis, molar conductivity, magnetic moment measurements, IR, H-1 NMR, UV-Vis., FAB Mass, and EPR spectra. The elemental analysis data exhibit the formation of 1: 1 [M: L] ratio. The mode of bonding and the geometry of the complexes have been confirmed on the basis of IR, UV-Vis. and magnetic moment measurements. These data reveal a square-planar geometry for all the complexes except VO(IV) which has square-pyramidal geometry. The molar conductance measurements of the Schiff base complexes reveal the existence of non-electrolytic nature. The interactions of complexes with calf thymus DNA (CT-DNA) have been investigated by electronic absorption spectroscopy, viscosity measurements and cyclic voltammetry. The results indicate that the complex can bind to DNA by intercalation modes. The Schiff bases and their metal complexes have been evaluated for their antifungal and antibacterial activities against different species of pathogenic fungi and bacteria and their results are compared with standard drugs.

  DOI：

  10.1134/s0036023611050202
• 作为产物：
  描述：

  香草醛 、 4,4'-二氨基二苯甲烷 以 四氢呋喃 为溶剂， 反应 1.0h， 以96%的产率得到4,4'-methylenedianilidene-bis(3-methoxy-4-hydroxybenzaldehyde)
  参考文献：
  名称：

  一种基于席夫碱结构的生物基丙烯酸酯及其制备方法和应用

  摘要：

  本发明公开了一种基于席夫碱结构的生物基丙烯酸酯，结构如式Ⅰ所示，式中，R1为C2H4、C4H8、C6H4、C6H12、C8H16、C10H20、C13H10中的一种，R2为氢或甲基。本发明还公开了该生物基丙烯酸酯的制备方法，以及在涂料领域的应用，工艺简单、易于工业化生产，制备得到的产物具有更加优异的力学性能和耐热性，同时具有较高的玻璃化转变温度和热变形温度以及降解性能，可以应用于涂料、胶黏剂以及航空航天领域。

  公开号：

  CN106916083A

文献信息

• 一种基于席夫碱结构的生物基丙烯酸酯及其制备方法和应用
  申请人：中国科学院宁波材料技术与工程研究所

  公开号：CN106916083A

  公开（公告）日：2017-07-04

  本发明公开了一种基于席夫碱结构的生物基丙烯酸酯，结构如式Ⅰ所示，式中，R1为C2H4、C4H8、C6H4、C6H12、C8H16、C10H20、C13H10中的一种，R2为氢或甲基。本发明还公开了该生物基丙烯酸酯的制备方法，以及在涂料领域的应用，工艺简单、易于工业化生产，制备得到的产物具有更加优异的力学性能和耐热性，同时具有较高的玻璃化转变温度和热变形温度以及降解性能，可以应用于涂料、胶黏剂以及航空航天领域。
• Synthesis, spectroscopic, electrochemical, DNA binding and photocleavage studies on coordination compounds of bis(4-aminophenyl)methane based novel Schiff bases
  作者：N. Raman、A. Selvan

  DOI：10.1134/s0036023611050202

  日期：2011.5

  Two novel Schiff bases, 4,4'-methylenedianilidene-bis(3-methoxy-4-hydroxy-benzaldehyde) (L-1) and 4,4'-methylenedianilidene-bis(3,4-dimethoxybenzaldehyde) (L-2), have been prepared by condensing 4,4'-methylenedianiline (MDA) with vanillin and 3,4-dimethoxybenzaldehyde (DMB) respectively in ethanolic medium. Metal complexes of the above Schiff bases are prepared from salts of Cu(II), Zn(II), Co(II) and VO(IV). They are characterized by elemental analysis, molar conductivity, magnetic moment measurements, IR, H-1 NMR, UV-Vis., FAB Mass, and EPR spectra. The elemental analysis data exhibit the formation of 1: 1 [M: L] ratio. The mode of bonding and the geometry of the complexes have been confirmed on the basis of IR, UV-Vis. and magnetic moment measurements. These data reveal a square-planar geometry for all the complexes except VO(IV) which has square-pyramidal geometry. The molar conductance measurements of the Schiff base complexes reveal the existence of non-electrolytic nature. The interactions of complexes with calf thymus DNA (CT-DNA) have been investigated by electronic absorption spectroscopy, viscosity measurements and cyclic voltammetry. The results indicate that the complex can bind to DNA by intercalation modes. The Schiff bases and their metal complexes have been evaluated for their antifungal and antibacterial activities against different species of pathogenic fungi and bacteria and their results are compared with standard drugs.