4-(dodecyloxy)phenyl 4-aminobenzoate | 163855-99-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: 4-(dodecyloxy)phenyl 4-aminobenzoate
• 英文别名: (4-Dodecoxyphenyl) 4-aminobenzoate；(4-dodecoxyphenyl) 4-aminobenzoate
• CAS: 163855-99-0
• 化学式: C₂₅H₃₅NO₃
• 分子量: 397.558
• InChiKey: WGQSNMZJRHCFNN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.3
• 重原子数：
  29
• 可旋转键数：
  15
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  61.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(8-hydroxyoctyloxy)-2-hydroxybenzaldehyde 、 4-(dodecyloxy)phenyl 4-aminobenzoate 以 乙醇 为溶剂， 反应 6.0h， 以74%的产率得到(E)-4-(dodecyloxy)phenyl 4-(4-(8-hydroxyoctyloxy)-2-hydroxybenzylideneamino)benzoate
  参考文献：
  名称：

  Novel Hydroxy- and Methyl-Terminated Triaromatic Schiff Base Compounds: Synthesis and Mesogenic Properties

  摘要：

  我们合成了一系列席夫碱羟基中间体及其模型化合物。中间体是由三环中间体通过酯基和氮甲基与末端羟基连接而成。此外，还合成了带有末端甲基的不同链长的相关模型化合物，并将它们的性质与羟基介原进行了比较。通过傅立叶变换红外光谱、1H 和 13C NMR 以及质谱对所有介源化合物进行了广泛的表征。使用热级光学偏光显微镜和差示扫描量热仪对相的性质、熔化和清除温度以及相范围等相特性进行了评估。出现各向对映胶凝相的原因是具有偶氮甲基和酯连接的三芳香族核心具有高分子极化性。

  DOI：

  10.1071/ch09405
• 作为产物：
  描述：

  溴代十二烷 在 4-二甲氨基吡啶 、 palladium 10% on activated carbon 、 氢气 、 N,N'-二环己基碳二亚胺 、 sodium hydroxide 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 正丁醇 为溶剂， 反应 97.5h， 生成 4-(dodecyloxy)phenyl 4-aminobenzoate
  参考文献：
  名称：

  Novel Hydroxy- and Methyl-Terminated Triaromatic Schiff Base Compounds: Synthesis and Mesogenic Properties

  摘要：

  我们合成了一系列席夫碱羟基中间体及其模型化合物。中间体是由三环中间体通过酯基和氮甲基与末端羟基连接而成。此外，还合成了带有末端甲基的不同链长的相关模型化合物，并将它们的性质与羟基介原进行了比较。通过傅立叶变换红外光谱、1H 和 13C NMR 以及质谱对所有介源化合物进行了广泛的表征。使用热级光学偏光显微镜和差示扫描量热仪对相的性质、熔化和清除温度以及相范围等相特性进行了评估。出现各向对映胶凝相的原因是具有偶氮甲基和酯连接的三芳香族核心具有高分子极化性。

  DOI：

  10.1071/ch09405

文献信息

• Novel Hydroxy- and Methyl-Terminated Triaromatic Schiff Base Compounds: Synthesis and Mesogenic Properties
  作者：Natarajan Senthilkumar、Tanneru Narasimhaswamy、Aravamudhan Raghavan

  DOI：10.1071/ch09405

  日期：——

  A series of Schiff base hydroxy-mesogens and their model compounds have been synthesized. The mesogen is constructed from three-ring-containing mesogens linked through ester and azomethine groups with a terminal hydroxy group. The related model compounds were also synthesized with varying chain length with a terminal methyl group and their properties were compared with that of hydroxy mesogens. Extensive characterization of all mesogenic compounds was carried out by Fourier-transform IR, 1H and 13C NMR and mass spectroscopy. The phase characteristics such as nature of phase, melting and clearing temperatures and phase range were evaluated using a hot-stage optical polarizing microscope and differential scanning calorimetry. The appearance of enantiotropic smectic phases is due to the high molecular polarizability of the triaromatic core with azomethine and ester linkages.

  我们合成了一系列席夫碱羟基中间体及其模型化合物。中间体是由三环中间体通过酯基和氮甲基与末端羟基连接而成。此外，还合成了带有末端甲基的不同链长的相关模型化合物，并将它们的性质与羟基介原进行了比较。通过傅立叶变换红外光谱、1H 和 13C NMR 以及质谱对所有介源化合物进行了广泛的表征。使用热级光学偏光显微镜和差示扫描量热仪对相的性质、熔化和清除温度以及相范围等相特性进行了评估。出现各向对映胶凝相的原因是具有偶氮甲基和酯连接的三芳香族核心具有高分子极化性。
• Kaharu, T.; Takahashi, S., Molecular Crystals and Liquid Crystals Science and Technology, Section A: Molecular Crystals and Liquid Crystals, 1994, vol. 257, p. 35 - 42
  作者：Kaharu, T.、Takahashi, S.

  DOI：——

  日期：——
• Novel macro metallomesogens derived from simple dihydroxy benzenes
  作者：Natarajan Senthilkumar、Aravamudhan Raghavan、Tanneru Narasimhaswamy、Il-Jin Kim

  DOI：10.1016/j.ica.2012.12.001

  日期：2013.3

  A series of tetradentate Schiff base metallomesogenic diols and their model compounds were synthesized from two simple dihydroxy benzenes. The metallomesogenic diol was constructed from three ring containing mesogen linked through ester and azomethine with terminal hydroxy group. This upon complexation with copper(II) formed metallomesogenic diol with varing terminal chain length. The related model metallomesogenic compounds were also synthesized with varying chain length with terminal methyl group and compared the properties with metallomesogenic diols. Extensive characterization of all metallomesogenic compounds and intermediates were carried out by FT-IR, H-1 & C-13 NMR, EPR, VSM, Mass (EI and FAB) and UV-Vis spectroscopy. Hot stage polarizing microscope, Differential scanning calorimetry was used to ensure the phase characteristics such as nature of phase, melting and clearing temperatures and phase range. The appearance of enantiotropic smectic A phases indicated high molecular polarizability of the core due to the metal ion. The role of copper(II) ion on mesogens were discussed. (C) 2012 Elsevier B. V. All rights reserved.