4-hydroxyphenyl 3,4,5-tris(n-octan-1-yloxy)benzoate | 203256-86-4

• 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-hydroxyphenyl 3,4,5-tris(n-octan-1-yloxy)benzoate
• 英文别名: (4-hydroxyphenyl) 3,4,5-trioctoxybenzoate
• CAS: 203256-86-4
• 化学式: C₃₇H₅₈O₆
• 分子量: 598.864
• InChiKey: HGQYGLHVLODTDM-UHFFFAOYSA-N

物化性质

• 沸点：
  663.8±34.0 °C(Predicted)
• 密度：
  1.015±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  10.83
• 重原子数：
  43.0
• 可旋转键数：
  26.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  74.22
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  1H-咪唑-5-羰酰氯 、 4-hydroxyphenyl 3,4,5-tris(n-octan-1-yloxy)benzoate 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 25.0h， 以65%的产率得到[4-(3,4,5-trioctoxybenzoyl)oxyphenyl] 1H-imidazole-5-carboxylate
  参考文献：
  名称：

  Thermotropic liquid crystals of 1H-imidazole amphiphiles showing hexagonal columnar and micellar cubic phases

  摘要：

  The linear and polycatenar type 1H-imidazole amphiphiles showing a strong self-assembly tendency to build various supramolecular structures in bulk were synthesized by the esterification reaction of 4'-alkyloxy phenols (for 1-4) and hydroxyphenyl trialkyloxybenzoates (for 5-7) with 4-chlorocarbonyl imidazole. The linear 1H-imidazole amphiphiles formed thermotropic smectic phases, but compound 4 with an ethyl group instead of hydrogen on IN did not show a mesophase. The polycatenar type I H-imidazole amphiphiles (5-7) formed thermotropic hexagonal columnar and cubic phases. A phase transition was observed from a columnar phase to a cubic phase as the temperature increased on heating, and vice versa on cooling. In the POM study for compounds 57, optically isotropic phases first appeared on cooling from the isotropic melts, and then birefringent mesophases with a nonspecific texture appeared on further cooling. The X-ray analysis shows that the optically isotropic phases were very likely micellar cubic phases with Pm3n symmetry. The birefringent phases were confirmed as hexagonal columnar phases. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.07.187
• 作为产物：
  描述：

  没食子酸甲酯 在 palladium on activated charcoal 4-二甲氨基吡啶 、 氢氧化钾 、 氢气 、 potassium carbonate 、 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 为溶剂， 反应 110.5h， 生成 4-hydroxyphenyl 3,4,5-tris(n-octan-1-yloxy)benzoate
  参考文献：
  名称：

  The synthesis and mesomorphism of di-, tetra- and hexa-catenar liquid crystals based on 2,2′-bipyridine

  摘要：

  2,2'-联吡啶已知可与多种金属中心配位。本文合成了液晶态的二链（二联）、四链（四联）和六链（六联）联吡啶，并描述了它们的介晶性质。对于四联联吡啶，合成了一系列完整的同系物，从四甲氧基到四十四烷氧基，相图显示了从短链长度的向列相和近晶C相，经过立方相到柱状相的经典演化过程。

  DOI：

  10.1039/a706400d

文献信息

• Molecular Factors Responsible for the Formation of the Axially Polar Columnar Mesophase ColhPA
  作者：Joanna Matraszek、Jozef Mieczkowski、Damian Pociecha、Ewa Gorecka、Bertrand Donnio、Daniel Guillon

  DOI：10.1002/chem.200601192

  日期：2007.4.16

  of hexacatenar bent-shape molecules has been systematically modified in order to determine the main molecular factors responsible for the appearance of the axially polar columnar mesophase. It was found that the stability of the polar phase is very sensitive to the subtle modifications of the molecular shape: the phase is solely preserved if the modification is made at the terminal parts of the mesogenic

  为了确定引起轴向极性柱状中间相出现的主要分子因素，已对六邻苯二酚弯曲形分子的结构进行了系统性的修饰。发现极性相的稳定性对分子形状的细微修饰非常敏感：如果在介晶核的末端部分进行修饰，则仅保留该相，而任何其他修饰都会使相不稳定。可以得出结论，驱动平的超分子盘制成的相与圆锥形单元制成的轴向极性相之间过渡的主要因素是满足紧密堆积条件的能力，以消除相邻分子刚性核之间的空隙。