4-methoxybenzyl 3-(4-hydroxyphenyl)acrylate | 1227290-34-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 4-methoxybenzyl 3-(4-hydroxyphenyl)acrylate
• 英文别名: 4-hydroxy-4"-methoxy benzyl cinnamate；4-hydroxy-4-methoxybenzyl cinnamate
• CAS: 1227290-34-7
• 化学式: C₁₇H₁₆O₄
• 分子量: 284.312
• InChiKey: JTCBXRVWAOFHQO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.16
• 重原子数：
  21.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  55.76
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-methoxybenzyl 3-(4-hydroxyphenyl)acrylate 、 4-decyloxybenzoyl chloride 在 吡啶 作用下， 生成
  参考文献：
  名称：

  -OCH3和-H末端单元对分子柔韧性的介晶依赖性

  摘要：

  合成并研究了一种新型酯同源系列：4-(4'-n-烷氧基苯甲酰氧基)-4”-甲氧基苄基肉桂酸酯，以了解和确定液晶行为对分子结构的依赖性。由 11 个同系物组成的新系列完全是 nematogenic，没有从该系列的第一个成员中表现出任何 smectogenic 特征。转变温度和熔化温度由配备加热台的光学偏振显微镜确定。相图的过渡曲线显示了以正常方式表现的介晶现象。向列-各向同性转变曲线表现出奇偶效应。向列中间相的纹理是螺纹或纹影类型。分析和光谱数据证实了新型同源物的分子结构。向列相的热稳定性为211.5°C，介晶度为17°C至72°C，属于高熔点系列。将该系列的介晶特性与结构相似的系列进行比较。

  DOI：

  10.1080/15421406.2014.953743
• 作为产物：
  描述：

  对羟基肉桂酸 、 4-甲氧基溴苄 在 potassium hydrogencarbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以53%的产率得到4-methoxybenzyl 3-(4-hydroxyphenyl)acrylate
  参考文献：
  名称：

  Melanogenesis Inhibition by Mono-hydroxycinnamic Ester Derivatives in B16 Melanoma Cells

  摘要：

  DOI：

  10.5012/bkcs.2010.31.01.181

文献信息

• Dependence of Molecular Structure on Mesomorphic Behavior with Special Reference to Central Bridge
  作者：Brijesh H. Patel、Ankita A. Doshi、A. V. Doshi

  DOI：10.1080/15421406.2014.949594

  日期：2015.2.11

  A novel homologous series of liquid crystalline 4-(4 '-n-alkoxy cinnamoyloxy)-4('')-methoxy benzyl cinnamates was synthesized and studied with a view to understand and establish the effects of molecular structure on liquid crystal behavior. The series consists of eleven members of the series. None of the homologue derivatives are either nonliquid crystal or smectogenic, i.e. all the eleven members of the novel homologous series are enantiotropcially nematogenic only. Transition and melting temperatures as well as textures of the nematic mesophase were determined on an optical polarizing microscope equipped with a heating stage. The transition curves of the phase diagram show phase behavior in a normal expected manner. An odd-even effect is observed for the nematic-isotropic transition curve. The textures of the nematic mesophase are threaded or Schlieren as determined a by miscibility method. Analytical and spectral data confirm the molecular structures of the homologues. The average thermal stability for nematic is 213.8 degrees C. The isotropic temperatures vary between 190 degrees C and 240 degrees C. The nematogenic mesophase length varies from 17 degrees C to 102 degrees C. Thus, the novel homologous series is entirely nematogenic without the exhibition of smectogenic character. The liquid crystal (LC) properties of the present novel series are compared with structurally similar other known homologous series.