3-methoxy-4-hydroxy-n-heptyl cinnamate | 296250-88-9

• 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: 3-methoxy-4-hydroxy-n-heptyl cinnamate
• 英文别名: ferulic acid heptyl ester；Heptyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate；heptyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• CAS: 296250-88-9
• 化学式: C₁₇H₂₄O₄
• 分子量: 292.375
• InChiKey: SSBULSJFXZZKJH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  21
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-methoxy-4-hydroxy-n-heptyl cinnamate 、 4-正戊氧基苯甲酰氯 在 吡啶 作用下， 生成
  参考文献：
  名称：

  Dependence of mesomorphism on tail group in combination with a lateral methoxy group

  摘要：

  A novel homologous series of esters with a lateral methoxy group and terminal n-heptyl cinnamate group was synthesized and studied to investigate mesomorphic behavior in relation to structure. The twelve membered series consists of methoxy to pentyloxy derivatives that are nonmesomorphic and the rest of the homologs as smectegenically mesomorphic, including C-6 and C-7 monotropic smectic and C-8 to C-16 enantiotropic smectic without exhibition of any nematic property. The textures of smectogenic mesophases are focal conic fan shaped or batonates of the type smectic-A or Schlieren-C. An odd-even effect is exhibited by the Sm-I transition curve in the phase diagram. The Cr-Sm and Sm-I transition curves behave in a normal manner. Transition temperatures and textures were determined on an optical polarizing microscope, equipped with a heating stage. Some representative members were characterized by IR, (HNMR)-N-1, mass spectra, and elemental analysis. Analytical data support the molecular structures of the homologs. Mesomorphic properties of the present novel series are compared with the structurally similar known series. The present series is smectogenic only, whose thermal average stability is 89.8(degrees)C and of a middle-ordered melting type.

  DOI：

  10.1080/15421406.2015.1068996
• 作为产物：
  描述：

  阿魏酸 、 正庚醇 在 硫酸 作用下， 以62.5%的产率得到3-methoxy-4-hydroxy-n-heptyl cinnamate
  参考文献：
  名称：

  Dependence of mesomorphism on tail group in combination with a lateral methoxy group

  摘要：

  A novel homologous series of esters with a lateral methoxy group and terminal n-heptyl cinnamate group was synthesized and studied to investigate mesomorphic behavior in relation to structure. The twelve membered series consists of methoxy to pentyloxy derivatives that are nonmesomorphic and the rest of the homologs as smectegenically mesomorphic, including C-6 and C-7 monotropic smectic and C-8 to C-16 enantiotropic smectic without exhibition of any nematic property. The textures of smectogenic mesophases are focal conic fan shaped or batonates of the type smectic-A or Schlieren-C. An odd-even effect is exhibited by the Sm-I transition curve in the phase diagram. The Cr-Sm and Sm-I transition curves behave in a normal manner. Transition temperatures and textures were determined on an optical polarizing microscope, equipped with a heating stage. Some representative members were characterized by IR, (HNMR)-N-1, mass spectra, and elemental analysis. Analytical data support the molecular structures of the homologs. Mesomorphic properties of the present novel series are compared with the structurally similar known series. The present series is smectogenic only, whose thermal average stability is 89.8(degrees)C and of a middle-ordered melting type.

  DOI：

  10.1080/15421406.2015.1068996

文献信息

• Dependence of mesomorphism on tail group in combination with a lateral methoxy group
  作者：J. J. Travadi、M. S. Vadodaria、K. D. Ladva、A. V. Doshi

  DOI：10.1080/15421406.2015.1068996

  日期：2016.1.22

  A novel homologous series of esters with a lateral methoxy group and terminal n-heptyl cinnamate group was synthesized and studied to investigate mesomorphic behavior in relation to structure. The twelve membered series consists of methoxy to pentyloxy derivatives that are nonmesomorphic and the rest of the homologs as smectegenically mesomorphic, including C-6 and C-7 monotropic smectic and C-8 to C-16 enantiotropic smectic without exhibition of any nematic property. The textures of smectogenic mesophases are focal conic fan shaped or batonates of the type smectic-A or Schlieren-C. An odd-even effect is exhibited by the Sm-I transition curve in the phase diagram. The Cr-Sm and Sm-I transition curves behave in a normal manner. Transition temperatures and textures were determined on an optical polarizing microscope, equipped with a heating stage. Some representative members were characterized by IR, (HNMR)-N-1, mass spectra, and elemental analysis. Analytical data support the molecular structures of the homologs. Mesomorphic properties of the present novel series are compared with the structurally similar known series. The present series is smectogenic only, whose thermal average stability is 89.8(degrees)C and of a middle-ordered melting type.