4-[4-(ethoxymethyl)-1H-[1,2,3]-triazole-1-yl]phenyl 4-heptyloxybenzoate | 1172605-28-5

• 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-[4-(ethoxymethyl)-1H-[1,2,3]-triazole-1-yl]phenyl 4-heptyloxybenzoate
• CAS: 1172605-28-5
• 化学式: C₂₅H₃₁N₃O₄
• 分子量: 437.539
• InChiKey: NPPLMNPPWGNSKB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.37
• 重原子数：
  32.0
• 可旋转键数：
  13.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  75.47
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  4-[4-(ethoxymethyl)-1H-[1,2,3]-triazol-1-yl] phenol 、 4-正庚氧基苯甲酸 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以73%的产率得到4-[4-(ethoxymethyl)-1H-[1,2,3]-triazole-1-yl]phenyl 4-heptyloxybenzoate
  参考文献：
  名称：

  Synthesis and characterization of [1,2,3]-triazole containing liquid crystals through click reaction

  摘要：

  Two series of heterocyclic liquid crystalline compounds with [1,2,3]-triazole ring at the terminal position were synthesized and analyzed for mesomorphic properties and its characteristics. Heterocyclic triazole core was introduced in to the target compound through click reaction between aromatic phenolic azide and alkyl propargyl ethers. The structure of the target Compounds and intermediates was conformed by the H-1 NMR, C-13 NMR and IR spectral techniques. All the compounds in both the series were exhibited thermotropic liquid crystalline mesophase. These compounds show enantiotropic Smectic A phase on heating and cooling experiments. This was further confirmed using differential scanning calorimetric investigations. Interestingly, earlier reports on non-polar alkyl group attached to [1,2,3]-triazole heterocyclic ring was not showing any liquid crystalline properties but in the present investigation introduction of polar alkoxy group very near to [1,2,3]-triazole heterocyclic ring displayed liquid crystalline properties. (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2009.01.035