benzyl 4-(hex-5-enyloxy)benzoate | 313066-46-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: benzyl 4-(hex-5-enyloxy)benzoate
• 英文别名: Benzyl 4-[(hex-5-en-1-yl)oxy]benzoate；benzyl 4-hex-5-enoxybenzoate
• CAS: 313066-46-5
• 化学式: C₂₀H₂₂O₃
• 分子量: 310.393
• InChiKey: GTWRIVQBNJUKCH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  23
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  benzyl 4-(hex-5-enyloxy)benzoate 在 palladium on activated charcoal 、 5% Pd on active carbon bi(cyclopentadienyl)platinum dichloride 、 4-dimethylpyridinium 4-methylbenzenesulfonate 、 氢气 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 为溶剂， 反应 72.0h， 生成
  参考文献：
  名称：

  摘要：

  In this paper, we considered the case of low molecular weight bimesogenic liquid crystals containing a siloxane moiety as the central part of their molecular architecture. For some of these compounds, both ferro- and antiferroelectric mesophases are present. Two distinct smectic structures can develop as a function of temperature, the first one at high temperature corresponding to a synclinic molecular arrangement with elongated molecules, and the second one at lower temperature corresponding to an anticlinic organisation with V-shaped molecules. Numerical calculations of the energy of different conformations of these bimesogenic molecules presented here indicate that there is no difference in energy between V-shaped and linear conformations regardless of the number of silicon atoms in the siloxane moiety. Thus a microscopic model of the synclinic-anticlinic phase transition is developed where the driving force is indeed a free energy difference between the two phases, and not a difference of energy between the V-shaped and linear conformations. The model explains why the anticlinic SmCA phase is more stable than the synclinic SmC one, why the synclinic SmC phase is generally the higher temperature one, and why in some organosiloxane materials the anticlinic SmCA phase is not present.

  DOI：

  10.1039/b104960g
• 作为产物：
  描述：

  5-己烯-1-醇 、 对羟基苯甲酸苄酯 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 以70%的产率得到benzyl 4-(hex-5-enyloxy)benzoate
  参考文献：
  名称：

  摘要：

  In this paper, we considered the case of low molecular weight bimesogenic liquid crystals containing a siloxane moiety as the central part of their molecular architecture. For some of these compounds, both ferro- and antiferroelectric mesophases are present. Two distinct smectic structures can develop as a function of temperature, the first one at high temperature corresponding to a synclinic molecular arrangement with elongated molecules, and the second one at lower temperature corresponding to an anticlinic organisation with V-shaped molecules. Numerical calculations of the energy of different conformations of these bimesogenic molecules presented here indicate that there is no difference in energy between V-shaped and linear conformations regardless of the number of silicon atoms in the siloxane moiety. Thus a microscopic model of the synclinic-anticlinic phase transition is developed where the driving force is indeed a free energy difference between the two phases, and not a difference of energy between the V-shaped and linear conformations. The model explains why the anticlinic SmCA phase is more stable than the synclinic SmC one, why the synclinic SmC phase is generally the higher temperature one, and why in some organosiloxane materials the anticlinic SmCA phase is not present.

  DOI：

  10.1039/b104960g

文献信息

• ——
  作者：Daniel Guillon、Michael A. Osipov、Stéphane Méry、Michel Siffert、Jean-François Nicoud、Cyril Bourgogne、P. Sebastião

  DOI：10.1039/b104960g

  日期：2001.10.23

  In this paper, we considered the case of low molecular weight bimesogenic liquid crystals containing a siloxane moiety as the central part of their molecular architecture. For some of these compounds, both ferro- and antiferroelectric mesophases are present. Two distinct smectic structures can develop as a function of temperature, the first one at high temperature corresponding to a synclinic molecular arrangement with elongated molecules, and the second one at lower temperature corresponding to an anticlinic organisation with V-shaped molecules. Numerical calculations of the energy of different conformations of these bimesogenic molecules presented here indicate that there is no difference in energy between V-shaped and linear conformations regardless of the number of silicon atoms in the siloxane moiety. Thus a microscopic model of the synclinic-anticlinic phase transition is developed where the driving force is indeed a free energy difference between the two phases, and not a difference of energy between the V-shaped and linear conformations. The model explains why the anticlinic SmCA phase is more stable than the synclinic SmC one, why the synclinic SmC phase is generally the higher temperature one, and why in some organosiloxane materials the anticlinic SmCA phase is not present.