2,4,6-trisphenylethynylbenzene-1,3,5-tricarboxylic acid trimethyl ester | 574747-53-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 2,4,6-trisphenylethynylbenzene-1,3,5-tricarboxylic acid trimethyl ester
• 英文别名: Trimethyl 2,4,6-tris(2-phenylethynyl)benzene-1,3,5-tricarboxylate；trimethyl 2,4,6-tris(2-phenylethynyl)benzene-1,3,5-tricarboxylate
• CAS: 574747-53-8
• 化学式: C₃₆H₂₄O₆
• 分子量: 552.583
• InChiKey: FUPGWQVMSCTYDB-UHFFFAOYSA-N

物化性质

• 沸点：
  739.4±60.0 °C(Predicted)
• 密度：
  1.31±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  42
• 可旋转键数：
  12
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  78.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,4,6-trisphenylethynylbenzene-1,3,5-tricarboxylic acid trimethyl ester 在 吡啶 、 sodium hydroxide 、 氯化亚砜 作用下， 以 二氯甲烷 、 异丙醇 为溶剂， 反应 16.0h， 生成 2,4,6-trisphenylethynylbenzene-1,3,5-tricarboxylic acid trisdodecylamide
  参考文献：
  名称：

  Synthesis, Self-Assembly, and Switching of One-Dimensional Nanostructures from New Crowded Aromatics

  摘要：

  This study outlines a versatile and expeditious synthesis of the first derivatives of a new class of benzene that is substituted with both three amide and three alkyne substituents. Sparsely covered monolayer films, made through spin-casting, reveal one-dimensional nanostructures that can be visualized with atomic force microscopy. In bulk, synchrotron X-ray diffraction and polarized light microscopy show that these nanostructured columns assemble further into a two-dimensional liquid crystalline phase. The birefringence of this phase can be switched by application of an electric field. The half-time for the liquid crystalline phase to switch is very fast and proportional to the applied voltage.

  DOI：

  10.1021/ja034783a
• 作为产物：
  描述：

  (2,4,6-tribromobenzene-1,3,5-triyl)tris(methylene) triacetate 在 吡啶 、 sodium hydroxide 、 potassium permanganate 、 四(三苯基膦)钯 、 氯化亚砜 、 三苯胂 作用下， 以 甲苯 为溶剂， 反应 84.0h， 生成 2,4,6-trisphenylethynylbenzene-1,3,5-tricarboxylic acid trimethyl ester
  参考文献：
  名称：

  Synthesis, Self-Assembly, and Switching of One-Dimensional Nanostructures from New Crowded Aromatics

  摘要：

  This study outlines a versatile and expeditious synthesis of the first derivatives of a new class of benzene that is substituted with both three amide and three alkyne substituents. Sparsely covered monolayer films, made through spin-casting, reveal one-dimensional nanostructures that can be visualized with atomic force microscopy. In bulk, synchrotron X-ray diffraction and polarized light microscopy show that these nanostructured columns assemble further into a two-dimensional liquid crystalline phase. The birefringence of this phase can be switched by application of an electric field. The half-time for the liquid crystalline phase to switch is very fast and proportional to the applied voltage.

  DOI：

  10.1021/ja034783a

文献信息

• Synthesis and Photochemical Isomerization of a Propeller-Shaped Molecular Switch
  作者：Paula Estey、Alex Bubar、Andreas Decken、Larry Calhoun、Sara Eisler

  DOI：10.1002/chem.201302879

  日期：2013.11.25

  Switched on! A tetra‐stable switch has been synthesized in two steps, utilizing photoresponsive isoindolinone moieties. Sequential E–Z isomerization induced by 365 nm light results in a propeller switching action that is reversible using 458 nm light, acid, and high temperature (see scheme).

  切换到！利用光响应性异吲哚啉酮部分，通过两个步骤合成了一个四稳态开关。365 nm的光引起的顺序的E–Z异构化导致螺旋桨的开关动作在458 nm的光，酸和高温下是可逆的（请参阅方案）。
• Synthesis, Self-Assembly, and Switching of One-Dimensional Nanostructures from New Crowded Aromatics
  作者：Mark L. Bushey、Thuc-Quyen Nguyen、Colin Nuckolls

  DOI：10.1021/ja034783a

  日期：2003.7.1

  This study outlines a versatile and expeditious synthesis of the first derivatives of a new class of benzene that is substituted with both three amide and three alkyne substituents. Sparsely covered monolayer films, made through spin-casting, reveal one-dimensional nanostructures that can be visualized with atomic force microscopy. In bulk, synchrotron X-ray diffraction and polarized light microscopy show that these nanostructured columns assemble further into a two-dimensional liquid crystalline phase. The birefringence of this phase can be switched by application of an electric field. The half-time for the liquid crystalline phase to switch is very fast and proportional to the applied voltage.