methyl 4-[(E)-2-[4-(dodecyloxy)phenyl]ethenyl]benzoate | 230306-50-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: methyl 4-[(E)-2-[4-(dodecyloxy)phenyl]ethenyl]benzoate
• 英文别名: 4-[(E)-2-(4-dodecyloxy-phenyl)-vinyl]-benzoic acid methyl ester；methyl 4-[(E)-2-(4-dodecoxyphenyl)ethenyl]benzoate
• CAS: 230306-50-0
• 化学式: C₂₈H₃₈O₃
• 分子量: 422.608
• InChiKey: ICWQIKVNQKYKQS-BUHFOSPRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.7
• 重原子数：
  31
• 可旋转键数：
  16
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 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：

  methyl 4-[(E)-2-[4-(dodecyloxy)phenyl]ethenyl]benzoate 在 氢氧化钾 、 草酰氯 作用下， 以 乙醇 、 甲苯 为溶剂， 生成 4-[(E)-2-[4-(dodecyloxy)phenyl]ethenyl]benzoyl chloride
  参考文献：
  名称：

  Bent-shaped mesogens without an azomethine joint

  摘要：

  本文介绍了一系列新的香蕉状中间体，它们的分支中含有乙烯连接，并被横向取代。它们形成了 B1、B2、B6 和类 B7 相。虽然通过 X 射线研究推断出了相同的晶体结构，但 B7 样相和 B2 相并不混溶。类 B7 相的开关没有阈值，而且只发生在少数畴中。介电测量并不能证实类 B7 相的铁电特性，只能观察到微弱的非集体弛豫过程。在 B2 相中，检测到了一种集体和微弱的介电模式。B1 相呈现柱状结构，具有 111.6 × 51 Å2 的大矩形单元。

  DOI：

  10.1039/b205036f
• 作为产物：
  描述：

  溴代十二烷 在 18-冠醚-6 、 potassium carbonate 、 potassium iodide 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 25.0h， 生成 methyl 4-[(E)-2-[4-(dodecyloxy)phenyl]ethenyl]benzoate
  参考文献：
  名称：

  Optical properties of thiophene-containing liquid crystalline and hybrid liquid crystalline materials

  摘要：

  研究了基于噻吩的斯蒂尔本和偶氮苯的向列相和光学性质。提出了一种由涂有含噻吩配体的AuNPs构建的新型混合材料。

  DOI：

  10.1039/c4nj00298a

文献信息

• Synthesis and study of new rod-like mesogens containing 2-aminothiophene unit
  作者：Zita Puterová、Jerzy Romiszewski、Jozef Mieczkowski、Ewa Gorecka

  DOI：10.1016/j.tet.2012.07.075

  日期：2012.9

  We present a synthesis and mesomorphic properties of a new series of rod-like mesogens. All the compounds possess a substituted 2-aminothiophene unit as a main element in the structure attached to a stilbene moiety with a terminal alkyloxy chain (OR1, OR2 where R-1=CnH2n+1, R-2=CmH2m+1; n, m ranging from 6 to 12). The synthesis of alkyloxybiphenyl substituted 2-aminothiophenes was carried out by the Gewald reaction and the appropriate reaction conditions were investigated. The liquid-crystalline properties were studied via polarizing optical microscopy, differential scanning calorimetry and X-ray diffraction. These materials exhibit nematic and/or smectic A phases. The influence of structural changes (variation in alkyloxy chain length and symmetry of the molecule) on mesogenic behaviour is discussed. Evaluation of UV-vis, fluorescent and electrochemical properties are also included. (C) 2012 Elsevier Ltd. All rights reserved.
• Alkoxy/halostyryl benzoic acids: Synthesis, crystal structure, and study of mesomorphic and photophysical properties
  作者：Khushi Muhammad、M. Khawar Rauf、M. Nawaz Tahir、Shahid Hameed

  DOI：10.1080/15421406.2017.1328215

  日期：2017.6.13

  Alkoxy/halostyrylbenzoic acids were synthesized and evaluated for their mesomorphic and photophysical properties. The trans geometry of the molecules was established by the presence of large coupling constants in H-1-NMR spectra and confirmed further by X-ray diffraction (XRD) analysis of two of the compounds. The straight-chain acids were found fairly stable showing first sign of decomposition above 290 degrees C. The enantiotropic mesophases could only be studied in acids with seven or more methylene groups in the alkoxy chain. Textures of nematic and smectic phases were exhibited by these acids under polarizing optical microscope. Photophysical behavior of the compounds in solution was also investigated.