2-amino-4-(4'-octyloxy-biphenyl-4-yl)-thiophene-3-carboxylic acid methyl ester | 1397205-64-9

• 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: 2-amino-4-(4'-octyloxy-biphenyl-4-yl)-thiophene-3-carboxylic acid methyl ester
• 英文别名: methyl 2-amino-4-{4-[4-(octyloxy)phenyl]phenyl}thiophene-3-carboxylate
• CAS: 1397205-64-9
• 化学式: C₂₆H₃₁NO₃S
• 分子量: 437.603
• InChiKey: GVJJFCBVWSRYQE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.19
• 重原子数：
  31.0
• 可旋转键数：
  11.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  61.55
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2-amino-4-(4'-octyloxy-biphenyl-4-yl)-thiophene-3-carboxylic acid methyl ester 、 4-[(E)-2-[4-(dodecyloxy)phenyl]ethenyl]benzoyl chloride 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 甲苯 为溶剂， 以35%的产率得到2-{4-[2-(4-dodecyloxy-phenyl)-vinyl]-benzoylamino}-4-(4'-octyloxy-biphenyl-4-yl)-thiophene-3-carboxylic acid methyl ester
  参考文献：
  名称：

  Synthesis and study of new rod-like mesogens containing 2-aminothiophene unit

  摘要：

  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.

  DOI：

  10.1016/j.tet.2012.07.075
• 作为产物：
  描述：

  2-cyano-3-(4'-octyloxy-biphenyl-4-yl)-but-2-enoic acid methyl ester 在 吗啉 、 sulfur 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以64%的产率得到2-amino-4-(4'-octyloxy-biphenyl-4-yl)-thiophene-3-carboxylic acid methyl ester
  参考文献：
  名称：

  Synthesis and study of new rod-like mesogens containing 2-aminothiophene unit

  摘要：

  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.

  DOI：

  10.1016/j.tet.2012.07.075

文献信息

• Optical properties of thiophene-containing liquid crystalline and hybrid liquid crystalline materials
  作者：Jerzy Romiszewski、Zita Puterová-Tokarová、Jozef Mieczkowski、Ewa Gorecka

  DOI：10.1039/c4nj00298a

  日期：——

  Mesogenic and optical properties of thiophene-based stilbenes and azobenzenes were investigated. A new hybrid material built of AuNPs coated with a thiophene-containing ligand is presented.

  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。