2-butyloctanoic acid 1-(5'-bromo-[2,2']bithiophen-5-yl)propyl ester | 672965-32-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子
• 英文名称: 2-butyloctanoic acid 1-(5'-bromo-[2,2']bithiophen-5-yl)propyl ester
• 英文别名: 1-[5-(5-Bromothiophen-2-yl)thiophen-2-yl]propyl 2-butyloctanoate
• CAS: 672965-32-1
• 化学式: C₂₃H₃₃BrO₂S₂
• 分子量: 485.55
• InChiKey: DBRSZBFAQBGDJX-UHFFFAOYSA-N

物化性质

• 沸点：
  512.5±50.0 °C(Predicted)
• 密度：
  1.208±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.7
• 重原子数：
  28
• 可旋转键数：
  14
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  82.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5,5′-双(三丁基甲锡烷基)-2,2′-二噻吩 、 2-butyloctanoic acid 1-(5'-bromo-[2,2']bithiophen-5-yl)propyl ester 在 bis-triphenylphosphine-palladium(II) chloride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以60%的产率得到2-butyloctanoic acid 1-{5'''''-[1-(2-butyloctanoyloxy)propyl]-[2,2';5',2'';5'',2''';5''',2'''';5'''',2''''']sexithiophen-5-yl}propyl ester
  参考文献：
  名称：

  Organic Thin Film Transistors from a Soluble Oligothiophene Derivative Containing Thermally Removable Solubilizing Groups

  摘要：

  A symmetrical alpha,omega-substituted sexithiophene derivative containing thermally removable branched ester solubilizing groups has been prepared. These oligomers can be solution cast into thin films and then thermolyzed to remove the solubilizing group, leaving short pendant alkene groups on the oligomer. Device testing of thin film transistors shows an increase in hole mobility from 1 x 10-5 cm2/(V s) with on/off ratios of approximately 100 before thermolysis to 5 x 10-2 cm2/(V s) with on/off ratios >105 after thermolysis. This method offers an attractive route to easily processed and highly performing thiophene oligomers.

  DOI：

  10.1021/ja039529x
• 作为产物：
  描述：

  5-(1-propanol)-2,2'-bithiophene 在 吡啶 、 4-二甲氨基吡啶 、 N-溴代丁二酰亚胺(NBS) 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 2-butyloctanoic acid 1-(5'-bromo-[2,2']bithiophen-5-yl)propyl ester
  参考文献：
  名称：

  Organic Thin Film Transistors from a Soluble Oligothiophene Derivative Containing Thermally Removable Solubilizing Groups

  摘要：

  A symmetrical alpha,omega-substituted sexithiophene derivative containing thermally removable branched ester solubilizing groups has been prepared. These oligomers can be solution cast into thin films and then thermolyzed to remove the solubilizing group, leaving short pendant alkene groups on the oligomer. Device testing of thin film transistors shows an increase in hole mobility from 1 x 10-5 cm2/(V s) with on/off ratios of approximately 100 before thermolysis to 5 x 10-2 cm2/(V s) with on/off ratios >105 after thermolysis. This method offers an attractive route to easily processed and highly performing thiophene oligomers.

  DOI：

  10.1021/ja039529x