5-bromo-5'-dodecylsulfanyl-2,2'-bithiophene | 444346-20-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 双噻吩和低聚噻吩
• 英文名称: 5-bromo-5'-dodecylsulfanyl-2,2'-bithiophene
• 英文别名: 2-Bromo-5-(5-dodecylsulfanylthiophen-2-yl)thiophene
• CAS: 444346-20-7
• 化学式: C₂₀H₂₉BrS₃
• 分子量: 445.552
• InChiKey: YCXNPVJBWSZJSQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.4
• 重原子数：
  24
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  81.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-bromo-5'-dodecylsulfanyl-2,2'-bithiophene 、 5,5'-bis(tributylstannyl)-3,3'-dimethyl-2,2'-bithiophene 在 tetrakis(triphenylarsine)palladium(0) 作用下， 以 甲苯 为溶剂， 反应 16.0h， 以16%的产率得到5,5'''''-bis(dodecylsulfanyl)-4'',3'''-dimethyl-2,2':5',2'':5'',2''':5''',2'''':5'''',2'''''-sexithiophene
  参考文献：
  名称：

  Synthesis and optical properties of soluble sexithiophenes with one central head-to-head junction

  摘要：

  The regioselective synthesis of three sexithiophenes characterized by the presence of one central 3,3'-dimethyl-2,2'-bithiophene subsystem is described. One of these compounds was obtained under mild conditions by microwave-mediated synthesis. All sexithiophenes were soluble in organic solvents and displayed 30-40% fluorescence quantum yields in solution. In thin films the fluorescence quantum yields dropped to 1-2%, indicating conformational changes and strong intermolecular interactions in the solid state. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00098-4
• 作为产物：
  描述：

  5-溴-2,2-双噻吩 在 N-溴代丁二酰亚胺(NBS) 、 正丁基锂 、 potassium tert-butylate 作用下， 以 乙醚 、 乙醇 、 正己烷 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.66h， 生成 5-bromo-5'-dodecylsulfanyl-2,2'-bithiophene
  参考文献：
  名称：

  Synthesis and optical properties of soluble sexithiophenes with one central head-to-head junction

  摘要：

  The regioselective synthesis of three sexithiophenes characterized by the presence of one central 3,3'-dimethyl-2,2'-bithiophene subsystem is described. One of these compounds was obtained under mild conditions by microwave-mediated synthesis. All sexithiophenes were soluble in organic solvents and displayed 30-40% fluorescence quantum yields in solution. In thin films the fluorescence quantum yields dropped to 1-2%, indicating conformational changes and strong intermolecular interactions in the solid state. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00098-4