3,4-dibutyloxy-2,5-bis(trimethylsilyl)thiophene | 881000-84-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,4-dibutyloxy-2,5-bis(trimethylsilyl)thiophene
• 英文别名: (3,4-Dibutoxy-5-trimethylsilylthiophen-2-yl)-trimethylsilane
• CAS: 881000-84-6
• 化学式: C₁₈H₃₆O₂SSi₂
• 分子量: 372.72
• InChiKey: LEWQBCVJMIHGNW-UHFFFAOYSA-N

物化性质

• 沸点：
  372.4±42.0 °C(Predicted)
• 密度：
  0.95±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  23
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  46.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,4-dibutyloxy-2,5-bis(trimethylsilyl)thiophene 在 18-冠醚-6 、 cesium fluoride 作用下， 以 甲苯 为溶剂， 反应 168.0h， 生成 3,4-di-n-butoxythiophene
  参考文献：
  名称：

  Transition-Metal-Free Synthesis of Alternating Thiophene−Perfluoroarene Copolymers

  摘要：

  The fluoride-activated coupling between silyl-functionalized thiophene monomers and perfluoroarenes leads to moderately high-molecular-weight alternating copolymers in excellent yields and high chemical purity. The method bypasses transition-metal catalysis and the associated need for perfluoroarenes carrying additional functional "handles". Small-molecule model studies provide insight into the relative reactivities of functional groups in this synthetic pathway.

  DOI：

  10.1021/ja056074y
• 作为产物：
  描述：

  (3,4-dibutoxythiophen-2-yl)-trimethylsilane 在 正丁基锂 、 18-冠醚-6 、 cesium fluoride 作用下， 以 乙二醇二甲醚 、 正己烷 、 甲苯 为溶剂， 反应 169.0h， 生成 3,4-dibutyloxy-2,5-bis(trimethylsilyl)thiophene
  参考文献：
  名称：

  Transition-Metal-Free Synthesis of Alternating Thiophene−Perfluoroarene Copolymers

  摘要：

  The fluoride-activated coupling between silyl-functionalized thiophene monomers and perfluoroarenes leads to moderately high-molecular-weight alternating copolymers in excellent yields and high chemical purity. The method bypasses transition-metal catalysis and the associated need for perfluoroarenes carrying additional functional "handles". Small-molecule model studies provide insight into the relative reactivities of functional groups in this synthetic pathway.

  DOI：

  10.1021/ja056074y

文献信息

• Transition-Metal-Free Synthesis of Alternating Thiophene−Perfluoroarene Copolymers
  作者：Yongfeng Wang、Mark D. Watson

  DOI：10.1021/ja056074y

  日期：2006.3.1

  The fluoride-activated coupling between silyl-functionalized thiophene monomers and perfluoroarenes leads to moderately high-molecular-weight alternating copolymers in excellent yields and high chemical purity. The method bypasses transition-metal catalysis and the associated need for perfluoroarenes carrying additional functional "handles". Small-molecule model studies provide insight into the relative reactivities of functional groups in this synthetic pathway.