(3,4-Dibutoxy-5-methylthiophen-2-yl)-trimethylsilane | 881000-96-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3,4-Dibutoxy-5-methylthiophen-2-yl)-trimethylsilane
• CAS: 881000-96-0
• 化学式: C₁₆H₃₀O₂SSi
• 分子量: 314.565
• InChiKey: SCLLJAYKLAYUPQ-UHFFFAOYSA-N

物化性质

• 沸点：
  352.1±42.0 °C(Predicted)
• 密度：
  0.97±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.96
• 重原子数：
  20
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 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-Dibutoxy-5-methylthiophen-2-yl)-trimethylsilane 、 六氟苯 在 18-冠醚-6 、 cesium fluoride 作用下， 以 甲苯 为溶剂， 以48%的产率得到3,4-Dibutoxy-2-[4-(3,4-dibutoxy-5-methylthiophen-2-yl)-2,3,5,6-tetrafluorophenyl]-5-methylthiophene
  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-di-n-butoxythiophene 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 2.0h， 生成 (3,4-Dibutoxy-5-methylthiophen-2-yl)-trimethylsilane
  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.