2,2′-divinyl-3,3′-bithiophene | 1609732-30-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: 2,2′-divinyl-3,3′-bithiophene
• 英文别名: 2-Ethenyl-3-(2-ethenylthiophen-3-yl)thiophene
• CAS: 1609732-30-0
• 化学式: C₁₂H₁₀S₂
• 分子量: 218.343
• InChiKey: HUUVTVAAMPKMDP-UHFFFAOYSA-N

物化性质

• 沸点：
  300.2±42.0 °C(Predicted)
• 密度：
  1.176±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  56.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,2′-divinyl-3,3′-bithiophene 在 Grubbs catalyst first generation 作用下， 以 二氯甲烷 为溶剂， 反应 8.0h， 以96%的产率得到benzo[1,2-b;4,3-b']dithiophene
  参考文献：
  名称：

  Comparison of Ullmann/RCM and Ullmann/Bis-hydrazone Coupling Reactions; New Access to Benzodithiophenes for Dye-Sensitized Solar Cell and Thiahelicene Applications

  摘要：

  The use of CuTC (Liebeskind's catalyst), followed by methylenation and ring-closing metathesis, or bis-hydrazone coupling reactions is described. This approach establishes an alternative non-photochemical synthesis of the strategically important 1,2-b:4,3-b' BDT regioisomer, which has previously been underused in applications such as dye-sensitized solar cells and nonlinear optics because of the difficulty of synthesis on a large scale.

  DOI：

  10.1055/s-0033-1340667
• 作为产物：
  描述：

  [3,3-Bi噻吩]-2,2-二羧醛 、 甲基三苯基溴化膦 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 17.5h， 以77%的产率得到2,2′-divinyl-3,3′-bithiophene
  参考文献：
  名称：

  Comparison of Ullmann/RCM and Ullmann/Bis-hydrazone Coupling Reactions; New Access to Benzodithiophenes for Dye-Sensitized Solar Cell and Thiahelicene Applications

  摘要：

  The use of CuTC (Liebeskind's catalyst), followed by methylenation and ring-closing metathesis, or bis-hydrazone coupling reactions is described. This approach establishes an alternative non-photochemical synthesis of the strategically important 1,2-b:4,3-b' BDT regioisomer, which has previously been underused in applications such as dye-sensitized solar cells and nonlinear optics because of the difficulty of synthesis on a large scale.

  DOI：

  10.1055/s-0033-1340667