dimethyl 2,5-bis(5-ethylthiophen-2-yl)terephthalate | 1351206-28-4

• 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: dimethyl 2,5-bis(5-ethylthiophen-2-yl)terephthalate
• CAS: 1351206-28-4
• 化学式: C₂₂H₂₂O₄S₂
• 分子量: 414.546
• InChiKey: VLKYHYYBOCXLSL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.84
• 重原子数：
  28.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  dimethyl 2,5-bis(5-ethylthiophen-2-yl)terephthalate 在 水 、 sodium hydroxide 作用下， 以 乙醇 为溶剂， 以85%的产率得到C₂₀H₁₈O₄S₂
  参考文献：
  名称：

  Synthesis and Characterization of Planar Five-Ring-Fused Dithiophene-dione

  摘要：

  AbstractA series of new organic semiconductors based on s‐indaceno[1,2‐b:5,6‐b′]dithiophene‐4,9‐dione was successfully synthesized and characterized. The electron withdrawing carbonyl group lowers the LUMO energy levels, leading to increased electronegativities, which is beneficial for high photo‐stability in air. The n‐alkyl substituted compounds, 1c and 1d, crystallize with the rigid coplanar systems packed into slipped face‐to‐face π‐stacks. Interestingly, 1c and 1d also show liquid crystalline behaviors, which give highly ordered molecular packing over large area.

  DOI：

  10.1002/cjoc.201100141
• 作为产物：
  描述：

  2-乙基噻吩 在 四(三苯基膦)钯 、 正丁基锂 、 碳酸氢钠 、 sodium hydroxide 作用下， 以 四氢呋喃 、 正己烷 、 水 、 甲苯 为溶剂， 反应 26.5h， 生成 dimethyl 2,5-bis(5-ethylthiophen-2-yl)terephthalate
  参考文献：
  名称：

  Synthesis and Characterization of Planar Five-Ring-Fused Dithiophene-dione

  摘要：

  AbstractA series of new organic semiconductors based on s‐indaceno[1,2‐b:5,6‐b′]dithiophene‐4,9‐dione was successfully synthesized and characterized. The electron withdrawing carbonyl group lowers the LUMO energy levels, leading to increased electronegativities, which is beneficial for high photo‐stability in air. The n‐alkyl substituted compounds, 1c and 1d, crystallize with the rigid coplanar systems packed into slipped face‐to‐face π‐stacks. Interestingly, 1c and 1d also show liquid crystalline behaviors, which give highly ordered molecular packing over large area.

  DOI：

  10.1002/cjoc.201100141