4,8-dibutylbenzo[1,2-b:4,5-b']dithiophene | 1372469-61-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: 4,8-dibutylbenzo[1,2-b:4,5-b']dithiophene
• 英文别名: 4,8-Dibutylthieno[2,3-f][1]benzothiole；4,8-dibutylthieno[2,3-f][1]benzothiole
• CAS: 1372469-61-8
• 化学式: C₁₈H₂₂S₂
• 分子量: 302.505
• InChiKey: OERFSJDQXKETFW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  56.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  正丁基锂 、 苯并[1,2-b:4,5-b']二噻吩-4,8-二酮 在 盐酸 、 tin(ll) chloride 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 4.17h， 以42%的产率得到4,8-dibutylbenzo[1,2-b:4,5-b']dithiophene
  参考文献：
  名称：

  One-Pot Synthesis of 4,8-Dialkylbenzo[1,2-b:4,5-b’]dithiophenes

  摘要：

  Two-step, one-pot syntheses are described for the preparation of 4,8-dialkylbenzo[1,2-b:4,5-b']dithiophenes (BDTs) from alkyllithium or alkyl Grignard reagents. The yields for various alkyl groups used in this procedure are comparable with or exceed those of previously reported methods. The electronic and redox properties of dialkyl-BDTs are compared with the dialkoxy-BDT, 4,8-bis(hexyloxy)benzo[1,2-b:4,5-b']dithiophene. The stabilized HOMO levels of dialkyl-BDIs suggest they are promising building blocks for use in organic photovoltaics such as bulk heterojunction solar cells.

  DOI：

  10.3987/com-11-12390

文献信息

• One-Pot Synthesis of 4,8-Dialkylbenzo[1,2-b:4,5-b’]dithiophenes
  作者：Ted M. Pappenfus、Daniel T. Seidenkranz、Eric W. Reinheimer

  DOI：10.3987/com-11-12390

  日期：——

  Two-step, one-pot syntheses are described for the preparation of 4,8-dialkylbenzo[1,2-b:4,5-b']dithiophenes (BDTs) from alkyllithium or alkyl Grignard reagents. The yields for various alkyl groups used in this procedure are comparable with or exceed those of previously reported methods. The electronic and redox properties of dialkyl-BDTs are compared with the dialkoxy-BDT, 4,8-bis(hexyloxy)benzo[1,2-b:4,5-b']dithiophene. The stabilized HOMO levels of dialkyl-BDIs suggest they are promising building blocks for use in organic photovoltaics such as bulk heterojunction solar cells.