12-(thiophene-3-yl)dodecyl acetate | 1548449-42-8

• 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: 12-(thiophene-3-yl)dodecyl acetate
• CAS: 1548449-42-8
• 化学式: C₁₈H₃₀O₂S
• 分子量: 310.501
• InChiKey: FYEOMQGMQBGLPF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.75
• 重原子数：
  21.0
• 可旋转键数：
  13.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  12-(thiophene-3-yl)dodecyl acetate 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以93%的产率得到12-(2,5-dibromothiophene-3-yl)dodecyl acetate
  参考文献：
  名称：

  Facile synthesis of 3-(ω-acetoxyalkyl)thiophenes and derived copolythiophenes using Rieke zinc

  摘要：

  An optimized synthetic protocol toward highly reactive Rieke zinc is applied for the preparation of a series of omega-(2,5-dibromothiophene-3-yl)alkyl acetate monomers and statistical copolythiophenes derived thereof, with 10% of ester-functionalized side chains. The obtained conjugated polymers are attractive electron donor materials for organic solar cells, notably to increase the thermodynamic stability of the bulk heterojunction polymer:fullerene active layer blend, and are fully characterized by a combination of spectroscopic, thermal analysis and electrochemical techniques. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.reactfunctpolym.2013.11.009
• 作为产物：
  描述：

  12-acetyloxybromododecane 在 1,2-双(二苯基膦)乙烷氯化镍 、 lithium bromide 、 锌 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 生成 12-(thiophene-3-yl)dodecyl acetate
  参考文献：
  名称：

  Facile synthesis of 3-(ω-acetoxyalkyl)thiophenes and derived copolythiophenes using Rieke zinc

  摘要：

  An optimized synthetic protocol toward highly reactive Rieke zinc is applied for the preparation of a series of omega-(2,5-dibromothiophene-3-yl)alkyl acetate monomers and statistical copolythiophenes derived thereof, with 10% of ester-functionalized side chains. The obtained conjugated polymers are attractive electron donor materials for organic solar cells, notably to increase the thermodynamic stability of the bulk heterojunction polymer:fullerene active layer blend, and are fully characterized by a combination of spectroscopic, thermal analysis and electrochemical techniques. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.reactfunctpolym.2013.11.009