2-Hexyl-5-[5-[2-[2-[5-(5-hexylthiophen-2-yl)thiophen-2-yl]-5-[5-[5-(1-methoxyhexyl)thiophen-2-yl]thiophen-2-yl]phenyl]-4-[5-[5-(1-methoxyhexyl)thiophen-2-yl]thiophen-2-yl]phenyl]thiophen-2-yl]thiophene | 1151819-95-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-Hexyl-5-[5-[2-[2-[5-(5-hexylthiophen-2-yl)thiophen-2-yl]-5-[5-[5-(1-methoxyhexyl)thiophen-2-yl]thiophen-2-yl]phenyl]-4-[5-[5-(1-methoxyhexyl)thiophen-2-yl]thiophen-2-yl]phenyl]thiophen-2-yl]thiophene
• CAS: 1151819-95-2
• 化学式: C₇₀H₇₈O₂S₈
• 分子量: 1207.92
• InChiKey: LJQSUFNMKOBQEF-UHFFFAOYSA-N

物化性质

• 密度：
  1.166±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  24.2
• 重原子数：
  80
• 可旋转键数：
  31
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  244
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  甲醇 、 2,2',5,5'-tetrakis(5'-hexyl-2,2'-bithien-5-yl)-1,1'-biphenyl 在 iron(III) chloride 作用下， 以 硝基甲烷 、 二氯甲烷 为溶剂， 反应 1.0h， 以8%的产率得到2-[5-[3-[2,5-Bis[5-(5-hexylthiophen-2-yl)thiophen-2-yl]phenyl]-4-[5-(5-hexylthiophen-2-yl)thiophen-2-yl]phenyl]thiophen-2-yl]-5-(1-methoxyhexyl)thiophene
  参考文献：
  名称：

  Unexpected Side Chain Oxidation in a Swivel Cruciform Oligothiophene

  摘要：

  Two swivel cruciform oligothiophenes are investigated for the occurrence of oxidative ring closure reactions. Surprisingly, instead of intramolecular cyclizations, a regioselective side chain oxidation of two of the four alpha-methylene groups next to the terminal thiophene rings is detected for one of the oligomers. Such side chain oxidations may be one unintended degradation pathway in oligothiophene-based organic semiconductors used as the active layer of organic field effect transistors (OFETs), organic light emitting diodes (OLEDs), and organic solar cells (OSCs).

  DOI：

  10.1021/ol900675f

文献信息

• Unexpected Side Chain Oxidation in a Swivel Cruciform Oligothiophene
  作者：Jan-Moritz Koenen、Askin Bilge、Sybille Allard、Ronald Alle、Klaus Meerholz、Ullrich Scherf

  DOI：10.1021/ol900675f

  日期：2009.5.21

  Two swivel cruciform oligothiophenes are investigated for the occurrence of oxidative ring closure reactions. Surprisingly, instead of intramolecular cyclizations, a regioselective side chain oxidation of two of the four alpha-methylene groups next to the terminal thiophene rings is detected for one of the oligomers. Such side chain oxidations may be one unintended degradation pathway in oligothiophene-based organic semiconductors used as the active layer of organic field effect transistors (OFETs), organic light emitting diodes (OLEDs), and organic solar cells (OSCs).