3',4'-dibutyl-5-methyl-2,2':5',2''-terthiophene | 950526-27-9

• 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: 3',4'-dibutyl-5-methyl-2,2':5',2''-terthiophene
• 英文别名: 3,4-Dibutyl-2-(5-methylthiophen-2-yl)-5-thiophen-2-ylthiophene
• CAS: 950526-27-9
• 化学式: C₂₁H₂₆S₃
• 分子量: 374.635
• InChiKey: UHMKQCJWKLLYIB-UHFFFAOYSA-N

物化性质

• 沸点：
  457.2±45.0 °C(predicted)
• 密度：
  1.113±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  24
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  84.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3',4'-dibutyl-5-methyl-2,2':5',2''-terthiophene 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 氯仿 、 溶剂黄146 、 丙酮 为溶剂， 以84%的产率得到5-bromo-3',4'-dibutyl-5''-methyl-2,2':5',2''-terthiophene
  参考文献：
  名称：

  Reverse Selectivity in m-CPBA Oxidation of Oligothiophenes to Sulfones

  摘要：

  Oligothiophene sulfones of up to six rings can be conveniently prepared by the direct oxidation of butyl-substituted thiophene oligomers with m-CPBA in dichloromethane. Reverse selectivity of oxidized rings is observed relative to previously reported systems without beta-substitution. The selectivity in the trimer and hexamer is confirmed with single-crystal X-ray structure data. The sulfones possess red-shifted absorptions and increased electron affinities relative to the parent oligomers.

  DOI：

  10.1021/ol071369x
• 作为产物：
  描述：

  3,4-二丁基-2,5-二噻吩-2-基噻吩 在 氢氧化钾 、 一水合肼 、 三氯氧磷 作用下， 以 1,2-二氯乙烷 、 正丁醇 为溶剂， 反应 9.0h， 生成 3',4'-dibutyl-5-methyl-2,2':5',2''-terthiophene
  参考文献：
  名称：

  Reverse Selectivity in m-CPBA Oxidation of Oligothiophenes to Sulfones

  摘要：

  Oligothiophene sulfones of up to six rings can be conveniently prepared by the direct oxidation of butyl-substituted thiophene oligomers with m-CPBA in dichloromethane. Reverse selectivity of oxidized rings is observed relative to previously reported systems without beta-substitution. The selectivity in the trimer and hexamer is confirmed with single-crystal X-ray structure data. The sulfones possess red-shifted absorptions and increased electron affinities relative to the parent oligomers.

  DOI：

  10.1021/ol071369x

文献信息

• METAL-CONTAINING POLYMERS and uses thereof
  申请人：Holliday Bradley J.

  公开号：US20090058276A1

  公开（公告）日：2009-03-05

  Disclosed are materials for use in light-emitting devices, devices produced therefrom, and methods for making same. Also disclosed is a light-emitting device comprising: an at least partially electrically conductive oligomer, polymer, or a combination thereof comprising at least one of a lanthanide element, a platinum group metal, or a combination thereof.
• Reverse Selectivity in <i>m</i>-CPBA Oxidation of Oligothiophenes to Sulfones
  作者：Ted M. Pappenfus、Jacob H. Melby、Brent B. Hansen、Devin M. Sumption、Scott A. Hubers、Daron E. Janzen、Paul C. Ewbank、Kari A. McGee、Michael W. Burand、Kent R. Mann

  DOI：10.1021/ol071369x

  日期：2007.9.1

  Oligothiophene sulfones of up to six rings can be conveniently prepared by the direct oxidation of butyl-substituted thiophene oligomers with m-CPBA in dichloromethane. Reverse selectivity of oxidized rings is observed relative to previously reported systems without beta-substitution. The selectivity in the trimer and hexamer is confirmed with single-crystal X-ray structure data. The sulfones possess red-shifted absorptions and increased electron affinities relative to the parent oligomers.