5-bromo-3'-dodecyl-2,2':5',2"-terthiophene | 148256-65-9

• 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: 5-bromo-3'-dodecyl-2,2':5',2"-terthiophene
• 英文别名: 2-(5-Bromothiophen-2-yl)-3-dodecyl-5-thiophen-2-ylthiophene
• CAS: 148256-65-9
• 化学式: C₂₄H₃₁BrS₃
• 分子量: 495.612
• InChiKey: RZFJGQDYTBQIBD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.6
• 重原子数：
  28
• 可旋转键数：
  13
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 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：

  5-bromo-3'-dodecyl-2,2':5',2"-terthiophene 在 三苯基膦 、 nickel dichloride 、 锌 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以33%的产率得到4',3""-didodecyl-2,2':5'2":5",2"':5"',2"":5"",2""'-sexithiophene
  参考文献：
  名称：

  Synthesis and structural characterization of alkyl oligothiophenes—the first isomerically pure dialkylsexithiophene

  摘要：

  Regioselective bromination of alkylated bi- and ter-thiophenes affords key building blocks for the synthesis of higher, isomerically pure alkyl oligothiophenes. For all new compounds, unequivocal structural assignment is based on a detailed analysis of the fully coupled C-13, H-1 NMR spectra.

  DOI：

  10.1039/p29930000489
• 作为产物：
  描述：

  2,5-二溴-3-十二烷基噻吩 在 N-溴代丁二酰亚胺(NBS) 、 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) 、 magnesium 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 62.0h， 生成 5-bromo-3'-dodecyl-2,2':5',2"-terthiophene
  参考文献：
  名称：

  Synthesis and structural characterization of alkyl oligothiophenes—the first isomerically pure dialkylsexithiophene

  摘要：

  Regioselective bromination of alkylated bi- and ter-thiophenes affords key building blocks for the synthesis of higher, isomerically pure alkyl oligothiophenes. For all new compounds, unequivocal structural assignment is based on a detailed analysis of the fully coupled C-13, H-1 NMR spectra.

  DOI：

  10.1039/p29930000489

文献信息

• Bauerle Peter, Pfau Frederike, Schlupp Helge, Wuerthner Frank, Gaudl Kai-+, J. Chem. Soc. Perkin Trans. 2, (1993) N 3, S 489-494
  作者：Bauerle Peter, Pfau Frederike, Schlupp Helge, Wuerthner Frank, Gaudl Kai-+

  DOI：——

  日期：——
• Synthesis and structural characterization of alkyl oligothiophenes—the first isomerically pure dialkylsexithiophene
  作者：Peter Bäuerle、Frederike Pfau、Helge Schlupp、Frank Würthner、Kai-Uwe Gaudl、Miguel Balparda Caro、Peter Fischer

  DOI：10.1039/p29930000489

  日期：——

  Regioselective bromination of alkylated bi- and ter-thiophenes affords key building blocks for the synthesis of higher, isomerically pure alkyl oligothiophenes. For all new compounds, unequivocal structural assignment is based on a detailed analysis of the fully coupled C-13, H-1 NMR spectra.