2-溴-3,4-二丁基噻吩 | 349481-77-2

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 芳基卤化物
• 中文名称: 2-溴-3,4-二丁基噻吩
• 英文名称: 2-bromo-3,4-dibutylthiophene
• CAS: 349481-77-2
• 化学式: C₁₂H₁₉BrS
• 分子量: 275.253
• InChiKey: VDYWPJQMILGXDY-UHFFFAOYSA-N

物化性质

• 沸点：
  305.5±37.0 °C(Predicted)
• 密度：
  1.213±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  28.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-溴-3,4-二丁基噻吩 在 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) magnesium 作用下， 以 乙醚 为溶剂， 反应 28.0h， 生成 3,3'',4,4''-Tetrabutyl-2,2':5',2''-terthiophene
  参考文献：
  名称：

  Homologous series of regioregular alkylsubstituted oligothiophenes up to an 11-mer

  摘要：

  A complete series of structurally well-defined butylated oligothiophenes up to an Il-mer was synthesized by a combination of aryl-aryl cross-coupling reactions and cyclization of 1,3-butadiyne precursors with sulfide anions. Palladium-catalyzed cross-coupling of halogenated thiophene units with trimethylsilylacetylene effectively yields ethynylated thiophenes which after deprotection are oxidatively coupled to the corresponding 1,3-butadiynes. (C) 2001 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(01)00254-x
• 作为产物：
  描述：

  3,4-二丁基噻吩 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， 反应 18.0h， 以69%的产率得到2-溴-3,4-二丁基噻吩
  参考文献：
  名称：

  Homologous series of regioregular alkylsubstituted oligothiophenes up to an 11-mer

  摘要：

  A complete series of structurally well-defined butylated oligothiophenes up to an Il-mer was synthesized by a combination of aryl-aryl cross-coupling reactions and cyclization of 1,3-butadiyne precursors with sulfide anions. Palladium-catalyzed cross-coupling of halogenated thiophene units with trimethylsilylacetylene effectively yields ethynylated thiophenes which after deprotection are oxidatively coupled to the corresponding 1,3-butadiynes. (C) 2001 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(01)00254-x

文献信息

• One-pot synthesis of 2,5-diethynyl-3,4-dibutylthiophene substituted multitopic bipyridine ligands: redox and photophysical properties of their ruthenium(ii) complexes
  作者：Antoinette De Nicola、Yao Liu、Kirk S. Schanze、Raymond Ziessel

  DOI：10.1039/b210279j

  日期：2003.1.7

  A facile and original synthesis of four 2,2'-bipyridine (bipy) ligands grafted with thiophene subunits is described using phase transfer experimental conditions: related Ru(II) complexes exhibit well-defined redox and photophysical properties which were probed by cyclic voltammetry, UV-vis, steady-state emission and transient absorption spectroscopy.

  使用相转移实验条件描述了四种简单的，噻吩亚基接枝的2,2'-联吡啶（bipy）配体的合成方法：相关的Ru（II）配合物表现出良好的氧化还原和光物理性质，可通过循环伏安法进行探测，紫外可见光谱，稳态发射光谱和瞬态吸收光谱。
• Homologous series of regioregular alkylsubstituted oligothiophenes up to an 11-mer
  作者：Jens Krömer、Peter Bäuerle

  DOI：10.1016/s0040-4020(01)00254-x

  日期：2001.4

  A complete series of structurally well-defined butylated oligothiophenes up to an Il-mer was synthesized by a combination of aryl-aryl cross-coupling reactions and cyclization of 1,3-butadiyne precursors with sulfide anions. Palladium-catalyzed cross-coupling of halogenated thiophene units with trimethylsilylacetylene effectively yields ethynylated thiophenes which after deprotection are oxidatively coupled to the corresponding 1,3-butadiynes. (C) 2001 Published by Elsevier Science Ltd.