5-iodo-3-octyl-5'-chloro-2,2'-bithiophene | 655241-72-8

• 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-iodo-3-octyl-5'-chloro-2,2'-bithiophene
• 英文别名: 2-(5-Chlorothiophen-2-yl)-5-iodo-3-octylthiophene；2-(5-chlorothiophen-2-yl)-5-iodo-3-octylthiophene
• CAS: 655241-72-8
• 化学式: C₁₆H₂₀ClIS₂
• 分子量: 438.824
• InChiKey: VPUXEEDRGIPHNQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.7
• 重原子数：
  20
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  56.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-iodo-3-octyl-5'-chloro-2,2'-bithiophene 在 palladium diacetate 偶氮二异丁腈 、 四丁基溴化铵 、 三正丁基氢锡 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 9.0h， 生成 3',4''-dioctyl-2,2':5',2'':5'',2'''-tetrathienyl
  参考文献：
  名称：

  Palladium-catalyzed coupling reactions towards the synthesis of well-defined thiophene-oligomers

  摘要：

  Heck- and Ullmann-type palladium-catalyzed reactions were used in order to perform the synthesis of 3',4"-dioctyl-2,2',5'2",5",2"'-tetrathienyl. The desired oligothiophene was synthesized in five steps with a total yield of 38% by a Heck-type reaction of bromo-derivatives and a yield of 45% by an Ullmann-type reaction of iodo-precursors. (C) 2003 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(03)00626-0
• 作为产物：
  描述：

  2-溴-3-辛基噻吩 在 palladium diacetate 四丁基溴化铵 、 碘 、 potassium carbonate 、 mercury(II) oxide 作用下， 以 N,N-二甲基甲酰胺 、 苯 为溶剂， 生成 5-iodo-3-octyl-5'-chloro-2,2'-bithiophene
  参考文献：
  名称：

  Palladium-catalyzed coupling reactions towards the synthesis of well-defined thiophene-oligomers

  摘要：

  Heck- and Ullmann-type palladium-catalyzed reactions were used in order to perform the synthesis of 3',4"-dioctyl-2,2',5'2",5",2"'-tetrathienyl. The desired oligothiophene was synthesized in five steps with a total yield of 38% by a Heck-type reaction of bromo-derivatives and a yield of 45% by an Ullmann-type reaction of iodo-precursors. (C) 2003 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(03)00626-0

文献信息

• Palladium-catalyzed coupling reactions towards the synthesis of well-defined thiophene-oligomers
  作者：Jwanro Hassan、Christel Gozzi、Emmanuelle Schulz、Marc Lemaire

  DOI：10.1016/s0022-328x(03)00626-0

  日期：2003.12

  Heck- and Ullmann-type palladium-catalyzed reactions were used in order to perform the synthesis of 3',4"-dioctyl-2,2',5'2",5",2"'-tetrathienyl. The desired oligothiophene was synthesized in five steps with a total yield of 38% by a Heck-type reaction of bromo-derivatives and a yield of 45% by an Ullmann-type reaction of iodo-precursors. (C) 2003 Elsevier B.V. All rights reserved.