1-iodo-3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-(1E)-octene | 329698-26-2

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 乙烯基卤化物
• 英文名称: 1-iodo-3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-(1E)-octene
• 英文别名: 1H,2H-Perfluoro-1-iodooct-1-ene；(E)-3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-1-iodooct-1-ene
• CAS: 329698-26-2
• 化学式: C₈H₂F₁₃I
• 分子量: 471.988
• InChiKey: WDWNMIBWWPZNJK-OWOJBTEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  1-iodo-3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-(1E)-octene 在 四(三苯基膦)钯 potassium fluoride 、 copper(l) iodide 、 二乙胺 作用下， 以 甲醇 为溶剂， 反应 0.83h， 生成 (E)-1-perfluorohexyl-1-buten-3-yne
  参考文献：
  名称：

  Highly Regioselective Cyclotrimerization of 1-Perfluoroalkylenynes Catalyzed by Nickel

  摘要：

  We report the highly regioselective cyclotrimerization of the 1-perfluoroalkylenynes in the presence of Ni(PPh3)(4). The substituent effects on the reactivity of the enynes were investigated. We also succeeded in the nickel-catalyzed cocyclization of the 1-perfluoroalkylenynes with (trimethylsilyl)acetylene. The possible structures of the intermediates of the cyclotrimerization and the reasons for the observed high regioselectivity were discussed.

  DOI：

  10.1021/jo0056242
• 作为产物：
  描述：

  1,2-二碘乙烯 、 全氟己基碘烷 在 铜 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 71.0h， 以17%的产率得到1-iodo-3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-(1E)-octene
  参考文献：
  名称：

  Highly Regioselective Cyclotrimerization of 1-Perfluoroalkylenynes Catalyzed by Nickel

  摘要：

  We report the highly regioselective cyclotrimerization of the 1-perfluoroalkylenynes in the presence of Ni(PPh3)(4). The substituent effects on the reactivity of the enynes were investigated. We also succeeded in the nickel-catalyzed cocyclization of the 1-perfluoroalkylenynes with (trimethylsilyl)acetylene. The possible structures of the intermediates of the cyclotrimerization and the reasons for the observed high regioselectivity were discussed.

  DOI：

  10.1021/jo0056242