4,4,5,5,5-Pentafluoropentanenitrile | 13265-56-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4,4,5,5,5-Pentafluoropentanenitrile
• 英文别名: 3,3,4,4,4-Pentafluoropentanenitrile
• CAS: 13265-56-0
• 化学式: C₅H₄F₅N
• 分子量: 173.085
• InChiKey: XEJRGCHSIGQKAH-UHFFFAOYSA-N

物化性质

• 沸点：
  116.0±40.0 °C(Predicted)
• 密度：
  1.313±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  五氟碘乙烷 、 丙烯腈 在 [Co(HDm)2Py]Br 、 锌 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以37%的产率得到4,4,5,5,5-Pentafluoropentanenitrile
  参考文献：
  名称：

  Cobaloxime-catalyzed hydroperfluoroalkylation of electron-deficient alkenes with perfluoroalkyl halides: reaction and mechanism

  摘要：

  Direct hydroperfluoroalkylation of electron-deficient alkenes-ethyl acrylates 4, 7, and 8, acrylonitrile (5), and methyl vinyl ketone (6)-with perfluoroalkyl halides R(f)X (1, X = I;2, X = Br) in the presence of cobaloxime(III) (3) and zinc gives 1:1 hydroperfluoroalkylation adducts in good yields. This reaction provides a convenient synthesis of beta-(perfluoroalkyl)carboxylic esters 9, 12, and 13, nitriles 10, and ketones 11. Details of the reaction including effect of solvent, temperature, and ratio of reagents were examined. The reaction is proposed to proceed via a radical mechanism initiated by low-valent cobalt.

  DOI：

  10.1021/jo00038a022

文献信息

• Cobaloxime-catalyzed hydroperfluoroalkylation of electron-deficient alkenes with perfluoroalkyl halides: reaction and mechanism
  作者：Changming Hu、Yaoling Qiu

  DOI：10.1021/jo00038a022

  日期：1992.6

  Direct hydroperfluoroalkylation of electron-deficient alkenes-ethyl acrylates 4, 7, and 8, acrylonitrile (5), and methyl vinyl ketone (6)-with perfluoroalkyl halides R(f)X (1, X = I;2, X = Br) in the presence of cobaloxime(III) (3) and zinc gives 1:1 hydroperfluoroalkylation adducts in good yields. This reaction provides a convenient synthesis of beta-(perfluoroalkyl)carboxylic esters 9, 12, and 13, nitriles 10, and ketones 11. Details of the reaction including effect of solvent, temperature, and ratio of reagents were examined. The reaction is proposed to proceed via a radical mechanism initiated by low-valent cobalt.