Ethyl 11-chloro-4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11-hexadecafluoro-2-methylundecanoate | 140834-67-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: Ethyl 11-chloro-4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11-hexadecafluoro-2-methylundecanoate
• CAS: 140834-67-9
• 化学式: C₁₄H₁₁ClF₁₆O₂
• 分子量: 550.668
• InChiKey: UNPWNTVBNVDGKQ-UHFFFAOYSA-N

物化性质

• 沸点：
  280.9±35.0 °C(Predicted)
• 密度：
  1.519±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  33
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  18

反应信息

• 作为产物：
  描述：

  1-氯-8-碘全氟辛烷 、 甲基丙烯酸乙酯 在 [Co(HDm)2Py]Br 、 锌 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以65%的产率得到Ethyl 11-chloro-4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11-hexadecafluoro-2-methylundecanoate
  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