1-(Tetrafluoroethylidene)-1-<(tert-butyldimethylsilyl)oxy>hexane

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: 1-(Tetrafluoroethylidene)-1-<(tert-butyldimethylsilyl)oxy>hexane
• 化学式: C₁₄H₂₆F₄OSi
• 分子量: 314.439
• InChiKey: VWVMWQOQMPQQFV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.33
• 重原子数：
  20.0
• 可旋转键数：
  6.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  五氟碘乙烷 、 hexanoyl-tert-butyldimethylsilane 在 甲基锂 、 lithium bromide 作用下， 以 乙醚 为溶剂， 以79%的产率得到1-(Tetrafluoroethylidene)-1-<(tert-butyldimethylsilyl)oxy>hexane
  参考文献：
  名称：

  Mixed organofluorine-organosilicon chemistry. 4. Perfluoroenoxysilanes: synthesis and reactivity

  摘要：

  1-Alkyl (or aryl)-1-[(trialkylsilyl)oxy]perfluoroalk-1-enes were synthesized from acylsilanes and perfluoroalkyl iodides. Perfluoroorganolithium and magnesium were used for aliphatic and aromatic derivatives, respectively. These enoxysilanes have nucleophilic as well as electrophilic properties. They are enolate equivalents, leading to 2-hydroperfluoroalkyl ketones on hydrolysis, or aldol products. With good nucleophiles like amines, they react as electron poor alkenes to give beta-enamino ketones.

  DOI：

  10.1021/jo00076a029

文献信息

• Mixed organofluorine-organosilicon chemistry. 4. Perfluoroenoxysilanes: synthesis and reactivity
  作者：Pascale Doussot、Charles Portella

  DOI：10.1021/jo00076a029

  日期：1993.11

  1-Alkyl (or aryl)-1-[(trialkylsilyl)oxy]perfluoroalk-1-enes were synthesized from acylsilanes and perfluoroalkyl iodides. Perfluoroorganolithium and magnesium were used for aliphatic and aromatic derivatives, respectively. These enoxysilanes have nucleophilic as well as electrophilic properties. They are enolate equivalents, leading to 2-hydroperfluoroalkyl ketones on hydrolysis, or aldol products. With good nucleophiles like amines, they react as electron poor alkenes to give beta-enamino ketones.