3-(perfluorohexyl)propyl triflate | 162082-62-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: 3-(perfluorohexyl)propyl triflate
• 英文别名: 4,4,5,5,6,6,7,7,8,8,9,9,9-Tridecafluorononyl trifluoromethanesulfonate
• CAS: 162082-62-4
• 化学式: C₁₀H₆F₁₆O₃S
• 分子量: 510.196
• InChiKey: HZCNLRAQSPKRSF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  30
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  51.8
• 氢给体数：
  0
• 氢受体数：
  19

反应信息

• 作为反应物：
  描述：

  3-(perfluorohexyl)propyl triflate 、 没食子酸甲酯 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以91%的产率得到Methyl 3,4,5-tris(4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononoxy)benzoate
  参考文献：
  名称：

  Methyl Gallate as the Framework for the Construction of Fluorous Building Blocks

  摘要：

  Methyl gallate was used as the framework for the construction of the building blocks 3-5 with three fluorous ponytails. Fluorous gallate 3 was prepared from methyl gallate in three different pathways. The first is based on perfluorohexyl iodide addition to the corresponding allylderivative 1 and reduction of C-I bond in adduct 2; other ways are based on direct O-alkylation of methyl gallate by 3-(perfluorohexyl)propyl triflate and 3-(perfluorohexyl)propyl iodide, respectively. Reduction of polyfluoroalkylated gallate 3 provided benzyl alcohol 4, which can be easily converted to corresponding benzyl bromide 5.

  DOI：

  10.1080/00397910902964858
• 作为产物：
  描述：

  三氟甲磺酸酐 、 3-(全氟正己基)丙醇 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 以88%的产率得到3-(perfluorohexyl)propyl triflate
  参考文献：
  名称：

  Methyl Gallate as the Framework for the Construction of Fluorous Building Blocks

  摘要：

  Methyl gallate was used as the framework for the construction of the building blocks 3-5 with three fluorous ponytails. Fluorous gallate 3 was prepared from methyl gallate in three different pathways. The first is based on perfluorohexyl iodide addition to the corresponding allylderivative 1 and reduction of C-I bond in adduct 2; other ways are based on direct O-alkylation of methyl gallate by 3-(perfluorohexyl)propyl triflate and 3-(perfluorohexyl)propyl iodide, respectively. Reduction of polyfluoroalkylated gallate 3 provided benzyl alcohol 4, which can be easily converted to corresponding benzyl bromide 5.

  DOI：

  10.1080/00397910902964858