S-Ethyl 2,3,3,3-tetrafluoropropanethioate

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 硫代羧酸及其衍生物
• 英文名称: S-Ethyl 2,3,3,3-tetrafluoropropanethioate
• 化学式: C₅H₆F₄OS
• 分子量: 190.162
• InChiKey: PDMUFXKKCRQJCQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  乙醇 、 S-Ethyl 2,3,3,3-tetrafluoropropanethioate 在 titanium(IV) isopropylate 作用下， 以60%的产率得到2,3,3,3-四氟丙酸乙酯
  参考文献：
  名称：

  Fluorinated ketene dithioacetals. 2. Synthesis of 2-hydroperfluoro acid derivatives from perfluoroketene dithioacetals

  摘要：

  Perfluoroketene dithioacetals were prepared in high yields from perfluoroaldehyde hydrates via their thioacetalization (TiCl4/CH2Cl2) followed by basic phase transfer catalyzed HF elimination. Acidic hydrolysis (CF3CO2H, H2O) and then transesterification (EtOH, Ti(OiPr)4) yielded S-alkyl 2-hydroperfluoro thioesters and ethyl 2-hydroperfluoro esters, respectively.

  DOI：

  10.1021/jo00053a010
• 作为产物：
  描述：

  perfluoroketene dithioacetal 在 三氟乙酸 作用下， 以 水 为溶剂， 反应 2.0h， 以98%的产率得到S-Ethyl 2,3,3,3-tetrafluoropropanethioate
  参考文献：
  名称：

  Fluorinated ketene dithioacetals. 2. Synthesis of 2-hydroperfluoro acid derivatives from perfluoroketene dithioacetals

  摘要：

  Perfluoroketene dithioacetals were prepared in high yields from perfluoroaldehyde hydrates via their thioacetalization (TiCl4/CH2Cl2) followed by basic phase transfer catalyzed HF elimination. Acidic hydrolysis (CF3CO2H, H2O) and then transesterification (EtOH, Ti(OiPr)4) yielded S-alkyl 2-hydroperfluoro thioesters and ethyl 2-hydroperfluoro esters, respectively.

  DOI：

  10.1021/jo00053a010

文献信息

• Fluorinated ketene dithioacetals. 2. Synthesis of 2-hydroperfluoro acid derivatives from perfluoroketene dithioacetals
  作者：Murielle Muzard、Charles Portella

  DOI：10.1021/jo00053a010

  日期：1993.1

  Perfluoroketene dithioacetals were prepared in high yields from perfluoroaldehyde hydrates via their thioacetalization (TiCl4/CH2Cl2) followed by basic phase transfer catalyzed HF elimination. Acidic hydrolysis (CF3CO2H, H2O) and then transesterification (EtOH, Ti(OiPr)4) yielded S-alkyl 2-hydroperfluoro thioesters and ethyl 2-hydroperfluoro esters, respectively.