S-Ethyl 2,3,3,4,4,4-hexafluorobutanethioate | 145327-80-6

• 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: S-Ethyl 2,3,3,4,4,4-hexafluorobutanethioate
• CAS: 145327-80-6
• 化学式: C₆H₆F₆OS
• 分子量: 240.169
• InChiKey: VRHMWNRWDSNGMJ-UHFFFAOYSA-N

物化性质

• 沸点：
  138.8±40.0 °C(Predicted)
• 密度：
  1.397±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  乙醇 、 S-Ethyl 2,3,3,4,4,4-hexafluorobutanethioate 在 titanium(IV) isopropylate 作用下， 以61%的产率得到ethyl ester of 2-hydroperfluorobutanoic acid
  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：

  1,1-bis(ethylsulfanyl)perfluorobut-1-ene 在 三氟乙酸 作用下， 以 水 为溶剂， 反应 2.0h， 以95%的产率得到S-Ethyl 2,3,3,4,4,4-hexafluorobutanethioate
  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

• Selectivity in the synthesis of fluorinated heterocycles from αβ-unsaturated perfluoroacyl derivatives (or their synthetic equivalents) and 1,2-bis-nucleophiles
  作者：B. Dondy、P. Doussot、M. Iznaden、M. Muzard、C. Portella

  DOI：10.1016/s0040-4039(00)73354-5

  日期：1994.6

  Reactions of vicinal diamines, aminoalcohols, aminothiols with synthetic equivalents of perfluoroenones 3 or alpha,beta-unsaturated perfluoroesters 6 gave regiospecifically new five member (imidazo or oxazolidines) or seven member fluorinated heterocycles (dia or thiazepines).
• Dondy B., Doussot P., Iznaden M., Muzard M., Portella C., Tetrahedron Lett, 35 (1994) N 25, S 4357-4360
  作者：Dondy B., Doussot P., Iznaden M., Muzard M., Portella C.

  DOI：——

  日期：——
• 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.