2,2-Bis(trifluoromethylsulfanyl)ethenol | 200813-62-3

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代烷
• 英文名称: 2,2-Bis(trifluoromethylsulfanyl)ethenol
• CAS: 200813-62-3
• 化学式: C₄H₂F₆OS₂
• 分子量: 244.182
• InChiKey: HWJPZVNNOCTXBL-UHFFFAOYSA-N

物化性质

• 沸点：
  69.1±40.0 °C(Predicted)
• 密度：
  1.670±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  70.8
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  二乙胺 、 2,2-Bis(trifluoromethylsulfanyl)ethenol 以 苯 为溶剂， 以30.4%的产率得到1,1-bis(trifluoromethylmercapto)-2-N,N-(diaethylamino)-aethen
  参考文献：
  名称：

  One More Stable Enol:  2,2-Bis[(trifluoromethyl)thio]ethenol. Synthesis and Reactivity¹

  摘要：

  The efficient synthesis of 2,2-bis[(trifluoromethyl)thio]acetaldehyde by acidic hydrolysis of 1-(N,N-diethylamino)-2,2-bis[(trifluoromethyl)thio]ethene is presented. The tautomeric equilibrium for the compound obtained is strongly shifted to enol form, so with silver nitrate in water solution a corresponding silver salt is formed that reacts with ethyl bromide to ethyl 2,2-[(trifluoromethyl)thio]vinyl ether. The enol reacts with amines to form respective enamines. IR, MS, H-1, C-13, and F-19 NMR data for compounds synthesized are given to support their structure elucidation.

  DOI：

  10.1021/jo971561k
• 作为产物：
  描述：

  1,1-bis(trifluoromethylmercapto)-2-N,N-(diaethylamino)-aethen 在 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 3.0h， 以77.6%的产率得到2,2-Bis(trifluoromethylsulfanyl)ethenol
  参考文献：
  名称：

  One More Stable Enol:  2,2-Bis[(trifluoromethyl)thio]ethenol. Synthesis and Reactivity¹

  摘要：

  The efficient synthesis of 2,2-bis[(trifluoromethyl)thio]acetaldehyde by acidic hydrolysis of 1-(N,N-diethylamino)-2,2-bis[(trifluoromethyl)thio]ethene is presented. The tautomeric equilibrium for the compound obtained is strongly shifted to enol form, so with silver nitrate in water solution a corresponding silver salt is formed that reacts with ethyl bromide to ethyl 2,2-[(trifluoromethyl)thio]vinyl ether. The enol reacts with amines to form respective enamines. IR, MS, H-1, C-13, and F-19 NMR data for compounds synthesized are given to support their structure elucidation.

  DOI：

  10.1021/jo971561k

文献信息

• One More Stable Enol:  2,2-Bis[(trifluoromethyl)thio]ethenol. Synthesis and Reactivity¹
  作者：Anna Kolasa、Max Lieb

  DOI：10.1021/jo971561k

  日期：1998.1.1

  The efficient synthesis of 2,2-bis[(trifluoromethyl)thio]acetaldehyde by acidic hydrolysis of 1-(N,N-diethylamino)-2,2-bis[(trifluoromethyl)thio]ethene is presented. The tautomeric equilibrium for the compound obtained is strongly shifted to enol form, so with silver nitrate in water solution a corresponding silver salt is formed that reacts with ethyl bromide to ethyl 2,2-[(trifluoromethyl)thio]vinyl ether. The enol reacts with amines to form respective enamines. IR, MS, H-1, C-13, and F-19 NMR data for compounds synthesized are given to support their structure elucidation.