1,1-bis(trifluoromethylmercapto)-2-N,N-(diaethylamino)-aethen | 85572-01-6

• 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: 1,1-bis(trifluoromethylmercapto)-2-N,N-(diaethylamino)-aethen
• 英文别名: Ethenamine, N,N-diethyl-2,2-bis[(trifluoromethyl)thio]-；N,N-diethyl-2,2-bis(trifluoromethylsulfanyl)ethenamine
• CAS: 85572-01-6
• 化学式: C₈H₁₁F₆NS₂
• 分子量: 299.304
• InChiKey: KFWXVMVAPCFDLJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  53.8
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  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
• 作为产物：
  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

文献信息

• Triaethylamin-reactant und HCl-faenger in substitutionsreaktionen mit CFnCl3−nSCl(n = 1-3)
  作者：Michael R.C. Gerstenberger、Alois Haas

  DOI：10.1016/s0022-1139(00)81492-x

  日期：1983.1

  Reaction of CFnCl3−nSCl with (C2H5)3N gives (CFnCl3−nS)2C= CHN(C2H5)2, whereby the yields decrease with decreasing n. Spectroscopical and physical data as well as results of some biological tests are presented.

  CF n Cl 3-n SCl与（C 2 H 5）3 N反应得到（CF n Cl 3-n S）2 C = CHN（C 2 H 5）2，产率随着n的降低而降低。介绍了物理数据以及一些生物学测试的结果。
• Reactions of CF3SCl with amines and the formation of trifluoromethylthio-substituted enamines
  作者：Anna Kolasa、Max Lieb

  DOI：10.1016/0022-1139(94)03086-f

  日期：1995.1

  The formation of bis-beta,beta-(CF3S)-substituted enamines depends on the molar ratio of the starting materials. In this way, the yield of 1,1-bis(trifluoromethylthio)-2-(N,N-diethylamino)ethene was improved. The influence of amine structure on the formation of enamines is discussed.
• GERSTENBERGER, M. R. C.;HAAS, A., J. FLUOR. CHEM., 1983, 22, N 1, 81-89
  作者：GERSTENBERGER, M. R. C.、HAAS, A.

  DOI：——

  日期：——
• 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.