Ethanethioamide, 2,2,2-trifluoro-N,N-dimethyl- | 79770-08-4

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫代酰胺
• 英文名称: Ethanethioamide, 2,2,2-trifluoro-N,N-dimethyl-
• 英文别名: 2,2,2-trifluoro-N,N-dimethylethanethioamide
• CAS: 79770-08-4
• 化学式: C₄H₆F₃NS
• 分子量: 157.16
• InChiKey: VRFILXHBJQMMNX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  35.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Ethanethioamide, 2,2,2-trifluoro-N,N-dimethyl- 在 氯 作用下， 以 二氯甲烷 为溶剂， 以89%的产率得到1,1-dichloro-2,2,2-trifluoro-N,N-dimethylethanamine
  参考文献：
  名称：

  Rover-Kevers, Monique; Vertommen, Luc; Huys, Fabienne, Angewandte Chemie, 1981, vol. 93, # 12, p. 1091 - 1092

  摘要：

  DOI：
• 作为产物：
  描述：

  N,N-二甲基三氟乙酰胺 在 tetraphosphorus decasulfide 、 碳酸氢钠 作用下， 以 乙二醇二甲醚 为溶剂， 以86%的产率得到Ethanethioamide, 2,2,2-trifluoro-N,N-dimethyl-
  参考文献：
  名称：

  Synthesis and Reactivity of Trifluorodithioacetates Derived from Trifluorothioacetamides

  摘要：

  A general synthesis of trifluorodithioacetates is described by thiolysis of trifluorothioamidium salts, derived from trifluorothioacetamides. The reactivity of these CF3 bearing C-2 building blocks has been investigated towards nucleophiles and in cycloaddition reactions. Trifluorodithioacetates react with dienes to give thiopyrans and with diazo compounds to give trifluoromethyl vinyl sulphides via thiirane intermediates. With amines, trifluorodithioacetates give rise to trifluorothioacetamides while thiols add by thiophilic attack leading to new trifluoroethane dithioacetal disulphide. Two equivalents of phosphite furnish one equivalent of thiophosphate and one of phosphorylated trifluoroethane.

  DOI：

  10.1002/prac.199733901128

文献信息

• Gas-Phase NMR Studies of <i>N</i>,<i>N</i>-Dimethylthioamides. Influence of the Thiocarbonyl Substituent on the Internal Rotation Activation Energies
  作者：S. M. Neugebauer Crawford、A. N. Taha、N. S. True、C. B. LeMaster

  DOI：10.1021/jp970953s

  日期：1997.6.1
• Synthesis and Reactivity of Trifluorodithioacetates Derived from Trifluorothioacetamides
  作者：Frédéric Laduron、Claire Nyns、Zdenek Janousek、Heinz G. Viehe

  DOI：10.1002/prac.199733901128

  日期：——

  A general synthesis of trifluorodithioacetates is described by thiolysis of trifluorothioamidium salts, derived from trifluorothioacetamides. The reactivity of these CF3 bearing C-2 building blocks has been investigated towards nucleophiles and in cycloaddition reactions. Trifluorodithioacetates react with dienes to give thiopyrans and with diazo compounds to give trifluoromethyl vinyl sulphides via thiirane intermediates. With amines, trifluorodithioacetates give rise to trifluorothioacetamides while thiols add by thiophilic attack leading to new trifluoroethane dithioacetal disulphide. Two equivalents of phosphite furnish one equivalent of thiophosphate and one of phosphorylated trifluoroethane.
• Rover-Kevers, Monique; Vertommen, Luc; Huys, Fabienne, Angewandte Chemie, 1981, vol. 93, # 12, p. 1091 - 1092
  作者：Rover-Kevers, Monique、Vertommen, Luc、Huys, Fabienne、Merenyi, Robert、Janousek, Zdenek、Viehe, Heinz Guenther

  DOI：——

  日期：——