2,2,3,3,3-pentafluoro-1-(piperidin-1-yl)propane-1-thione | 1333374-80-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 2,2,3,3,3-pentafluoro-1-(piperidin-1-yl)propane-1-thione
• CAS: 1333374-80-3
• 化学式: C₈H₁₀F₅NS
• 分子量: 247.232
• InChiKey: MBICOSRXZQXYPV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.0
• 重原子数：
  15.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  3.24
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  2,2,3,3,3-pentafluoro-1-(piperidin-1-yl)propane-1-thione 在 磺酰氯 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 以87%的产率得到N-(2,2,3,3,3-pentafluoropropanoyl)piperidine
  参考文献：
  名称：

  Oxidation and chlorination reactions of perfluoroketene-N,S-acetals

  摘要：

  The paper presents the results of the investigation of oxidation and chlorination reactions of perfluoroketene-N,S-acetals. Oxidation reactions of perfluoroketene-N,S-acetals proved to be dependent on the nature of oxidizing agent and led to the formation of corresponding sulfone in the case of m-chloroperbenzoic acid or amides of alpha-H-perfluoroalkane carboxylic acids in the case of tert-butyl hydroperoxide or hydrogen peroxide. Reaction of 1-tert-butylsulfanyl-2,3,3,4,4,4-hexafluoro-1-[N-methyl,N-((S)-alpha-methylbenzyl)amino]-but-1-ene with sulfuryl chloride demonstrated the chlorination of perfluoroketene-N,S-acetals as a new approach in the synthesis of chiral alpha-chloro perfluoroalkane carboxylic acid amides. (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2009.06.019
• 作为产物：
  描述：

  N-(2,2,3,3,3-pentafluoropropanoyl)piperidine 在 phosphorus pentasulfide 、 六甲基二硅氧烷 作用下， 以 甲苯 为溶剂， 以83%的产率得到2,2,3,3,3-pentafluoro-1-(piperidin-1-yl)propane-1-thione
  参考文献：
  名称：

  Oxidation and chlorination reactions of perfluoroketene-N,S-acetals

  摘要：

  The paper presents the results of the investigation of oxidation and chlorination reactions of perfluoroketene-N,S-acetals. Oxidation reactions of perfluoroketene-N,S-acetals proved to be dependent on the nature of oxidizing agent and led to the formation of corresponding sulfone in the case of m-chloroperbenzoic acid or amides of alpha-H-perfluoroalkane carboxylic acids in the case of tert-butyl hydroperoxide or hydrogen peroxide. Reaction of 1-tert-butylsulfanyl-2,3,3,4,4,4-hexafluoro-1-[N-methyl,N-((S)-alpha-methylbenzyl)amino]-but-1-ene with sulfuryl chloride demonstrated the chlorination of perfluoroketene-N,S-acetals as a new approach in the synthesis of chiral alpha-chloro perfluoroalkane carboxylic acid amides. (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2009.06.019

文献信息

• Reaction of N,N-disubstituted perfluoroalkanethioamides with trialkyl phosphites. A new method for the synthesis of polyfluorinated α-aminophosphonates
  作者：Sergiy S. Mykhaylychenko、Nadiia V. Pikun、Yuriy G. Shermolovich

  DOI：10.1016/j.tetlet.2011.07.037

  日期：2011.9

  The first examples of the reactions of perfluoroalkanethiocarboxylic acid amides and trialkyl phosphites are presented. The reactions are shown to be dependent on the perfluoroalkyl chain length and the presence of proton-donating reagents. New fluorinated α-aminophosphonate derivatives are obtained in moderate to good yields.

  给出了全氟链烷硫基羧酸酰胺与亚磷酸三烷基酯反应的第一个实例。已表明反应取决于全氟烷基链的长度和质子给体试剂的存在。以中等至良好的产率获得了新的氟化α-氨基膦酸酯衍生物。