N-methyl-N-((S)-α-methylbenzyl)-2,2,3,3,4,4,4-heptafluorobutanamide | 1206684-19-6

• 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: N-methyl-N-((S)-α-methylbenzyl)-2,2,3,3,4,4,4-heptafluorobutanamide
• CAS: 1206684-19-6
• 化学式: C₁₃H₁₂F₇NO
• 分子量: 331.233
• InChiKey: OOHNFEJQQYJIAL-QMMMGPOBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.04
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  20.31
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  N-methyl-N-((S)-α-methylbenzyl)-2,2,3,3,4,4,4-heptafluorobutanamide 在 phosphorus pentasulfide 、 六甲基二硅氧烷 作用下， 以 甲苯 为溶剂， 生成 N-methyl-N-((S)-α-methylbenzyl)-2,2,3,3,4,4,4-heptafluorobutanethioamide
  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：

  (S)-(-)-N-甲基-1-苯基乙胺 、 七氟丁酰氯 在 三乙胺 作用下， 以 乙醚 为溶剂， 以87%的产率得到N-methyl-N-((S)-α-methylbenzyl)-2,2,3,3,4,4,4-heptafluorobutanamide
  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