morpholine pentafluoropropionylamide | 321-34-6

• 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: morpholine pentafluoropropionylamide
• 英文别名: 4-pentafluoropropionyl-morpholine；4-Pentafluorpropionyl-morpholin；Pentafluoropropionic acid, morpholide；2,2,3,3,3-pentafluoro-1-morpholin-4-ylpropan-1-one
• CAS: 321-34-6
• 化学式: C₇H₈F₅NO₂
• 分子量: 233.138
• InChiKey: MCMFICISKZFNCY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  morpholine pentafluoropropionylamide 、 <3-Phenyl-propyl>-triphenyl-phosphonium 在 sodium amide 、 六甲基二硅氮烷 作用下， 生成 (Z/E)-1,1,1,2,2-pentafluoro-3-morpholino-6-phenyl-3-hexene
  参考文献：
  名称：

  The Wittig reaction of perfluoro acid derivatives: access to fluorinated enol ethers, enamines, and ketones

  摘要：

  The preparation of novel perfluoroalkyl-substituted compounds in good yields is described. This preparation involves the Wittig reaction of a phosphonium ylide with perfluoroalkyl acid derivatives. The influence of the structure of the starting alkylidenetriphenylphosphoranes, the perfluoroalkyl reagents, and the reaction conditions has been investigated. Trifluoroacetamides lead to a Z/E mixture of enamines 3. Perfluoroalkyl esters (Rf = CF3, C2F5, C3F7, C7F15, CF2Cl) lead to only the (Z)-enol ethers 8-12 when reactions are performed with NaNH2 as a base and to 1-perfluoroalkyl ketones 13-17 when reactions are performed with BuLi.

  DOI：

  10.1021/jo00040a017
• 作为产物：
  描述：

  吗啉 、 五氟丙酸乙酯 生成 morpholine pentafluoropropionylamide
  参考文献：
  名称：

  Reactions of Amines with Esters of Polyhalogenated Acids

  摘要：

  DOI：

  10.1021/ja01629a090

文献信息

• The Wittig reaction of perfluoro acid derivatives: access to fluorinated enol ethers, enamines, and ketones
  作者：Jean Pierre Begue、Daniele Bonnet-Delpon、Dany Mesureur、Gerard Nee、Sheng Wen Wu

  DOI：10.1021/jo00040a017

  日期：1992.7

  The preparation of novel perfluoroalkyl-substituted compounds in good yields is described. This preparation involves the Wittig reaction of a phosphonium ylide with perfluoroalkyl acid derivatives. The influence of the structure of the starting alkylidenetriphenylphosphoranes, the perfluoroalkyl reagents, and the reaction conditions has been investigated. Trifluoroacetamides lead to a Z/E mixture of enamines 3. Perfluoroalkyl esters (Rf = CF3, C2F5, C3F7, C7F15, CF2Cl) lead to only the (Z)-enol ethers 8-12 when reactions are performed with NaNH2 as a base and to 1-perfluoroalkyl ketones 13-17 when reactions are performed with BuLi.
• Reactions of Amines with Esters of Polyhalogenated Acids
  作者：Madeleine M. Joullié

  DOI：10.1021/ja01629a090

  日期：1955.12