(Z)-1-(pentadecafluoroheptyl)-1-ethoxy-4-phenylbutene | 141708-74-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (Z)-1-(pentadecafluoroheptyl)-1-ethoxy-4-phenylbutene
• 英文别名: [(Z)-4-ethoxy-5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-pentadecafluoroundec-3-enyl]benzene
• CAS: 141708-74-9
• 化学式: C₁₉H₁₅F₁₅O
• 分子量: 544.304
• InChiKey: SHSXHXZCMFRMPG-BENRWUELSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.2
• 重原子数：
  35
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  16

反应信息

• 作为产物：
  描述：

  全氟辛酸乙酯 、 <3-Phenyl-propyl>-triphenyl-phosphonium 在 sodium amide 、 六甲基二硅氮烷 作用下， 生成 (Z)-1-(pentadecafluoroheptyl)-1-ethoxy-4-phenylbutene
  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

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.