4,4,5,5-Tetrafluoro-1-(2-hydroxy-5-methyl-phenyl)-pentane-1,3-dione 3-oxime

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4,4,5,5-Tetrafluoro-1-(2-hydroxy-5-methyl-phenyl)-pentane-1,3-dione 3-oxime
• 英文别名: (3E)-4,4,5,5-tetrafluoro-3-hydroxyimino-1-(2-hydroxy-5-methylphenyl)pentan-1-one
• 化学式: C₁₂H₁₁F₄NO₃
• 分子量: 293.218
• InChiKey: JEZDXZZLRHFUPT-LICLKQGHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  69.9
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  4,4,5,5-Tetrafluoro-1-(2-hydroxy-5-methyl-phenyl)-pentane-1,3-dione 3-oxime 在 盐酸 、 溶剂黄146 作用下， 反应 0.08h， 生成 4-Methyl-2-[3-(1,1,2,2-tetrafluoro-ethyl)-isoxazol-5-yl]-phenol
  参考文献：
  名称：

  摘要：

  The reactions of 2-hydroxy-2-polyfluoroalkylchroman-4-ones with hydroxylamine yield, through Delta(2)-isoxazolines as intermediate products, 3-(2-hydroxyaryl)-5-polyfluoroalkylisoxazoles. Analogous reactions with 2-polyfluoroalkylchromones afford beta-diketone monooximes, which in an acidic medium undergo cyclode hydration into 5-(2-hydroxyaryl)-3-polyfluoroalkylisoxazoles. The structures of regioisomeric 3- and 5-polyfluoroalkylisoxazoles were determined using H-1, F-19, and C-13 NMR spectroscopy.

  DOI：

  10.1023/a:1020908831426
• 作为产物：
  描述：

  6-Methyl-2-(1,1,2,2-tetrafluoro-ethyl)-chromen-4-one 在 盐酸羟胺 、 sodium acetate 作用下， 以 乙醇 、 水 为溶剂， 反应 1.0h， 以31%的产率得到4,4,5,5-Tetrafluoro-1-(2-hydroxy-5-methyl-phenyl)-pentane-1,3-dione 3-oxime
  参考文献：
  名称：

  摘要：

  The reactions of 2-hydroxy-2-polyfluoroalkylchroman-4-ones with hydroxylamine yield, through Delta(2)-isoxazolines as intermediate products, 3-(2-hydroxyaryl)-5-polyfluoroalkylisoxazoles. Analogous reactions with 2-polyfluoroalkylchromones afford beta-diketone monooximes, which in an acidic medium undergo cyclode hydration into 5-(2-hydroxyaryl)-3-polyfluoroalkylisoxazoles. The structures of regioisomeric 3- and 5-polyfluoroalkylisoxazoles were determined using H-1, F-19, and C-13 NMR spectroscopy.

  DOI：

  10.1023/a:1020908831426