4-fluoro-3-hydroxy-1,3-diphenyl-1-butanone | 135664-24-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 4-fluoro-3-hydroxy-1,3-diphenyl-1-butanone
• CAS: 135664-24-3
• 化学式: C₁₆H₁₅FO₂
• 分子量: 258.292
• InChiKey: XNRORPNWLFTIOO-UHFFFAOYSA-N

物化性质

• 沸点：
  430.8±45.0 °C(Predicted)
• 密度：
  1.182±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.12
• 重原子数：
  19.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  37.3
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  苯乙酮 在 N-fluorobis<(trifluoromethyl)sulfonyl>imide 、 lithium diisopropyl amide 作用下， 生成 2-氟苯乙酮 、 4-fluoro-3-hydroxy-1,3-diphenyl-1-butanone
  参考文献：
  名称：

  N-fluorobis[(trifluoromethyl)sulfonyl]imide: an efficient reagent for the .alpha.-fluorination of functionalized carbonyl compounds

  摘要：

  The N-fluorobis[(trifluoromethyl)sulfonyl]imide (1) has been used in the electrophilic fluorination of the lithium enolate of esters, amides, and ketones. The corresponding alpha-fluorocarbonyl compounds have been obtained in good yields. The alpha-fluorination of beta-diesters, beta-diamides, beta-keto esters, and beta-diketones has been performed either on the neutral compounds or on the metal enolates. In this way some geminal azafluoro, chlorofluoro, fluorooxy compounds have been prepared in nearly quantitative yields. Also some alpha-keto esters and acids have been selectively monofluorinated in the beta-position by simple treatment of the neutral compound with 1.

  DOI：

  10.1021/jo00016a022