4'-fluoro-4-(phenylglyoxalyl)benzophenone | 473797-29-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 4'-fluoro-4-(phenylglyoxalyl)benzophenone
• 英文别名: 1-[4-(4-fluorobenzoyl)phenyl]-2-phenylethane-1,2-dione
• CAS: 473797-29-4
• 化学式: C₂₁H₁₃FO₃
• 分子量: 332.331
• InChiKey: KKNTTYGBITUYLL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.12
• 重原子数：
  25.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  51.21
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  对氟苯甲醛 、 4'-fluoro-4-(phenylglyoxalyl)benzophenone 在 ammonium acetate 、 溶剂黄146 作用下， 以 various solvent(s) 为溶剂， 反应 10.0h， 以83%的产率得到4-fluoro-4'-[2-(4-fluorophenyl)-4-phenylimidazol-2-yl]benzophenone
  参考文献：
  名称：

  摘要：

  A series of previously unknown unsymmetrical difluoroaromatic compounds, viz., p-fluorobenzoylphenyl(p-fluorophenyl)-substituted imidazoles, pyrazines, and quinoxalines, were synthesized according to multistep procedures with the use of chloral as the key compound. The reactivities of the resulting difluoroaromatic compounds were estimated based on F-19 and C-13 NMR spectral data and the results of quantum-chemical calculations. The calculated charge densities on the C-ipso atoms correlate linearly with the experimental chemical shifts in the F-19 and C-13 NMR spectra. Difluoroaromatic compounds, which are characterized by F-delta > -110 and delta(C) > 163 and by the charge density on the C-ipso atom higher than 0.08 e, are sufficiently activated to be used for the preparation of high-molecular-weight polyethers.

  DOI：

  10.1023/a:1015022032506
• 作为产物：
  描述：

  4-氟-4'-(苯基乙炔基)二苯甲酮 在 potassium permanganate 作用下， 以 水 、 溶剂黄146 、 丙酮 为溶剂， 反应 2.5h， 以91%的产率得到4'-fluoro-4-(phenylglyoxalyl)benzophenone
  参考文献：
  名称：

  摘要：

  A series of previously unknown unsymmetrical difluoroaromatic compounds, viz., p-fluorobenzoylphenyl(p-fluorophenyl)-substituted imidazoles, pyrazines, and quinoxalines, were synthesized according to multistep procedures with the use of chloral as the key compound. The reactivities of the resulting difluoroaromatic compounds were estimated based on F-19 and C-13 NMR spectral data and the results of quantum-chemical calculations. The calculated charge densities on the C-ipso atoms correlate linearly with the experimental chemical shifts in the F-19 and C-13 NMR spectra. Difluoroaromatic compounds, which are characterized by F-delta > -110 and delta(C) > 163 and by the charge density on the C-ipso atom higher than 0.08 e, are sufficiently activated to be used for the preparation of high-molecular-weight polyethers.

  DOI：

  10.1023/a:1015022032506