4-(2-Oxo-2-phenyl-ethylcarbamoyl)-benzenesulfonyl fluoride | 203250-26-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-(2-Oxo-2-phenyl-ethylcarbamoyl)-benzenesulfonyl fluoride
• 英文别名: 4-(phenacylcarbamoyl)benzenesulfonyl fluoride
• CAS: 203250-26-4
• 化学式: C₁₅H₁₂FNO₄S
• 分子量: 321.329
• InChiKey: XAKLSHVIAMWMHI-UHFFFAOYSA-N

物化性质

• 沸点：
  521.6±35.0 °C(Predicted)
• 密度：
  1.359±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.96
• 重原子数：
  22.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  80.31
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-(2-Oxo-2-phenyl-ethylcarbamoyl)-benzenesulfonyl fluoride 在 硫酸 作用下， 反应 24.0h， 以99%的产率得到4-(5-Phenyl-oxazol-2-yl)-benzenesulfonyl fluoride
  参考文献：
  名称：

  Fluorescent Molecular Probes II. The Synthesis, Spectral Properties and Use of Fluorescent Solvatochromic Dapoxyl Dyes

  摘要：

  Abstract— 2,5‐Diphenyloxazoles that embody a dimethylamino group at position 4 of the 5‐phenyl ring and a sulfonyl group at position 4 of the 2‐phenyl ring were prepared as new fluorescent solvatochromic dyes. In these molecules, there is a “push‐pull” electron transfer system from the 5‐phenyl moiety to the 2‐phenyl ring. These compounds show strong solvent‐dependent fluorescence that is well correlated with the empirical solvent polarity parameter ET (30). The solvent polarity dependence suggests that the fluorescence arises from an intramolecular charge transfer. The fluorescence‐environment dependence, long emission wavelength, large extinction coefficients, high fluorescence quantum yields and large Stokes shift of the fluorophores can be used to develop ultrasensitive fluorescent molecular probes to study a variety of biological events and processes.

  DOI：

  10.1111/j.1751-1097.1997.tb03168.x
• 作为产物：
  描述：

  2-氨基苯乙酮盐酸盐 、 4-(氟磺酰)苯酰氯 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以55%的产率得到4-(2-Oxo-2-phenyl-ethylcarbamoyl)-benzenesulfonyl fluoride
  参考文献：
  名称：

  Fluorescent Molecular Probes II. The Synthesis, Spectral Properties and Use of Fluorescent Solvatochromic Dapoxyl Dyes

  摘要：

  Abstract— 2,5‐Diphenyloxazoles that embody a dimethylamino group at position 4 of the 5‐phenyl ring and a sulfonyl group at position 4 of the 2‐phenyl ring were prepared as new fluorescent solvatochromic dyes. In these molecules, there is a “push‐pull” electron transfer system from the 5‐phenyl moiety to the 2‐phenyl ring. These compounds show strong solvent‐dependent fluorescence that is well correlated with the empirical solvent polarity parameter ET (30). The solvent polarity dependence suggests that the fluorescence arises from an intramolecular charge transfer. The fluorescence‐environment dependence, long emission wavelength, large extinction coefficients, high fluorescence quantum yields and large Stokes shift of the fluorophores can be used to develop ultrasensitive fluorescent molecular probes to study a variety of biological events and processes.

  DOI：

  10.1111/j.1751-1097.1997.tb03168.x