4-[2-(4-Dimethylamino-phenyl)-2-oxo-ethylcarbamoyl]-benzenesulfonyl fluoride | 152278-02-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-[2-(4-Dimethylamino-phenyl)-2-oxo-ethylcarbamoyl]-benzenesulfonyl fluoride
• 英文别名: 4-[[2-[4-(Dimethylamino)phenyl]-2-oxoethyl]carbamoyl]benzenesulfonyl fluoride
• CAS: 152278-02-9
• 化学式: C₁₇H₁₇FN₂O₄S
• 分子量: 364.397
• InChiKey: GSWQUWVQQDJVPB-UHFFFAOYSA-N

物化性质

• 沸点：
  583.4±45.0 °C(Predicted)
• 密度：
  1.327±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  91.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-[2-(4-Dimethylamino-phenyl)-2-oxo-ethylcarbamoyl]-benzenesulfonyl fluoride 在 sodium hydroxide 、 硫酸 、 三氯氧磷 作用下， 反应 27.0h， 生成 dapoxylsulfonyl chloride
  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-amino-4'-dimethylaminoacetophenone hydrochloride 、 4-(氟磺酰)苯酰氯 在 碳酸氢钠 作用下， 以 水 、 苯 为溶剂， 反应 2.0h， 生成 4-[2-(4-Dimethylamino-phenyl)-2-oxo-ethylcarbamoyl]-benzenesulfonyl fluoride
  参考文献：
  名称：

  4-(5-aryl-2-oxazolyl)benzenesulfonic acid derivatives containing a dimethylamino group

  摘要：

  DOI：

  10.1007/bf00531666

文献信息

• 4-(5-aryl-2-oxazolyl)benzenesulfonic acid derivatives containing a dimethylamino group
  作者：I. A. Fedyunyaeva、V. M. Shershukov

  DOI：10.1007/bf00531666

  日期：1993.2
• Fluorescent Molecular Probes II. The Synthesis, Spectral Properties and Use of Fluorescent Solvatochromic Dapoxyl Dyes
  作者：Zhenjun Diwu、Yixin Lu、Cailan Zhang、Dieter H. Klaubert、Richard P. Haugland

  DOI：10.1111/j.1751-1097.1997.tb03168.x

  日期：1997.10

  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.