2-(2-naphthyl)-5-trifluoroacetylpyrrole | 91735-80-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-(2-naphthyl)-5-trifluoroacetylpyrrole
• 英文别名: 2-naphthyl-5-trifluoroacetylpyrrole；2,2,2-trifluoro-1-[5-(2-naphthyl)-1H-pyrrol-2-yl]ethanone
• CAS: 91735-80-7
• 化学式: C₁₆H₁₀F₃NO
• 分子量: 289.257
• InChiKey: GHLCBWUOANJCSE-UHFFFAOYSA-N

物化性质

• 沸点：
  440.7±45.0 °C(Predicted)
• 密度：
  1.344±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.58
• 重原子数：
  21.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  32.86
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  2-(2-naphthyl)-5-trifluoroacetylpyrrole 在 甲醇 、 aluminum (III) chloride 、 sodium tetrahydroborate 、 碳酸氢钠 作用下， 以 二氯甲烷 为溶剂， 反应 2.75h， 生成 3-phenyl-5-(5-{2,2,2-trifluoro-1-[5-(2-naphthyl)-1H-pyrrol-2-yl]ethyl}-1H-pyrrol-2-yl)-1,2-oxazole
  参考文献：
  名称：

  Asymmetric meso-CF3-dipyrromethanes with amino- and heterocyclic functions from trifluoro(pyrrolyl)ethanols and pyrroles

  摘要：

  Asymmetric meso-CF3-dipyrromethanes with amino- and nitrogen heterocyclic functions, a new family of the BODIPY dye precursors, have been synthesized in 70-90 % yield by condensation of trifluoro(pyrrolyl)ethanols with pyrroles in the presence of AlCl3. This catalyst, for the first time, was shown to be more efficient than commonly used P2O5, which was entirely inactive in the condensation of pyrroles having basic substituents (amino group and pyrazole moiety).

  DOI：

  10.1016/j.jfluchem.2020.109455
• 作为产物：
  描述：

  2-(naphthalen-2-yl)pyrrole 、 三氟乙酸酐 在 吡啶 作用下， 以 乙醚 为溶剂， 以77%的产率得到2-(2-naphthyl)-5-trifluoroacetylpyrrole
  参考文献：
  名称：

  Asymmetric meso-CF3-dipyrromethanes with amino- and heterocyclic functions from trifluoro(pyrrolyl)ethanols and pyrroles

  摘要：

  Asymmetric meso-CF3-dipyrromethanes with amino- and nitrogen heterocyclic functions, a new family of the BODIPY dye precursors, have been synthesized in 70-90 % yield by condensation of trifluoro(pyrrolyl)ethanols with pyrroles in the presence of AlCl3. This catalyst, for the first time, was shown to be more efficient than commonly used P2O5, which was entirely inactive in the condensation of pyrroles having basic substituents (amino group and pyrazole moiety).

  DOI：

  10.1016/j.jfluchem.2020.109455