5-methyl-2-(p-methylphenyl)-4-acetyloxazole | 1038378-16-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-methyl-2-(p-methylphenyl)-4-acetyloxazole
• 英文别名: MMPAO；1-[5-Methyl-2-(4-methylphenyl)-1,3-oxazol-4-yl]ethanone
• CAS: 1038378-16-3
• 化学式: C₁₃H₁₃NO₂
• mdl: MFCD11200465
• 分子量: 215.252
• InChiKey: OGYHPOWWKGQKHT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  43.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  对甲基苯甲醛 、 2,3,4-戊三酮肟 (6ci,7ci,8ci,9ci) 在 盐酸 、 溶剂黄146 、 锌 作用下， 反应 5.0h， 以77%的产率得到5-methyl-2-(p-methylphenyl)-4-acetyloxazole
  参考文献：
  名称：

  Synthesis and photophysical studies of oxazole rings containing compounds as electron accepting units

  摘要：

  A series of oxazole derivatives, 5-methyl-2-(p-methylphenyl)-4-acetyl oxazole (MMPAO), 5-methyl-2-(p-methoxyphenyl)-4-acetyl oxazole (MOPAO), 5-methyl-2-(p-N,N'-dimethylamino-phenyl)-4-acetyl oxazole (MDMAPAO) and 5-methyl-2-(p-N,N-diphenylaminophenyl)-4-acetyl oxazole (MDPAPAO) have been synthesized and studied to compare their photophysical properties. The UV-visible absorption spectra of MDMAPAO and MDPAPAO are bathochromatically shifted as compared to that of MMPAO and MOPAO. The fluorescence emission of MDPAPAO is very sensitive to the polarity of solvents. The magnitude of change in the dipole moment was calculated using the Lippert-Mataga equation. MDPAPAO shows the highest change in the dipole moment (Delta u = 13.3D) than that of the other three oxazole derivatives. The spectral properties including fluorescence quantum yield and lifetime were determined in solvents with different polarities. MDPAPAO displays the highest fluorescence quantum yield and lifetime, following a bi-exponential fluorescent decay fashion. Our result demonstrates that the excited state of MDPAPAO possesses the property of intramolecular charge transfer. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2012.10.005