4-fluoro-5-methylimidazole | 41367-01-5

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 芳基卤化物
• 英文名称: 4-fluoro-5-methylimidazole
• 英文别名: 4-fluoro-5-methyl-1(3)H-imidazole；4-Fluor-5-methyl-imidazol；4-Fluor-5-methylimidazol；5-Fluoro-4-methyl-1H-imidazole；4-fluoro-5-methyl-1H-imidazole
• CAS: 41367-01-5
• 化学式: C₄H₅FN₂
• mdl: MFCD19218202
• 分子量: 100.096
• InChiKey: LRNNCMJNXXIDBZ-UHFFFAOYSA-N

物化性质

• 沸点：
  264.6±20.0 °C(Predicted)
• 密度：
  1.228±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  7
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  28.7
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  三氟碘甲烷 、 4-fluoro-5-methylimidazole 在 三乙胺 作用下， 以 甲醇 为溶剂， 以53%的产率得到4-fluoro-5-methyl-2-(trifluoromethyl)imidazole
  参考文献：
  名称：

  Syntheses of (Trifluoromethyl)imidazoles with Additional Electronegative Substituents. An Approach to Receptor-Activated Affinity Labels

  摘要：

  Electrophilic substitution in 2- and 4-(trifluoromethyl)imidazoles provides derivatives containing one or two nitro, chloro, bromo, or iodo groups. Fluoro and chloro derivatives were also prepared by photochemical trifluoromethylation of the respective haloimidazole. The results demonstrate that (trifluoromethyl)imidazoles behave fairly typically under the conditions of electrophilic nitration and halogenation. Of the alternative routes to the desired bifunctional and trifunctional imidazoles, electrophilic substitution on the preformed (trifluoromethyl)imidazole appears to be the method of choice in most cases. A large number of the products show herbicidal or insecticidal activity.

  DOI：

  10.1021/jo9814952