1-咪唑-1-基-2-甲基-2-苯基丙烷-1-酮 | 89372-28-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-咪唑-1-基-2-甲基-2-苯基丙烷-1-酮
• 英文名称: 1-(2-methyl-2-phenylpropanoyl)-1H-imidazole
• 英文别名: 1-(1H-Imidazol-1-yl)-2-methyl-2-phenylpropan-1-one；1-imidazol-1-yl-2-methyl-2-phenylpropan-1-one
• CAS: 89372-28-1
• 化学式: C₁₃H₁₄N₂O
• 分子量: 214.267
• InChiKey: SWGBHPSSNZWROV-UHFFFAOYSA-N

物化性质

• 沸点：
  368.1±35.0 °C(Predicted)
• 密度：
  1.06±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 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：
  34.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-咪唑-1-基-2-甲基-2-苯基丙烷-1-酮 、 α-苯乙胺 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 2-甲基四氢呋喃 为溶剂， 反应 24.0h， 以7.6 g的产率得到2-methyl-2-phenyl-N-(1-phenylethyl)propanamide
  参考文献：
  名称：

  DBU Catalysis of N,N′-Carbonyldiimidazole-Mediated Amidations

  摘要：

  1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU) has been found to catalyze the amidation of acyl Imidazoles. The rate acceleration is especially evident with traditionally unreactive, electron-deficient anilines. DBU is readily available and offers safety and cost advantages over more commonly employed catalysts such as 1-hydroxybenzotriazole.

  DOI：

  10.1021/ol9026599
• 作为产物：
  描述：

  alpha,alpha-二甲基苯乙酸 、 N,N'-羰基二咪唑 反应 0.17h， 生成 1-咪唑-1-基-2-甲基-2-苯基丙烷-1-酮
  参考文献：
  名称：

  A Comparison of Catalysts to Promote Imidazolide Couplings Including the Identification of 2-Hydroxy-5-nitropyridine as a New, Safe, and Effective Catalyst

  摘要：

  Five catalysts were compared with respect to their safety and catalytic effectiveness for promoting imidazolide couplings, Reaction rate enhancement, shock sensitivity, and differential scanning calorimetry (DSC) data were considered in this analysis. 6-Chloro-1-hydroxybenzotriazole, which has been described in the literature as a safe catalyst, was found to be shock sensitive. 2-Hydroxy-5-nitropyridine is a new catalyst for this type of reaction and was found to be safe, effective, readily available, and similar in price to that of the 1-hydroxybenzotriazole, a common catalyst for promoting acylation reactions.

  DOI：

  10.1021/op0580062