2-methoxy-4,4-dimethyl-5-phenyl-4H-imidazole 3-oxide | 259672-14-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-methoxy-4,4-dimethyl-5-phenyl-4H-imidazole 3-oxide
• 英文别名: 2-Methoxy-4,4-dimethyl-5-phenyl-4 h-imidazole 3-oxide；2-methoxy-5,5-dimethyl-1-oxido-4-phenylimidazol-1-ium
• CAS: 259672-14-5
• 化学式: C₁₂H₁₄N₂O₂
• 分子量: 218.255
• InChiKey: QZSZDXCOWRBKHC-UHFFFAOYSA-N

物化性质

• 沸点：
  317.6±25.0 °C(Predicted)
• 密度：
  1.14±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  50.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-methoxy-4,4-dimethyl-5-phenyl-4H-imidazole 3-oxide 在 氢氧化钾 作用下， 以 甲醇 、 水 为溶剂， 反应 20.0h， 生成
  参考文献：
  名称：

  摘要：

  Reactions of cyclic alpha -methoxy nitrones, which are derivatives of imidazole or dihydroimidazole N-oxides, with amines, KOH, or KSH result in the replacement of the MeO group to form cyclic alpha -amino nitrones, hydroxamic acids, or thiohydroxamic acids, respectively. Analogous reactions occur with C-nucleophiles.

  DOI：

  10.1023/a:1009528126552
• 作为产物：
  描述：

  5,5-dimethyl-2,2-dimethoxy-4-phenyl-3-imidazoline 1-oxyl 在 氯化铵 、 锌 作用下， 以 甲醇 为溶剂， 以70%的产率得到2-methoxy-4,4-dimethyl-5-phenyl-4H-imidazole 3-oxide
  参考文献：
  名称：

  Reduction of α,α-dialkoxy-substituted nitroxides: the synthesis of α-alkoxynitrones and acetals ofN-hydroxyamides

  摘要：

  Reduction of stable nitroxides derived from tetrahydrooxazole, tetrahydroimidazole, 2,5-dihydroimidazole, and 2,5-dihydroimidazole 3-oxide containing alkoxy groups in alpha-position to the nitroxyl group affords alpha-alkoxynitrones, acetals of N-hydroxyamides, or their equilibrium mixtures.

  DOI：

  10.1007/bf02494863

文献信息

• ——
  作者：S. M. Bakunova、I. A. Kirilyuk、I. A. Grigor"ev

  DOI：10.1023/a:1011371512552

  日期：——

  The reactions of cyclic aldo- and alpha -methoxynitrones of the 2H-imidazole-1-oxide and 4H-imidazole 3-oxide series with isocyanates, phenyl isothlocyanate, N-phenylmaleimide, and dimethyl acetylene dicarboxylate were studied. The reactions give the corresponding 1,3-dipolar cycloaddition products. 2,2-Dimethyl-4-phenyl-2H-imidazole 1-oxide does not enter into a similar reaction with isocyanates or phenyl isothiocyanate.