5-Ethyl-2,2,4-tripropyl-2,5-dihydro-1H-imidazole | 171974-65-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑啉类
• 英文名称: 5-Ethyl-2,2,4-tripropyl-2,5-dihydro-1H-imidazole
• 英文别名: 5-Ethyl-2,2,4-tripropyl-1,5-dihydroimidazole
• CAS: 171974-65-5
• 化学式: C₁₄H₂₈N₂
• 分子量: 224.39
• InChiKey: KJBAQFBWZCRMCM-UHFFFAOYSA-N

物化性质

• 沸点：
  295.5±33.0 °C(Predicted)
• 密度：
  0.93±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  24.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-Ethyl-2,2,4-tripropyl-2,5-dihydro-1H-imidazole 在 盐酸 作用下， 以59%的产率得到3-Amino-4-heptanone hydrochloride
  参考文献：
  名称：

  Electrolytic Oxidation of Ketones in Ammoniacal Methanol in the Presence of Catalytic Amounts of KI

  摘要：

  The indirect electrooxidation of ketones in ammoniacal methanol using iodide ion as a mediator afforded 2,2-dialkyl-2,5-dihydro-1H-imidazoles 3 via an oxidative cyclocoupling of ketimine intermediates formed from ketones and ammonia. The treatment of 3 with dilute HCl gave alpha-amino ketone hydrochlorides 4 and the parent ketones in good yields. A similar electrooxidation of 3 resulted in the formation of the corresponding W-imidazoles 6, which were hydrolyzed to alpha-diketones and the parent ketones. The same products 6 could also conveniently be obtained by chemical oxidation of 3 with aqueous NaOCl.

  DOI：

  10.1021/jo00126a027
• 作为产物：
  描述：

  4-庚酮 在 氨 、 potassium iodide 作用下， 以 甲醇 为溶剂， 以55%的产率得到5-Ethyl-2,2,4-tripropyl-2,5-dihydro-1H-imidazole
  参考文献：
  名称：

  Electrolytic Oxidation of Ketones in Ammoniacal Methanol in the Presence of Catalytic Amounts of KI

  摘要：

  The indirect electrooxidation of ketones in ammoniacal methanol using iodide ion as a mediator afforded 2,2-dialkyl-2,5-dihydro-1H-imidazoles 3 via an oxidative cyclocoupling of ketimine intermediates formed from ketones and ammonia. The treatment of 3 with dilute HCl gave alpha-amino ketone hydrochlorides 4 and the parent ketones in good yields. A similar electrooxidation of 3 resulted in the formation of the corresponding W-imidazoles 6, which were hydrolyzed to alpha-diketones and the parent ketones. The same products 6 could also conveniently be obtained by chemical oxidation of 3 with aqueous NaOCl.

  DOI：

  10.1021/jo00126a027

文献信息

• Electrolytic Oxidation of Ketones in Ammoniacal Methanol in the Presence of Catalytic Amounts of KI
  作者：Toshiro Chiba、Hirotoshi Sakagami、Miki Murata、Mitsuhiro Okimoto

  DOI：10.1021/jo00126a027

  日期：1995.10

  The indirect electrooxidation of ketones in ammoniacal methanol using iodide ion as a mediator afforded 2,2-dialkyl-2,5-dihydro-1H-imidazoles 3 via an oxidative cyclocoupling of ketimine intermediates formed from ketones and ammonia. The treatment of 3 with dilute HCl gave alpha-amino ketone hydrochlorides 4 and the parent ketones in good yields. A similar electrooxidation of 3 resulted in the formation of the corresponding W-imidazoles 6, which were hydrolyzed to alpha-diketones and the parent ketones. The same products 6 could also conveniently be obtained by chemical oxidation of 3 with aqueous NaOCl.