N-[2-(3,3-Dimethyl-diaziridin-1-yl)-ethyl]-acetamide | 139223-27-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-[2-(3,3-Dimethyl-diaziridin-1-yl)-ethyl]-acetamide
• 英文别名: N-[2-(3,3-dimethyldiaziridin-1-yl)ethyl]acetamide
• CAS: 139223-27-1
• 化学式: C₇H₁₅N₃O
• 分子量: 157.216
• InChiKey: KBKRXBNZAFFLSA-UHFFFAOYSA-N

物化性质

• 密度：
  1.012±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  54
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-[2-(3,3-Dimethyl-diaziridin-1-yl)-ethyl]-acetamide 在 氢氧化钾 作用下， 以69%的产率得到1-(2-aminoethyl)-3,3-dimethyldiaziridine
  参考文献：
  名称：

  The role of pH in the synthesis of diaziridines

  摘要：

  The greatest yield in the synthesis of diaziridines from carbonyl compounds, amines, and aminating reagents in water is achieved at a specific pH, which shifts to less alkaline values with increasing -I effect of the substituents in the carbonyl compound and with decreasing pK(BH+) value of the amine. The role of pH is related to the conditions for the generation of an immonium from the intermediate alpha-aminocarbinol. The nuclear Overhauser effect was used to determine the orientation of the substituents in several diastereomers of the didikyldiaziridines obtained.

  DOI：

  10.1007/bf00959732
• 作为产物：
  描述：

  N-乙酰基乙二胺 、 丙酮 在 hydroxylamine-O-sulfonic acid 作用下， 生成 N-[2-(3,3-Dimethyl-diaziridin-1-yl)-ethyl]-acetamide
  参考文献：
  名称：

  The role of pH in the synthesis of diaziridines

  摘要：

  The greatest yield in the synthesis of diaziridines from carbonyl compounds, amines, and aminating reagents in water is achieved at a specific pH, which shifts to less alkaline values with increasing -I effect of the substituents in the carbonyl compound and with decreasing pK(BH+) value of the amine. The role of pH is related to the conditions for the generation of an immonium from the intermediate alpha-aminocarbinol. The nuclear Overhauser effect was used to determine the orientation of the substituents in several diastereomers of the didikyldiaziridines obtained.

  DOI：

  10.1007/bf00959732