1,2-(N'N'-dimorpholino)-1-propene | 51060-15-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: 1,2-(N'N'-dimorpholino)-1-propene
• 英文别名: 4,4'-(1-methyl-ethene-1,2-diyl)-bis-morpholine；1,2-Dimorpholino-propen
• CAS: 51060-15-2
• 化学式: C₁₁H₂₀N₂O₂
• 分子量: 212.292
• InChiKey: JRSJVOJLBDDHMU-UHFFFAOYSA-N

物化性质

• 沸点：
  147 °C(Press: 14 Torr)
• 密度：
  1.0063 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  0.51
• 重原子数：
  15.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  24.94
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  在 other Amadori compounds 作用下， 反应 20.0h， 以32.6%的产率得到吗啉
  参考文献：
  名称：

  Retro-Aldol and Redox Reactions of Amadori Compounds:  Mechanistic Studies with Variously Labeled d-[¹³C]Glucose

  摘要：

  Oxidation-reduction reactions necessary to justify many of the products observed in Maillard model systems are usually attributed to molecular oxygen and the so-called reductons. The proline specific 1-(1'-pyrrolidinyl)-2-propanone and 1-(1'-pyrrolidinyl)-2-butanone are such compounds that require reduction steps to justify their formation. Experimental evidence using glucose separately labeled at (13)C1, (13)C2, (13)C3, (13)C4, (13)C5,,and (13)C6 indicates that 1-(1'-pyrrolidinyl)-2-propanone is formed by two related pathways, initiated by a retro-aldol cleavage of proline Amadori compound at C3-C4, and 1-(1'-pyrrolidinyl)-2-butanone is formed by three pathways, one initiated by a retro-aldol reaction at C2-C3 of the 1-(prolino)-1-deoxy-4-hexosulose (an isomer of Amadori product formed by carbonyl migration) and two others by similar retro-aldol reactions at C4-C5 from both 3-deoxyglucosone and 1-(prolino)-1,4-dideoxy-2,3-hexodiulose. All of the proposed mechanisms require reduction steps for the formation of the target compounds. Model studies have indicated that reductions in Maillard systems can be effected by three pathways: through hydride transfer from formic acid; through cyclic dimerization of alpha-hydroxy carbonyl compounds followed by electrocyclic ring opening to produce oxidation/reduction products; and by disproportionation of enediols with alpha-dicarbonyl compounds through double proton transfer.

  DOI：

  10.1021/jf9502921