5-乙基-3,6-二甲基-2(1H)-吡嗪酮 | 33216-89-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 中文名称: 5-乙基-3,6-二甲基-2(1H)-吡嗪酮
• 英文名称: 3,6-dimethyl-5-ethyl-2(1H)-pyrazinone
• 英文别名: 5-ethyl-3,6-dimethyl-1H-pyrazin-2-one
• CAS: 33216-89-6
• 化学式: C₈H₁₂N₂O
• 分子量: 152.196
• InChiKey: RSYGJEQPLQQHBH-UHFFFAOYSA-N

物化性质

• 密度：
  1.11±0.1 g/cm3(Predicted)
• 保留指数：
  2385

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  41.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2,3-戊二酮 、 2-氨基丙酰胺盐酸盐 在 sodium hydroxide 作用下， 生成 5-乙基-3,6-二甲基-2(1H)-吡嗪酮 、 6-乙基-3,5-二甲基-2(1H)-吡嗪酮
  参考文献：
  名称：

  3-Methyl-2(1H)-pyrazinones, the Asparagine-Specific Maillard Products Formed from Asparagine and Monosaccharides

  摘要：

  Four unknown compounds from the reactions of monosaccharides and asparagine have been positively identified by spectroscopic elucidation and synthesis-as 3,5-dimethyl-6-ethyl-2(1H)-pyrazinone, 3,6-dimethyl-5-ethyl-2(1H)-pyrazinone, 3,5,6-trimethyl-2(1H)-pyrazinone, and 3-methyl-5,6-diethyl-2(1H)-pyrazinone, which are novel to model reaction studies. This group of compounds can be recognized as asparagine-specific Maillard products. The formation mechanism of them has been proposed. Basically, 3-aminosuccinimide, asparagine, and isoasparagine may be at an equilibrium state. Condensation of isoasparagine and alpha-dicarbonyls (the degradation products of the monosaccharide) leads to the formation of 3-(carboxymethyl)-5,6-dialkyl-2(1H)-pyrazinones, decarboxylation of which generates 3-methyl-5,6-dialkyl-2(1H)-pyrazinones. Identification of this group of compounds from Maillard reaction was herein reported for the first time in literature.

  DOI：

  10.1021/jf00051a040