4-hydroxy-2,5-dioxohexanal | 1159680-37-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-hydroxy-2,5-dioxohexanal
• CAS: 1159680-37-1
• 化学式: C₆H₈O₄
• 分子量: 144.127
• InChiKey: CLPDOVMSDUESLY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.4
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  71.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  丙酮醛 以 水 为溶剂， 反应 168.0h， 生成 4-hydroxy-2,5-dioxohexanal 、 C₉H₁₂O₆
  参考文献：
  名称：

  Reactivity of Thermally Treated α-Dicarbonyl Compounds

  摘要：

  The degradation reaction of thermally treated 3-deoxy-D-erythro-hexos-2-ulose and methylglyoxal, both key intermediates in Mail lard chemistry, was investigated. Different analytical strategies were accomplished to cover the broad range of formed products and their different chemical behavior. These involved HPLC-DAD and accordingly LC/MS analysis of the quinoxaline derivates, GC/MS analysis of the acetylated quinoxalines, and GC-FID analysis of the decyl ester of acetic acid. As a main degradation product of 3-deoxy-D-erythro-hexos-2-ulose, 5-(hydroxymethyl)furfural could be identified. At alkaline pH values, 3-deoxy-D-erythro-hexos-2-ulose generated various acids but no colored products. In contrast, thermal treatment of methylglyoxal yielded high molecular weight, brownish products. A dimer of methylglyoxal, first precursor for aldol-based polymerization of methylglyoxal, could be clearly identified by GC/MS.

  DOI：

  10.1021/jf302959k

文献信息

• Reactivity of Thermally Treated α-Dicarbonyl Compounds
  作者：Yvonne V. Pfeifer、Paul T. Haase、Lothar W. Kroh

  DOI：10.1021/jf302959k

  日期：2013.3.27

  The degradation reaction of thermally treated 3-deoxy-D-erythro-hexos-2-ulose and methylglyoxal, both key intermediates in Mail lard chemistry, was investigated. Different analytical strategies were accomplished to cover the broad range of formed products and their different chemical behavior. These involved HPLC-DAD and accordingly LC/MS analysis of the quinoxaline derivates, GC/MS analysis of the acetylated quinoxalines, and GC-FID analysis of the decyl ester of acetic acid. As a main degradation product of 3-deoxy-D-erythro-hexos-2-ulose, 5-(hydroxymethyl)furfural could be identified. At alkaline pH values, 3-deoxy-D-erythro-hexos-2-ulose generated various acids but no colored products. In contrast, thermal treatment of methylglyoxal yielded high molecular weight, brownish products. A dimer of methylglyoxal, first precursor for aldol-based polymerization of methylglyoxal, could be clearly identified by GC/MS.