3-c-(Hydroxymethyl)pentose | 99247-35-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-c-(Hydroxymethyl)pentose
• 英文别名: 2,3,4,5-tetrahydroxy-3-(hydroxymethyl)pentanal
• CAS: 99247-35-5
• 化学式: C₆H₁₂O₆
• 分子量: 180.158
• InChiKey: BLPOWCHYQBILIK-UHFFFAOYSA-N

物化性质

• 沸点：
  470.6±45.0 °C(Predicted)
• 密度：
  1.591±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -3.7
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  118
• 氢给体数：
  5
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  羟乙醛 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 0.33h， 生成 赤藓酮糖 、 erythrose 、 2,3,4,5,6-pentahydroxy-hexanal 、 2-己酮醣 、 1,3,4,5-Tetrahydroxy-3-(hydroxymethyl)pentan-2-one 、 But-1-ene-1,2,3,4-tetrol 、 ketose 、 、 3-c-(Hydroxymethyl)pentose
  参考文献：
  名称：

  Catalytic effect of aluminium chloride on the example of the conversion of sugar model compounds

  摘要：

  In this work, the catalytic effect of the Bronsted acid hydrochloric acid, the Bronsted base sodium hydroxide and the Lewis acid AlCl3 on the conversion of biomass derived carbohydrates is investigated. On the example of the glycolaldehyde conversion, it is shown that the Lewis acid catalyses the ketol-endiol-tautomerism, the dehydration, the retro-aldol-reaction and the benzilic-acid-rearrangement. The main products are C-4- and C-6-carbohydrates as well as their secondary products 2-hydroxybut-3-enoic acid 1 and several furans. Under the same reaction conditions hydrochloric acid catalyzes mainly the dehydration and sodium hydroxide the tautomerism and subsequent aldolization. (C) 2015 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcata.2015.03.018

文献信息

• Catalytic effect of aluminium chloride on the example of the conversion of sugar model compounds
  作者：Martin Schwiderski、Andrea Kruse

  DOI：10.1016/j.molcata.2015.03.018

  日期：2015.6

  In this work, the catalytic effect of the Bronsted acid hydrochloric acid, the Bronsted base sodium hydroxide and the Lewis acid AlCl3 on the conversion of biomass derived carbohydrates is investigated. On the example of the glycolaldehyde conversion, it is shown that the Lewis acid catalyses the ketol-endiol-tautomerism, the dehydration, the retro-aldol-reaction and the benzilic-acid-rearrangement. The main products are C-4- and C-6-carbohydrates as well as their secondary products 2-hydroxybut-3-enoic acid 1 and several furans. Under the same reaction conditions hydrochloric acid catalyzes mainly the dehydration and sodium hydroxide the tautomerism and subsequent aldolization. (C) 2015 Elsevier B.V. All rights reserved.