(2R,3S,4S)-2-Hydroxymethyl-dihydro-pyran-2,3,4,5,5-pentaol | 73960-91-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,3S,4S)-2-Hydroxymethyl-dihydro-pyran-2,3,4,5,5-pentaol
• 英文别名: 5-Keto-beta-D-fructo-2,6-pyranose, 5-hydrate；(2R,3S,4S)-2-(hydroxymethyl)oxane-2,3,4,5,5-pentol
• CAS: 73960-91-5
• 化学式: C₆H₁₂O₇
• 分子量: 196.157
• InChiKey: GRAUPEKRSOITOW-RVJQKOHUSA-N

物化性质

• 沸点：
  434.5±45.0 °C(Predicted)
• 密度：
  2.004±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -3.6
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  131
• 氢给体数：
  6
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  果糖 在 platinum on activated charcoal 氧气 作用下， 30.0 ℃ 、20.26 kPa 条件下， 生成 羟基乙酸 、 2-hydroxy-3-oxosuccinic acid 、 (2R,3S,4S)-2-Hydroxymethyl-dihydro-pyran-2,3,4,5,5-pentaol 、 β-D-arabino-hex-2-ulopyranosonic acid 、
  参考文献：
  名称：

  The oxidation of fructose on Pt/C catalysts. the formation of d-threo-hexo-2,5-diulose and the effect of additives

  摘要：

  This paper describes a study on the oxidation of D-fructose with molecular oxygen on Pt/C catalysts. Two major products are formed: 2-keto-D-gluconic acid and D-threo-hexo-2,5-diulose ('5-ketofructose'), Deactivation of the catalyst was observed, caused both by overoxidation of the active surface and inhibition of the reaction by 2-ketogluconic acid. Although promotion of the catalyst with bismuth did not prevent deactivation, it improved the selectivity to 2-ketogluconic acid, probably due to coordination of fructose to the promoter. Other promoting metals (tin, lead and antimony) and additives like berate and hexamethylenetetramine were less successful. (C) 1997 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(97)10003-9