呋喃-2,5-二醇 | 142044-46-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 中文名称: 呋喃-2,5-二醇
• 英文名称: furan-2,5-diol
• 英文别名: 2,5-Furandiol
• CAS: 142044-46-0
• 化学式: C₄H₄O₃
• 分子量: 100.074
• InChiKey: FNKQFBWKNIGIOS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  7
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  53.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  furan-2-ol 在 hemicucurbit[6]uril 作用下， 以 重水 为溶剂， 生成 呋喃-2,5-二醇
  参考文献：
  名称：

  Hemicucurbit[6]uril-induced aerobic oxidation of heterocyclic compounds

  摘要：

  The aerobic oxidation of furan in aqueous solution in the presence of HemiQ[16] has been investigated, and the product furan-2,5-diol is stabilized by encapsulation of HemiQ[16], which could be transformed to the dione confirmation in acidic solution and escape from the macrocyclic compound. The H-1 NMR titration experiments of the host-guest interaction at different pH values suggest protonation should improve the encapsulation, and therefore an unique property that HemiQI6] can be protonated has been revealed. The oxidizing kinetics suggests that the procedure is a consecutive reaction with a series of constants k(1) =2.9 x 10(-2) min(-1) , k(2) = 2.7 x 10(-2) min(-1), and k(3) = 5.7 x 10(-3) min(-1), respectively. The kinetic investigation at pD =2.0 indicates the HemiQ[6]-catalytic oxidation of furan could be accelerated by acidification. As a consequence, a plausible mechanism has been established on the above evidences. 2-Methylfuran is employed to give the product 2-methylfuran-5-ol exhibiting a satisfied activity in this aerobic oxidation with the supramolecular catalysis of HemiQ[6], but the oxidation of thiophene is very slow in either neutral or acidic condition. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcata.2013.08.025