4-furfuryl-2-pentenoic acid γ-lactone

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氢呋喃
• 英文名称: 4-furfuryl-2-pentenoic acid γ-lactone
• 英文别名: PAL；2(5H)-Furanone, 5-furfuryl-5-methyl-；5-(furan-2-ylmethyl)-5-methylfuran-2-one
• 化学式: C₁₀H₁₀O₃
• 分子量: 178.188
• InChiKey: BJDSCPMXFWDFDR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  39.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  糠醇 在 tungsten(VI) oxide 作用下， 100.0 ℃ 、101.33 kPa 条件下， 反应 6.0h， 生成 2-(呋喃-2-基甲基)呋喃 、 5-furfuryl-furfuryl alcohol 、 2,5-双[(糠基)呋喃] 、 2,2-二糠基醚 、 2-[呋喃-2-基-(5-甲基呋喃-2-基)甲基]-5-甲基呋喃 、 4-furfuryl-2-pentenoic acid γ-lactone 、 2-(2-呋喃甲基)-5-甲基呋喃
  参考文献：
  名称：

  Comprehensive investigation of the biomass derived furfuryl alcohol oligomer formation over tungsten oxide catalysts

  摘要：

  The feasibility of using tungsten oxide catalysts for furfuryl alcohol (FA) oligomerization reaction was investigated in the liquid phase at 100 degrees C and ambient pressure. Five dimers (2,2'-difurylmethane, 2-(2-fulylmethyl)-5-methylfuran, difurfuryl ether, 4-furfuryl-2-pentenoic acid gamma-lactone, 5-fufuryl-furfuryl alcohol) and two timers (2,5-difurfurylfuran and 2,2'-(furylmethylene)bis(5-methylfuran)) were observed in GC and GC/MS, while Infrared (IR) and Raman spectroscopy provided the co-existence of conjugated diene and diketone molecular structures, respectively. It was observed that C-9-C-15 oligomers' selectivity decreased as the reaction time increased. Ether bridge and terminal alcohol are dominant FA dimers which are very similar to sulfuric acid (homogeneous catalysis) catalyzed dehydration/condensation reaction of FA. (C) 2015 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.catcom.2015.08.027

文献信息

• Comprehensive investigation of the biomass derived furfuryl alcohol oligomer formation over tungsten oxide catalysts
  作者：Xiaojun Chan、Wei Nan、Devinder Mahajan、Taejin Kim

  DOI：10.1016/j.catcom.2015.08.027

  日期：2015.12

  The feasibility of using tungsten oxide catalysts for furfuryl alcohol (FA) oligomerization reaction was investigated in the liquid phase at 100 degrees C and ambient pressure. Five dimers (2,2'-difurylmethane, 2-(2-fulylmethyl)-5-methylfuran, difurfuryl ether, 4-furfuryl-2-pentenoic acid gamma-lactone, 5-fufuryl-furfuryl alcohol) and two timers (2,5-difurfurylfuran and 2,2'-(furylmethylene)bis(5-methylfuran)) were observed in GC and GC/MS, while Infrared (IR) and Raman spectroscopy provided the co-existence of conjugated diene and diketone molecular structures, respectively. It was observed that C-9-C-15 oligomers' selectivity decreased as the reaction time increased. Ether bridge and terminal alcohol are dominant FA dimers which are very similar to sulfuric acid (homogeneous catalysis) catalyzed dehydration/condensation reaction of FA. (C) 2015 Elsevier B.V. All rights reserved.