1-feruloyl-sn-glycerol

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 1-feruloyl-sn-glycerol
• 化学式: C₁₃H₁₆O₆
• 分子量: 268.266
• InChiKey: QXRAHTFDPBQKIM-JTQLQIEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.31
• 重原子数：
  19.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  96.22
• 氢给体数：
  3.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  阿魏酸乙酯 、 甘油 在 1-butylsulfonic-3-methylimidazolium p-toluenesulfonate 作用下， 反应 14.0h， 生成 1-feruloyl-sn-glycerol
  参考文献：
  名称：

  功能化离子液体催化的1-亚甲酰基-sn-甘油的合成

  摘要：

  AbstractFeruloyl Glycerol (FG) is a potential antioxidant and UV absorbing ingredient in food and cosmetic industries. Transesterifications of ethyl ferulate (EF) with glycerol to synthesize FG were performed using different functionalized ionic liquids (1‐butylsulfonic‐3‐methylimidazolium tosylate, [BSO3HMIM]TS; 1‐propylsulfonic‐3‐methylimidazolium tosylate, [PSO3HMIM]TS; 1‐butylsulfonic‐3‐methylimidazolium trifluoromethanesulfonate, [BSO3HMIM]OTF; 1‐butylsulfonic‐3‐methylimidazolium hydrogen sulfate, [BSO3HMIM]HSO4; N‐methylimidazolium hydrogen sulfate, [HMIM]HSO4; 1‐butyl‐3‐methylimidazolium hydroxide, [BMIM]OH; 1‐butyl‐3‐methylimidazo tetrachloride molysite, [BMIM]FeCl4; and 1‐hexyl‐3‐methylimidazo tetrachloride molysite, [BMIM]FeCl4) as catalysts, respectively. High EF conversion (98.0 ± 1.5 %), 1‐FG (1‐feruloyl‐sn‐glycerol) yield (88.7 ± 1.1 %) and reaction selectivity for 1‐FG (90.5 ± 2.1 %) were obtained using [BSO3HMIM]TS as catalyst. The activation energy (Ea), the Michaelis–Menten kinetic constant (Km), and the maximum initial reaction rate (vmax) of the transesterification are 65.9 ± 3.3 kJ/mol, 1.8 ± 0.1 mol/L, and (1.6 ± 0.4) × 10−2 mol/(L min), respectively. Effects of catalyst loading, reaction temperature, and the molar ratio of EF to glycerol on EF conversion and reaction selectivity for 1‐FG (1‐FG yield/EF conversion) were also investigated.

  DOI：

  10.1007/s11746-014-2413-6