5-allyl-6-allyloxy-4-methylcoumarin | 1350971-96-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 5-allyl-6-allyloxy-4-methylcoumarin
• 英文别名: 5-allyl-6-allyloxy-4-methyl-2H-chromen-2-one
• CAS: 1350971-96-8
• 化学式: C₁₆H₁₆O₃
• 分子量: 256.301
• InChiKey: VVCNTERQLUVHFF-UHFFFAOYSA-N

物化性质

• 熔点：
  62-64 °C(Solvent: Acetone)
• 沸点：
  409.8±45.0 °C(predicted)
• 密度：
  1.106±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.39
• 重原子数：
  19.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  39.44
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  5-allyl-6-allyloxy-4-methylcoumarin 在 Grubbs catalyst first generation 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以98%的产率得到4-methyl-8,11-dihydro-3H-oxepino[3,2-f]chromen-3-one
  参考文献：
  名称：

  Synthesis and biological evaluation of fused oxepinocoumarins as free radicals scavengers

  摘要：

  Some fused dihydrooxepino[f]-, [g]-, and [h]coumarins were obtained from the ring-closing metathesis of the corresponding o-allyl-allyloxycoumarins under the treatment with the first generation Grubbs' catalyst. These compounds were tested in vitro for their antioxidant activity, and they present significant scavenging activity. They were also showed to inhibit in vitro soybean lipoxygenase.

  DOI：

  10.3109/14756366.2011.555944
• 作为产物：
  描述：

  6-烯丙氧基-4-甲基-色烯-2-酮 在 potassium carbonate 作用下， 以 乙二醇 、 丙酮 为溶剂， 反应 20.0h， 生成 5-allyl-6-allyloxy-4-methylcoumarin
  参考文献：
  名称：

  Synthesis and biological evaluation of fused oxepinocoumarins as free radicals scavengers

  摘要：

  Some fused dihydrooxepino[f]-, [g]-, and [h]coumarins were obtained from the ring-closing metathesis of the corresponding o-allyl-allyloxycoumarins under the treatment with the first generation Grubbs' catalyst. These compounds were tested in vitro for their antioxidant activity, and they present significant scavenging activity. They were also showed to inhibit in vitro soybean lipoxygenase.

  DOI：

  10.3109/14756366.2011.555944