2-methoxy-4,6-dimethylphenacyl benzoate | 1265683-78-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-methoxy-4,6-dimethylphenacyl benzoate
• CAS: 1265683-78-0
• 化学式: C₁₈H₁₈O₄
• 分子量: 298.339
• InChiKey: ZLPBJJGEXOMKEA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.35
• 重原子数：
  22.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-methoxy-4,6-dimethylphenacyl benzoate 以 苯 为溶剂， 以79%的产率得到7-methoxy-5-methylindan-1-one
  参考文献：
  名称：

  The Power of Solvent in Altering the Course of Photorearrangements

  摘要：

  A clean bifurcation between two important photochemical reactions through competition of a triplet state Type II H-abstraction reaction with a photo-Favorskii rearrangement for (o/p)-hydroxy-o-methylphenacyl esters that depends on the water content of the solvent has been established. The switch from the anhydrous Type II pathway that yields indanones to the aqueous-dependent pathway producing benzoturanones occurs abruptly at low water concentrations (similar to 8%). The surprisingly clean yields suggest that such reactions are synthetically promising.

  DOI：

  10.1021/ol102887f
• 作为产物：
  描述：

  2'-甲氧基-4',6'-二甲基苯乙酮 在 三乙胺 、 copper(ll) bromide 作用下， 以 氯仿 、 乙酸乙酯 、 丙酮 为溶剂， 反应 26.0h， 生成 2-methoxy-4,6-dimethylphenacyl benzoate
  参考文献：
  名称：

  The Power of Solvent in Altering the Course of Photorearrangements

  摘要：

  A clean bifurcation between two important photochemical reactions through competition of a triplet state Type II H-abstraction reaction with a photo-Favorskii rearrangement for (o/p)-hydroxy-o-methylphenacyl esters that depends on the water content of the solvent has been established. The switch from the anhydrous Type II pathway that yields indanones to the aqueous-dependent pathway producing benzoturanones occurs abruptly at low water concentrations (similar to 8%). The surprisingly clean yields suggest that such reactions are synthetically promising.

  DOI：

  10.1021/ol102887f