allyl 2,4-dimethylbenzoate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: allyl 2,4-dimethylbenzoate
• 英文别名: Prop-2-enyl 2,4-dimethylbenzoate；prop-2-enyl 2,4-dimethylbenzoate
• 化学式: C₁₂H₁₄O₂
• 分子量: 190.242
• InChiKey: TUMQRUBZDBXPLR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2,4-二甲基苯甲醛 、 烯丙醇 在 4-methyl-3-(2,4,6-trimethylphenyl)thiazolium tetrafluoroborate 、 四丁基溴化铵 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 乙腈 为溶剂， 反应 13.0h， 以83%的产率得到allyl 2,4-dimethylbenzoate
  参考文献：
  名称：

  Organocatalyzed Anodic Oxidation of Aldehydes

  摘要：

  A method for the catalytic formation of electroauxiliaries and subsequent anodic oxidation has been developed. The process interfaces N-heterocyclic carbene-based organocatalysis with electro-organic synthesis to achieve direct oxidation of catalytically generated electroactive intermediates. We demonstrate the applicability of this method as a one-pot conversion of aldehydes to esters for a broad range of aldehyde and alcohol substrates. Furthermore, the anodic oxidation reactions are very clean, producing only H-2 gas as a result of cathodic reduction.

  DOI：

  10.1021/ja304716r

文献信息

• Organocatalyzed Anodic Oxidation of Aldehydes
  作者：Eric E. Finney、Kelli A. Ogawa、Andrew J. Boydston

  DOI：10.1021/ja304716r

  日期：2012.8.1

  A method for the catalytic formation of electroauxiliaries and subsequent anodic oxidation has been developed. The process interfaces N-heterocyclic carbene-based organocatalysis with electro-organic synthesis to achieve direct oxidation of catalytically generated electroactive intermediates. We demonstrate the applicability of this method as a one-pot conversion of aldehydes to esters for a broad range of aldehyde and alcohol substrates. Furthermore, the anodic oxidation reactions are very clean, producing only H-2 gas as a result of cathodic reduction.