2-(2-hydroxy-4,6-dimethylphenyl)-2-oxoethyl benzoate | 1265683-79-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(2-hydroxy-4,6-dimethylphenyl)-2-oxoethyl benzoate
• 英文别名: 2-hydroxy-4,6-dimethylphenacyl benzoate；[2-(2-Hydroxy-4,6-dimethylphenyl)-2-oxoethyl] benzoate；[2-(2-hydroxy-4,6-dimethylphenyl)-2-oxoethyl] benzoate
• CAS: 1265683-79-1
• 化学式: C₁₇H₁₆O₄
• 分子量: 284.312
• InChiKey: UAKPLJMODYLBGA-UHFFFAOYSA-N

物化性质

• 熔点：
  96-99 °C
• 沸点：
  467.0±45.0 °C(Predicted)
• 密度：
  1.213±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(2-hydroxy-4,6-dimethylphenyl)-2-oxoethyl benzoate 以 甲醇 为溶剂， 以28%的产率得到4,6-二甲基-1-苯并呋喃-3(2H)-酮
  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：

  3,5-二甲基苯酚 在 aluminum (III) chloride 、 iron(III) chloride 、 potassium carbonate 、 三乙胺 、 copper(ll) bromide 作用下， 以 硝基甲烷 、 二氯甲烷 、 氯仿 、 乙酸乙酯 、 丙酮 为溶剂， 反应 65.0h， 生成 2-(2-hydroxy-4,6-dimethylphenyl)-2-oxoethyl 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