2-(4-(benzyloxy)-2-methylphenyl)-2-oxoethyl formate | 1265683-77-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(4-(benzyloxy)-2-methylphenyl)-2-oxoethyl formate
• 英文别名: [2-(2-Methyl-4-phenylmethoxyphenyl)-2-oxoethyl] formate；[2-(2-methyl-4-phenylmethoxyphenyl)-2-oxoethyl] formate
• CAS: 1265683-77-9
• 化学式: C₁₇H₁₆O₄
• 分子量: 284.312
• InChiKey: MQLQSJJBXHBDDG-UHFFFAOYSA-N

物化性质

• 熔点：
  72-74 °C
• 沸点：
  459.7±40.0 °C(Predicted)
• 密度：
  1.174±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(4-(benzyloxy)-2-methylphenyl)-2-oxoethyl formate 以 苯 为溶剂， 生成 5-(苄氧基)-2,3-二氢-1H-茚-1-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：

  溴甲苯 在 sodium hydride 、 potassium carbonate 、 copper(ll) bromide 作用下， 以 氯仿 、 乙酸乙酯 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 生成 2-(4-(benzyloxy)-2-methylphenyl)-2-oxoethyl formate
  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

文献信息

• The Power of Solvent in Altering the Course of Photorearrangements
  作者：Peter Sebej、Bum Hee Lim、Bong Ser Park、Richard S. Givens、Petr Klan

  DOI：10.1021/ol102887f

  日期：2011.2.18

  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.