1,4-bis(propionyloxy)-2,3,5,6-tetramethylbenzene

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: 1,4-bis(propionyloxy)-2,3,5,6-tetramethylbenzene
• 英文别名: 1,2,4,5-tetramethyl-3,6-bis-propionyloxy-benzene；1,2,4,5-Tetramethyl-3,6-bis-propionyloxy-benzol；(2,3,5,6-Tetramethyl-4-propanoyloxyphenyl) propanoate；(2,3,5,6-tetramethyl-4-propanoyloxyphenyl) propanoate
• 化学式: C₁₆H₂₂O₄
• 分子量: 278.348
• InChiKey: FKLWEZHGXZADEF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,2,4,5-四甲苯 、 丙酸 在 三苯基膦氯金 作用下， 反应 16.0h， 以41%的产率得到1,4-bis(propionyloxy)-2,3,5,6-tetramethylbenzene
  参考文献：
  名称：

  Gold-Catalyzed C-H Oxidative Polyacyloxylation Reaction of Hindered Arenes

  摘要：

  The synthesis of polyacyloxylated aromatic derivatives was achieved in moderate yields using a gold-catalyzed C-H activation strategy and di(acetoxy)iodobenzene as an oxidant.

  DOI：

  10.1055/s-0032-1316541

文献信息

• Gold-Catalyzed Oxidative Acyloxylation of Arenes
  作者：Alexandre Pradal、Patrick Y. Toullec、Véronique Michelet

  DOI：10.1021/ol202577c

  日期：2011.11.18

  A variety of nonactivated hindered aromatic rings are acyloxylated (22 examples, up to 83% yield) in the presence of PPh3AuCl as the catalyst and di(acetoxy)iodobenzene as the oxidant. The reaction proceeds at 110 degrees C in an acid media and allows the formation of both hindered acetoxy and acyloxy derivatives. This methodology nicely complements the Pd-catalyzed arene acyloxylation reaction, which is not operating on hindered substrates and allows the Au-catalyzed unprecedented acyloxylation reaction of arenes, implying various carboxylic acids.
• Gold-Catalyzed C-H Oxidative Polyacyloxylation Reaction of Hindered Arenes
  作者：Patrick Toullec、Véronique Michelet、Alexandre Pradal、Pierre Faudot dit Bel

  DOI：10.1055/s-0032-1316541

  日期：2012.8

  The synthesis of polyacyloxylated aromatic derivatives was achieved in moderate yields using a gold-catalyzed C-H activation strategy and di(acetoxy)iodobenzene as an oxidant.