1-propionyloxy-2,4,6-trimethylbenzene | 1345000-75-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: 1-propionyloxy-2,4,6-trimethylbenzene
• 英文别名: Phenol, 2,4,6-trimethyl-, 1-propanoate；(2,4,6-trimethylphenyl) propanoate
• CAS: 1345000-75-0
• 化学式: C₁₂H₁₆O₂
• mdl: MFCD25977873
• 分子量: 192.258
• InChiKey: OQGPSFXHNOKGTR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.416
• 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：

  丙酸 、 均三甲苯 在 三苯基膦氯金 、 碘苯二乙酸 作用下， 以80%的产率得到1-propionyloxy-2,4,6-trimethylbenzene
  参考文献：
  名称：

  Gold-Catalyzed Oxidative Acyloxylation of Arenes

  摘要：

  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.

  DOI：

  10.1021/ol202577c

文献信息

• US5808135A
  申请人：——

  公开号：US5808135A

  公开（公告）日：1998-09-15
• US5945444A
  申请人：——

  公开号：US5945444A

  公开（公告）日：1999-08-31
• 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.