1,2-Bis-(3,4-dimethylbenzoyl)-ethan | 13145-57-8

• 英文名称: 1,2-Bis-(3,4-dimethylbenzoyl)-ethan
• 英文别名: 1,4-Bis(3,4-dimethylphenyl)butane-1,4-dione
• CAS: 13145-57-8
• 化学式: C₂₀H₂₂O₂
• 分子量: 294.393
• InChiKey: GRHZSBKDEZFJJP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3,4-二甲基苯乙酮 在 silica gel 、 苯酚 作用下， 生成 1,2-Bis-(3,4-dimethylbenzoyl)-ethan
  参考文献：
  名称：

  Photochemical Reactions with Phenols. V. The Photochemical Oxidative-Reductive Dimerization of Acetophenones

  摘要：

  DOI：

  10.1021/jo01282a602

文献信息

• A novel coupling reaction of α-halo ketones promoted by SmI₃/CuI
  作者：Yongjun Liu、Hengmin Zhao、Guang Tian、Feng Du、Yan Qi、Yonghong Wen

  DOI：10.1039/c5ra26604a

  日期：——

  With SmI3 as the Lewis acid and catalyzed by CuI in DMF, α-haloketones were transformed unexpectedly into α-hydroxy-1,4-diketones in good to moderate yields. The mechanism was probed and a plausible reaction pathway was proposed. DMF was assumed to play a dual role both as a hydroxyl source and as a solvent.

  以SmI 3作为路易斯酸并在DMF中被CuI催化，α-卤代酯意外地转化为α-羟基-1,4-二酮，产率中等至中等。探讨了该机制，并提出了合理的反应途径。假定DMF既起着羟基源的作用又起着溶剂的双重作用。