3,4,5-trimethyl-2-acetylfuran | 73761-50-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,4,5-trimethyl-2-acetylfuran
• 英文别名: 1-(3,4,5-Trimethylfuran-2-yl)-1-ethanone；1-(3,4,5-Trimethylfuran-2-yl)ethanone
• CAS: 73761-50-9
• 化学式: C₉H₁₂O₂
• 分子量: 152.193
• InChiKey: WXMIRLUIYQNTDU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  30.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2,3,5,6-Tetramethyl-4H-pyran-4-one 在 sodium hydroxide 、 硫酸 作用下， 反应 0.58h， 生成 3,4,5-trimethyl-2-acetylfuran
  参考文献：
  名称：

  Photochemistry of 4-hydroxypyrylium cations in aqueous sulfuric acid

  摘要：

  DOI：

  10.1021/jo00217a005

文献信息

• Hydrogen peroxide oxidation of polysubstituted pyrylium salts: formation of enol esters and furans
  作者：Teodor Silviu Balaban、Monika Hiegemann

  DOI：10.1016/s0040-4020(01)92277-x

  日期：1992.11

  2,4,6-Trialkylsubstituted pyrylium salts 1 have been known lo afford 2-acyl-3,5-dialkyl-furans 2 in moderate yields (30 - 45%). Oxidation of these salts in buffer solutions (pH = 3 - 4.5) increased the yields of acylfurans to 75%. In contrast, tetra- and penta-substituted pyrylium salts are mainly converted into enol esters with a delta-keto group and furans all originating presumably by C-O bond cleavages in a common intermediate. This intermediate may result by a C-O acyl shift as inferred from analogous compounds with deuterium labelling.
• Photochemistry of 4-hydroxypyrylium cations in aqueous sulfuric acid
  作者：James W. Pavlik、Alfred P. Spada、Thomas E. Snead

  DOI：10.1021/jo00217a005

  日期：1985.8