1-(3-乙基-4,5-二甲基-2-呋喃基)乙酮 | 145663-32-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-(3-乙基-4,5-二甲基-2-呋喃基)乙酮
• 英文名称: 1-(3-Ethyl-4,5-dimethylfuran-2-yl)ethanone
• CAS: 145663-32-7
• 化学式: C₁₀H₁₄O₂
• 分子量: 166.22
• InChiKey: LXHFELWHOHQOIZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 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：

  2,3,4,5,6-Pentamethylpyrylium perchlorate 、 4-Ethyl-2,3,6-trimethylpyrylium perchlorate 在 sodium dihydrogenphosphate 、 双氧水 作用下， 以 水 为溶剂， 反应 0.33h， 以26%的产率得到(Z)-2-(Acetyloxy)-3,4-dimethyl-2-hexen-5-one
  参考文献：
  名称：

  Hydrogen peroxide oxidation of polysubstituted pyrylium salts: formation of enol esters and furans

  摘要：

  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.

  DOI：

  10.1016/s0040-4020(01)92277-x

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.