5-乙酰基-3,6-二甲基-1,4-二恶英-2(3H)-酮 | 673502-34-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二恶英
• 中文名称: 5-乙酰基-3,6-二甲基-1,4-二恶英-2(3H)-酮
• 英文名称: 5-acetyl-3,6-dimethyl-2,3-dihydro-1,4-dioxin-2-one
• 英文别名: 1,4-Dioxin-2(3H)-one, 5-acetyl-3,6-dimethyl-；5-acetyl-3,6-dimethyl-1,4-dioxin-2-one
• CAS: 673502-34-6
• 化学式: C₈H₁₀O₄
• mdl: MFCD18806272
• 分子量: 170.165
• InChiKey: NCMIHYQLUQLGEK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  12
• 可旋转键数：
  1
• 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

• 作为反应物：
  描述：

  5-乙酰基-3,6-二甲基-1,4-二恶英-2(3H)-酮 在 甲酸 、 双氧水 作用下， 生成 5,6-dihydroxy-3,6-dimethyl-1,4-dioxan-2-one
  参考文献：
  名称：

  摘要：

  3-Alkyl-6-methyl-2,3-dihydro-1,4-dioxin-2-ones reacted with acetyl chloride in the presence of zinc(II) chloride to give 5-acetyl-3-alkyl-6-methyl-2,3-dihydro-1,4-dioxin-2-ones. Oxidation of the latter with hydrogen peroxide in formic acid, followed by treatment with magnesium bromide, afforded 3-alkyl-6-methyl-1,4-dioxane-2,5-diones. Chlorination of 6-hydroxymethyl-1,4-dioxan-2-ones with thionyl chloride and subsequent dehydrochlorination led to formation of 6-methylene-1,4-dioxan-2-ones.

  DOI：

  10.1023/a:1026021631923
• 作为产物：
  描述：

  乙酰氯 、 3,6-dimethyl-2,3-dihydro-1,4-dioxin-2-one 在 zinc(II) chloride 作用下， 以58%的产率得到5-乙酰基-3,6-二甲基-1,4-二恶英-2(3H)-酮
  参考文献：
  名称：

  Synthesis of New Substituted 2,3-Dihydro-1,4-dioxin-2-ones and 1,4-Dioxan-2-ones

  摘要：

  3-Alkyl-6-methyl-2,3-dihydro-1,4-dioxin-2-ones reacted with acetyl chloride in the presence of zinc(II) chloride to give the corresponding 3-alkyl-5-acetyl-6-methyl-2,3-dihydro-1,4-dioxin-2-ones. Oxidation of the latter with hydrogen peroxide in formic acid, followed by treatment with magnesium bromide, afforded 3-alkyl-6-methyl-1,4-dioxane-2,5-diones. Successive chlorination and dechlorination of 6-hydroxymethyl-1,4-dioxan-2-ones yielded 6-methylene-1,4-dioxan-2-ones.

  DOI：

  10.1023/b:rujo.0000003199.27202.93