6-hydroxymethyl-3-methyl-1,4-dioxan-2-one | 673502-39-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: 6-hydroxymethyl-3-methyl-1,4-dioxan-2-one
• 英文别名: 6-Hydroxymethyl-3-methyl-[1,4]dioxan-2-on；6-(hydroxymethyl)-3-methyl-1,4-dioxan-2-one
• CAS: 673502-39-1
• 化学式: C₆H₁₀O₄
• 分子量: 146.143
• InChiKey: JTMCDBGGMLWMHN-UHFFFAOYSA-N

物化性质

• 沸点：
  303.9±22.0 °C(Predicted)
• 密度：
  1.182±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-hydroxymethyl-3-methyl-1,4-dioxan-2-one 在 氯化亚砜 作用下， 以 吡啶 为溶剂， 以87%的产率得到6-chloromethyl-3-methyl-1,4-dioxan-2-one
  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
• 作为产物：
  描述：

  sodium 2,3-dihydroxypropoxide 、 2-溴丙酸乙酯 生成 6-hydroxymethyl-3-methyl-1,4-dioxan-2-one
  参考文献：
  名称：

  Bischoff, Chemische Berichte, 1907, vol. 40, p. 2810

  摘要：

  DOI：

文献信息

• ——
  作者：S. M. Akopyan、A. G. Khachatryan

  DOI：10.1023/a:1026021631923

  日期：——

  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.