6-(hydroxymethyl)-1,4-dioxan-2-one | 112165-62-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二恶烷
• 英文名称: 6-(hydroxymethyl)-1,4-dioxan-2-one
• 英文别名: 6-hydroxymethyl-1,4-dioxan-2-one；6-hydroxymethyl-[1,4]dioxan-2-one；6-Hydroxymethyl-[1,4]dioxan-2-on
• CAS: 112165-62-5
• 化学式: C₅H₈O₄
• 分子量: 132.116
• InChiKey: XJQDERKNSIPCIM-UHFFFAOYSA-N

物化性质

• 沸点：
  118-122 °C(Press: 0.1 Torr)
• 密度：
  1.2612 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 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)-1,4-dioxan-2-one 在 氯化亚砜 、 potassium hydrogencarbonate 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 22.0h， 生成 6-methylene-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：

  sodium monochloroacetic acid 、 丙酮缩甘油 在 sodium 、 盐酸 作用下， 以 甲苯 、 水 为溶剂， 反应 50.0h， 以60.8%的产率得到6-(hydroxymethyl)-1,4-dioxan-2-one
  参考文献：
  名称：

  Preparation of Hyperbranched Aliphatic Polyester Derived from Functionalized 1,4-Dioxan-2-one

  摘要：

  DOI：

  10.1021/ma048839c

文献信息

• Bischoff, Chemische Berichte, 1907, vol. 40, p. 2805
  作者：Bischoff

  DOI：——

  日期：——
• Synthesis of New Substituted 2,3-Dihydro-1,4-dioxin-2-ones and 1,4-Dioxan-2-ones
  作者：S. M. Akopyan、A. G. Khachatryan

  DOI：10.1023/b:rujo.0000003199.27202.93

  日期：2003.7

  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.
• AKOPYAN S. M.; TATEVOSYAN A. M.; ZALINYAN M. G., ARM. XIM. ZH., 39,(1986) N 12, 751-755
  作者：AKOPYAN S. M.、 TATEVOSYAN A. M.、 ZALINYAN M. G.

  DOI：——

  日期：——
• Bischoff; Kljarfeld, Chemische Berichte, 1907, vol. 40, p. 2809
  作者：Bischoff、Kljarfeld

  DOI：——

  日期：——
• ——
  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.