5-methoxymethyl-5-methyl-1,3-dioxan-2-one | 119385-70-5

• 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: 5-methoxymethyl-5-methyl-1,3-dioxan-2-one
• 英文别名: 5-(Methoxymethyl)-5-methyl-1,3-dioxan-2-one
• CAS: 119385-70-5
• 化学式: C₇H₁₂O₄
• 分子量: 160.17
• InChiKey: WXIVTFHVGFPBJX-UHFFFAOYSA-N

物化性质

• 沸点：
  264.5±13.0 °C(Predicted)
• 密度：
  1.086±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  Methyl-methoxy-methyl-malonsaeure-diethylester 在 lithium aluminium tetrahydride 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 生成 5-methoxymethyl-5-methyl-1,3-dioxan-2-one
  参考文献：
  名称：

  Aliphatic Polycarbonates Produced from the Coupling of Carbon Dioxide and Oxetanes and Their Depolymerization via Cyclic Carbonate Formation

  摘要：

  The (salen)CrCl/onium salt catalyzed coupling reactions of several oxetane derivatives and carbon dioxide are reported. The oxetanes investigated contain substituents in the 3-position covering a range of steric requirements. The oxetanes examined include, 3,3-dimethyloxetane, 3-methoxymethyl-3-methyloxetane, and 3-benzyloxymethyl-3-methyloxetane. The rates of reaction of these oxetanes with CO2 were found to be significantly slower than the corresponding process with the parent oxetane monomer. Furthermore, in these instances the formation of copolymer was found to proceed via the preformed cycloaddition product, i.e., the six-membered cyclic carbonate, to a greater extent and increasing with the steric bulk of the substituents on oxetane. For these sterically more hindered oxetanes, the CO2 coupling reaction carried out in toluene at 110 degrees C reached an equilibrium product distribution of copolymer to cyclic carbonate which increased in cyclic carbonate product with increasing steric requirements of the oxetane monomer. For example, the catalyzed coupling of the parent oxetane and CO2 provides a copolymer to cyclic carbonate ratio of greater than 95%, whereas the corresponding product distribution for 3-benzyloxymethyl-3-methyloxetane was observed to be 60%. The catalytic rate of depolymerization of a purified sample of the copolymer afforded from 3-benzyloxymethyl-3-methyloxetane and CO2 to the corresponding cyclic carbonate, 5-benzyloxymethyl-5-methyl-1,3-dioxan-2-one, was found to be greatly retarded when carried out in an atmosphere of CO2.

  DOI：

  10.1021/ma2002323

文献信息

• KAVABATA, OSAMU;TANIMOTO, FUMIO;INOUEH, JOSIXARU
  作者：KAVABATA, OSAMU、TANIMOTO, FUMIO、INOUEH, JOSIXARU

  DOI：——

  日期：——
• JPS62238279A
  申请人：——

  公开号：JPS62238279A

  公开（公告）日：1987-10-19
• US9768059B1
  申请人：——

  公开号：US9768059B1

  公开（公告）日：2017-09-19
• Aliphatic Polycarbonates Produced from the Coupling of Carbon Dioxide and Oxetanes and Their Depolymerization via Cyclic Carbonate Formation
  作者：Donald J. Darensbourg、Adriana I. Moncada、Sheng-Hsuan Wei

  DOI：10.1021/ma2002323

  日期：2011.4.26

  The (salen)CrCl/onium salt catalyzed coupling reactions of several oxetane derivatives and carbon dioxide are reported. The oxetanes investigated contain substituents in the 3-position covering a range of steric requirements. The oxetanes examined include, 3,3-dimethyloxetane, 3-methoxymethyl-3-methyloxetane, and 3-benzyloxymethyl-3-methyloxetane. The rates of reaction of these oxetanes with CO2 were found to be significantly slower than the corresponding process with the parent oxetane monomer. Furthermore, in these instances the formation of copolymer was found to proceed via the preformed cycloaddition product, i.e., the six-membered cyclic carbonate, to a greater extent and increasing with the steric bulk of the substituents on oxetane. For these sterically more hindered oxetanes, the CO2 coupling reaction carried out in toluene at 110 degrees C reached an equilibrium product distribution of copolymer to cyclic carbonate which increased in cyclic carbonate product with increasing steric requirements of the oxetane monomer. For example, the catalyzed coupling of the parent oxetane and CO2 provides a copolymer to cyclic carbonate ratio of greater than 95%, whereas the corresponding product distribution for 3-benzyloxymethyl-3-methyloxetane was observed to be 60%. The catalytic rate of depolymerization of a purified sample of the copolymer afforded from 3-benzyloxymethyl-3-methyloxetane and CO2 to the corresponding cyclic carbonate, 5-benzyloxymethyl-5-methyl-1,3-dioxan-2-one, was found to be greatly retarded when carried out in an atmosphere of CO2.