methyl 4,5-epoxy-4,5-dimethylhexanoate | 144215-19-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: methyl 4,5-epoxy-4,5-dimethylhexanoate
• 英文别名: Methyl 4,5-dimethyl-4,5-epoxyhexanoate；Methyl 3-(2,3,3-trimethyloxiran-2-yl)propanoate
• CAS: 144215-19-0
• 化学式: C₉H₁₆O₃
• 分子量: 172.224
• InChiKey: XXUBBCABGJOZQV-UHFFFAOYSA-N

物化性质

• 沸点：
  188.9±13.0 °C(Predicted)
• 密度：
  0.983±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,3-二甲基-3-丁烯-2-醇 在 quinuclidine borane 二叔丁基过氧化物 、 硫酸 作用下， 以 苯 为溶剂， 反应 5.5h， 生成 methyl 4,5-epoxy-4,5-dimethylhexanoate
  参考文献：
  名称：

  Dang, Hai-Shan; Roberts, Brian P., Journal of the Chemical Society. Perkin transactions I, 1993, # 8, p. 891 - 898

  摘要：

  DOI：

文献信息

• Intramolecular Homolytic Displacements. 25. Efficient Access to Epoxides via Induced Decomposition of Unsaturated Peroxyketals Prepared by Addition of a Hydroperoxide to 2-Methoxypropene
  作者：Fabienne Ramon、Marie Degueil-Castaing、Bernard Maillard

  DOI：10.1021/jo951783n

  日期：1996.1.1

  The synthetic potential of homolytically induced decompositions of peroxyketals possessing a 1-methoxy-1-methylethoxy fragment, as a means of access to epoxides, was demonstrated. The propagation step of this free radical reaction proceeds via (i) the addition of a carbon-centered radical to the double bond followed by an S(H)i reaction on the peroxidic bond with the generation of a 1-methoxy-1-methylethoxy radical, (ii) formation of a methyl radical from the latter by beta-elimination, and (iii) regeneration of the carbon-centered-radical via iodine atom abstraction by the methyl radical from an alkyl iodide. These reactions afforded various functionalized epoxides in good yields.
• Amine-boranes as polarity reversal catalysts for radical chain 2,3-epoxypropanation reactions of esters
  作者：Dang Hai-Shan、Brian P. Roberts

  DOI：10.1016/s0040-4039(00)61329-1

  日期：1992.8