3β,4β:5α,6α-diepoxy-2,2,3α,4α,5β,6β-hexamethylcyclohexanone | 95122-78-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧杂环己烷
• 英文名称: 3β,4β:5α,6α-diepoxy-2,2,3α,4α,5β,6β-hexamethylcyclohexanone
• 英文别名: (1R,2S,4S,7R)-1,2,4,6,6,7-hexamethyl-3,8-dioxatricyclo[5.1.0.02,4]octan-5-one
• CAS: 95122-78-4
• 化学式: C₁₂H₁₈O₃
• 分子量: 210.273
• InChiKey: MJAWZFMRLZOATK-DDHJBXDOSA-N

物化性质

• 沸点：
  245.6±25.0 °C(Predicted)
• 密度：
  1.168±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  42.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  六甲基苯 在 氦气 、 二氧化碳 作用下， 反应 2.0h， 以0.15 g的产率得到3β,4β:5α,6α-diepoxy-2,2,3α,4α,5β,6β-hexamethylcyclohexanone
  参考文献：
  名称：

  Reactions of di-, tri-, and hexamethylbenzenes with oxygen(3P) atoms in liquid and on adsorbed phases

  摘要：

  DOI：

  10.1021/ja00294a048

文献信息

• Functionalization of aromatic molecules using HOF.cntdot.CH3CN and CH3OF
  作者：Moshe Kol、Shlomo Rozen

  DOI：10.1021/jo00058a052

  日期：1993.3
• Divergent Pathways in the Reaction of Hexamethylbenzene with Dimethyldioxirane¹^,²
  作者：Robert W. Murray、Megh Singh、Nigam Rath

  DOI：10.1021/jo971339f

  日期：1997.12.1

  Hexamethylbenzene (1) reacts with dimethyldioxirane (2) via three separate reaction pathways. In the major pathway the reaction proceeds through an arene oxide which is rapidly transformed to the oxepin valence tautomer. In the first example of the reaction of an oxepin with 2 the oxepin is oxidized to first the cis-dioxide and then to the trioxide with the third oxide trans to the other two oxide rings. In a second competing pathway a methyl group migrates in the first-produced arene oxide to give a hexamethyl-cyclohexadienone. This material then reacts rapidly with 2 to give a trans-diepoxide. The third reaction pathway involves the C-H insertion reaction of 2. This process gives first the derived benzyl alcohol and then the corresponding benzoic acid. Two other minor products are also formed, one is rationalized as arising from reaction of the arene oxide with water. The other is a tricyclic compound of unknown origin.
• Reaction of Hexamethylbenzene with Dimethyldioxirane¹
  作者：Robert W. Murray、Megh Singh、Nigam P. Rath

  DOI：10.1021/jo961368a

  日期：1996.1.1