(1S,3R,5S,8R)-1,3,5,6,7,8-hexamethyl-2,4,9-trioxatricyclo[6.1.0.03,5]non-6-ene

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 环氧化物
• 英文名称: (1S,3R,5S,8R)-1,3,5,6,7,8-hexamethyl-2,4,9-trioxatricyclo[6.1.0.03,5]non-6-ene
• 化学式: C₁₂H₁₈O₃
• 分子量: 210.273
• InChiKey: MAWVINHPBOZONV-IWDIQUIJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  34.3
• 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 二甲基二环氧乙烷 作用下， 以 丙酮 为溶剂， 生成 (1S,3R,5S,8R)-1,3,5,6,7,8-hexamethyl-2,4,9-trioxatricyclo[6.1.0.03,5]non-6-ene
  参考文献：
  名称：

  Reaction of Hexamethylbenzene with Dimethyldioxirane¹

  摘要：

  DOI：

  10.1021/jo961368a

文献信息

• 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