5,5'-diisopropenyl-2,2'-dimethyl<4,4'-bicyclohexenyl>-3,3'-dione | 75533-81-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 5,5'-diisopropenyl-2,2'-dimethyl<4,4'-bicyclohexenyl>-3,3'-dione
• 英文别名: 5,5'-diisopropenyl-2,2'-dimethyl(4,4'-bicyclohexenyl)-3,3'-dione；2-Methyl-6-(3-methyl-2-oxo-6-prop-1-en-2-ylcyclohex-3-en-1-yl)-5-prop-1-en-2-ylcyclohex-2-en-1-one
• CAS: 75533-81-2
• 化学式: C₂₀H₂₆O₂
• 分子量: 298.425
• InChiKey: VRDLYLUNIGATRQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  香芹酮 在 zinc(II) chloride 、 lithium diisopropyl amide 、 copper acetylacetonate 、 氧气 作用下， 以 四氢呋喃 为溶剂， 反应 0.17h， 以64%的产率得到5,5'-diisopropenyl-2,2'-dimethyl<4,4'-bicyclohexenyl>-3,3'-dione
  参考文献：
  名称：

  Copper-Catalyzed Homodimerization of Nitronates and Enolates under an Oxygen Atmosphere

  摘要：

  A method for copper-catalyzed oxidative dimerization of nitronates and enolates using oxygen as the terminal oxidant has been developed. Cyclization through oxidative intramolecular coupling is also feasible for both nitronates and enolates. The mild reaction conditions lead to good functional group tolerance.

  DOI：

  10.1021/om300393m

文献信息

• Oxidative coupling of ketone enolates by ferric chloride
  作者：Rawls H. Frazier、Richard L. Harlow

  DOI：10.1021/jo01314a052

  日期：1980.12
• FRAZIER R. H. JR.; HARLOW R. L., J. ORG. CHEM., 1980, 45, NO 26, 5408-5411
  作者：FRAZIER R. H. JR.、 HARLOW R. L.

  DOI：——

  日期：——
• Copper-Catalyzed Homodimerization of Nitronates and Enolates under an Oxygen Atmosphere
  作者：Hien-Quang Do、Hung Tran-Vu、Olafs Daugulis

  DOI：10.1021/om300393m

  日期：2012.11.26

  A method for copper-catalyzed oxidative dimerization of nitronates and enolates using oxygen as the terminal oxidant has been developed. Cyclization through oxidative intramolecular coupling is also feasible for both nitronates and enolates. The mild reaction conditions lead to good functional group tolerance.