(+/-)-[(1S,5R)-2-methyl-5-(1-methylvinyl)cyclohex-2-enyl]benzene | 84565-69-5

• 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: (+/-)-[(1S,5R)-2-methyl-5-(1-methylvinyl)cyclohex-2-enyl]benzene
• 英文别名: (+/-)-trans-2-methyl-3-phenyl-5-isopropenyl-1-cyclohexene；[(1R,5S)-2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-yl]benzene
• CAS: 84565-69-5
• 化学式: C₁₆H₂₀
• 分子量: 212.335
• InChiKey: YNNHQCMWVGBOGZ-JKSUJKDBSA-N

物化性质

• 沸点：
  302.5±42.0 °C(Predicted)
• 密度：
  0.933±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  三甲基(苯基)锡 、 [(1S,5S)-2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-yl] benzoate 在 bis(dibenzylideneacetone)-palladium⁽⁰⁾ lithium chloride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 (+/-)-[(1S,5R)-2-methyl-5-(1-methylvinyl)cyclohex-2-enyl]benzene
  参考文献：
  名称：

  Stereoselective Phenylation of Allylic Alcohol Derivatives by Palladium-Catalyzed Cross-Coupling with Hypervalent Silicon Complexes

  摘要：

  DOI：

  10.1021/jo980069d

文献信息

• Efficient Palladium-Catalyzed Nucleophilic Addition of Triorganoindium Reagents to Carbocyclic Derivatives
  作者：Lucas Baker、Thomas Minehan

  DOI：10.1021/jo0357162

  日期：2004.5.1

  Palladium (0)-catalyzed allylic substitution reactions employing triorganoindium reagents have been investigated. In situ generated vinyl- and arylindiums react with substituted and unsubstituted cyclohex-2-enyl esters in the presence of 1-3 mol % Pd-2(dba)(3) to produce vinyl- or arylcyclohexenes in moderate to excellent yields. The stereoselectivity of this process was also examined, and evidence is presented that the reaction proceeds with inversion of stereochemical configuration.
• Palladium-Catalyzed Arylation of Allylic Benzoates Using Hypervalent Siloxane Derivatives
  作者：Reuben Correia、Philip DeShong

  DOI：10.1021/jo010627f

  日期：2001.10.1

  Palladium-catalyzed cross-coupling of hypervalent arylsiloxane derivatives proceeded in good to excellent yields with allylic benzoates. Arylation occurred with complete inversion of configuration. The scope and limitations of this reaction, an alternative to the Stille coupling, is summarized.
• Stereoselective Phenylation of Allylic Alcohol Derivatives by Palladium-Catalyzed Cross-Coupling with Hypervalent Silicon Complexes
  作者：Marc-Raleigh Brescia、Philip DeShong

  DOI：10.1021/jo980069d

  日期：1998.5.1