(+/-)-4S-(4'-phenoxyphenyl)-1,2,5S-trimethylcyclohexene

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (+/-)-4S-(4'-phenoxyphenyl)-1,2,5S-trimethylcyclohexene
• 英文别名: 1-phenoxy-4-[(1R,6R)-3,4,6-trimethylcyclohex-3-en-1-yl]benzene
• 化学式: C₂₁H₂₄O
• 分子量: 292.421
• InChiKey: BKQPXMYCPWGAAG-DYESRHJHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-(4-Phenoxy-phenyl)-propan-1-ol 在 tris-(4-bromophenyl)aminium hexachloroantimonate 、 三氯氧磷 作用下， 以 吡啶 、 二氯甲烷 为溶剂， 反应 2.0h， 生成 (+/-)-4S-(4'-phenoxyphenyl)-1,2,5S-trimethylcyclohexene
  参考文献：
  名称：

  Mechanistic aspects of aminium salt-catalyzed Diels-Alder reactions: The substrate ionization step

  摘要：

  Substituent effects in the aminium salt catalyzed Diels-Alder reactions of 2,3-dimethyl-1,3-butadiene with a series of meta and para substituted beta-methylstyrenes are used to probe detailed mechanistic aspects of these reactions. Kinetic studies were carried out using two different aminium salt catalysts and also electrochemically, using anodic potentials corresponding to the oxidation potentials of the aminium salts. Substituent effects in the equilibrium oxidations of the styrene substrates to the corresponding cation radicals were also studied, via oxidation potential measurements. The results indicate rate determining one electron oxidation of the sytrenes to their cation radicals via an outer sphere electron transfer.

  DOI：

  10.1002/(sici)1099-1395(199608)9:8<529::aid-poc813>3.0.co;2-1

文献信息

• Mechanistic aspects of aminium salt-catalyzed Diels-Alder reactions: The substrate ionization step
  作者：Wang Yueh、Nathan L. Bauld

  DOI：10.1002/(sici)1099-1395(199608)9:8<529::aid-poc813>3.0.co;2-1

  日期：1996.8

  Substituent effects in the aminium salt catalyzed Diels-Alder reactions of 2,3-dimethyl-1,3-butadiene with a series of meta and para substituted beta-methylstyrenes are used to probe detailed mechanistic aspects of these reactions. Kinetic studies were carried out using two different aminium salt catalysts and also electrochemically, using anodic potentials corresponding to the oxidation potentials of the aminium salts. Substituent effects in the equilibrium oxidations of the styrene substrates to the corresponding cation radicals were also studied, via oxidation potential measurements. The results indicate rate determining one electron oxidation of the sytrenes to their cation radicals via an outer sphere electron transfer.