2-[2-[(2-Methylpropan-2-yl)oxy]propyl]phenol | 1446088-05-6

• 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: 2-[2-[(2-Methylpropan-2-yl)oxy]propyl]phenol
• 英文别名: 2-[2-[(2-methylpropan-2-yl)oxy]propyl]phenol
• CAS: 1446088-05-6
• 化学式: C₁₃H₂₀O₂
• 分子量: 208.301
• InChiKey: WENUCCZFNVCHEX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-烯丙基酚 、 叔丁醇 在 Carreira’s cobalt catalyst 、 1,1,3,3-tetramethyldisiloxane 、 1-fluoro-2,4,6-trimethylpyridin-1-ium tetrafluoroborate 作用下， 反应 17.0h， 以66%的产率得到2-[2-[(2-Methylpropan-2-yl)oxy]propyl]phenol
  参考文献：
  名称：

  Hydroalkoxylation of Unactivated Olefins with Carbon Radicals and Carbocation Species as Key Intermediates

  摘要：

  A unique Markovnikov hydroalkoxylation of unactivated olefins with a cobalt complex, silane, and N-fluoropyridinium salt is reported. Further optimization of reaction conditions yielded high functional group tolerance and versatility of alcoholic solvent employed, including methanol, i-propanol, and t-butanol. Use of trifluorotoluene as a solvent made the use of alcohol in stoichiometric amount possible. Mechanistic insight into this novel catalytic system is also discussed. Experimental results suggest that catalysis involves both carbon radical and carbocation intermediates.

  DOI：

  10.1021/ja405219f

文献信息

• Hydroalkoxylation of Unactivated Olefins with Carbon Radicals and Carbocation Species as Key Intermediates
  作者：Hiroki Shigehisa、Tatsuya Aoki、Sumiko Yamaguchi、Nao Shimizu、Kou Hiroya

  DOI：10.1021/ja405219f

  日期：2013.7.17

  A unique Markovnikov hydroalkoxylation of unactivated olefins with a cobalt complex, silane, and N-fluoropyridinium salt is reported. Further optimization of reaction conditions yielded high functional group tolerance and versatility of alcoholic solvent employed, including methanol, i-propanol, and t-butanol. Use of trifluorotoluene as a solvent made the use of alcohol in stoichiometric amount possible. Mechanistic insight into this novel catalytic system is also discussed. Experimental results suggest that catalysis involves both carbon radical and carbocation intermediates.