di(1-adamantyl)-p-tolylmethanol | 150929-70-7

• 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: di(1-adamantyl)-p-tolylmethanol
• 英文别名: 1,1'-Diadamantyl-p-tolylmethanol；Bis(1-adamantyl)-(4-methylphenyl)methanol
• CAS: 150929-70-7
• 化学式: C₂₈H₃₈O
• 分子量: 390.609
• InChiKey: KUDRTHXFFURZFJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  29
• 可旋转键数：
  3
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  di(1-adamantyl)-p-tolylmethanol 在 偶氮二异丁腈 、 草酰溴 、 三正丁基氢锡 作用下， 以 苯 为溶剂， 反应 74.0h， 生成 di(1-adamantyl)-p-tolylmethane
  参考文献：
  名称：

  Lomas, John S.; Bru-Capdeville, Veronique, Journal of the Chemical Society. Perkin transactions II, 1994, # 3, p. 459 - 466

  摘要：

  DOI：
• 作为产物：
  描述：

  对氯甲苯 、 di(1-adamantyl) ketone 在 lithium 作用下， 以 四氢呋喃 为溶剂， 以38%的产率得到di(1-adamantyl)-p-tolylmethanol
  参考文献：
  名称：

  Stable carbocations. 288. Carbon-13 NMR spectroscopic study of para-substituent effects in highly crowded .alpha.,.alpha.-di-1-adamantylbenzyl cations

  摘要：

  A series of para-substituted 1,1'-diadamantylbenzyl cations were studied under stable ion conditions at low temperatures in superacid solutions. These studies were informative in probing the effects of ring substituents and their ability to delocalize positive charge from the carbenium center in highly crowded systems. The observed C-13 NMR chemical shifts of the carbocation center in comparison with those of the corresponding cumyl cations indicate the effects of steric crowding of the diadamantyl substituents in minimizing p-pi interactions. This renders the carbocationic C-13 NMR chemical shifts virtually unaffected by para-substituents.

  DOI：

  10.1021/jo00070a020

文献信息

• Lomas John S., Bru-Capdeville Veronique, J. Chem. Soc. Perkin Trans, 2 (1994) N 3, S 459-466
  作者：Lomas John S., Bru-Capdeville Veronique

  DOI：——

  日期：——
• Stable carbocations. 288. Carbon-13 NMR spectroscopic study of para-substituent effects in highly crowded .alpha.,.alpha.-di-1-adamantylbenzyl cations
  作者：George A. Olah、Michael D. Heagy、G. K. Surya Prakash

  DOI：10.1021/jo00070a020

  日期：1993.8

  A series of para-substituted 1,1'-diadamantylbenzyl cations were studied under stable ion conditions at low temperatures in superacid solutions. These studies were informative in probing the effects of ring substituents and their ability to delocalize positive charge from the carbenium center in highly crowded systems. The observed C-13 NMR chemical shifts of the carbocation center in comparison with those of the corresponding cumyl cations indicate the effects of steric crowding of the diadamantyl substituents in minimizing p-pi interactions. This renders the carbocationic C-13 NMR chemical shifts virtually unaffected by para-substituents.
• Lomas, John S.; Bru-Capdeville, Veronique, Journal of the Chemical Society. Perkin transactions II, 1994, # 3, p. 459 - 466
  作者：Lomas, John S.、Bru-Capdeville, Veronique

  DOI：——

  日期：——