2-(adamantan-1-yl)pentanenitrile

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-(adamantan-1-yl)pentanenitrile
• 英文别名: 1-(1-Adamantyl)butyl cyanide；2-(1-adamantyl)pentanenitrile
• 化学式: C₁₅H₂₃N
• 分子量: 217.354
• InChiKey: WOVOGVXPAVNNRD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  戊腈 、 1,3-脱氢金刚烷 以 乙醚 为溶剂， 反应 8.0h， 以80%的产率得到2-(adamantan-1-yl)pentanenitrile
  参考文献：
  名称：

  Adamantylation of carbonitriles with 1,3-dehydroadamantane and its homologs

  摘要：

  1,3-Dehydroadamantane and its methyl-substituted homologs react with carbonitriles at the alpha-carbon atom of the latter to give the corresponding alpha-adamantyl carbonitriles. This reaction provide a convenient one-step procedure for selective synthesis of branched nitriles which are difficult to obtain by traditional procedures.

  DOI：

  10.1134/s1070428014090085

文献信息

• Adamantylation of carbonitriles with 1,3-dehydroadamantane and its homologs
  作者：V. M. Mokhov、G. M. Butov

  DOI：10.1134/s1070428014090085

  日期：2014.9

  1,3-Dehydroadamantane and its methyl-substituted homologs react with carbonitriles at the alpha-carbon atom of the latter to give the corresponding alpha-adamantyl carbonitriles. This reaction provide a convenient one-step procedure for selective synthesis of branched nitriles which are difficult to obtain by traditional procedures.