2-(adamantan-1-yl)-1-(3-nitrophenyl)ethan-1-one | 1207682-38-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(adamantan-1-yl)-1-(3-nitrophenyl)ethan-1-one
• CAS: 1207682-38-9
• 化学式: C₁₈H₂₁NO₃
• 分子量: 299.37
• InChiKey: GIUMAQLRGQNXCM-UHFFFAOYSA-N

物化性质

• 熔点：
  79-80 °C
• 沸点：
  409.9±18.0 °C(predicted)
• 密度：
  1.231±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.38
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  60.21
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2-(adamantan-1-yl)-1-(3-nitrophenyl)ethan-1-one 在 盐酸 、 铁粉 作用下， 以 1,4-二氧六环 、 正己烷 、 二氯甲烷 、 水 、 异丙醇 为溶剂， 反应 0.5h， 生成 3-[2-(1-adamantyl)ethyl]anilinium chloride
  参考文献：
  名称：

  Novel adamantane-bearing anilines and properties of their supramolecular complexes with β-cyclodextrin

  摘要：

  Several novel anilines bearing 1-adamantyl substituents that are useful for drug modification were synthesised from the corresponding 1-adamantyl (nitrophenyl) ketones. The host-guest systems of these prepared ligands with beta-cyclodextrin (beta-CD) were studied using electrospray ionisation mass spectrometry, NMR spectroscopy, titration calorimetry and semi-empirical calculations. The complexes with 1: 1 stoichiometry were found to predominantly exist as pseudorotaxane-like threaded structures with the adamantane cage sitting deep in the cavity of beta-CD close to the wider rim. Such geometry was observed for all examined amines and is independent of their structure and/or presence of protic substituents.

  DOI：

  10.1080/10610278.2011.593628
• 作为产物：
  描述：

  2-(1-金刚烷)-1-苯乙酮 在 硝酸乙酸酐 、 乙酸酐 作用下， 生成 2-(adamantan-1-yl)-1-(3-nitrophenyl)ethan-1-one
  参考文献：
  名称：

  Novel adamantane-bearing anilines and properties of their supramolecular complexes with β-cyclodextrin

  摘要：

  Several novel anilines bearing 1-adamantyl substituents that are useful for drug modification were synthesised from the corresponding 1-adamantyl (nitrophenyl) ketones. The host-guest systems of these prepared ligands with beta-cyclodextrin (beta-CD) were studied using electrospray ionisation mass spectrometry, NMR spectroscopy, titration calorimetry and semi-empirical calculations. The complexes with 1: 1 stoichiometry were found to predominantly exist as pseudorotaxane-like threaded structures with the adamantane cage sitting deep in the cavity of beta-CD close to the wider rim. Such geometry was observed for all examined amines and is independent of their structure and/or presence of protic substituents.

  DOI：

  10.1080/10610278.2011.593628