(E)-N-((1H-imidazol-2-yl)methylene)hexan-1-amine | 1223431-59-1

• 英文名称: (E)-N-((1H-imidazol-2-yl)methylene)hexan-1-amine
• CAS: 1223431-59-1
• 化学式: C₁₀H₁₇N₃
• 分子量: 179.265
• InChiKey: QVPZMHRDTRVOJD-PKNBQFBNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.41
• 重原子数：
  13.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  41.04
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (E)-N-((1H-imidazol-2-yl)methylene)hexan-1-amine 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 20.0 ℃ 、344.75 kPa 条件下， 反应 3.0h， 以90%的产率得到N-((1H-imidazol-2-yl)methyl)hexan-1-amine
  参考文献：
  名称：

  NMR Characterization of Hydrate and Aldehyde Forms of Imidazole-2-carboxaldehyde and Derivatives

  摘要：

  The existence and stability of the aldehyde-hydrate form of imidazole-2-carboxaldehyde (4) were studied using FTIR together with solution- and solid-state NMR experiments. The results allowed us to conclude that the hydrate form was stable and precipitated at pH = 8.0 and that the aldehyde form was isolated at p = 6.5 and 9.5. Moreover, the presence of the aldehyde-hydrate form was studied through NMR experiments in D2O at both alkaline and acidic pH. In addition, the tautomeric forms of the 2-substituted imidazole compounds were also analyzed to investigate the influence of the hybridization on the carbon adjacent to the imidazole ring, by C-13 NMR in DMSO-d(6), acetone-d(6), and CDCl3. The presence of the syn- and anti-isomers of oxime 8 obtained from 4 were characterized by solid-state NMR and variable-temperature NMR experiments in acetone-d(6).

  DOI：

  10.1021/jo902588s
• 作为产物：
  描述：

  正己胺 、 2-咪唑甲醛 以 乙醇 为溶剂， 反应 3.0h， 以86%的产率得到(E)-N-((1H-imidazol-2-yl)methylene)hexan-1-amine
  参考文献：
  名称：

  NMR Characterization of Hydrate and Aldehyde Forms of Imidazole-2-carboxaldehyde and Derivatives

  摘要：

  The existence and stability of the aldehyde-hydrate form of imidazole-2-carboxaldehyde (4) were studied using FTIR together with solution- and solid-state NMR experiments. The results allowed us to conclude that the hydrate form was stable and precipitated at pH = 8.0 and that the aldehyde form was isolated at p = 6.5 and 9.5. Moreover, the presence of the aldehyde-hydrate form was studied through NMR experiments in D2O at both alkaline and acidic pH. In addition, the tautomeric forms of the 2-substituted imidazole compounds were also analyzed to investigate the influence of the hybridization on the carbon adjacent to the imidazole ring, by C-13 NMR in DMSO-d(6), acetone-d(6), and CDCl3. The presence of the syn- and anti-isomers of oxime 8 obtained from 4 were characterized by solid-state NMR and variable-temperature NMR experiments in acetone-d(6).

  DOI：

  10.1021/jo902588s