1,5-diazacyclododecane | 67633-14-1

• 英文名称: 1,5-diazacyclododecane
• CAS: 67633-14-1
• 化学式: C₁₀H₂₂N₂
• 分子量: 170.298
• InChiKey: MECDMOXITPXVBT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  24.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  聚合甲醛 、 1,5-diazacyclododecane 以 水 、 甲苯 为溶剂， 反应 1.5h， 以90%的产率得到1,9-diazabicyclo<7.3.1>tridecane
  参考文献：
  名称：

  The out,out to out,in transition for 1,(n+2)-diazabicyclo[n.3.1]alkanes

  摘要：

  Hexahydropyrimidines N,N-bridged by a chain of n methylene groups (1,(n + 2)-diazabicyclo[n.3.1]alkanes) adopt out,out (axial,axial) structures for n = 2, 3, and 4. When n = 5, the photoelectron spectrum shows evidence of the presence of some of the out,in (axial,equatorial) isomer in the gas phase, although none can be found in solution. When n = 6, the compound is apparently entirely out,in in the gas phase but exists as a mixture of out,out and out,in conformers in solution. For n = 7, only the diamond lattice out,in isomer can be detected in solution. These experimental data are correlated with,force field (MM2) calculations; multiple minimum search methods have been used to locate all low-energy conformations. Semiempirical calculations (MNDO, AMI, and PM3) have been carried out on model systems. Related tricyclic bis-aminals having 10- and 12-membered rings have also been studied. They adopt [2323] and [3333] conformations, respectively, each having out,in (equatorial,axial) bridged hexahydropyrimidine rings. For several of the compounds, dynamic NMR processes are observed, and possible mechanisms for these are discussed.

  DOI：

  10.1021/ja00068a015
• 作为产物：
  描述：

  2,3,4,5,6,7-hexahydro-8-methoxyazocine 在 二异丁基氢化铝 、 potassium hydrogencarbonate 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 60.0h， 生成 1,5-diazacyclododecane
  参考文献：
  名称：

  The out,out to out,in transition for 1,(n+2)-diazabicyclo[n.3.1]alkanes

  摘要：

  Hexahydropyrimidines N,N-bridged by a chain of n methylene groups (1,(n + 2)-diazabicyclo[n.3.1]alkanes) adopt out,out (axial,axial) structures for n = 2, 3, and 4. When n = 5, the photoelectron spectrum shows evidence of the presence of some of the out,in (axial,equatorial) isomer in the gas phase, although none can be found in solution. When n = 6, the compound is apparently entirely out,in in the gas phase but exists as a mixture of out,out and out,in conformers in solution. For n = 7, only the diamond lattice out,in isomer can be detected in solution. These experimental data are correlated with,force field (MM2) calculations; multiple minimum search methods have been used to locate all low-energy conformations. Semiempirical calculations (MNDO, AMI, and PM3) have been carried out on model systems. Related tricyclic bis-aminals having 10- and 12-membered rings have also been studied. They adopt [2323] and [3333] conformations, respectively, each having out,in (equatorial,axial) bridged hexahydropyrimidine rings. For several of the compounds, dynamic NMR processes are observed, and possible mechanisms for these are discussed.

  DOI：

  10.1021/ja00068a015