1,4-Butanediamine, N-chloro- | 109241-56-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1,4-Butanediamine, N-chloro-
• 英文别名: N'-chlorobutane-1,4-diamine
• CAS: 109241-56-7
• 化学式: C₄H₁₁ClN₂
• 分子量: 122.598
• InChiKey: VTGYEFKOAGUUAO-UHFFFAOYSA-N

物化性质

• 沸点：
  187.8±42.0 °C(Predicted)
• 密度：
  1.035±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  7
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  38
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-溴噻吩-2-甲醛 、 1,4-Butanediamine, N-chloro- 以 甲醇 为溶剂， 反应 24.0h， 生成 7-(5-bromo-2-thienyl)-1,6-diazabicyclo[4.1.0]heptane
  参考文献：
  名称：

  摘要：

  A new method was developed for the synthesis of 6-substituted 1,5-diazabicyclo[3.1.0]hexanes and 7-substituted 1,6-diazabicyclo[4.1.0]heptanes by condensation of N-monohalotrimethylene- and N-monohalotetramethylenediamines with carbonyl compounds in the presence of bases. X-ray diffraction studies and quantum-chemical B3LYP/6-31G* calculations demonstrated that the conformations of the resulting bicyclic systems are stabilized by stereoelectronic interactions. As a result, a boat conformation prevails in 1,5-diazabicyclo[3. 1.0]hexanes, whereas the energies of chair, half-chair, and boat conformations of 1,6-diazabicyclo[4.1.0]heptanes are equalized.

  DOI：

  10.1023/a:1023962907733
• 作为产物：
  描述：

  四亚甲基二胺 在 三甲基乙酰氯 作用下， 以 甲醇 为溶剂， 生成 1,4-Butanediamine, N-chloro-
  参考文献：
  名称：

  摘要：

  A new method was developed for the synthesis of 6-substituted 1,5-diazabicyclo[3.1.0]hexanes and 7-substituted 1,6-diazabicyclo[4.1.0]heptanes by condensation of N-monohalotrimethylene- and N-monohalotetramethylenediamines with carbonyl compounds in the presence of bases. X-ray diffraction studies and quantum-chemical B3LYP/6-31G* calculations demonstrated that the conformations of the resulting bicyclic systems are stabilized by stereoelectronic interactions. As a result, a boat conformation prevails in 1,5-diazabicyclo[3. 1.0]hexanes, whereas the energies of chair, half-chair, and boat conformations of 1,6-diazabicyclo[4.1.0]heptanes are equalized.

  DOI：

  10.1023/a:1023962907733

文献信息

• ——
  作者：V. V. Kuznetsov

  DOI：10.1023/a:1023962907733

  日期：——

  A new method was developed for the synthesis of 6-substituted 1,5-diazabicyclo[3.1.0]hexanes and 7-substituted 1,6-diazabicyclo[4.1.0]heptanes by condensation of N-monohalotrimethylene- and N-monohalotetramethylenediamines with carbonyl compounds in the presence of bases. X-ray diffraction studies and quantum-chemical B3LYP/6-31G* calculations demonstrated that the conformations of the resulting bicyclic systems are stabilized by stereoelectronic interactions. As a result, a boat conformation prevails in 1,5-diazabicyclo[3. 1.0]hexanes, whereas the energies of chair, half-chair, and boat conformations of 1,6-diazabicyclo[4.1.0]heptanes are equalized.