2,5-diazabicyclo[2.2.2]octane-3,6-dione-1,4-dicarboxamide | 508182-43-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2,5-diazabicyclo[2.2.2]octane-3,6-dione-1,4-dicarboxamide
• 英文别名: 2,5-Diazabicyclo[2.2.2]octane-1,4-dicarboxamide, 3,6-dioxo-；3,6-dioxo-2,5-diazabicyclo[2.2.2]octane-1,4-dicarboxamide
• CAS: 508182-43-2
• 化学式: C₈H₁₀N₄O₄
• 分子量: 226.192
• InChiKey: IABWBUIVPHYGTC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.8
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  144
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  diethyl 2,5-diazabicyclo[2.2.2]octane-3,6-dione-1,4-dicarboxylate 在 氨 作用下， 以 甲醇 为溶剂， 反应 336000.0h， 以73%的产率得到2,5-diazabicyclo[2.2.2]octane-3,6-dione-1,4-dicarboxamide
  参考文献：
  名称：

  Competitive H-bonding in bicyclic bis-lactams: self-assembly in nanotubes or in unbalanced chiral threefold interpenetrated diamondoid network

  摘要：

  The first example of an H-bonded diamondoid network formed by a chiral molecule is reported. Diamondoid networks in the crystal structure of the described bicyclic bis-lactam are homochiral and threefold interpenetrated, two of them being of one chirality and the third of the other. Thus, unbalanced chiral packing (sp. gr. 141, z = 12) and spontaneous resolution with ee 33% is observed. A slight change in the structural formula leads to an entirely different crystal structure with nanosize channels. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(02)00744-9