1-ethyl-1,4-diazabicyclo[2.2.2]octanium bis(trifluoromethylsulfonyl)amide | 905437-18-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 1-ethyl-1,4-diazabicyclo[2.2.2]octanium bis(trifluoromethylsulfonyl)amide
• 英文别名: [C2DABCO][NTf2]；Bis(trifluoromethylsulfonyl)azanide;1-ethyl-4-aza-1-azoniabicyclo[2.2.2]octane
• CAS: 905437-18-5
• 化学式: C₂F₆NO₄S₂*C₈H₁₇N₂
• 分子量: 421.385
• InChiKey: DXXUSFRAAMGHEB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.21
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  89.3
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  bis(trifluoromethane)sulfonimide lithium 、 1-ethyl-4-aza-1-azoniabicyclo[2.2.2]octane bromide 以 水 为溶剂， 以72%的产率得到1-ethyl-1,4-diazabicyclo[2.2.2]octanium bis(trifluoromethylsulfonyl)amide
  参考文献：
  名称：

  Structural Studies on the Basic Ionic Liquid 1-Ethyl-1,4-diazabicyclo[2.2.2]octanium Bis(trifluoromethylsulfonyl)imide and Its Bromide Precursor

  摘要：

  The structure of 1-ethyl-1,4-diazabicyclo[2.2.2]octanium bis(trifluoromethylsulfonyl)imide ([C(2)DABCO] [NTf2]) was determined by single crystal X-ray diffraction, and its behavior with temperature was examined by synchrotron powder diffraction, differential scanning calorimetry (DSC), and Raman spectroscopy. [C(2)DABCO][NTf2] under-goes a solid solid phase transition at 309 K and a solid liquid (melting) transition at 350 K, as reported previously in the literature. The crystal structure of [C(2)DABCO][NTf2] was determined at temperatures below the solid solid transition (solid-II phase), whereas in situ synchrotron powder diffraction enabled the unit cell of the solid phase observed above the solid solid transition temperature (solid-II phase) to be indexed. High-resolution synchrotron powder diffraction data indicated the coexistence of a metastable phase with the solid-I and solid-II phases around the temperature of the solid solid phase transition. A variable temperature Raman study suggested rotational movement of both [C(2)DABCO](+) and [NTf2](-) in the solid-II phase indicating the formation of a rotator phase. The structure of the [C(2)DABCO] [NTf2] precursor 1-ethyl-1,4-diazabicyclo[2.2.2]octanium bromide ([C(2)DABCO][Br]) was also determined by single crystal X-ray diffraction and its phase transitions were examined by differential scanning calorimetry. A comparison of the structures and phase transitions of the two analogous salts provides insights into the relative electrostatic attraction between the ions and the relative packing density and efficiency in the crystal lattices.

  DOI：

  10.1021/cg201592u