1-(2,2,2-trifluoroethyl)-3-[2,4,4,5,7,7,8,8,9,9,9-undecafluoro-2,5-bis(trifluoromethyl)-3,6-dioxanonyl]imidazolium trifluoromethanesulfonate | 1191051-50-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: 1-(2,2,2-trifluoroethyl)-3-[2,4,4,5,7,7,8,8,9,9,9-undecafluoro-2,5-bis(trifluoromethyl)-3,6-dioxanonyl]imidazolium trifluoromethanesulfonate
• CAS: 1191051-50-9
• 化学式: CF₃O₃S*C₁₄H₇F₂₀N₂O₂
• 分子量: 764.26
• InChiKey: YYMQBKMHMAARRW-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  6.26
• 重原子数：
  46.0
• 可旋转键数：
  9.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  84.47
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  1-(2,2,2-trifluoroethyl)-3-[2,4,4,5,7,7,8,8,9,9,9-undecafluoro-2,5-bis(trifluoromethyl)-3,6-dioxanonyl]imidazolium trifluoromethanesulfonate 在 ammonium hexafluorophosphate 作用下， 以 水 、 丙酮 为溶剂， 反应 5.0h， 以93%的产率得到1-(2,2,2-trifluoroethyl)-3-[2,4,4,5,7,7,8,8,9,9,9-undecafluoro-2,5-bis(trifluoromethyl)-3,6-dioxanonyl]imidazolium hexafluorophosphate
  参考文献：
  名称：

  Fluorous imidazolium room-temperature ionic liquids based on HFPO trimer

  摘要：

  Imidazole substituted with a polyfluoropolyether chain based on HFPO trimer combined with various polyfluoroalkyl triflates produced novel highly fluorous ionic liquids. Their metathesis with four different anions generated a final set of 20 fluorous ionic liquids of waxy or viscous liquid character, which are all soluble in perfluorinated solvents. Two model reactions using selected ionic liquid, the opening of a THF ring with benzoyl chloride under Friedel-Crafts conditions and substitution of benzyl chloride with sodium azide, led to decomposition of the ionic liquid. However, Diels-Alder reaction of 2,3-dimethylbuta-1,3-diene with dimethyl acetylenedicarboxylate in a fluorous ionic liquid resulted in a reasonable enhancing of the reaction rate with smooth recycle of the fluorous solvent. The fluorophilicity of these fluorous ionic liquids ranges from more than 10 for water, toluene or dichloromethane to less than 0.2 for acetonitrile or methanol. (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2009.04.006
• 作为产物：
  描述：

  1-[2,4,4,5,7,7,8,8,9,9,9-undecafluoro-2,5-bis(trifluoromethyl)-3,6-dioxanonyl]imidazole 、 2,2,2-三氟乙基三氟甲烷磺酸酯 以 甲苯 为溶剂， 反应 144.0h， 以70.8%的产率得到1-(2,2,2-trifluoroethyl)-3-[2,4,4,5,7,7,8,8,9,9,9-undecafluoro-2,5-bis(trifluoromethyl)-3,6-dioxanonyl]imidazolium trifluoromethanesulfonate
  参考文献：
  名称：

  Fluorous imidazolium room-temperature ionic liquids based on HFPO trimer

  摘要：

  Imidazole substituted with a polyfluoropolyether chain based on HFPO trimer combined with various polyfluoroalkyl triflates produced novel highly fluorous ionic liquids. Their metathesis with four different anions generated a final set of 20 fluorous ionic liquids of waxy or viscous liquid character, which are all soluble in perfluorinated solvents. Two model reactions using selected ionic liquid, the opening of a THF ring with benzoyl chloride under Friedel-Crafts conditions and substitution of benzyl chloride with sodium azide, led to decomposition of the ionic liquid. However, Diels-Alder reaction of 2,3-dimethylbuta-1,3-diene with dimethyl acetylenedicarboxylate in a fluorous ionic liquid resulted in a reasonable enhancing of the reaction rate with smooth recycle of the fluorous solvent. The fluorophilicity of these fluorous ionic liquids ranges from more than 10 for water, toluene or dichloromethane to less than 0.2 for acetonitrile or methanol. (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2009.04.006