1-butyl-3-methylimidazolium-4-carboxylate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-butyl-3-methylimidazolium-4-carboxylate
• 英文别名: 3-Butyl-1-methylimidazol-1-ium-4-carboxylate；3-butyl-1-methylimidazol-1-ium-4-carboxylate
• 化学式: C₉H₁₄N₂O₂
• 分子量: 182.222
• InChiKey: ABXUAXAUXWORKL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  48.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  二氧化碳 、 氯化(1-丁基-3-甲基咪唑) 在 sodium carbonate 、 tetrafluoroboric acid 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 135.0 ℃ 、5.0 MPa 条件下， 反应 8.0h， 以65%的产率得到1-butyl-3-methylimidazolium-4-carboxylate
  参考文献：
  名称：

  Synthesis of 1,3-dialkylimidazolium-2-carboxylates by direct carboxylation of 1,3-dialkylimidazolium chlorides with CO2

  摘要：

  1,3-Dialkylimidazolium-2-carboxylates 1a and 1b are obtained in good to excellent yield and selectivity by carboxylation of the corresponding 1,3-dial kylimidazoli um chloride salts with a CO2/Na2CO3 system at temperatures ranging from 80 to 135 degrees C. The effect of temperature and reaction time on the yield and the selectivity of the carboxylation products has been studied. Coupling the CO2-based synthesis of 1,3-dialkylimidazolium-2-carboxylates with the transcarboxylation reaction described earlier [Tommasi, I.; Sorrentino, F.; Tetrahedron Lett., 2005, 46, 2141] allows us to set up a new synthetic procedure for the synthesis of organic carboxylates and alkylearbonate anions avoiding the use of strong bases. (c) 2006 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2006.06.106