1581. Butylmethylimidazolium
Nomenclature
Description and references
Cation used in prepn of room temperature ionic liquids, q.v. Prepn of hexafluorophosphate and tetrafluoroborate: Y. Chauvin et al., Angew. Chem. Int. Ed. 34, 2698 (1995); and physical properties: P. A. Z. Suarez et al., J. Chim. Phys. 95, 1626 (1998). Prepn and properties of ionic liquids containing the imidazolium cation: J. G. Huddleston et al., Green Chem. 3, 156 (2001).
Derivative
Chloride.Nomenclature
Description and references
Prepn: J. S. Wilkes et al., Inorg. Chem. 21, 1263 (1982).
Properties
Slightly yellow, may be crystalline at room temp depending on water content. mp 41° (dried) (Huddleston). Also reported as mp 65-69° (Wilkes). d25 1.08 (dried). Miscible with water.Derivative
Hexafluorophosphate.Nomenclature
Description and references
Use as extraction medium: J. G. Huddleston et al., Chem. Commun. 16, 1765 (1998); as a solvent for alkylation reactions: M. J. Earle et al., ibid. 20, 2245 (1998). Use in environmentally benign manufacturing processes: L. A. Blanchard et al., Nature 339, 28 (1999). Microscopic solvent properties: S. N. Baker et al., Green Chem. 4, 165 (2002).
Properties
Viscous liquid, mp 4° (water equilibrated); 10° (dried). Glass transition temperature: -83° (water equilibrated), -80° (dried). Viscosity (25°): 397 cP (water equilibrated), 450 cP (dried). d25 1.35 (water equilibrated), 1.36 (dried). n25 1.409 (dried). Miscible with water. Imiscible with toluene, hexane, other non-polar solvents.Derivative
Tetrafluoroborate.Nomenclature
Description and references
Use as a solvent for nucleophilic substitution reactions: D. W. Kim et al., J. Org. Chem. 68, 4281 (2003).