1,3-Dimethylimidazolium Methylsulfate, 98%

1,3-Dimethylimidazolium Methylsulfate (97345-90-9); Ionic Liquid

1,3-Dimethylimidazolium methyl sulfate, also known as 1,3-Dimethylimidazolium methylsulfate or [MMIm][MeSO4], is a type of Ionic liquid.  It has the chemical formula C6H12N2O4S and a molecular weight of 208.24 g/mol. Some advantages are low melting point (<373 K), wide liquid range, suitable viscosity, thermal stability, ability to dissolve various materials, and negligible vapor pressure. It can be synthesized by reacting 1-methylimidazole with dimethyl sulfate in a one-pot procedure. The reaction is exothermic and produces 1,3-dimethyl imidazolium methyl sulfate and methanol as products. The physical properties of this ionic liquid, such as density, speed of sound, refractive index, viscosity, and surface tension, have been measured at different temperatures. The interactions of this ionic liquid with other molecular solvents, such as water, methanol, DMSO, DMF, and MeCN, have also been studied by measuring the apparent molar volumes and expansibilities.

Key Applications

It has been used in catalysis, chemical reactions, separations, electrochemistry, and nanoscience investigations. For example, it can be used as a solvent for the synthesis of 1,2-bis(trimethylsilyl)benzene, as a medium for the α-regioselective prenylation of imine, as a component of mobile phase for the size-exclusion chromatographic analysis of cellulose, and as a catalyst for the Knoevenagel reaction to synthesize coumarins. It can also be used as a template for synthesizing nanomaterials such as mesoporous silica and carbon nanotubes. Moreover, it can be used as a co-solvent to improve the trans-sialylation versus hydrolysis activity of an engineered sialidase from Trypanosoma rangeli. It can also be used as a catalyst for hydrolysis of glycosidases such as β-glycosidase and α-galactosidase.

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