1,3-dimethylimidazolium-2-carboxylate: the unexpected synthesis of an ionic liquid precursor and carbene-CO2 adduct

John Holbrey, W.M. Reichert, I. Tkatchenko, E. Bouajila, O. Walter, I. Tommasi, Robin Rogers

Research output: Contribution to journalArticle

221 Citations (Scopus)


1,3-Dimethylimidazolium-2-carboxylate is formed in good yield, rather than the anticipated organic salt, 1,3-dimethylimidazolium methyl carbonate, as the reaction product resulting from both N-alkylation and C-carboxylation of 1-methylimidazole with dimethyl carbonate; the crystal structure of the zwitterion exhibits pi-stacked rings and two-dimensional sheets constructed by hydrogen-bonds from imidazolium-ring hydrogens to the carboxylate group.
Original languageEnglish
Pages (from-to)28-29
Number of pages2
JournalChemical Communications
Issue number1
Publication statusPublished - 2003


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