51800-34-1

Basic information

• Product Name: 5-carboxy-1,3-dimethyl-1H-imidazol-3-ium
• CAS NO: 51800-34-1
• Molecular Formula: C₆H₉N₂O₂
• Molecular Weight: 141.1473
• Mol File: 51800-34-1.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 5-carboxy-1,3-dimethyl-1H-imidazol-3-ium(CAS DataBase Reference)
• NIST Chemistry Reference: 5-carboxy-1,3-dimethyl-1H-imidazol-3-ium(51800-34-1)
• EPA Substance Registry System: 5-carboxy-1,3-dimethyl-1H-imidazol-3-ium(51800-34-1)

Safety Data

• Hazardous Substances Data: 51800-34-1(Hazardous Substances Data)

Upstream product

• 124-38-9 carbon dioxide 
• 79917-88-7 1,3-dimethylimidazolium chloride 
• 616-38-6 carbonic acid dimethyl ester 
• 1072-84-0 imidazole-4-carboxylic acid 
• 77-78-1 dimethyl sulfate 
• 39021-62-0 1-methylimidazole-5-carbaldehyde 
• 616-47-7 1-methyl-1H-imidazole 

Relevant articles and documents

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

1,3-Dialkylimidazolium-2-carboxylates 1a and 1b are obtained in good to excellent yield and selectivity by carboxylation of the corresponding 1,3-dialkylimidazolium chloride salts with a CO2/Na2CO3 system at temperatures ranging from 80 to 135 °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 alkylcarbonate anions avoiding the use of strong bases.

Novel synthon for incorporating 1,3-dimethyl-imidazolium group into molecular architecture

The synthesized 1,3-dimethylated imidazolium-carbaldehydes serves as synthons for incorporating a permanently cationic imidazolium group into molecular framework. The utility of new synthon was demonstrated in a variety of reactions: Knoevenagel, Wittig,

Process for the preparation of 1,3-dimethylimidazolium 4-carboxylate

1,3-Dimethylimidazolium 4-carboxylate is prepared by reacting 1-methylimidazole with dimethyl carbonate optionally in the presence of a solvent in accordance with the following reaction scheme: