1,3-DIMETHYLIMIDAZOLIUM CHLORIDE Chemical Properties

Melting point:

125 °C

storage temp. 

Inert atmosphere,Room Temperature

Water Solubility 

Soluble in water

form 

powder to crystal

color 

White to Almost white

InChI

InChI=1S/C5H9N2.ClH/c1-6-3-4-7(2)5-6;/h3-5H,1-2H3;1H/q+1;/p-1

InChIKey

IIJSFQFJZAEKHB-UHFFFAOYSA-M

SMILES

[N+]1(C)C=CN(C)C=1.[Cl-]

Safety Information

HS Code 

2933.29.9000

1,3-DIMETHYLIMIDAZOLIUM CHLORIDE Usage And Synthesis

Uses

1,3-Dimethylimidazolium chloride can be used as a solvent and a catalyst for alkylation, esterification, and polymerization reactions. 99% of this product is primarily used in the pharmaceutical industry.

Synthesis

1. To a 250 mL round bottom flask, add 10 g of 1-methylimidazole and immerse the flask in an ice bath. Slowly add 10 mL of 37% aqueous hydrochloric acid solution dropwise. After 20 min of reaction, the solvent was removed by rotary evaporator to obtain 1-methylimidazole hydrochloride, which can be used in the next reaction without further purification. 2. In a Q-tube reactor, 3.0 g of 1-methylimidazole hydrochloride and 2.28 g of dimethyl carbonate (DMC, 0.025 mol) were added. The reaction mixture was heated to 170 °C and kept for 2 h. Upon completion of the reaction, 1,3-dimethylimidazolium chloride was obtained in quantitative yield. 3. The structure of the product was confirmed by 1H-NMR (200 MHz, DMSO-d6): δ= 9.46 (s, 1H), 7.87 (s, 2H), 3.87 (m, 6H).

References

[1] Molecules, 2018, vol. 23, # 11,
[2] Chemistry Letters, 2010, vol. 39, # 10, p. 1112 - 1113

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