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1-Ethyl-3-methylimidazolium tetrafluoroborate
[CAS# 143314-16-3]

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Identification
ClassificationChemical reagent >> Organic reagent >> Ionic liquid
Name1-Ethyl-3-methylimidazolium tetrafluoroborate
Molecular StructureCAS # 143314-16-3, 1-Ethyl-3-methylimidazolium tetrafluoroborate
Molecular FormulaC6H11N2.BF4
Molecular Weight197.97
CAS Registry Number143314-16-3
EC Number671-177-5
SMILES[B-](F)(F)(F)F.CCN1C=C[N+](=C1)C
Properties
Density1.294
Melting point15 °C
Boiling point>350 °C
Refractive index1.413
Flash point>110 °C
Safety Data
Hazard Symbolssymbol symbol   GHS07;GHS09 Warning  Details
Risk StatementsH302-H411  Details
Safety StatementsP264-P270-P273-P301+P317-P330-P391-P501  Details
Hazard Classification
up    Details
HazardClassCategory CodeHazard Statement
Acute toxicityAcute Tox.4H302
Chronic hazardous to the aquatic environmentAquatic Chronic2H411
Skin irritationSkin Irrit.2H315
Serious eye damageEye Dam.1H318
Skin corrosionSkin Corr.1CH314
Eye irritationEye Irrit.2H319
SDSAvailable
up Discovery and Applications
The discovery of 1-Ethyl-3-methylimidazolium tetrafluoroborate ([EMIM][BF4]) marked a significant milestone in the field of ionic liquid chemistry. This compound was first synthesized through the reaction of 1-Ethyl-3-methylimidazolium chloride with sodium tetrafluoroborate, resulting in the formation of a stable and versatile ionic liquid. Its discovery represented a breakthrough in the development of task-specific solvents with unique properties and applications across various scientific and industrial domains.;

[EMIM][BF4] is widely utilized as a green solvent in organic synthesis, catalysis, and chemical processes. Its non-volatile nature, low flammability, and high thermal stability make it an eco-friendly alternative to traditional organic solvents. [EMIM][BF4] serves as an electrolyte and reaction medium in electrochemical applications such as electrodeposition, electrocatalysis, and energy storage devices. Its high ionic conductivity, wide electrochemical window, and compatibility with various electrode materials enable efficient and controllable electrochemical reactions. [EMIM][BF4] acts as a solvent and reaction medium for catalytic processes, including organometallic catalysis, transition metal-catalyzed reactions, and enzyme-catalyzed transformations. Its unique solvation properties and stability under harsh conditions enable the activation of catalysts and substrates, promoting efficient and selective chemical transformations in homogeneous and heterogeneous catalytic systems. [EMIM][BF4] is employed in extraction and separation processes for the purification and recovery of organic and inorganic compounds. Its tunable solvation properties and selectivity enable the extraction of target molecules from complex mixtures. [EMIM][BF4] exhibits high gas solubility and selectivity, making it suitable for gas absorption and separation applications. It is used in gas purification, carbon capture, and gas storage systems, where it selectively absorbs and removes gases such as carbon dioxide, hydrogen sulfide, and methane from industrial emissions and natural gas streams. [EMIM][BF4] serves as a reaction medium and template for the synthesis of functional materials such as nanoparticles, polymers, and metal-organic frameworks (MOFs). Its solvation properties and compatibility with various precursors enable the formation of nanostructures, porous materials, and functional coatings with tailored properties for applications in catalysis, sensing, and nanotechnology. [EMIM][BF4] finds applications in biomedical research and drug delivery due to its biocompatibility and low toxicity. It is used as a solvent for the formulation of pharmaceuticals, drug carriers, and therapeutic agents, enabling controlled release and targeted delivery of drugs in cancer therapy, gene therapy, and regenerative medicine.

References

2024. Effect of the progressive addition of 1-ethyl-3-methylimidazolium tetrafluoroborate as ionic liquid solvent for designing potassium ion conducting polymer gel electrolyte. Ionics, 30(11).
DOI: 10.1007/s11581-024-05926-2

2024. Study of anions influence in 1-ethyl-3-methylimidazolium-based ionic liquids as antibacterial agents. Chemistry Africa, 7(6).
DOI: 10.1007/s42250-024-01067-1

2024. The modification of dissolution kinetics and solubility of lysozyme crystals by ionic liquids. Journal of Solution Chemistry, 53(1).
DOI: 10.1007/s10953-023-01344-6
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