1-Benzyl-3-methylimidazolium tetrafluoroborate, CAS: 500996-04-3

Key Applications:

Advanced Solvent for Organic Synthesis

• Provides a polar, low‑volatility medium that stabilizes reactive intermediates.
• Hydrogen‑bond donor/acceptor interactions from the imidazolium ring enhance solvation of heteroatom‑rich substrates and improve reaction selectivity.
• Supports alkylation, oxidation, and condensation reactions where aromatic cation structures improve substrate compatibility.

Medium for Phase‑Transfer and Biphasic Catalysis

• Aromatic benzyl substituent improves partitioning between organic and ionic phases.
• Hydrogen‑bonding interactions modulate catalyst mobility and can increase turnover in biphasic systems.
• Enables efficient catalyst recycling and simplified product separation.

Electrochemical and Redox‑Active Systems

• BF₄⁻ anion provides a wide electrochemical stability window suitable for high‑purity redox studies.
• Hydrogen‑bonding interactions influence ion mobility and electrode interfacial behavior, supporting mechanistic electrochemistry research.

Stabilizing Matrix for Metal Complexes

• Acts as a solvation environment that stabilizes organometallic complexes through π–π interactions and hydrogen bonding.
• Enhances solubility of aromatic ligands and π‑rich substrates.

Extraction and Separation Processes

• Effective for extracting aromatic compounds, dyes, and polycyclic organics due to π–π stacking from the benzyl group.
• Hydrogen‑bonding capacity improves selectivity for polar analytes and heteroatom‑containing species.

Material Science and Polymer Processing

• Useful in processing π‑conjugated polymers and aromatic monomers.
• Hydrogen‑bonding interactions can tune polymer morphology, conductivity, and film‑forming behavior.
• Supports development of ionic‑liquid‑modified polymer blends.

Research on Structure–Property Relationships

• Frequently used to study how aromatic functionalization and hydrogen‑bonding capability influence viscosity, polarity, and solvation behavior.
• Supports computational and experimental benchmarking of imidazolium ionic liquid families.

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