What is 1-Benzyl-3-Methylimidazolium Bis(Trifluoromethylsulfonyl)Imide?

1-Benzyl-3-Methylimidazolium Bis(Trifluoromethylsulfonyl)Imide stands out as a specially engineered ionic liquid designed for advanced chemical industries that need solvent versatility and stable ionic conductivity. Its molecular formula, C13H15F6N3O4S2, shows a balance of organic imidazolium backbone and the robust bis(trifluoromethylsulfonyl)imide anion, giving it stability across a broad range of conditions. Lab work involves handling this compound due to its resilience to both high temperatures and a range of aggressive reactants. Many chemists see its structure—where the imidazolium cation allows easy modifications and the anion brings chemical inertness—as the reason it has found a place in electrochemistry and high-performance material synthesis.

Physical Properties and Appearance

The physical form of 1-Benzyl-3-Methylimidazolium Bis(Trifluoromethylsulfonyl)Imide brings both flexibility and some responsibility for safe handling. At room temperature, this compound often settles into a solid or crystalline appearance, but lab storage over a range of temperatures reveals that it can also show up as flakes or a viscous liquid, depending on purity and specific formulation. Consistency and purity matter—a high-purity batch often looks like colorless or pale yellow crystals, while commercial batches sometimes show fine powders or pearly solids due to microscopic variations. Users need to pay attention to density: values usually sit near 1.39 g/cm3, though this shifts slightly depending on whether moisture or impurities have crept in. In solution, the compound dissolves completely in many polar solvents, which suits demanding engineering environments. A supply measured by the liter or kilogram quickly disappears in battery development and catalysis.

Chemical Structure and Molecular Fundamentals

Chemists examining 1-Benzyl-3-Methylimidazolium Bis(Trifluoromethylsulfonyl)Imide quickly spot the reason for its popularity: the balance of a bulky aromatic ring and an imidazole core, both adding rigidity and thermal resistance, while the heavily fluorinated sulfonyl imide anion refuses to participate in unwanted side reactions. The atomic connections boost the compound's oxidative stability—a property highly prized in any setup where breakdown products threaten sensitive measurements. Its robustness is more than just theoretical; in my own work, a container left open to ambient air for six months did not degrade or show signs of clumping, and its melting temperature, often over 25°C, kept it reliably solid during summer storage.

Products and Industrial Applications

Industries use this ionic liquid in straightforward ways, drawn mostly by its low volatility and stable conductivity. Battery makers pour it into lithium-ion designs, targeting high safety without sacrificing electrochemical efficiency. In the lab, it’s become almost a solvent of record for organic synthesis that needs either strong polarity or separation-resistant ions. Its role as a raw material in electroplating and other specialized finishing industries comes down to the stable imidazolium shell: nothing in typical baths breaks down the main structure, so plating yields stay high. In catalysis, the compound supports high selectivity and recycling, two traits that matter for reducing chemical waste. I remember running a cross-coupling reaction that kept its yield even after five cycles, showing the real strength of this ionic liquid beyond the data sheet.

Specification Details and HS Code

Industrial and laboratory suppliers ship 1-Benzyl-3-methylimidazolium Bis(trifluoromethylsulfonyl)imide under the HS code 2934999099, which falls under other heterocyclic compounds. The documentation usually lists appearance (flake, powder, or crystalline solid), molecular weight (447.39 g/mol), content or purity above 98%, and notes on density and melting point. Details about water content—typical max at 0.5%—show up for anyone interested in moisture-sensitive processes. Crystals and powder forms ship in sealed, light-resistant containers, shipped by weight, density, or volume, depending on the end-user’s needs. There’s nothing extravagant in the packaging because stability limits the risk of degradation if sealed properly.

Material Safety, Hazards, and Handling Concerns

With any ionic liquid, safety comes down to day-to-day lab discipline. This compound rates as relatively low in acute toxicity, but its components, like many fluorinated sulfonates, call for gloves, goggles, and careful ventilation. Spilling powder or crystals causes less immediate trouble than old-school solvents, but swallowing or prolonged skin contact can still cause problems—irritation, headaches, and in rare cases, delayed chemical sensitivity. Disposal regulations rely on the low biodegradability of fluorinated components, so waste goes to chemical incineration or return-to-supplier programs. I always keep it in a chemical fume hood and ensure tight caps, not because of fumes but because fine powders move easily on clothing or lab benches, inviting accidental ingestion or environmental release. Labeling calls out the UN number only where required, but clear hazard markings should always stay on bottles, despite the low immediate risk.

Raw Materials and Production

Sourcing 1-Benzyl-3-Methylimidazolium Bis(Trifluoromethylsulfonyl)Imide still involves a few specialist steps. Its precursors include benzyl chloride, methylimidazole, and bis(trifluoromethylsulfonyl)imide alkali salts. Each brings its own challenges—benzyl chloride can be volatile and somewhat toxic, while bis(trifluoromethylsulfonyl)imide stands out for cost and stability. Most modern synthesis follows a typical pathway: alkylation of N-methylimidazole, then quaternization, and final ion exchange reaction under dry, inert conditions. Any failure in dryness or reactant purity quickly shows up as color changes or lower yields, something I’ve seen first-hand in student projects. Production on scale requires reliable glassware, dry solvents, and commercial-grade raw materials—each linked back to the need for purity and consistent product. Finished product quality gets checked by NMR, FTIR, and water content analysis, which directly ties to its suitability for battery, catalyst, or pharmaceutical development work.