1-Cyanopropyl-2,3-Dimethylimidazolium Tetrafluoroborate: Properties, Structure, and Applications

What is 1-Cyanopropyl-2,3-Dimethylimidazolium Tetrafluoroborate?

1-Cyanopropyl-2,3-Dimethylimidazolium Tetrafluoroborate stands out as an ionic liquid, forming a part of the family of imidazolium-based salts paired with a tetrafluoroborate anion. The compound’s systematic structure features a 2,3-dimethylimidazolium ring linked via a propyl chain to a nitrile (cyanide) group, delivering unique reactivity in both organic and inorganic settings. Its chemical formula, C9H15BF4N3, points to the presence of boron and fluoride, which has direct effects on its physical and chemical behavior. In the lab, it usually appears as a white to off-white solid at room temperature, though it can also be encountered as a powder, fine flakes, pearls, or, in some conditions, as a viscous liquid. The density sits close to 1.3 g/cm³, and this number does not fluctuate much across typical laboratory temperatures, which matters in applications demanding consistent mass or volume.

Structure and Chemical Profile

Every batch of 1-Cyanopropyl-2,3-Dimethylimidazolium Tetrafluoroborate gets defined by its molecular structure. The imidazolium ring at its core features methyl groups at the 2 and 3 positions, pushing electron density into the ring system and modifying both solubility and stability under a range of temperatures. The propyl chain, capped by a reactive nitrile, provides unique options for downstream transformations or coupling reactions in chemical synthesis, particularly for specialized organic building blocks or functionalized polymers. The BF4⁻ ion stabilizes the positive charge on the ring, adding ionic character and helping the salt dissolve cleanly in a variety of polar organic solvents and some water, though water uptake needs attention, as tetrafluoroborates can show some hydrolysis over long periods. Safety data on this compound highlight the need for gloves and goggles during handling. Direct skin or eye contact can cause irritation, and inhalation of fine dust may pose a health risk, so a certified chemical fume hood makes sense for routine use.

Material Properties and Available Forms

Physical presentation makes a difference in daily work. This compound offers flexibility, arriving in fine crystal, flakes, or as a dense powder. High-purity forms present as brilliant microcrystalline solid, while bulk commercial material may contain small agglomerates that break down with a little shaking or stirring. Bulk suppliers often ship in airtight polyethylene bottles to avoid moisture contamination, as long-term exposure could spur partial decomposition and reduce shelf-life. Melting points usually fall in the range of 110–125°C, which lets research chemists and engineers work near ambient temperatures without worrying about rapid volatilization or decomposition. Densities above 1.25 g/mL give a satisfying heft in the bottle, signaling the presence of its boron and fluorine content, both of which contribute to the unique physiochemical nature of the salt. For solution work, the compound shows wide compatibility with solvents like acetonitrile, DMSO, and dichloromethane. That ability to move between phases, from solid to fully dissolved, broadens its application.

Applications and Chemical Behavior

Synthetic chemists often look to 1-Cyanopropyl-2,3-Dimethylimidazolium Tetrafluoroborate for its dual properties as both a solvent and a source of cationic reactivity. The polar ionic character assists in stabilizing charged transition states during catalysis, particularly in organic coupling reactions and specialized polymerizations. The presence of a cyanopropyl group gives opportunity for further functionalization, which gets used in materials science for crafting tailored polymers or as a supporting electrolyte in electrochemical devices. Users often cite this compound’s low vapor pressure as a benefit, limiting the risk of evaporation losses in open vessels or reaction systems designed for high-throughput screening. Solubility in various low-boiling organic solvents helps streamline purification, while its crystalline nature means measuring out by weight or by molarity comes without issues. Chemical reactivity remains robust, so proper storage in a cool, dry space is recommended to avoid slow degradation over months.

Handling, Storage, and Regulatory Status

Safe handling isn't optional for a salt containing multiple reactive centers and a fluorinated anion. Workers need to avoid static buildup around containers, as any spilled powder can quickly scatter and pose clean-up head-scratchers. Storage away from acids and bases preserves structural integrity, since acidic or alkaline conditions may trigger degradation of the tetrafluoroborate group, creating hazardous byproducts like hydrogen fluoride. The HS Code typically used for this chemical—used to classify goods for customs—lands in the category for organic chemicals and special preparations, often 2921.19 or similar depending on specific country regulations. Manufacturers often supply COA (Certificate of Analysis) documentation, including purity, water content, and melting point, as these factors all directly impact downstream results. On the safety side, accidents usually arise from careless mixing or accidental spills, so protocols require clear labeling, skilled chemical hygiene, and regular inventory checks.

Health, Safety, and Environmental Considerations

1-Cyanopropyl-2,3-Dimethylimidazolium Tetrafluoroborate is no household chemical. Direct exposure brings about risks associated with imidazolium salts and tetrafluoroborate anions, including potential skin and respiratory irritations. Tetrafluoroborates in particular should never get heated in the presence of strong mineral acids—this combination could generate boron trifluoride gas or, in worst cases, hydrogen fluoride. Garbage bins and the environment remain poor destinations for spills or unneeded stock; chemical waste goes in dedicated, clearly labeled collection bottles for proper disposal by qualified vendors. Labs running routine reactions with tetrafluoroborate salts build in double-container storage and regular testing of air and surface quality to confirm safety for workers. Every batch leaving the factory travels with technical data describing not just basic hazard statements but strategies for emergency intervention in case of fire, spill, or breakage.

Raw Materials and Sourcing Challenges

Raw materials for making 1-Cyanopropyl-2,3-Dimethylimidazolium Tetrafluoroborate include 2,3-dimethylimidazole, 1-bromopropionitrile, and sodium tetrafluoroborate. Each intermediate demands careful sourcing and verified purity. Supply chain hiccups—say, shortages of high-purity 1-bromopropionitrile or changes in regulatory status for shipping chemicals labeled as hazardous—can produce delays that ripple down to end users. Chinese and European suppliers tend to dominate the world market, so currency swings and logistics hurdles sometimes affect both cost and lead time for research groups or commercial-scale customers. My own time spent in research taught me the value of locking down reliable multi-source suppliers for strategic intermediates like these, to avoid halting synthesis in the middle of a critical project. Direct buyers benefit from requesting not just specifications but also stability data and results from impurity testing, as poorly controlled batches sometimes compromise downstream chemistry.

Pushing Toward Safer and Greener Chemistry

Chemists and engineers thinking about the future with 1-Cyanopropyl-2,3-Dimethylimidazolium Tetrafluoroborate see promise in both its unique reactivity and growing pressure to move away from volatile organic solvents. Research groups test this and related ionic liquids in waste-minimizing processes, leveraging their low vapor pressure and high thermal stability. Yet, the handling risks tied to hydrolysis or unwanted side reactions remain, prompting innovation in safer formulations, sealed packaging, and new derivatives with even lower toxicity profiles. Digital inventory systems flag approaching expiration dates and hint at potential safety flags before trouble starts. Pushing toward greener options means testing alternative ionic liquids that keep valuable solubility or functional group chemistry but shed the hazardous fluorinated anion, so future material scientists and process chemists inherit safer workshops and cleaner water tables.