1-Cyanopropyl-1-Methylpyrrolidinium Bis((Trifluoromethyl)Sulfonyl)Imide: Properties, Structure, and Safety

What is 1-Cyanopropyl-1-Methylpyrrolidinium Bis((Trifluoromethyl)Sulfonyl)Imide?

1-Cyanopropyl-1-Methylpyrrolidinium Bis((Trifluoromethyl)Sulfonyl)Imide, known in laboratories for its versatile performance, stands as an ionic liquid prized for its thermal stability, low melting point, and remarkable ability to act as a solvent for a range of difficult-to-dissolve organic and inorganic compounds. The structure pulls interest both for the cationic component, 1-cyanopropyl-1-methylpyrrolidinium, and the bis((trifluoromethyl)sulfonyl)imide anion, which together grant high conductivity, hydrophobicity, and robust chemical resistance. For companies, these features allow innovation in electrolytes for batteries, lubricants, and even in specialized chemical synthesis paths where more traditional liquids would break down or fail to safely dissipate heat.

Products and Material Forms

Depending on synthesis conditions and purity requirements, this compound presents as a white to off-white crystalline solid but may also be produced as flakes, finely milled powders, irregular pearls, or even a high-viscosity liquid at elevated temperatures. Each form addresses distinct needs: flakes or powders offer quick dissolution in solvents, crucial in research or high-throughput production; pearls ease handling and dosing in controlled batch processes, mitigating static and dust, especially when working with expensive or tightly regulated feedstocks. The solution form in select polar solvents finds regular use where direct application or dosing through precision pumps is called for. The flexibility in material form reinforces its appeal in custom electrolytic solutions, and provides engineers and chemists crucial options in scale-up scenarios.

Molecular and Chemical Properties

This compound carries a molecular formula of C11H15F6N3O4S2, with a molecular weight that lands around 451.37 g/mol. Its density, which lies close to 1.4 g/cm³ at 25°C depending on purity, sets it apart from organic solvents that often float near 1.0 g/cm³, leading to easy phase separation in biphasic systems. As a solid, it remains stable under ambient conditions, showing minimal volatility or degradation, yet can smoothly transition to a liquid phase around 50°C, which removes the usual storage headaches familiar to those working with hazardous, low-boiling materials. Its structure features a pyrrolidinium ring flanked by a cyanopropyl side chain, adding a nitrile group for polarity, and capped with a methyl group to balance hydrophobicity. The bis((trifluoromethyl)sulfonyl)imide anion, sometimes called TFSI, grants outstanding electrochemical stability often sought in lithium-ion battery development and analytical electrochemistry.

Specifications and Regulatory Information

Producers and importers handle this substance under recognized regulatory frameworks: the HS Code for ionic liquids based on organic cations commonly falls under 2924190090, referencing organic cations with secondary sulfonyl groups. Exact grades might be distinguished by color, particle size (routinely under 100 microns for powders), melting point (47–55°C, typical of high-purity batches), and purity (regularly 99% or above on a dry basis). For site safety managers, material safety data sheets lay out essential guidance, flagging the absence of acute volatility or vapor hazards, but noting the need for good ventilation to avoid potential long-term exposure during open handling of powders or solutions. While research teams value its relatively low toxicity and wide electrochemical window, proper lab hygiene—gloves, goggles, fume extraction—remains necessary, as exposure to organosulfonyl imides can cause mild skin or respiratory irritation over prolonged periods or at high concentrations.

Raw Materials and Sourcing

Manufacture begins with 1-methylpyrrolidine and a cyanopropyl halide, leveraging standard alkylation chemistry to afford the cation. The anion comes from bis(trifluoromethanesulfonyl)imide, produced industrially using a combination of trifluoromethanesulfonic anhydride and ammonia sources. Sourcing consistently pure raw materials forms the backbone of reliable batch-to-batch performance and minimizes the risk of color, odor, or impurity carryover that can skew sensitive end applications—worthy of attention, since off-colored batches signal possible iron or organic impurity contamination, which cripple battery or electronic performance. In my own work with specialty solvents, attention to the integrity and trace-metal profile of starting materials made a measurable difference: high-purity inputs consistently led to lower conductivity drift and extended operational lifespans in testing environments.

Safe Handling and Potential Hazards

Experience in chemical laboratories teaches respect for even seemingly stable compounds. Although not inherently flammable or acutely toxic, 1-cyanopropyl-1-methylpyrrolidinium bis((trifluoromethyl)sulfonyl)imide can cause chemical burns on contact with eyes or broken skin, and may be harmful if inhaled as fine particulate. The presence of fluorinated sulfonyl groups raises the possibility for persistent environmental carryover, calling for waste containment and careful disposal procedures, especially where solvent-recovery or incineration facilities operate. My own time in solvent recovery highlighted that ignoring these protocols leads to sticky, stubborn residues clinging to glassware, pushing centers to invest in chemically resistant linings and waste segregation. Regular audits, personal protective equipment availability, and up-to-date training on chemical hazard communication can cut down on accidents and support a safe work culture.

Why Properties and Structure Matter

Modern chemical engineering and materials research thrive on understanding exactly how ionic liquids differ from the old guard of organic solvents and electrolytes. This material’s low flammability, good thermal conductivity, and inherent ionic structure let it outperform legacy solvents in controlling electrochemical stability and supporting advanced applications in batteries, sensors, and even fuel cells. Researchers lean on its broad liquid phase range to perform reactions previously out of reach or plagued by solvent loss or breakdown. An in-depth grasp of real-world material behavior—beyond theoretical descriptors—matters. Dozens of times, we saw a project hinge on a property like melting point or phase stability that spreadsheet tables overlooked. Getting those details right from physical testing, not just datasheets, keeps costly surprises out of late-stage development.

Solutions to Safety and Sustainability Challenges

As demand grows, responsible stewardship shapes the future of these raw materials. Reducing waste during purification, streamlining recovery steps, and targeting catalyst use all bode well for a smaller environmental footprint. Chasing greener synthetic routes for both the cation and anion, maybe through bio-based amines or recyclable fluorinated precursors, can lower legacy costs for handling and disposal. In my experience, pilot plants that introduced process intensification—not just more steps but smarter ones—brought energy use and byproduct formation down, cutting both overhead and compliance headaches. Investing in worker safety, recycling options, and ongoing monitoring roots these novel chemicals in a framework resilient enough for tomorrow’s technology needs.