1-Decyl-2,3-Dimethylimidazolium Bis((Trifluoromethyl)Sulfonyl)Imide: Properties, Structure, and Uses

What is 1-Decyl-2,3-Dimethylimidazolium Bis((Trifluoromethyl)Sulfonyl)Imide?

Stepping into the world of ionic liquids, 1-Decyl-2,3-Dimethylimidazolium Bis((Trifluoromethyl)Sulfonyl)Imide—often abbreviated as [C10C1C1Im][NTf2]—brings a distinct combination of qualities that stem directly from its molecular design. This compound carries the molecular formula C18H31F6N3O4S2. You’ll notice its makeup forms from a decyl side chain pushed together with a dimethylimidazolium cation, all balanced out by the NTf2 anion, which brings a bulky, hydrophobic, and stable set of properties. Each part of the molecule works together, leading to a low melting point and non-volatility, with this chemical usually showing up as a clear oily liquid at room temperature, sometimes with crystalline or powdery form depending on storage and handling.

Product Specifications and Physical Properties

Density stands as a key identifier: values around 1.35–1.41 g/cm³ reflect an unexpectedly heavy, almost syrupy substance, far denser than water. Roads where I’ve handled similar ionic liquids, pouring a liter feels more like shifting thick oil than standard lab solvents. Its boiling point stays out of reach for most routine work, showing just how thermally stable this material remains, while its ability to resist decomposition at high temperatures sets it apart for demanding laboratory or production environments. Working with ionic liquids, I’ve seen that the clarity and viscosity hint at purity, and this chemical usually maintains a solid appearance when chilled or stored for long periods. Handling it in powder, flake, solid, or pearl forms means you should recognize possible dusting, but even then, the substance tends to resist sticking to skin, showing its ‘dry’ slip between the fingers.

Chemical Structure and Molecular Characteristics

Breaking it apart structurally, the imidazolium ring at the core holds the secret. Two methyl groups crowd the ring, tightening up electron density and affecting the overall chemical reactivity. With a decyl side chain extending out, the molecule brings a strong nonpolar region, making it mix well with organic compounds but standoffish toward water. The NTf2 anion is no minor partner here. It brings two trifluoromethyl groups, deepening the chemical’s hydrophobic power and providing resistance against hydrolysis and oxidation. A chemically-inclined user immediately sees the value: slow to react, slow to evaporate, and able to transport ions without giving up its integrity over time. These traits open up the road to green chemistry and novel solvents, sidestepping problems with volatility and safety found in more traditional organic media.

Applications and Uses

Having worked with ionic liquid systems in both synthesis and electrochemical applications, this material finds a place at the bench and the reactor. It works wonders as a solvent for organic reactions that would normally choke on water or common organics. Batteries and electrochemical cells take advantage of its broad electrochemical window. I know researchers who mix it with lithium raw materials to build custom electrolytes, chasing after safer, non-flammable alternatives. In extractions or separations, the material enables targeting specific molecules, especially those soluble in organic-rich, nonpolar environments. The chemical resists fouling and degradation over repeated usage cycles, limiting the need for waste disposal and repurchase.

Hazard, Safety Profile, and Regulatory Considerations

Handling any ionic liquid brings questions about hazard and safety. Based on published safety data sheets and my own experience with similar materials, skin and eye irritation can arise from direct or prolonged contact. Some ionic liquids leak toxicity slowly over repeated exposure, mainly through the imidazolium cation. It pays to use gloves and work in ventilated spaces. Accidental spills clean up with basic absorbents, but the strong adherence and density mean they stay put unless physically removed. Waste handling guidelines focus on collection for authorized disposal or incineration, never general drain or landfill. Regulatory classifications under the Harmonized System (HS) Code typically fall under 2933.39 for heterocyclic compounds containing nitrogen, marking it as a specialty raw material in international trade.

Quality Control and Material Handling

Purity for 1-Decyl-2,3-Dimethylimidazolium Bis((Trifluoromethyl)Sulfonyl)Imide matters heavily in sensitive applications. I’ve seen chromatography, NMR, and elemental analysis all used to confirm the absence of water, halide by-products, or residual solvents. Loads can ship as crystals, solid flakes, powder, or as a true liquid, each option depending on the need for accurate dosing or reactive mixing. Packaging isn’t just about containers, but about limiting air and moisture. Moisture scrambles the performance: I’ve had entire batches rendered useless due to careless storage. When making solution mixes, measuring by liter must factor in density for accuracy. Spillage feels expensive, not just in cost, but in wasted effort and disrupted workflow.

Outlook and Improvement Opportunities

Improvements in green chemistry often start with safer, less volatile solvents, and this chemical stands as proof that progress is real. Yet, high costs and some vague toxicity slow industry adoption. More research into biodegradable or recyclable ionic liquids holds promise, especially as lab-scale innovations need scaling up for industry-wide use. Transparency on environmental impact, hazard, and long-term handling brings better buying and using decisions. Setting clear property data and safety guidance lets companies use these advanced materials without guessing and risking harm. Keeping care and diligence in storage, shipping, and disposal builds stronger, safer workplaces, and keeps these resourceful raw materials moving toward better outcomes for chemistry and society.