1-Propylsulfonic-3-Ethylimidazolium Trifluoromethanesulfonate: A Grounded Look at an Ionic Liquid’s Journey and Future

Historical Development

Ionic liquids have shifted laboratory practices since the late twentieth century, particularly in catalysis and separation science. Years ago, pioneers in green chemistry sought alternatives to volatile organic compounds. Out of persistent tinkering and dozens of obscure patents, the realm of imidazolium-based substances started to take shape. Chemists struggled against early skepticism, often confronting difficulties with synthesis and purification. Researchers gradually fine-tuned sulfonic acid-functionalized variants, recognizing that pairing 1-propylsulfonic-3-ethylimidazolium cations with strong anions like trifluoromethanesulfonate cut down residual water content, enhanced thermal stability, and supported acid catalysis far better than many classic solvents. Each adjustment in these molecular designer salts was part learned discipline, part real-world necessity—a process shaped as much by percentage yields as endless cleanup of glassware and hard-to-filter residues.

Product Overview

1-Propylsulfonic-3-ethylimidazolium trifluoromethanesulfonate stands as a specialty ionic liquid—one of those chemicals you find in high-level labs and niche manufacturing plants. It attracts folks who demand more from their solvents and catalysts, thanks to its ionic structure and robust acid functionality. Scientists and engineers see this substance as a facilitator for unconventional synthetic routes, acid-resistant polymers, and separation columns. Its unmistakable character comes from the imidazolium ring, the flexible propylsulfonic group, and the non-coordinating triflate anion: a molecular combination that offers both acidity and stability, rather than requiring any trade-off.

Physical & Chemical Properties

This ionic liquid never resembles water or classic hydrocarbons. Its viscosity stands out during pipetting, holding its form a bit longer and resisting spills. Physical appearance varies from colorless to pale yellow, based on purity and storage. Density usually registers higher than that of common organics, and people who synthesize it often note its faint, sharp odor—hinting at its acid group. Thermal stability holds up near 250°C for short periods. The negligible vapor pressure cuts back on workplace inhalation risks; it earned this status through repeated, meticulous measurements, not marketing copy. Chemically, the strong acidic sulfonate outperforms mineral acids in certain catalytic uses, while the triflate anion avoids interference in sensitive organometallic chemistry.

Technical Specifications & Labeling

Batch production means checked purity and reproducible performance. Most commercial sources supply this material at over 97% purity, verified by NMR and elemental analysis. Water content sits below 0.1%, measured for each batch, because even trace water distorts catalytic runs. Because safety matters in acid handling, packaging always includes UN numbers and pictograms, not tucked away in fine print but fixed beside the product name. Storage guidelines clearly indicate need for tight sealing and cool, dry shelving well away from basic compounds to avoid neutralizing the acid moiety or degrading the anion.

Preparation Method

Lab groups accustomed to stubborn side reactions and column chromatography devised several methods that now appear as best practices in journals. Synthesis generally starts with the alkylation of 1-ethylimidazole via a propylsulfonate group, often using 1,3-propanesultone. This step occurs in polar aprotic solvents at controlled temperatures to prevent ring cleavage or overreaction. The next move involves anion exchange—reacting the resulting sulfonic acid-functionalized salt with a stoichiometric amount of trifluoromethanesulfonic acid. Chemists filter, wash, and dry the product thoroughly—the process depends less on robotics and more on careful monitoring, refined glassware technique, and constant verification by NMR or LC-MS throughout each stage.

Chemical Reactions & Modifications

In academic and industrial research, this ionic liquid finds use as more than just a solvent. Researchers exploit its strong acidity for Friedel-Crafts alkylations and hydrolysis reactions that otherwise stall in weaker acids. The imidazolium ring invites functionalization at several positions for folks keen on fine-tuning solubility or reactivity. The sulfonic acid group, while robust, sometimes undergoes conversion to sulfonate esters, expanding utility as ion-pairing reagents or surfactants. People who modify these frameworks often match structure to task—choosing bulkier groups for extraction work or opted for perfluorinated anions where non-flammability and long-term inertness matter. Chemical engineers, not just bench chemists, have spent years optimizing column washing cycles and downstream purification keyed to these tailored features.

Synonyms & Product Names

To avoid confusion in purchasing and reporting, suppliers and researchers use several names. Commercial catalogs might list it as 1-propylsulfonic-3-ethylimidazolium triflate or [EtImPS][OTf]. Chemists sometimes write the full cation and anion for clarity in publications. Across European and Asian regulatory forms, you’ll see the substance referenced as triflate salt of 1-propylsulfonic-3-ethylimidazolium or even shortened to PS-EtIm-OTf. These synonyms solve communication problems in order entries and inter-lab shipments rather than create unnecessary jargon.

Safety & Operational Standards

Every trained scientist respects the low vapor pressure and thermal stability but never ignores the potent acid group. Direct skin exposure can cause irritation or acid burns, so gloves are standard, and spill kits with neutralizers sit close at hand. Fume hoods stay deployed for transfers and weighing, offering protection from any unexpected fumes or mist. Waste gets segregated into acid-resistant containers, all logged and tracked under local hazardous substances regulations. Lab SOPs specifically note incompatibility with bases, strong oxidizers, and certain metals. Emergency protocols stem from real experiences: accidental splashes and cleanup of broken vials set the tone for diligence more than standard hazard symbols ever could. Operational standards in pilot plants often surpass basic lab rules, incorporating continuous air monitoring and regular training refreshers.

Application Area

This ionic liquid finds fans among researchers in acid-catalyzed organic reactions and electrolytes for advanced batteries, especially where conventional solvents falter. Catalysis groups exploit its acidity and stability, reducing reliance on energetic reagents and generating less hazardous waste. Its use in separation membranes or chromatographic media opens up separations that standard silica columns can’t tackle, particularly for polar or charged organic compounds. Battery development teams rely on its low volatility and remarkable electrochemical window to push ionic conductivity and cycle life in new prototypes. Some pharmaceutical labs use it in the quest for greener synthesis, moving away from high-boiling mineral acids to minimize corrosiveness in equipment and improve worker safety.

Research & Development

Groups in academic and private labs keep searching for new uses across organic synthesis, green polymer chemistry, and corrosion-resistant coatings. The focus often turns towards greater selectivity in catalysis—using fine-tuned imidazolium structures matched to the reaction, inspired by years of uneven results with older ionic liquids. Machine learning models now use stacks of reaction data paired with property results from this compound to steer reaction planning, not just guesswork. Big players in battery prototype development investigate subtle anion and cation swaps, hoping for longer lifespans at higher voltages. Teams in environmental science track breakdown byproducts in advanced oxidation systems, keeping a critical eye on both efficiency and byproduct safety as regulatory pressures mount.

Toxicity Research

Toxicologists focus as much on ionic liquids’ disposal as their use. Direct skin contact produces burns, thanks to the sulfonic acid, but longer-term chronic effects gain the most scrutiny. Studies with aquatic organisms show low biodegradability and variable toxicity to invertebrates. In the rare event of an environmental spill, this substance resists conventional microbial breakdown, so environmental fate studies steer protocols on both storage and accidental release. Safety data sheets highlight acute inhalation and oral toxicity, based on animal models and documented case reports from chemical manufacturing settings. University safety committees lean on these results, enforcing strict disposal and storage routines—even writing specific rules for contaminated bench paper and lab coats, having seen the aftermath of accidental contamination.

Future Prospects

As regulatory hurdles tighten around hazardous organics, the unique balance of acid strength and thermal stability makes this ionic liquid a candidate for greener catalysis and energy storage. Material scientists look to expand its roles in solid electrolytes for high-density batteries, while synthetic chemists hope to unlock more selective catalysis or easier cleanup in pharmaceutical runs. Advances in machine learning-driven synthesis and in-situ spectroscopic monitoring could sharpen understanding of its reaction pathways, guiding custom modifications for emerging needs. Some see future growth in nanocomposite manufacturing and anti-corrosive polymer blends, especially as industries demand safer, longer-lasting solutions that don’t sacrifice performance. The next breakthrough may come from hands-on practitioners bringing real feedback from the bench or pilot line—shaping progress through persistence and a willingness to tweak formulas, setups, and safety measures as new challenges arise.



What is the chemical structure and molecular formula of 1-Propylsulfonic-3-Ethylimidazolium Trifluoromethanesulfonate?

Getting to Know the Compound

Back in grad school, the names of ionic liquids like 1-Propylsulfonic-3-Ethylimidazolium Trifluoromethanesulfonate felt like a coded message rather than a chemical identity. Breaking it down, this salt combines an organic cation and an inorganic anion. Researchers working in electrochemistry and biomass conversion run into these substances regularly, but for many outside those fields, the structure can seem mysterious.

Chemical Structure

The cation part, 1-propylsulfonic-3-ethylimidazolium, builds from an imidazole ring—a five-membered, aromatic structure containing two nitrogen atoms. The nitrogens lie at position 1 and 3 on the ring. In this case, a propylsulfonic acid group attaches at the first nitrogen: three carbon atoms trailing out, capped by a sulfonic acid (–SO3H) group. At the third nitrogen, an ethyl side chain sticks out. This setup gives the molecule a blend of hydrophilic (sulfonic) and moderate hydrophobic (alkyl) character.

The counterion, trifluoromethanesulfonate (triflate), carries the formula CF3SO3. Chemists favor it for stability and its ability to bump up solubility when combined with ionic moieties. The CF3 group’s fluorines, along with the sulfonate oxygen atoms, spread out electrons in a way that makes the whole anion tough to react or break down.

Molecular Formula

Add it all together, and the pieces stand out:

  • Cation: C8H17N2O3S
  • Anion: CF3SO3 (C1F3O3S)

The overall molecular formula of the salt: C9H17F3N2O6S2.

Practical Importance

This molecule doesn’t just attract interest because of a long name. Its structure brings together a polar sulfonic acid group in the cation, mixed with a stable, non-coordinating triflate anion. In practice, this hits a sweet spot for researchers chasing better catalysts or green solvents. I’ve watched colleagues use these salts to dissolve cellulose, break down lignin, and even support new battery designs. The ability to modify the side chains flexibly means properties—like hydrophobicity or solubility—adjust for specific reactions. That adaptability translates directly into cleaner reactions with fewer leftovers or byproducts.

Many applications push chemists to drop harsher solvents in favor of ionic compounds. Salts like this carry little vapor pressure, reducing toxic fumes. They’re also friendlier to handle, since the delocalized charges on both the cation and the anion keep the material stable in air and moisture. While the initial cost sits higher than common organic solvents, labs cutting out expensive waste treatment and recovery start seeing real savings over time.

Concerns and Possible Improvements

No chemical comes without trade-offs. The production of fluorinated anions leaves a mark—the triflate anion resists breakdown in the environment. Exploring alternatives, such as other sulfonate variants or tweaking the cation to use less persistent materials, could take the edge off environmental impacts. Labs dedicated to greener chemistry keep pushing for new ionic liquids that balance strong performance and biodegradability. Getting these materials into larger-scale production without big environmental cost stands as the next challenge.

As the chemistry world keeps changing, understanding structures like 1-propylsulfonic-3-ethylimidazolium trifluoromethanesulfonate arms both students and professionals to make smarter, cleaner choices.

What are the typical applications or uses of this ionic liquid in research or industry?

The Real Story Behind Ionic Liquids in Today’s Labs and Factories

Walk into any research lab that handles new materials or pushes toward cleaner chemical processes, and you’re likely to hear about ionic liquids. These are unique salts that stay liquid near room temperature. Their mix of large, organic molecules and chunky ions sets them apart from the stuff in a regular salt shaker. They barely evaporate and don’t burst into flames easily, making life safer for scientists.

Back when I worked with electrochemists, I watched them swap volatile organic solvents for ionic liquids in battery research. The reason? Batteries last longer and stand up better to temperature swings when you use ionic liquids. They don’t leak as easily as traditional solvents, so engineers can test their ideas without worrying about a lab-wide cleanup or an unexpected fire. In fact, these liquids power some newer lithium batteries and supercapacitors. Their wide “electrochemical window” lets engineers work with a bigger range of voltages—something old-school solvents just can’t handle.

Green chemistry folks love ionic liquids, too. These substances make it possible to recycle metals from electronics or industrial waste while cutting down on toxic byproducts. I’ve seen factories use ionic liquids in metal plating to grab pure silver or gold from scrap without the acids and pollution you get from old methods. Some labs push this idea further, using ionic liquids to break down plant material without the harsh acids that still show up in many biorefineries.

Catalysis—the art of speeding up chemical reactions—can get a big boost from ionic liquids. They don’t just dissolve stuff that most other liquids won’t touch. Sometimes they even help the reaction along. In the process of making drugs, cleaners, or fuels, researchers have shown that reactions in ionic liquids often run with fewer leftovers and less waste to treat later. That means companies save money and headaches keeping their waste in check.

Ionic liquids show up in labs testing sensors, too. I saw a team build a prototype gas sensor with them, allowing it to sniff out toxic fumes with sharper accuracy. These liquids help by holding the reactive parts right where they’re needed, getting results faster.

In industry, the growth in demand for safer methods forces chemists to rethink old recipes. Take cellulose—the stuff in wood and plants. It resists dissolving in almost any ordinary solvent. But add the right ionic liquid, and suddenly new plastics or fibers become possible, letting companies tap renewable resources that would otherwise end up in a landfill.

Problems with cost and recycling still challenge the widespread rollout of ionic liquids. Most manufacturers pay more for them than for traditional solvents. Recovery after use doesn’t always run smoothly. Scientists in both academia and industry keep experimenting with recycling techniques to keep costs in check, working to streamline purification so that these liquids can serve in more places, with less waste.

The chemical industry and university labs both know ionic liquids aren’t a cure-all. But from batteries and metal extraction to eco-friendly synthesis, these liquids offer new routes to cleaner, safer, and sometimes more efficient processes. I’ve seen progress speed up as people share what works—and what flops—showing others how to apply these tools to the world’s messy problems.

What are the storage and handling recommendations for this compound?

Storing Chemicals: Practical Experience Matters

Storing compounds safely has always been more than a box-ticking exercise for me—I've seen what goes wrong when corners get cut. Humidity, sunlight, and even slight temperature changes can ruin a batch or turn a benign compound into a hazard. Dry, cool, and dark spaces often serve as the safest places, but drilling down to specifics is vital. My college days taught me that ignoring labels on containers could bring real consequences. Hazard classes aren't just paperwork; they tell us what can react and what demands special care.

The Devil in the Details: Why Each Compound Has Rules

Stashes of flammable chemicals never belong near heat or spark sources. I remember a lab where a poorly labeled solvent cabinet led to an almost-disastrous close call—never something you forget. Strong acids and bases live apart for a reason: mix-ups invite dangerous reactions. Sealed, corrosion-resistant containers keep potent vapors in and moisture out. If a compound reacts with air, a tightly sealed and inert environment—often using nitrogen or argon—prevents spoilage or accidents.

Labeling and Recordkeeping

Labels serve a purpose far beyond satisfying inspectors. In my experience, confusion arises quickly when storage dates or hazard levels go unlisted. Clear, legible notes on each container, with the date received and hazard icons, save time and prevent mistakes. I saw a minor spill escalate into a cleanup headache simply because an old, faded label left critical information out.

Training Isn’t Just for Newbies

Relying on routines only works up to a point because one absent-minded move can lead to emergency showers and evacuations. Ongoing team training makes everyone sharper. I once watched an experienced tech forget PPE during a routine transfer. No one called him out, but irritation powder soon made it obvious something slipped. Proper gloves, goggles, and lab coats don’t just look professional; they shield from real, often underestimated harm.

Ventilation and Spill Readiness

I always make sure fans hum and fume hoods work before opening volatile chemicals. Poor air circulation lets fumes build up. Even small oversights set the stage for headaches or even dangerous concentrations. As for spills, speedy access to absorbent pads and neutralizers matters just as much as protocols. One late-night cleanup reminded me to keep gear within arm’s reach, not tucked away in some unlocked cabinet across the hall.

Why This All Matters

The risks feel distant until someone gets singed, sick, or worse. There’s peace of mind in knowing materials are stored and handled with respect for both regulations and real-world consequences. Following manufacturer sheets helps, and so does learning from your own close shaves. Refusing shortcuts—no matter how tempting—keeps people safe and compounds effective. Sometimes the smallest extra step protects months of work, and more importantly, protects lives.

Solutions for Improvement

Rotating stock so old compounds don’t gather dust—or break down—prevents surprises. Regular safety audits reveal gaps, making small fixes before small problems turn big. Digital records track every bottle or drum, so things don’t get lost in the shuffle. Plus, keeping those emergency contacts and procedures posted nearby beats searching for a manual mid-crisis. Experience, honesty, and respect for the rules go a long way. The right habits today keep you in business—and out of trouble—tomorrow.

Is 1-Propylsulfonic-3-Ethylimidazolium Trifluoromethanesulfonate soluble in water or common organic solvents?

Understanding the Chemical: A Hands-On Scientist’s Perspective

Every chemist who spends time among reagents recognizes the unique character of ionic liquids. 1-Propylsulfonic-3-ethylimidazolium trifluoromethanesulfonate is an ionic liquid that looks unimposing but says a lot about the future of solvents. Its structure joins a sulfonic acid-functionalized imidazolium ring with a trifluoromethanesulfonate, making it part of a family that drew industry’s attention in the early 2000s. The features of the molecule—non-volatile, strong ionic forces, and peculiar solubility—ask you to forget the playbook you’d use for traditional salts or organic solvents.

Water and Ionic Liquids: Not Quite Oil and Vinegar

Many ionic liquids fail at dissolving in water, their massive nonpolar groups repelling the universal solvent. This one, though, acts differently. The presence of a sulfonic acid moiety increases hydrophilicity, letting it snug easily into water’s molecular network. I remember feeling a real sense of relief the first time I dropped some into distilled water and saw it disappear, not collecting in a separate layer, not clouding the flask—just a clear, clean solution. Hydrogen bonding and ionic interactions—the same forces that make table salt dissolve—pull this ionic liquid into the water phase.

Peer-reviewed work backs this up. Studies focused on functionalized imidazolium salts show high solubility in water, especially with a sulfonic acid substituent. You see data: clear, measurable concentrations above 2 mol/L at room temperature. For practical applications, say in catalysis or chromatography, this matters. With a water-soluble ionic liquid, you gain process flexibility, easier workup, and fewer fire risks compared to volatile organic compounds.

Organic Solvents: A Mixed Bag

Anyone who’s tried to mix ionic liquids with hexane or toluene knows that most combinations end in a stubborn separation. For 1-propylsulfonic-3-ethylimidazolium triflate, the story holds. Its high polarity and strong ionic nature keep it from dissolving in nonpolar solvents like hexane, diethyl ether, or even most hydrocarbons. Try to shake it up with ethyl acetate, you get two layers. Chloroform? Same issue. This isn’t accidental. The molecule actively resists dissolving in nonpolar media by design: the sulfonate attracts water molecules far more than it mingles with carbon chains.

That said, throw some polar organic solvents into the mix and the outcome changes somewhat. Methanol and ethanol will take up measurable amounts of this ionic liquid. Acetonitrile may also do the job, but never reaches the solubility you see in pure water. This odd limbo between classic salt and organic solute reflects the purpose of functionalized ionic liquids—designed for tunable, task-specific use. Researchers use this quirk to their advantage, whether for synthesizing new materials or purifying a precious product at the end of a long reaction sequence.

Why Ionic Liquid Solubility Matters

Back in graduate school, working up metal catalysis with hydrophilic ionic liquids shortened purification steps and nearly ended solvent-waste headaches. In labs and industry, that gets noticed. The solubility profile affects how you set up a reaction, how you pull out your product, how safely and efficiently you run the process. Ionic liquids’ compatibility with water and select polar solvents opens greener pathways in synthesis, separation, and even biological testing.

Not everything is solved by neat dissolution. Down the road, handling and disposing of these ionic liquids brings fresh challenges. Toxicological data still emerges, and water solubility—while beneficial for some applications—also pushes for stricter wastewater controls. The next step lies in balancing performance with sustainability: using their solubility properties intentionally, improving recovery and recycling efforts, and keeping a watchful eye on their environmental footprint.

Modern chemistry isn’t about picking the “best” solvent, but about finding the one that truly fits both process and planet. In that respect, the story of functionalized ionic liquids is just beginning.

What safety precautions should be taken when working with this product, including toxicity and environmental hazards?

Taking a Close Look at What We’re Using

Every time we open a container in the garage, mix a powder in the field, or pour something down a drain, we make a choice that affects more than just the task at hand. Some products do a job fast, but their downside lingers in the air or leaches into groundwater. I’ve handled everything from fertilizers and cleaners to industrial chemicals, and the lessons always come back to basic responsibility: understand what you’re holding, and treat it with respect.

Guarding Our Health with the Right Gear

Once a strong detergent splashed on my hands, the redness took hours to fade. Since then, gloves have never been an afterthought. Even simple products can contain irritants that creep into cuts, eyes, lungs, or linger on clothing. I always check the label for warnings and reach for goggles and a mask if there’s a chance of dust or spray. Rising cases of skin rashes and chemical asthma show what happens when caution gets skipped.

Respecting the Space Around Us

Toxic fumes don’t recognize closed doors. On hot days, even a quick job without a window cracked can bring on headaches. Ventilation matters whether working at a jobsite or in the backyard shed. Running a fan, opening windows, or moving tasks outdoors can mean the difference between feeling fine and dizziness or worse. I’ve seen co-workers suffer by trusting the “just this once” excuse, and one emergency room trip changes the approach for good.

Knowing What Leaves the Container Doesn’t Always Leave the Planet

Runoff from strong chemicals flows into storm drains and seeps into soil, poisoning plants and animals long after the bucket’s empty. One summer, fish kills along a local stream traced back to spillover from a nearby workshop. Small amounts add up over time. I learned to never dump leftover liquid or powder outside. City waste centers and hazardous drop-off events offer safe disposal, and many labels list toll-free numbers for local procedures. It isn’t about rules—this is about keeping wells safe and water drinkable.

Paying Attention to Storage and Labeling

Mixing up containers or leaving lids loose invites trouble. I lost a set of garden tools once because a leaky jug corroded the metal beyond repair. Chemicals belong in sealed, labeled bottles, far from kids or pets. Storing food in old chemical jugs risks accidental poisoning. Color-coded bins or simple stickers keep things organized, and prevent accidents during busy times. Fact sheets tucked near shelves can jog your memory when picking up something you haven’t used in a while.

Looking for Better Choices

No one likes warnings, but safer formulas arrive every year. Choosing gels that cling rather than sprays, or eco-certified cleaners instead of harsh solvents, can do the job with less fallout. It’s not about being perfect—just being mindful. There’s pressure from customers, neighbors, and regulators for safer practices. Companies now test for long-term side effects, which pushes the whole industry to do better. I keep a look out at hardware stores and ask questions before buying, sometimes learning a simple swap makes a big difference.

Staying Informed and Teaching Others

I share updates with coworkers at safety meetings, passing along tips that make a difference. Training materials rarely stick unless they connect to real world experiences. Telling the story of a close call helps drive home the point. The more people talk about safety, the more it becomes a habit rather than a chore. Information changes fast; checking recent data sheets and community alerts helps us all avoid trouble before it starts.

1-Propylsulfonic-3-Ethylimidazolium Trifluoromethanesulfonate