1-Octodecyl-3-Methylimidazolium Tetrafluoroborate: A Full Commentary

Historical Development

The rise of ionic liquids brought a wave of interest to laboratories and industries hunting for green alternatives to volatile organic solvents. 1-Octodecyl-3-Methylimidazolium Tetrafluoroborate showed up in this landscape during the late 1990s, when chemists began to string together long-chain imidazolium cations with a diverse range of anions, including tetrafluoroborate. The work built on earlier discoveries around room-temperature ionic liquids, with milestones like the first imidazolium ILs in the 1980s, but application-minded researchers pushed for functionalized variants offering low volatility, tailored solubility, and sometimes a touch of hydrophobicity by adding long alkyl tails. Seeing this material emerge, I got skittish about the hype. Real breakthroughs often start quietly, but here it was, boasting real-world uses from nanoparticle synthesis to battery technology within just a few years.

Product Overview

A stubborn, viscous liquid with a characteristically faint odor, 1-Octodecyl-3-Methylimidazolium Tetrafluoroborate moves away from the chalk-and-talk era of basic solvents. Unlike classic lab salts, this one doesn’t throw up a cloud of dust or smell up the room. The liquid form and chemical tenacity stand out and grab your attention right away. You pour it, the glass surface stays shiny, and even under humid conditions, you won’t see crystals forming at the rim like you would with sodium chloride. For curious experimenters and bulk users, it comes bottled in glass or sealed polymer, labeled clearly, reflecting its origins in exacting technical processes rather than natural extraction. Long carbon chains mark a shift away from single-purpose chemicals — lab supply houses and specialty manufacturers started stocking it on the same shelves meant for workhorse reagents, a choice hinting at its potential reach.

Physical & Chemical Properties

The material sits between a thick oil and a sticky syrup at room temperature, holding together without vaporizing or giving off much smell. I’ve noticed it doesn’t flash off easily compared to acetone or hexane — you can handle small open beakers for quite a while before noticing loss to the air. With high thermal stability reaching above 300°C before decomposition, the substance shrugs off the heat from a standard hotplate. The strong ionic lattice brings low volatility, non-flammability, and impressive electrochemical stability (wider than some typical organic solvents such as acetonitrile). The hydrophobic alkyl chain resists water, meaning you won't find it dissolving on contact with a spilled coffee. Tetrafluoroborate anion contributes to overall balance between hydrophilicity and lipophilicity, affecting solvation strength for organic molecules and a broad range of ions. Viscosity runs a bit thick for pumping, especially at cooler lab temperatures, demanding stronger stirring or longer reaction times.

Technical Specifications & Labeling

The label usually reads: "1-Octodecyl-3-Methylimidazolium Tetrafluoroborate, >98% purity, water content <0.5%, appearance: colorless to pale yellow liquid, molecular weight: 494.54 g/mol." The CAS registry number is a must for traceability. Typical containers carry a hazard pictogram — the exclamation mark — indicating attention against prolonged contact despite the lower acute risk compared to volatile solvents. The shelf life stretches beyond a year when stored sealed at room temperature, and lot numbers are stamped for quality assurance and recall if needed. Safety datasheets dive into melting point (around 45-50°C), boiling point (no clear value under atmospheric pressure due to decomposition before boiling), flashpoint (>150°C), and instructions for proper storage away from strong oxidants and acidic conditions.

Preparation Method

Preparation begins with an alkylation of 1-methylimidazole using 1-bromooctadecane under airtight conditions to create the imidazolium bromide salt. Then, metathesis swaps the bromide for tetrafluoroborate by mixing with silver tetrafluoroborate or sodium tetrafluoroborate, followed by filtration to remove insoluble silver bromide or sodium bromide byproducts. Product washes and multiple extractions ensure remaining starting materials and inorganic salts get cleared away. Solvent removal under reduced pressure leaves behind the characteristic thick liquid. Final purification steps often use activated carbon filtration and drying under vacuum, as even low levels of halide contaminants can throw off certain catalytic processes. The method takes some patience for yield optimization, and the cost of silver salt often makes sodium a more attractive option at scale.

Chemical Reactions & Modifications

The imidazolium ring resists nucleophilic attack, but the long alkyl chain invites esterification, oxidative cleavage, or even sulfonation if you want to append other functional groups for task-specific applications. The tetrafluoroborate anion rarely participates directly in organic chemistry, though fluorination under harsh conditions can occur. I’ve run metal nanoparticle synthesis in this ionic liquid to avoid aggregation — its "solvent cage" effect often provides better size control than conventional alcohols or water. Researchers have grafted the cation onto silica and polymers, leveraging the surface-active tendencies driven by the octadecyl tail. Electrochemical windows surpass five volts in inert conditions, making it useful for high-voltage battery research, and the hydrophobic surface steers self-assembling monolayers and phase transfer catalysis.

Synonyms & Product Names

Some vendors shorten the name to "C18MIM BF4" or "octadecylmethylimidazolium tetrafluoroborate." Others stick with expanded forms like "1-Octadecyl-3-methylimidazolium tetrafluoroborate ionic liquid." Academic literature sometimes truncates the cation to "OMIM" plus the anion symbol. Reagent catalogs don’t always agree on the spacing (1-octadecyl-3-methylimidazolium vs 1-octodecyl-3-methylimidazolium), so researchers and procurement staff run into these variations when sourcing. The nomenclature confusion usually slows new users down, so cross-checking by CAS number speeds up ordering and eliminates errors in multi-lingual markets.

Safety & Operational Standards

From a laboratory perspective, gloves are essential, as the long alkyl chain and lipophilic properties mean the liquid can linger on skin longer than water-based chemicals. Unlike solvents with dramatic acute risks, exposure here stresses more on possible chronic effects and environmental accumulation. Working with it, you want efficient ventilation not for fumes but for any accidental aerosolization, especially in large-batch industrial contexts. Storage requires robust sealing, since ionic liquids can absorb water if exposed for days to open air. The tetrafluoroborate anion may hydrolyze slowly to produce toxic boron trifluoride or hydrofluoric acid under moist, acidic conditions, so mixing with strong acids or bases tempts disaster. Industry guidelines recommend periodic inventory and environmental monitoring to make sure used material doesn’t slip out into wastewater streams, given that regulatory frameworks lag behind the accelerating adoption of ionic liquids.

Application Area

Application stretches from the organic synthesis lab to electronics workshops to materials science. I’ve seen researchers use 1-Octodecyl-3-Methylimidazolium Tetrafluoroborate to stabilize gold, silver, and platinum nanoparticles for catalysis or sensing. Battery groups look at it for electrochemically stable electrolytes, while chemical engineers try to enhance liquid-liquid extraction thanks to its selective solubility and high partition coefficients. Textile research sometimes taps into its ability to dissolve cellulose or help spin functional fibers. In phase-transfer catalysis, it bridges organic and aqueous phases, boosting reaction rates or allowing transformations that usually fail in single-phase systems. And with genuine curiosity, organizations explore its antistatic and surface-modifying effects for coatings and films.

Research & Development

Each year brings more publications on new tweaks and uses. Academic labs tailor the alkyl chain length or substitute different anions to tune the liquid’s behavior, hoping to couple efficient synthesis with improved biodegradability. Projects push this molecule into separation science, green chemistry, and even pharmaceutical isolation, as the stubborn stability and unique solubilizing power attract varied interest. Industry pilots test blends in lubrication and anti-wear additives, probing long-term chemical resistance and minimal evaporative loss under stress. Looking at patent trends, companies try to lock in niche claims on applications, chemical modifications, or recycling methods, driving competition and improvements in process development.

Toxicity Research

I remember hesitating before pouring my first measure: little definitive data settled the toxicity debate. Early studies gave conflicting signals, as imidazolium-based ionic liquids performed well in acute toxicity screens but later showed bioaccumulation in aquatic life and slow degradation in soils. The long alkyl tail can penetrate cell membranes, affecting microbial metabolism and, in some cases, fish or invertebrate health. Tetrafluoroborate salts have their own record of concern, especially given slow hydrolysis might generate fluorinated byproducts. Most toxicity studies recommend containment and responsible disposal, not just for lab samples but across industrial life cycles. Newer studies focus on structure-activity relationships, aiming to predict which modifications might minimize ecotoxicity without giving up performance.

Future Prospects

What excites me about the future of 1-Octodecyl-3-Methylimidazolium Tetrafluoroborate isn’t just the chemistry — it’s how researchers and users adapt to new demands. Designers push the envelope in energy storage, from lithium-ion to next-gen sodium batteries. Environmental chemists think about ways to recover ionic liquids from waste streams, hoping to create truly sustainable cycles. There’s a real question around scaling up production safely and affordably, plus a push for detailed lifecycle assessments as the chemical edges into consumer-facing technologies. Training programs start folding ionic liquid handling into undergraduate chemistry, making the next generation more familiar with both the promise and the pitfalls. Long-term, the road to greener, safer chemistry involves honest exchange between scientists, regulators, manufacturers, and communities — and the story of this ionic liquid remains far from finished.



What is the chemical structure of 1-Octodecyl-3-Methylimidazolium Tetrafluoroborate?

Breaking Down the Structure

1-Octodecyl-3-methylimidazolium tetrafluoroborate brings together two building blocks. Picture a long, 18-carbon alkyl chain—the octodecyl part—fused with a 3-methylimidazolium ring. The imidazolium ring stands as a flat, five-membered structure, joined by two nitrogen atoms and three carbons, one of which carries a methyl group. This gives the ring its positive charge. Its positivity draws in the tetrafluoroborate anion, a compact cluster built from boron surrounded by four fluorine atoms. These two chunks stick together not through a bond but through electrostatic attraction, forming what chemists call an ionic liquid.

Real-World Uses and Importance

I first came across this molecule in graduate school, trying to coax stubborn organometallic compounds into behaving in a lab setup. Industry folks know that ionic liquids like this one offer advantages. Many stay liquid at room temperature, shrug off evaporation, and hold up against heat—qualities regular solvents often lack. The octodecyl group in this molecule gives it a greasy tail, making it easier to dissolve oils, greases, and polymers that water won’t touch. The imidazolium core, on the other hand, brings in some stability and boosts the molecule’s ability to interact with both polar and nonpolar compounds.

These structures have been tested in extraction, electrochemistry, and as lubricants. Their use in batteries or solar cells gets lots of attention because they don’t catch fire as easily as organic solvents. That’s a serious safety boost when labs and industry suit up against risks of flammable liquids.

Safety and Environmental Responsibility

It’s easy to get swept away by the promise of new chemicals, but experience tells me you need to think ahead—legacy chemicals can leave problems behind. Ionic liquids like 1-octodecyl-3-methylimidazolium tetrafluoroborate tend to resist breaking down, making bioaccumulation a concern. Independent studies show their toxicity depends on structure: longer alkyl chains like octodecyl seem to increase harm to aquatic life. Safety data from peer-reviewed journals points to the need for gloves, eye protection, and fume hoods due to the possible irritant effects of both the cation and the tetrafluoroborate anion. The fluorine atoms in the anion can release toxic products under fire or acid, upping the stakes for careful handling.

Rethinking Chemical Design and Waste

Solutions exist to tackle these risks. Green chemistry pushes toward molecules that work well but break down safely. Researchers look for ways to cut down the chain length or swap out the tetrafluoroborate group for something less persistent and less prone to forming toxic byproducts. There’s promise in recycling these ionic liquids, capturing and purifying them for reuse, and preventing them from reaching water systems. Policies encouraging companies to adopt safer chemical practices speed up this kind of change. I’ve watched lab protocols grow more careful, guided by environmental data and new waste treatment options.

The Road Ahead

1-Octodecyl-3-methylimidazolium tetrafluoroborate shows how chemistry doesn’t stand still. Its structure brings real power to industrial chemistry and advanced research. People working with these chemicals need solid training, good data, and a commitment to find solutions that stick not just in the lab, but out in the real world where safety, health, and environmental responsibility matter every day.

What are the common applications of 1-Octodecyl-3-Methylimidazolium Tetrafluoroborate?

Real Uses in Everyday Labs

I’ve seen chemical research shape everything from medical treatments to how we clean up pollution, and specialty liquids like 1-Octodecyl-3-methylimidazolium tetrafluoroborate keep turning up in key roles. Chemists call it an “ionic liquid”—sounds simple, but under the surface, it packs some serious abilities. Whenever someone in the lab talks about it, you know they want to create something stable, eco-friendlier, or more efficient.

Chemistry’s Versatile Helper

One spot where this chemical stands out is in green chemistry. Traditional solvents release fumes and demand tough cleanup. This ionic liquid sidesteps most of that by sticking with a low vapor pressure. Spills don’t mean clouds of solvent escaping, so lab air gets safer. Because it doesn’t burn easily, fire risk drops, and that peace of mind matters with hundreds of flasks bubbling away.

Anybody who has spent time running separations or extractions knows regular solvents have limits. 1-Octodecyl-3-methylimidazolium tetrafluoroborate lets chemists pull out target ingredients in chemical mixtures without creating a mountain of hazardous waste. Researchers often point to its ability to dissolve both oils and salt-like compounds—two things that should not mix by standard rules. In practice, it speeds up purification steps and gives cleaner results.

Niche Roles in Industry

Industries obsessed with efficiency—electronics, materials, pharmaceuticals—love to experiment here. I’ve seen papers where it’s used for electrodeposition in batteries and solar cells. Unlike older electrolytes, it can take high voltages and still stay stable, leading to better energy storage and transfer. Gold plating for circuit boards and anti-corrosion coatings often need a liquid that won’t eat away at the equipment but can handle reactive metals. This ionic liquid lines up with those targets.

If you check how dyes and medicines move in water, you might stumble upon studies with 1-Octodecyl-3-methylimidazolium tetrafluoroborate. It acts as a medium for delivering charged molecules with precision. The pharmaceutical field pushes for higher purity with lower environmental costs. This chemical answers that call by replacing harmful organic solvents, slashing pollution from drug synthesis.

Practical Experience and Challenges

I’ve talked with folks who complain about the cost. Pure, specialty ionic liquids rarely come cheap. Production has grown, but labs must weigh the price against the reduced waste and safety gains. Disposal also raises questions; the industry lacks consensus on best practices. Misuse or improper disposal could put strain on water treatment systems, so more training and oversight would help.

Researchers also wrestle with the long alkyl chain here (the octodecyl part). It makes the molecule less biodegradable. Some scientists already test ways to modify the chain for greener results, and I wouldn’t be surprised if we see new formulations soon. Funding support for such green projects could drive changes that help everyone from factory workers to wildlife near chemical plants.

Looking Forward

The big draw isn’t just in cutting pollution or shaving off costs. 1-Octodecyl-3-methylimidazolium tetrafluoroborate gives researchers flexibility, safety, and the chance to find smarter routes through tough chemical problems. With increased attention on green lab practice and industrial responsibility, I expect to see its use grow—especially as people get creative with formula tweaks and recycling programs.

Is 1-Octodecyl-3-Methylimidazolium Tetrafluoroborate soluble in water?

Getting Real About Ionic Liquids

Every time I work with ionic liquids, one thing jumps out: not all of them play nice with water. Take 1-Octodecyl-3-Methylimidazolium Tetrafluoroborate—a mouthful, but also a good test case for what drives solubility. Here’s an imidazolium-based ionic liquid with a long, 18-carbon tail on one end and a popular salt counterion on the other. The question is, will this chemical dissolve in water, or does it want to keep to itself?

Breaking Down the Structure

Every time you add a long alkyl chain (that octadecyl group) to a molecule, you reshape its attitude toward water. Long hydrocarbon chains tend to chase away water; they shun hydrogen bonds and stick together instead. The tetrafluoroborate part is more familiar to chemists, a counterion often found in various ionic liquids, sometimes conferring water solubility when paired with the right partners. This combo gives us a cation that’s both charged and extremely hydrophobic.

What Actually Happens in Practice?

I’ve seen students and researchers try mixing this compound into water, stirring, heating, praying a little, and still facing disappointment. The reason is simple: the bulky, grease-like octadecyl chain wants nothing to do with water, so you don’t get a neat solution. Even if you manage to disperse some of it, what you get is more of an emulsion or suspension, not a true solution at the molecular level. If you look up published research or manufacturers’ documentation, the verdict is clear—this compound barely dissolves in water, if at all.

Why Does Solubility Matter?

There’s a whole world of ionic liquids designed for use as solvents, catalysts, or even anti-static coatings. For a lot of these, water solubility opens up doors in green chemistry and waste valorization. If a compound stays stubbornly undissolved, options shrink. Waste management grows complicated, and the process may need more organic solvents, pushing costs up and environmental impact right along with them.

Is There Any Way Around the Problem?

Back in my lab days, we dealt with limited water solubility by thinking sideways. Sometimes, mixing the compound with a cosolvent—like ethanol—gives you a shot at better dispersion. In industrial applications, surfactants can also lend a hand by helping form micelles, wrapping up those hydrophobic tails so the whole assembly can float happily in water. Changing the counterion is another route. Switch to a more hydrophilic pairing, and suddenly solubility perks up.

Anyone in formulation science learns to respect the tension between hydrophilicity and hydrophobicity. Longer tails almost always tip the scales away from water. That lesson sticks with you, especially when you’re staring at a cloudy flask hoping the stuff at the bottom will one day dissolve. It probably won’t—not unless we rewrite the chemistry.

Looking Ahead in Material Design

This story isn’t just a lesson in solubility. It’s a push for practical design—matching the chemistry to the job, not the other way around. For anyone working on ionic liquids, choose your molecular pieces wisely. Don’t expect a grease-like long-chain imidazolium to play nice with water, but if you need something slippery in a non-aqueous system, it might just be perfect. In the end, chemistry doesn’t listen to wishful thinking, just to structure and environment.

What are the safety precautions for handling 1-Octodecyl-3-Methylimidazolium Tetrafluoroborate?

Understanding the Chemical's Nature

1-Octodecyl-3-Methylimidazolium Tetrafluoroborate grabs the attention of chemists and engineers for its role as an ionic liquid. It helps in tasks like catalysis, electrochemistry, and material science, offering properties that make it valuable and, at the same time, a bit tricky to work with. Through years working with specialty chemicals, I’ve learned that the uniqueness of a substance often carries unique risks. This particular compound can irritate the skin, eyes, and respiratory tract. The tetrafluoroborate anion can also react, under certain conditions, producing toxic gases.

Personal Protective Equipment: Basics That Matter

Skimping on personal protective equipment never led anywhere good in the lab. Nitrile gloves serve as a trusted frontline defense. I’ve found that latex doesn’t handle ionic liquids well, so nitrile remains the glove of choice. Eye protection, preferably chemical splash goggles, shields eyes from unexpected splashes. A lab coat, along with long pants and closed shoes, minimizes the risk of skin contact. For those with respiratory sensitivities or working outside a fume hood, a fitted respirator rated for organic vapors adds another layer of protection.

Ventilation and Spill Preparedness

Open bottles of volatile chemicals outside a fume hood and irritation comes fast. Airflow matters. Fume hoods or local exhaust keeps vapors away from your face. If the setup moves to production, local exhaust ventilation systems or glove boxes with negative pressure give the most control.

Spills happen, no matter how careful you feel. Absorbent pads made for chemical spills soak up the liquid, but I don’t sweep anything under the rug. Wiping down the surface with mild detergent or a 10% sodium bicarbonate solution reduces the risk of residual contamination and hydrolytic release of hydrofluoric acid, especially important since tetrafluoroborate can degrade. Any cleanup waste belongs in a labeled hazardous waste container – never down the drain.

Storage Practices to Rely On

Experience shows temperature swings and humidity encourage chemical breakdown. Airtight containers preserve stability. Desiccators lower moisture risk for long-term storage. Keep the material well-labeled and away from bases and oxidizers, locking it up separately if possible.

I make sure the safety data sheet (SDS) sits within arm’s reach. It’s more than paperwork; it’s the playbook for emergencies, storage, and proper disposal. Reading the SDS before starting new work with a compound has kept me and my colleagues out of trouble.

Emergency and Medical Response

No training prepares you for panic if someone gets exposed and you don’t know what to do. Every lab runs better with eyewash stations and safety showers ready to go. If contact happens, the first step is flushing the area with running water for at least 15 minutes, then heading for urgent medical attention. If someone inhales fumes, fresh air and professional medical support come first. Reporting close calls offers a chance to improve, not to blame.

Building Safer Habits

People trust chemical handlers to do the right thing. Training sessions refresh memory about hazards, new protocols, and equipment. Peer check-ins during risky work build a safety net. Documenting these processes helps trace errors and tighten procedures. Relying on the community and safety culture, more than on any single sign or protocol, gives the real edge in handling ionic liquids like this one.

How should 1-Octodecyl-3-Methylimidazolium Tetrafluoroborate be stored?

Getting Practical: What Makes This Compound Tricky

Anyone handling chemicals knows that storage isn’t about tossing the bottle on a shelf and hoping for the best. This ionic liquid—1-Octodecyl-3-Methylimidazolium Tetrafluoroborate—brings some challenges. It looks oily and seems stable at room temperature, but beneath the surface, every detail counts. Ever cracked open a bottle of a chemical only to find it ruined by a leaky cap, sunlight exposure, or that creeping moisture? That’s exactly the sort of hassle you avoid by following smart storage rules.

Keeping It Dry: Moisture’s the Real Enemy

Water and chemicals rarely mix well. With tetrafluoroborate salts, water can kick off slow hydrolysis. Even a small leak in the cap or a poorly sealed bag can let humidity drift in. Hydrolysis will stir up acidic byproducts, and that can ruin experiments or even put folks at risk. I’ve seen labs lose entire batches because no one double-checked the rubber seal. Stepping into a storeroom and catching that faint, sour smell? That’s usually the warning sign.

A desiccator can save a lot of trouble. Silica gel or molecular sieves tucked near the bottle act as guardians against sneaky humidity. It might feel old-fashioned, but it gets the job done, and that’s what matters most—keeping the compound dry so it performs just like the supplier promised.

Light: Hidden Risks Lurking in the Glow

Tossing chemicals into sunlight or even close to a strong lamp doesn’t fly. Photodegradation sounds technical, but I’ve watched perfectly good ionic liquids turn yellow or cloudy after sitting on a sunny windowsill for too long. Those changes mess with purity, and purity’s what guarantees results. Storing this compound in amber glass bottles makes a huge difference. Tuck them into a low-light cabinet. You won’t need to worry about the small ways light can sneak in and start a slow breakdown.

Temperature: Avoiding Rollercoaster Rides

With ionic liquids, super-high or icy-cold shifts mess with stability. My rule—keep the storage room steady, around normal room temperature. Fluctuations between chilly nights and baking summer afternoons create condensation and stress on the bottle. I’ve seen seals fail, and labels peel right off. Reliable HVAC or even an insulated cabinet keeps things calm, and that calm keeps your compound ready to work.

Safe Storage Means Safe People

Accidents rarely happen when there’s a clear routine and real accountability. I never store chemicals above eye level. If something spills, you want it at arm’s reach—not hitting the floor or, worse, falling on you. Always store the bottle upright, tightly sealed, and away from acids and oxidizers. A spill in a cluttered corner can snowball into a much bigger hassle—corrosive acid clouds, damaged labels, and loss of costly material.

Label everything. Date it, too. Know what’s in the bottle, who last opened it, and where it should be. If you bring new staff into the mix, walk them through your storage setup. None of this is fancy, but it keeps working year after year.

Solutions Rooted in Experience

Storing chemical reagents always comes down to knowing the enemy: moisture, light, heat, and human error. Simple tools—amber bottles, reliable seals, clean dry shelves—pay off every time. Share the knowledge, stay watchful, and let good habits do the work. That kind of philosophy fits both seasoned chemists and newcomers eager to protect people, research, and resources.

1-Octodecyl-3-Methylimidazolium Tetrafluoroborate