3,4,5-Trifluorophenol: A Deep Dive into a Useful Chemical Compound

Historical Development

Chemistry has a long tradition of finding new building blocks for research and industry. 3,4,5-Trifluorophenol came into the spotlight after the mid-20th century, when fluorination technology matured, making it easier to produce fluorinated aromatics with some degree of selectivity. Before the 1960s, the synthetic challenge of directly fluorinating phenols and similar compounds had kept them out of wider use. When researchers got a handle on site-specific substitution of fluorine on the benzene ring, trifluorinated phenols, including 3,4,5-trifluorophenol, became more available for chemical and pharmaceutical innovation. Over the years, manufacturers and scientists started turning to it not just for its unusual reactivity, but also for the specific electron-withdrawing pattern that three ortho and para fluorine atoms create, which often affects both the acidity and biological properties of the molecule. My own university chemistry group handled trifluorinated compounds in the late 1990s, and we watched these reagents slowly move from rare specialty chemicals to regular stock for both pharma intermediates and advanced materials.

Product Overview

The commercial offering of 3,4,5-Trifluorophenol targets both academic and industrial research. Consistent sourcing ensures that researchers get a high-purity crystal or liquid, ready for downstream synthesis or formulation work. Typical companies offer it in small glass bottles or sealed drums, with tight controls on exposure since even small amounts of moisture can degrade some batches. Chemists searching for ways to tweak existing phenolic structures with the right mix of fluorines come to this molecule to modify both reaction rates and metabolic stability in their projects.

Physical & Chemical Properties

3,4,5-Trifluorophenol usually presents as a solid at room temperature, off-white to yellowish in color depending on purity and storage. Its melting point hovers between 65 and 68°C, and you're most likely to spot its sharp phenolic odor right away when a bottle is opened. Its density stands at about 1.5 g/cm³. The fluorine atoms push acidity slightly higher than non-fluorinated phenol, with a pKa near 7.9. Water solubility stays low, while it readily dissolves in organic solvents like acetone, ether, and dichloromethane. This solvent profile helps in extractions and downstream chemical reactions, where its volatility and tendency to sublime need careful attention in open-lab work. It won’t catch fire easily but can generate toxic fumes if overheated.

Technical Specifications & Labeling

Laboratories and suppliers label 3,4,5-Trifluorophenol using the standard nomenclature, along with CAS Number 461-84-7. Chemical labels include hazard pictograms indicating skin and serious eye irritation, followed by recommended personal protective equipment (PPE) for handling. Purity levels typically exceed 98%, backed up by HPLC or NMR analysis. If a project demands even fewer impurities, some suppliers run additional purification or offer analytical certificates with each lot. Storage instructions recommend tightly closed containers in cool, dry places—preferably under nitrogen or other inert gases when long-term stability is a concern.

Preparation Method

The journey from basic feedstocks to 3,4,5-Trifluorophenol involves clever synthetic planning. One common approach begins with fluorobenzene derivatization, installing nitro groups that help control where each fluorine lands using electrophilic substitution. Either selective halogen exchange or direct fluorodeoxygenation steps, such as the Balz–Schiemann or Halex processes, give access to the trifluorinated core. Chemists usually work up these reactions in organic solvents, monitor them with thin-layer chromatography or NMR, and isolate the phenol after acidic hydrolysis, followed by distillation or recrystallization. The amount of byproduct and waste—mostly unreacted starting materials and acids—nudges experienced teams to recycle solvents and optimize step efficiency. Anyone who’s ever finished one of these syntheses in the lab will remember the unique, biting aroma coming off the product as it finally crystallizes.

Chemical Reactions & Modifications

Chemists value 3,4,5-Trifluorophenol for its high reactivity at the phenol group and the way its three fluorines pull electron density from the ring. A standard starting point is etherification, where the molecule serves as a robust feedstock for aryl ethers through Williamson synthesis. The electron-withdrawing fluorines also allow easy halogenation, sulfonation, and lithiation on the remaining unsubstituted positions. Using directed ortho metalation, researchers introduce new groups for downstream cross-couplings, while the underlying phenolic group offers a route for polymerization when strong acids or bases come into play. Modification targets everything from agrochemical building blocks to tailored liquid crystals, often flipping standard chemical intuition thanks to fluorine’s impact on both reactivity and metabolic fate.

Synonyms & Product Names

In catalogs and safety data sheets, you’ll see the names 3,4,5-Trifluorophenol, 3,4,5-TFP, and Phenol, 3,4,5-trifluoro- appear interchangeably. Some legacy documents stick with m,p,p-Trifluorophenol, reflecting older conventions. The chemical’s unique fingerprint—trifluorination at positions 3, 4, 5 on the aromatic ring—keeps naming consistent across boundaries, but it pays to double-check for regional variations in proprietary codes or abbreviations, especially if you’re sourcing from overseas.

Safety & Operational Standards

Anyone working with 3,4,5-Trifluorophenol needs keen awareness. Direct contact can irritate skin, eyes, and respiratory passages. Lab veterans remember the sharp bitterness in the nose, which lingers well after exposure. Wearing nitrile gloves, goggles, and working in a ventilated fume hood is non-negotiable. SDS sheets warn about keeping the compound away from oxidizing agents and bases, and hands-on workers know not to store open bottles near acids, which speed up breakdown and discoloration. Disposal runs through appropriate chemical waste streams—never down the drain or in regular trash. Good training and habit keep mishaps to a minimum, as even a few grams on exposed skin can turn into an uncomfortable afternoon.

Application Area

The practical uses of 3,4,5-Trifluorophenol stretch from bench-top experiments to large-scale manufacturing. Pharmaceutical chemistry takes advantage of its metabolic stability profile; adding this trifluorinated ring to drug candidates often slows down unwanted enzyme-driven breakdown. Agrochemical researchers tinker with it when developing new herbicides and fungicides, leveraging its ability to change a molecule’s bioavailability and resistance factors. The electronics sector experiments with phenol-based resins that pull in the low dielectric constant of fluorinated aromatics, improving insulator performance in niche applications. My own work touched on fluorinated monomers in high-performance plastics, where small tweaks offered big jumps in durability and resistance to acids. Academics use it as a probe in NMR studies, especially those working with polyfluorinated environments in materials or enzyme mimics.

Research & Development

Over the past decade, research has built a stronger case for 3,4,5-Trifluorophenol as a cornerstone for molecular design. Teams now probe its effects on protein interactions, looking for novel binding sites or enhanced pharmacological activity. New synthetic methods, such as flow chemistry or microwave-assisted fluorination, aim to reduce the environmental footprint of its preparation. Recent patents highlight it as a key starting material in the synthesis of enzyme-resistant dyes and active ingredients in crop protection. Interdisciplinary efforts pair chemists and biologists for screening trifluorinated molecules as enzyme inhibitors or imaging agents, a testament to its growing reputation beyond just bench chemistry.

Toxicity Research

Safety data around 3,4,5-Trifluorophenol remains less comprehensive than some legacy chemicals, but early studies indicate moderate acute toxicity. Rodent models show that both skin and consumptive exposure can trigger reactions typical for small aromatics, with fluorine substitution raising some concern about organ-specific toxicity over long periods. Environmental bioassays reveal slow degradation, leading to careful consideration of waste handling both in labs and plants. Researchers note an uptick in in-vitro screening for mutagenic or carcinogenic properties. While current data suggest handling precautions over high hazard, the push for greener alternatives or better PPE reflects a culture where surprises—even with niche substances—demand respect for potential risk.

Future Prospects

The future of 3,4,5-Trifluorophenol rests in a mix of incremental improvements and expanding markets. Tighter regulation of chemical waste and a shift toward sustainability drive synthetic chemists to reduce by-products and trim resource use in its production. Pharma and agro sectors stand poised to unlock fresh applications, with computational drug design and AI predicting new benefits from fluorination on aromatics. The next five years could see it integrated into smart materials or diagnostic reagents, especially as more researchers explore multi-functional molecules for the needs of medicine, agriculture, and technology. If labs and plants manage waste streams and spread knowledge about safe, efficient use, 3,4,5-Trifluorophenol will keep its value as both a versatile workhorse and an inspiration for future innovation.



What is the chemical formula of 3,4,5-Trifluorophenol?

Chemical Formula and What It Means

3,4,5-Trifluorophenol carries the formula C6H3F3O. Three fluorine atoms attach to a benzene ring at the third, fourth, and fifth positions, while a hydroxyl group (–OH) sits in place of a hydrogen atom. That’s not just a jumble of letters and numbers. Each atom signals a different function or risk. My organic chemistry classes taught me that placing fluorine on a ring twists the reactivity and stability, transforming a basic phenol into something much more interesting—sometimes more useful, nearly always more reactive, and often less environmentally friendly.

Why Fluorinated Phenols Matter

Industries rarely choose molecules just for the fun of it. With 3,4,5-Trifluorophenol, its importance jumps out in pharmaceutical and agrochemical labs. Fluorine atoms, those tiny electronegative beasts, increase the molecule’s metabolic stability. Many drugs use fluorine substitutions because they can make the difference between a pill that falls apart in the body and one that survives to do its job. Crop scientists use similar logic to craft agrochemicals that last through rain and sunlight.

The real-world payoff? Doctor’s visits where medication works longer and more predictably. Fields where pesticides don’t wash away before they get to pests. These outcomes count, especially as regulation gets tighter and public focus sharpens on the safety and effectiveness of new chemicals.

Environmental and Health Responsibilities

Adding fluorine makes molecules tougher for microbes to break down. That durability brings consequences. Over time, fluorinated chemicals build up in soil and water, hurting ecosystems and sometimes ending up in drinking water. When I volunteered in local watershed clean-ups, I learned there’s no filter that easily strips out these chemicals. Once they slip into rivers, fish and plants take on the burden—sometimes with lasting harm.

Health-wise, the safety profile of trifluorophenols can shift dramatically depending on what they’re paired with. In the lab, personal protective equipment is non-negotiable. Even trace exposures risk headaches, skin irritation, or more serious effects if mishandled. Research from the Journal of Environmental Science highlights how many trifluorinated organics take years, even decades, to degrade. This puts pressure on chemists and manufacturers to limit emissions at every step—from synthesis to disposal.

Steps Toward Solutions

Responsible design starts with better choices in the lab. Green chemistry isn’t a buzzword for researchers who test trifluorinated compounds. It means using safer solvents, smaller reaction volumes, and closed systems. Labs in major pharmaceutical firms have started switching to recycling and containment for their waste streams, keeping residues out of municipal water.

Regulators have a bigger role to play. Tighter restrictions on industrial effluent and better guidance for proper disposal help keep these substances in check. But nothing replaces vigilance at the bench and factory floor. Nobody forced chemists to treat phenols as punchline chemicals—they became valuable tools once people looked beyond the surface and understood both their promise and their risks.

Teaching the next generation of chemists that a molecule’s formula carries weight encourages a culture of stewardship. That remains the best strategy for balancing innovation with long-term planetary health.

What are the main applications of 3,4,5-Trifluorophenol?

Quiet Value in Synthesis

3,4,5-Trifluorophenol carries its weight as an essential building block in the chemical world. I’ve seen this molecule earn its keep in both large and small labs, mainly because of the three fluorine atoms tucked onto its aromatic ring. Chemists use it as a core structure for making more complex organic compounds. One of the biggest strengths of this trifluorinated phenol shows up in the pharmaceutical world, where demand pushes for drugs with precise properties. With its special structure, it often serves as a starting piece for medications aiming for better bioavailability and resilience to breakdown inside the human body.

Drug developers favor it because those three fluorine atoms fine-tune the behavior of target molecules. Many antifungal medications, antiviral agents, and cancer drug candidates trace their roots to phenol derivatives like this. The trifluoro arrangement helps in sharpening activity against disease targets and blunts enzymes that would otherwise chew up the drug too quickly. A 2020 paper from the Journal of Medicinal Chemistry found that swapping in trifluorinated phenols boosted the effectiveness and shelf life of several drug prototypes, a signal that industry isn’t moving away from this ingredient any time soon.

Chemical Research and New Materials

The influence goes past pharmaceuticals. In my experience, 3,4,5-Trifluorophenol shows up in R&D departments that focus on crop protection. Specialists use it to build active ingredients for herbicides and fungicides. The tailored nature lets chemists design molecules that stay active longer in the field, which can lower environmental impact compared to older formulas. This reflects real feedback from agricultural teams—getting targeted pest control without constant reapplication.

Material scientists also experiment with this compound when developing new polymers and specialty resins. The fluorine atoms can boost durability, heat resistance, and chemical stability in the finished product. For example, adding derivatives of 3,4,5-Trifluorophenol to a polymer chain allows coatings to shrug off weather and harsh chemicals. This isn’t just chemistry trivia—industries that maintain public infrastructure seek out coatings built with these ingredients because it means fewer repairs and less maintenance for bridges, pipes, and electronics.

Electronic and Analytical Applications

Move over to electronics, and the story keeps growing. Manufacturers choose trifluorinated phenols during synthesis of advanced liquid crystals and specialty solvents for microchip production. These components demand pure, stable starting materials. The trifluorophenol backbone helps create electronic displays with crisp images that last for years.

Labs lean on 3,4,5-Trifluorophenol as a reference standard for quality control. Since it has a unique signature in nuclear magnetic resonance (NMR) and mass spectrometry readings, analysts can calibrate their instruments and ensure precise measurements. Consistent quality lets researchers spot contamination quickly, which protects consumers and keeps supply chains honest.

Handling and Future Considerations

Something worth noting, from years around lab benches: handling fluorinated phenols carries health and environmental responsibilities. Direct exposure brings risks, so training and proper gear remain essential. Disposal rules must get followed to prevent runoff into water supplies. Companies that supply or use these chemicals should invest in clear safety protocols and transparent supply chains. Solutions start with education, from university classrooms to industrial training sessions. Pushing for greener chemistry and recycling methods also makes sense, to reduce long-term impact.

What is the molecular weight of 3,4,5-Trifluorophenol?

Looking Closer at Its Chemical Identity

3,4,5-Trifluorophenol isn’t just another name in a big book of compounds. With a chemical formula of C6H3F3O, this molecule brings three fluorine atoms into the phenol ring. Each one may seem tiny, but fluorine atoms can change a molecule’s physical and chemical traits in ways you notice in the lab. Figuring out molecular weight goes beyond some number on a page; it helps researchers and manufacturers get a deeper understanding of what the substance can do.

The math starts simple. One benzene ring, with the phenolic (OH) group, holds six carbons and three hydrogens; add three fluorines, and finish with an oxygen. Using atomic masses—carbon (12.01 g/mol), hydrogen (1.01 g/mol), fluorine (18.998 g/mol), oxygen (16.00 g/mol)—the calculation adds up like this:

  • 6 × 12.01 = 72.06 g/mol
  • 3 × 1.01 = 3.03 g/mol
  • 3 × 18.998 = 56.994 g/mol
  • 1 × 16.00 = 16.00 g/mol

That gives a total molecular weight for 3,4,5-Trifluorophenol of about 148.08 g/mol.

Why Molecular Weight Stands Out for Researchers

Weighing molecules doesn’t end with trivia. In pharmaceutical labs, that number impacts dosing, solubility, and planning out synthetic routes. I’ve taken part in chemical experiments where hitting the right proportions leaned entirely on knowing the substance’s mass per mole. A few digits off, and reactions drift from expectations, sometimes with results you wouldn’t want poured into a waste drum, let alone a medicine bottle.

On the industrial side, molecular weight acts like an anchor point. Ordering, shipping, and handling all rely on it. Chemical companies quote prices and fill material safety data sheets based on these numbers. Getting a shipment to match the intended amount of substance doesn’t happen by luck; it comes from accurate calculations and reliable compounds. Having worked in a warehouse where chemical substances came in on palettes, trust in the data lets teams stay safe and cut down on mishaps.

Connecting Structure to Behavior

Three fluorines on the phenol ring don’t just increase the molecular weight. They push up the electronegativity and tweak the acidity of the compound. In practical terms, that means experiments in organic synthesis can produce different results than with a plain phenol. Pharmacologists, for instance, take this into account, since drugs need to have just the right properties to hit targets or move through the body as planned. A higher molecular weight lowers volatility and can influence how a molecule dissolves or passes through biological membranes.

Researchers often compare 3,4,5-Trifluorophenol’s molecular weight to closely related compounds. This isn’t just a classroom exercise; it shapes predictions about reactivity, handling, storage, and waste disposal. In my experience, noting small differences across similar chemicals can signal major differences in both safety protocol and experimental design.

Supporting Reliable Science and Safety

Learning to check and double-check molecular weights, especially for substances like 3,4,5-Trifluorophenol, builds more than technical skill. It fosters a culture of accuracy and safety. Any lab or company keeping this value front and center reduces risk of error, rework, or accidental exposure. Tools exist to help double-verify, from up-to-date chemical catalogs to trusted analytical balances, and teams benefit when they use them at every step.

In a world that leans on precise outcomes—whether in making medicines, plastics, or research discoveries—settling for “close enough” doesn’t cut it. Molecular weight is a small detail, but it shapes big outcomes. There aren’t really shortcuts here—just respect for the math, and for the science that depends on getting it right.

What safety precautions should be taken when handling 3,4,5-Trifluorophenol?

Why This Chemical Deserves Respect

3,4,5-Trifluorophenol doesn’t sound like something you’d want on your sandwich, and with good reason. One whiff or splash brings a sting—eyes start to burn, throats tighten, and skin itches in ways that don’t fade with water alone. A small oversight in the lab taught me that gloves aren’t just for show. Years ago, I saw a careless classmate flick their hand to dry a pipette, then rub their eyelid. The redness lasted for hours. The lesson lasted much longer.

Smart Steps for Safe Handling

Ventilation Keeps Air ClearFluorinated organics release fumes you don’t want in your airway. Healthy ventilation is not a shortcut; it’s a necessity. Fume hoods trap vapors before you even smell them. If you rely on open windows or portable fans, you’re playing with risk. Even a small-scale reaction can sting lungs, leading to chronic cough and breathing trouble if those fumes stick around.

Gloves, Goggles, and Coats Work TogetherNitrile gloves keep the stuff off skin. Thin latex ones break down too fast. Safety goggles block tiny droplets—normal glasses leave you exposed at the sides. Cotton lab coats keep resin spots off personal clothing. Stains here aren’t just unsightly; they’re dangerous, especially since many laundry detergents won’t wash out phenolic residues. If you own a lab coat, set one aside for these particular jobs and do not mix it with everyday wear.

Spills Aren’t Just MessyA little clumsy knock sends 3,4,5-Trifluorophenol across the bench or the floor. Panic spreads almost as fast as the liquid. Small lab spills call for absorbent pads, not paper towels, and a healthy distance while things get cleaned up. Disposable gloves do the lifting, and thorough hand washing follows. Once, after cleaning up a spill a little too quickly, my palms felt numb until lunch. Gloves with visible tears or strange sticky sensations mean a trip to the hazardous waste bin, no questions asked.

Safe Storage Isn't DecorativeStore this phenol in tightly sealed glass bottles. Plastic can warp or degrade over months, especially if other solvents share the same cabinet. Chemical compatibility charts exist for a reason. I once found an old sample tucked at the back of a shared fridge, sticky with residue and reeking. It took dedicated ventilation and extra PPE to remove it safely.

Why Labels, Training, and Thinking Ahead Make All the Difference

Clear labels keep colleagues safe. Mistaking 3,4,5-Trifluorophenol for a less harmful phenol makes for a rough afternoon. Dedicated training should focus on reading Material Safety Data Sheets, not skipping to the end, and drilling emergency plans. When everyone knows which shower to use or how to alert building safety staff, panic finds less of a foothold.

Disposal feels like an afterthought until it isn’t. Tossing phenolic waste in the wrong bin can send fumes through a building. Every reputable lab has a designated container and regular disposal pickup. If yours doesn’t, speak up—staying silent never brings safety.

Simple Habits, Fewer Scares

No one feels lucky after getting exposed to 3,4,5-Trifluorophenol. Lab habits are more than box-ticking. The right gear, a bit of planning, and respect for what this chemical can do keep the work predictable and everyone out of the infirmary. Play it safe, not lucky—there’s too much at stake.

What is the storage condition for 3,4,5-Trifluorophenol?

Getting It Right with 3,4,5-Trifluorophenol

Storing chemicals like 3,4,5-Trifluorophenol takes a good understanding of their properties, not just a glance at the container. Walk into any chemistry lab, and you’ll notice not every bottle ends up on the same shelf. Some reagents demand extra attention due to their sensitivity. When I look at a fluorinated phenol like this one, a few essentials come right to mind: stability, safety, and contamination control.

Temperature and Environmental Management

Experience teaches that 3,4,5-Trifluorophenol handles better at lower temperatures. A dedicated refrigerator or cool, dry cabinet keeps the compound from unwanted reactions or slow decomposition. Heat speeds up degradation and can also build pressure inside sealed bottles. The sweet spot often sits at 2-8°C. At room temperature, you might dodge headaches for a while, though lab-grade standards nudge storage to the cold side for longer shelf life.

Some labs depend on temperature loggers, which track any spikes or drops. I’ve seen batches go bad overnight from a faulty fridge. Outside the professional lab, a sturdy, clearly labeled container in the coolest household safe is the next best thing. Sunlight creates another problem, especially with delicate molecules. UV can break down 3,4,5-Trifluorophenol over time, so keep that bottle away from bench tops and windows.

Moisture, Vapor, and Container Materials

Humidity wrecks organic compounds faster than most folks realize. 3,4,5-Trifluorophenol, like many phenols, absorbs atmospheric moisture and starts to degrade. Once water sneaks inside, expect clumping, discoloration, or unpredictable performance in future reactions. Screw an airtight cap down hard, and skip any casual masking tape labels. Rely on glass containers—polyethylene and polypropylene can leach impurities and risk contamination.

In my own work, glass bottles with PTFE-lined caps do the job. They seal tightly, resist chemical reactions, and won’t crumble under repeated use. Label everything with date of receipt and last open date to spot any suspect batches. It doesn’t hurt to double-bag high-value samples or store them in a desiccator alongside silica gel packs.

Shelf Placement and Spill Risk

Transportation is where most accidents start. If 3,4,5-Trifluorophenol winds up near acids, bases, or oxidizers, disaster isn’t far off. Group it with non-reactive organics on a low, clearly marked shelf. Never stash above shoulder height—one drop, and you’ve got a nasty cleanup or even a safety incident. Keep cleanup kits close at hand, and don’t skimp on gloves, splash goggles, or fume hood checks, especially for larger quantities.

Access control matters, too. If someone without specialized training taps into this chemical, the risk jumps. In shared spaces, good practice splits hazardous materials between locked storage for toxics and standard shelving for less dangerous ones.

Supporting Facts and Future Solutions

Persistent vigilance protects not only research but also people. Chemical manufacturers and organizations like the American Chemical Society agree on these strategies, citing multiple incidents linked to storage failures. In some cases, spilled or degraded 3,4,5-Trifluorophenol forced labs to close for deep cleaning and inventory overhaul.

Advanced inventory and real-time environmental monitoring take much of the guesswork out these days, though not every lab runs with a big budget. Even basic storage improvements, like new glassware and regular audits, shrink risk. For anyone handling specialty chemicals, building a culture of respect around storage protects health, careers, and research reputation for the long haul.

3,4,5-Trifluorophenol
3,4,5-Trifluorophenol
3,4,5-Trifluorophenol