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Butyl Chloroacetate: A Closer Look at Its Role in Modern Chemistry

Historical Development

Butyl chloroacetate stands as a product of deliberate scientific exploration, not something stumbled upon by accident. Its roots go back to early developments in esterification and halogenation reactions, foundational elements of organic chemistry that shaped much of the 20th-century approach to synthetic compounds. Early chemists, eager to exploit new reaction pathways, recognized the potential in combining butanol and chloroacetic acid. Within research circles, its use marked a shift toward more targeted chemical synthesis, paving the way for advances in pharmaceuticals and specialty chemicals. Over decades, laboratories moved from batch experiments to scaled-up production, aligning synthesis efficiency with rising industrial demand.

Product Overview

Chemists identify butyl chloroacetate as an ester containing both a butyl group and a reactive chloroacetate moiety. This structure delivers notable versatility, allowing the compound to serve as an intermediate in numerous organic syntheses. Not confined to large-scale industry, it has found its way into smaller scale lab work as well. Its unique combination of chemical comfort and reactivity encourages continued use among researchers and product developers looking to achieve specific transformations in their reactions. The product doesn’t boast mainstream recognition, yet its reputation among professionals is strong, showing up in processes where precision and result reliability take precedence.

Physical & Chemical Properties

Examining butyl chloroacetate reveals a clear, often colorless liquid with a pungent odor common to many halogenated organic compounds. The compound owns a moderate boiling point, which supports its handling in typical laboratory glassware without excessive volatility risks. In storage, it tends toward stability, yet contact with water, strong bases, or amines brings about energetic reactions. It dissolves well in a range of organic solvents, a trait that aids its compatibility in multi-step industrial syntheses. Butyl chloroacetate’s chloro group and ester linkage each offer an entry point for further modification through alkylation, hydrolysis, or substitution reactions.

Technical Specifications & Labeling

Labeling butyl chloroacetate requires attention. Its chemical name, structural formula, and hazard warnings must appear in compliance with chemical safety standards, as missed details can lead to significant safety oversights. Proper storage involves sealed containers, away from heat and incompatible substances. Even experienced handlers respect how small errors can trigger unpleasant reactions. Inaccurate labeling has led to more than a few near misses. While purity is often measured above 98% for most applications, any presence of by-products can interfere with delicate end-use processes.

Preparation Method

The most common synthesis involves reacting chloroacetic acid with n-butanol in the presence of a strong acid catalyst, such as sulfuric acid. This Fischer esterification mechanism is familiar territory for organic chemists. After blending the reactants, the system gets gentle warming and continuous removal of water, pushing the reaction toward full conversion. Once the reaction completes, extra purification through distillation or extraction ensures a clean final product. Throughout, attention to reaction time, temperature, and stoichiometry determines the outcome—skill separates a successful yield from a troublesome mixture.

Chemical Reactions & Modifications

Butyl chloroacetate does not sit idle on a shelf for long. Its structure encourages further transformations: chemists might use it to introduce butyl or chloroacetyl moieties to other molecules, accessing reactions like nucleophilic substitution or transesterification. Its ability to react with amines produces butyl glycine derivatives, a route exploited in the synthesis of several bioactive molecules and agrochemicals. In polymer science, it acts as a building block for functional copolymers, leveraging both the ester and the chlorine for varied reactivity. This flexibility feeds its ongoing appeal in research labs exploring new synthetic pathways.

Synonyms & Product Names

Not everyone recognizes the compound instantly, since trade and local naming conventions can cloud identification. Chemists might refer to it as n-butyl 2-chloroacetate, butyl monochloroacetate, or even simply as its CAS number in specialized ordering systems. This assortment of names requires careful attention, especially when importing materials or cross-referencing research literature. Confusion remains a well-known source of project delay or safety concern, underscoring the value of precise communication in chemical procurement.

Safety & Operational Standards

Butyl chloroacetate brings legitimate hazards to the table. The compound’s volatility and reactivity necessitate proper lab protocols, including gloves, goggles, and reliable fume extraction. Exposure through skin or inhalation calls for swift medical intervention—personal accounts from lab technicians detail unpleasant burns and respiratory irritation after minor spills. Its classification under chemical safety regulations highlights the need for tailored handling procedures. Emergency plans should not just gather dust; regular drills and accessible safety equipment serve as reminders that risk accompanies even routine tasks. Regulatory authorities emphasize these points, ranging from OSHA guidance to regional chemical handling requirements.

Application Area

Butyl chloroacetate carries weight in several sectors. In pharmaceuticals, it acts as a synthetic intermediate for more complex molecules, supporting the creation of active compounds with clinical relevance. Agrochemical producers leverage its reactive ester bond to build herbicides and pesticides with increased effectiveness. Within specialty manufacturing, you can spot its influence in the formation of flavors and fragrances, where minor structural changes alter aromatic profiles. In my experience, requests from process engineers stress performance and outcome above cost, reflecting just how integral such intermediates have become to supply chains worldwide.

Research & Development

Increasing attention lands on both green chemistry and process safety in the field of R&D. Labs seek out alternative catalysts, lower-waste synthesis methods, and renewable feedstocks to reduce the environmental footprint of producing butyl chloroacetate. Some groups work on enzymatic or solvent-free routes, trading traditional mineral acids for enzymes that operate under milder conditions. Publications from the past decade show steady progress, fueled by a push to meet stricter sustainability metrics. Feedback from R&D teams highlights the importance of process reliability—any new method must match or surpass current output and quality standards while cutting down on hazardous waste.

Toxicity Research

Toxicological studies on butyl chloroacetate paint a picture of caution. Animal models and cell-based assays reveal its potential to cause irritation to eyes, skin, and mucous membranes. Chronic exposure at elevated levels correlates with central nervous system symptoms, chemical pneumonitis, or organ-specific toxicity. Unlike more benign esters, the chlorine atom brings an extra layer of risk, as metabolic breakdown can generate compounds with higher toxicity. The chemical’s MSDS data are no mere formalities—laboratories approach it with respect shaped by real incidents. Ongoing work investigates long-term exposure limits and better personal protection practices, responding to both regulatory pressure and internal safety audits.

Future Prospects

Looking ahead, butyl chloroacetate will likely maintain its relevance along increasingly sustainable lines. As industries double down on green chemistry, innovations in process efficiency and waste reduction will reshape its production landscape. Regulatory scrutiny on halogenated organics pushes chemists to improve not just performance but environmental impact too. Demand from pharmaceuticals and agrochemicals remains steady, yet any future growth hinges on striking the right balance between chemical convenience and risk management. Automating the handling, boosting recycling of by-products, and refining purification methods stand out as real opportunities. This compound’s evolution provides a glimpse into how industrial chemistry adapts, tackling both technical and ethical demands simultaneously.




What is Butyl Chloroacetate used for?

Why Butyl Chloroacetate Gets the Spotlight in Manufacturing

Butyl chloroacetate doesn’t make headlines, but labs and factories rely on it more than most people realize. The first time I came across this chemical, I was working with a team developing intermediates for pharmaceuticals. The sharp, fruity odor sticks in your mind, and so does the importance of handling it properly. You need gloves, good ventilation, and a respect for what even a small bottle can do in the wrong hands.

How Butyl Chloroacetate Shapes Industrial Chemistry

Butyl chloroacetate serves as more than just another component on a warehouse shelf. This substance lands right in the trenches of organic synthesis. Take pharmaceuticals — chemists regularly use it to introduce butoxy groups or create esters needed for active drug compounds. Without intermediates like this, many drugs wouldn’t make it past the drawing board. While working with colleagues in a formulation lab, I watched a process where a single step using butyl chloroacetate decided the success or failure of what ended up as a kidney medication.

Beyond medicine, companies making pesticides call on butyl chloroacetate to form the backbone of some widely used crop protectants. It acts as a reactant to bind, transfer, or adjust chemical groups that boost the effectiveness or lifespan of these products. Without compounds like this, getting the right performance out of a crop treatment would be far harder, and farmers would have fewer tools during a tough season.

Testing, Perfumes, and Deeper Reach

Perfume blenders and aroma chemists tap into butyl chloroacetate now and again for its distinct scent. Some of the fruity undertones in fragrances show up because this chemical played a small, crucial part during development. In quality control labs, it helps create calibration standards, especially during chromatography runs where accuracy rules the day. I remember a technician pulling a fresh bottle for an LC-MS calibration, knowing that a small error in concentration could throw off months of research.

Is There a Cost to Its Use?

Working safely with butyl chloroacetate isn’t a suggestion; it’s a rule shaped by real-life incidents. Accidental releases or skin contact result in burns, respiratory irritation, or worse. Industry demands strict protocols, from personal protective equipment to storage away from anything flammable. Every technician I know can relay stories about drills and inspections after some careless incident led to a near-miss. This awareness shapes habits and drives research into less hazardous alternatives.

What's Next in Handling and Replacing Butyl Chloroacetate?

Chemists and manufacturers study how to limit exposure and safely destroy unused stock. Local environmental regulations pressure companies to find substitutes or tighter controls. The push for green chemistry nudges research teams to look for materials derived from renewable sources, which would not only reduce hazards but also shrink the environmental footprint. It’s not an easy or cheap pursuit, but over time, innovation follows necessity.

For all its risks, butyl chloroacetate pulls more than its weight in the world of science and manufacturing. It highlights how even unsung chemicals power breakthroughs—if treated with the respect their power deserves.

What are the safety precautions when handling Butyl Chloroacetate?

Why Butyl Chloroacetate Needs Extra Attention

Butyl chloroacetate has a sharp smell that stings your nose and will irritate your skin if you spill some on your hand. I once saw a colleague get a splash on his forearm, and he had a red rash in no time. Digging deeper, this chemical vapor causes trouble for your eyes and lungs, so even a quick sniff is more than enough to trigger a reaction. The potential harm doesn’t stop at irritation. With enough exposure, more severe health effects show up, including chemical burns or lung troubles. The point is, this isn’t the sort of thing you want to treat carelessly.

Essential Safety Precautions

Every time I step into the lab to handle hazardous chemicals, I start by putting on goggles, gloves, and a lab coat. For butyl chloroacetate, not just any gloves will do—choose ones that resist permeation like nitrile or neoprene. Spill-proof shoes and full-length pants serve as a final line of defense. Fresh air is your friend, but a chemical fume hood works even better. Using it keeps vapors away from your face where they can do the most harm.

Face shields are worth considering, especially during transfers or large-volume work. If the liquid splashes, a face shield stops it before it contacts your eyes, mouth, or skin. I once saw someone try to pour butyl chloroacetate onto an open bench—just a recipe for disaster. Stick to the hood and the right tools, and that kind of mess never happens.

Storage Wisdom: Reducing the Risk

Store this chemical in a tightly closed bottle, far from water sources and acids. Leaks corrode shelves and trigger chemical reactions. Designate a specific flammable cabinet, away from food or anything that could produce a spark. That sounds simple, but mixing storage spaces creates headaches down the line. I learned early: A little preparation saves a lot of apologies to the facilities team.

Handling Spills and Exposure

Accidents always catch you off guard, but having a plan makes all the difference. Small spills need absorbent pads rated for organics. Larger amounts call for dedicated spill kits—think sand, inert absorbents, not paper towels. Dispose of everything as hazardous waste, not in a regular trash bin.

If butyl chloroacetate lands on your skin, rinse right away with running water for at least fifteen minutes. Inhalation means getting out into fresh air quickly. Chemical burns or discomfort demand a visit to occupational health, without delay. I’ve seen coworkers wait, hoping symptoms pass. Don’t. Rapid action means quicker recovery and fewer complications.

Training: Building the Foundation

No real substitute exists for hands-on training. Before handling butyl chloroacetate, anyone in the lab should know the risks, the gear, emergency shower locations, and where spill materials are stored. Annual refreshers help too, catching staff or students who might otherwise forget what to do in a pinch. Posting clear instructions on the wall never hurts—panic often erases memory.

Culture of Safety: It Starts with Everyone

Staying safe isn’t about fear or paranoia. It’s about habits that make dangerous tasks routine, rather than risky. Senior staff should show how it’s done and step in when someone cuts corners. In my experience, small reminders—like double-checking glove integrity or securing containers—add up to a workplace where accidents rarely happen. At the end of the day, everyone heads home with all ten fingers and good health, which is really the only thing that matters.

What is the chemical formula of Butyl Chloroacetate?

The Chemical Formula of Butyl Chloroacetate

Butyl chloroacetate shows up in many labs and classrooms, often showing how chemistry lets us shape useful compounds. Its chemical formula is C6H11ClO2. Peeling that back, you see six carbons, eleven hydrogens, one chlorine, and two oxygens. The structure links a butyl group to a chloroacetate, which gives this chemical its properties and role in both industry and teaching.

Why It Matters in Real Life

Ask a chemist or chemical engineer about butyl chloroacetate, and you’ll likely hear stories about making dyes, pharmaceuticals, and fragrances. This compound finds its way into reaction pathways that help synthesize new molecules. I remember working in a university lab, where fumes from a flask of butyl chloroacetate let you know it needed careful handling. That sharp, fruity odor told everyone to respect both the chemical and safety protocols.

Butyl chloroacetate serves as an intermediate. In pharmaceutical manufacturing, chemists use it to build molecules that eventually treat disease. One step in an active pharmaceutical ingredient might rely on chloroacetate groups, and butyl groups can boost the solubility or bioavailability of the product. Each atom in C6H11ClO2 plays a role, from the reactive chlorine to the relatively bulky butyl chain. Without this level of molecular design, life-saving drugs would face bigger hurdles in development.

Safety and Handling: No Room for Shortcuts

Butyl chloroacetate demands respect beyond the chemistry. Exposure can cause skin irritation and harm to your respiratory system. I’ve learned that a well-ventilated fume hood is not just best practice — it’s the difference between a safe experiment and a trip to the emergency room. Industry data backs this up, showing how even small spills or exposure events lead to real health issues. Training and strict labeling can reduce preventable accidents.

Environmental Impact: Thinking Beyond the Lab

The story with chemicals often extends past the production floor. Butyl chloroacetate, if disposed of carelessly, risks harming aquatic life and disrupting natural systems. I’ve seen how hazardous waste programs collect used or leftover chemical stocks, keeping waterways safer. Regulatory bodies like the Environmental Protection Agency set limits and guidelines because everything we use in science eventually reaches outside communities.

Potential Solutions and Best Practices

Switching to greener practices means more than swapping one solvent for another. Identifying alternative reagents or synthetic routes that avoid halogenated compounds can cut down risks and cost in waste management. In academic and industrial settings, updating protocols and investing in better containment pays long-term dividends. My own experience suggests communication between chemists, environmental managers, and regulators leads to better outcomes than isolated efforts.

Final Thoughts

Butyl chloroacetate — formula C6H11ClO2 — doesn’t stay confined to glassware and textbooks. Its story travels from research benches to manufacturing and on to waste disposal sites. The real accountability comes from daily practices and thoughtful choices, ensuring that our work with such chemicals advances health and technology while safeguarding people and nature alike.

How should Butyl Chloroacetate be stored?

The Risks on the Shelf

Anyone working around butyl chloroacetate learns fast that carelessness invites trouble. This liquid brings a sharp smell, and even a tiny spill can make a lab or warehouse reek. Inhalation brings headaches and irritation. If skin contact happens, you’ll feel the sting—and that’s only half the story. Long-term exposure or a large dose has bigger health consequences, including damage to the respiratory system or central nervous system. The chemical isn’t just an issue for people. It can eat at metal, corrode equipment, and damage packaging if left unchecked.

What Secure Storage Looks Like

From hard lessons and decades of safety data, one message sticks: separate, seal, and control the temperature. Butyl chloroacetate finds trouble fast, especially near oxidizing agents or sources of heat. That means a steel cabinet, designated for organics and away from acids and bases, serves best. My old manager used to line storage shelves with shatterproof trays, so leaks don’t spread. Sturdy, clearly labeled glass bottles worked well, with tight lids to block vapors. Metal containers tend to corrode; glass or specialized plastics do the job. Regular folks—or new technicians—sometimes miss the simple stuff. A tight cap helps avoid evaporation, and small accidents can turn into routine headaches without that.

Temperature, Humidity, and Ventilation

I learned to keep the room cool—between 2 and 8 degrees Celsius does it. High temperatures ramp up the risk of fume buildup, and more accidents happen during the summer. Humidity matters as much as heat; moisture in the air can break down the compound, swelling the risk of leaks or container failure. A climate-controlled storeroom, with a reliable air extractor or chemical hood system, limits exposure if a bottle cracks or leaks. Even one slip-up has a habit of making itself known for days, as anyone in a shared workspace will confirm. Regular checks on temperature, and humidity, and sensors for volatile fumes, offer a second line of defense.

Community Health and Regulatory Oversight

OSHA, the EPA, and local fire codes weigh in for good reason. Butyl chloroacetate doesn’t just stress out workers; it threatens public spaces if a big spill happens. A few years back, a poorly managed shipment put emergency crews on high alert for hours. Fines, investigations, and reputational hits followed. Nobody wants to be the story in tomorrow’s news about a chemical scare at the plant next door. Companies that last know the law: secondary containment trays, spill kits, and regular safety drills go a long way toward preventing bigger messes. Training every staff member, not just the old hands, keeps the whole operation safer and more reliable.

Moving Toward Safer Solutions

Not every accident comes from malice. It’s routine, the quick shortcut, that leads to the worst headaches. Automated inventory tracking helps flag expired containers before they break down. Some teams now include sensor-backed alarms on doors, sending alerts if a temperature spike threatens chemical stability. Sharing stories about real accidents, not just rules and abstract risks, motivates better habits. Those steps don’t cost much, but they keep people healthy and companies running. In the end, careful stewardship of butyl chloroacetate protects workers, the community, and the environment—showing respect for a substance that never takes a day off.

What are the physical and chemical properties of Butyl Chloroacetate?

What Makes Butyl Chloroacetate Distinct?

Butyl chloroacetate stands out as a colorless liquid, with a sweetish smell that reminds me a bit of ether or a mild fruit. It isn’t something you want to inhale for fun—fumes can cause irritation pretty fast. Commonly, you see this compound used to make pharmaceuticals and dyes, but anyone who’s handled it will tell you: it isn’t just another building block. Its structure—specifically an ester bond tethered to a reactive chlorine—gives it a sharp edge in chemical reactions.

The Straight Facts: Boiling and Melting Points

This liquid boils at about 195-197°C (383-387°F), which means you don’t need specialized equipment to get it into the vapor phase. That’s crucial for industries, especially during purification or synthesis steps. The freezing point hovers just below room temperature, so you’re always dealing with a mobile liquid unless you crank up your freezer; it won’t turn solid in regular storage or shipping.

Solubility Matters

Butyl chloroacetate won’t play nicely with water—less than 1g dissolves in 100mL—though you can coax it into organic solvents. Ethanol or ether, as people in labs know, dissolve it with ease. This property drives most of its applications. In practice, you end up handling it alongside nonpolar liquids and avoiding water as much as possible, both for efficiency and safety.

Chemical Behavior: What’s Under the Hood?

The molecule carries a chlorine atom, which turns it into an effective alkylating agent. It reacts with nucleophiles, often generating chloroacetic acid derivatives—a popular tool in organic synthesis labs. If you ever worked in a lab making pharmaceuticals, agrochemicals, or even some plasticizers, you’ll know just how versatile this compound proves in forming bonds. Its ability to swap out that chlorine for other substituents opens up hundreds, maybe thousands, of downstream possibilities.

Keeping it away from strong bases and water stops unwanted hydrolysis—nobody wants the ester bond snapping under the wrong conditions, filling the place with corrosive byproducts. People who regularly handle it get used to keeping an eye on labels: store it in glass, dry environments, and keep it away from steel or reactive metals, since the ester and chloride can corrode or catalyze weird side reactions.

Safety—and Why It Matters

Inhaling vapors or spills on the skin sets off irritation fast, and long-term exposure’s connected to nervy symptoms like headaches or nausea. You see the usual protective steps: gloves, goggles, fume hoods. Fire risk isn’t through the roof, but it can still combust if an ignition source pops up, so proper storage and good airflow in the workspace are always top priorities.

Handling and Environmental Thoughts

Lots of chemicals find their way into water systems or air, but butyl chloroacetate’s low water solubility means it moves slowly through soil. Breaking it down takes time since microbes don’t gobble up esters quickly. Good protocols call for containment and responsible disposal, not just dumping it down a sink or into general waste. That takes coordination with qualified waste processors who keep it out of local water tables and community air.

People who work with this compound learn to respect it. The careful balance of properties—volatility, reactivity, solubility—means you can do a lot with it, but you need steady hands, good habits, and up-to-date knowledge to keep everyone safe and to cut back on environmental impact. Like so many things in chemistry, a little diligence goes a long way.

Butyl Chloroacetate
Butyl Chloroacetate
Names
Preferred IUPAC name Butyl 2-chloroacetate
Other names Chloroacetic acid butyl ester
Butyl monochloroacetate
Butyl 2-chloroacetate
n-Butyl chloroacetate
Butyl ester of chloroacetic acid
Pronunciation /ˈbjuːtɪl ˌklɔːr.oʊ.əˈsiː.teɪt/
Identifiers
CAS Number 4478-83-5
Beilstein Reference 1238480
ChEBI CHEBI:8771
ChEMBL CHEMBL1317286
ChemSpider 21538
DrugBank DB14051
ECHA InfoCard 041b8a32-f9b6-4ea6-ac56-5c557fd6c6cf
EC Number 205-316-4
Gmelin Reference 6222
KEGG C19213
MeSH D015376
PubChem CID 31257
RTECS number CN8400000
UNII 6BOO5IG984
UN number UN2347
Properties
Chemical formula C6H11ClO2
Molar mass 150.62 g/mol
Appearance Colorless to pale yellow transparent liquid
Odor fruity
Density 1.1 g/cm³
Solubility in water Slightly soluble
log P 1.84
Vapor pressure 0.6 mmHg (20°C)
Acidity (pKa) pKa ≈ 2.86
Magnetic susceptibility (χ) -7.41×10⁻⁶
Refractive index (nD) 1.424
Viscosity 1.4755 mPa·s (at 20°C)
Dipole moment 2.34 D
Thermochemistry
Std molar entropy (S⦵298) 437.6 J·mol⁻¹·K⁻¹
Std enthalpy of formation (ΔfH⦵298) -538.65 kJ/mol
Std enthalpy of combustion (ΔcH⦵298) -3737.7 kJ/mol
Hazards
GHS labelling GHS02, GHS07
Pictograms GHS02,GHS07
Signal word Danger
Hazard statements H302, H312, H315, H319, H332
Precautionary statements P210, P261, P271, P280, P301+P312, P305+P351+P338, P370+P378, P403+P233, P501
NFPA 704 (fire diamond) 1-2-1-W
Flash point 72 °C (closed cup)
Autoignition temperature 380 °C
Explosive limits Upper Explosive Limit: 11.8%, Lower Explosive Limit: 1.1%
Lethal dose or concentration LD50 oral rat 240 mg/kg
LD50 (median dose) LD50 (median dose): Oral rat 2400 mg/kg
NIOSH WA0270000
PEL (Permissible) PEL (Permissible Exposure Limit) for Butyl Chloroacetate: 1 ppm (5 mg/m³) (OSHA Ceiling)
REL (Recommended) REL (Recommended): 3 mg/m³
IDLH (Immediate danger) 100 ppm
Related compounds
Related compounds Chloroacetic acid
Ethyl chloroacetate
Methyl chloroacetate
Propyl chloroacetate
Butyl acetate