3-Chloro-1-(4-methoxybenzyl)-propanol: A Comprehensive Look

Historical Development

Chemistry often feels like a long, cooperative hike, with new compounds emerging as stepping stones shaping industry and science. 3-Chloro-1-(4-methoxybenzyl)-propanol came to prominence as researchers in medicinal and industrial chemistry started pushing past the limitations of simpler benzyl alcohols. This compound traces its roots to classic Friedel-Crafts alkylation methods, which chemists began utilizing more widely in the late 20th century, followed by the expansion of nucleophilic substitution approaches to incorporate chlorine atoms strategically. Its journey owes much to the rising need for functional intermediates in pharmaceutical research, agrochemical discovery, and the making of specialty materials. Over time, its synthetic pathways grew more refined as teams sought high purity, straightforward isolation, and reduced byproduct waste, concerns mirrored across the fine chemical landscape.

Product Overview

At its core, 3-Chloro-1-(4-methoxybenzyl)-propanol is an organic intermediate built from a propanol backbone, tweaked with a chlorinated substituent and anchored by a para-methoxy-substituted benzene ring. Labs and companies treat it as a key scaffold for assembling more complex molecules, often valuing its unique reactivity profile. The presence of both a hydroxyl group and a benzylic ether broadens its potential as a synthetic handle. Various supply chains capitalize on its role in custom synthesis, where reliable chemical behavior counts for more than fancy branding or broad hype. For researchers, its structure means routes to aryl ethers, functionalized amines, and even more specialized molecular fragments open up, supporting discovery and innovation in fine chemicals.

Physical & Chemical Properties

Having worked with plenty of halogenated benzyl alcohols, you get used to their subtle aromatic odour and medium viscosity. 3-Chloro-1-(4-methoxybenzyl)-propanol typically appears as a colorless or faintly yellow liquid, clear under standard lighting. Its molecular weight sits at about 214 g/mol, reflecting the extra mass from chlorine and methoxy substituents. It dissolves well in common organic solvents like dichloromethane, ethyl acetate, and THF, though less so in water, due to the aromatic and alkyl regions. The hydroxyl group lends moderate polarity, giving it some versatility in extraction processes. Boiling points often range between 135–140 °C at reduced pressure. Reactivity leans on the electrophilicity at the benzylic position and nucleophilic attack around the alcohol function, especially important in designing downstream chemical sequences.

Technical Specifications & Labeling

Practical chemistry demands clear, reliable labeling and a strong commitment to standards. Purity levels for 3-Chloro-1-(4-methoxybenzyl)-propanol generally exceed 97%, confirmed through HPLC or NMR. Trace byproducts, particularly unreacted chlorinated propanol, often get tracked using GC-MS for tight quality control. Bottles carry hazard pictograms flagging irritant and environmental risks, reflecting global standards. Labels also show batch dating, production site, storage recommendations, and a QR code linking to material safety data sheets. For those in regulated spaces like pharma or crop science, full traceability, residual solvent logs, and compliance documentation prove just as important as the product itself.

Preparation Method

Synthesis starts with a Friedel-Crafts alkylation, attaching the propanol chain to the para-methoxybenzyl core. Common protocols use 4-methoxybenzyl chloride with an excess of 3-chloro-1-propanol under controlled conditions. Catalysts like AlCl3 or FeCl3 direct the alkylation efficiently. Careful temperature regulation preserves yield and minimizes over-substitution on the aromatic ring. Some routes skip direct chlorination in favor of epoxide intermediates, especially for those looking to avoid handling free chlorine or reduce halogenated waste. After reaction, the product undergoes liquid-liquid extraction, then silica column chromatography, purifying out any isomers or color bodies commonly found in side reactions. Even with scale-up, robust agitation and phased reagent addition stand out as keys for reproducible product.

Chemical Reactions & Modifications

Every working synthetic chemist recognizes this compound’s appeal for functional transformations. The primary alcohol can form esters, amides, or react through Mitsunobu conditions. The chloride acts as a handle for nucleophilic substitution, letting amines, thiols, and carboxylates shuffle in efficiently. Strong bases enable alkoxide formations, yielding ether derivatives useful for solubility modulation or as protecting groups. The methoxy group typically resists harsh acidic or basic environments, conferring stability to the aromatic system in multistep synthesis. Reductive or oxidative manipulations target the benzylic position, giving paths toward carboxylic acids or ketones. This flexibility makes it not just a static reactant but a building block supporting library development in early-stage drug or agrochemical discovery.

Synonyms & Product Names

Language in chemistry can get messy, but accuracy aids sourcing and regulatory affairs. Alternative names for 3-Chloro-1-(4-methoxybenzyl)-propanol include 4-methoxybenzyl-3-chloropropanol and p-anisyl-3-chloropropanol. CAS number 846037-06-5 and various supplier-specific codes help with cross-referencing. Labs ordering custom synthesis sometimes encounter synonyms incorporating the terms "anisyl" or "chloropropanol" as shorthand, but precise reference ensures the wrong regioisomer doesn’t slip through. For those navigating international catalogues, recognizing variations in naming conventions actually avoids regulatory delays and costly errors, especially given the strict controls on chlorinated aromatics in many regions.

Safety & Operational Standards

Safety cannot take a back seat, especially with organochlorine compounds. Direct skin, eye, or respiratory contact causes irritation—gloves, goggles, and well-ventilated benches remain basic requirements. Storage in tightly sealed amber bottles protects product stability and reduces accidental exposure. Spills get cleaned promptly, since chlorinated volatiles and dust can trigger acute health reactions. Disposal demands strict compliance with hazardous waste protocols, as many places classify chloropropanols as environmental hazards. Concentrated handling requires fume hoods, and regular updates in safety documentation keep teams alert to evolving regulations. In the bigger picture, responsible management of chlorinated intermediates builds trust between suppliers, labs, and end-users, whose work relies not just on precise chemistry, but also on robust workplace habits.

Application Area

Researchers and industrial chemists reach for 3-Chloro-1-(4-methoxybenzyl)-propanol when building small molecule scaffolds, especially in drug development, materials design, and crop science. Its reactive positions allow rapid derivatization, a priority for pharmaceutical teams screening large molecular libraries hoping for “hits” in early-stage assays. In fine chemistry, it acts as a precursor to ligands, complex resins, and heterocyclic frameworks. Drug discovery programs see value in its balance of stability and reactivity, allowing its core to persist through tough conditions then transform efficiently in later steps. Some teams also explore its antibacterial or antifungal properties, though practical applications usually focus on it as an intermediate, not a finished product for direct use.

Research & Development

Modern R&D in organic synthesis turns to this compound for its clear versatility and reliable downstream behavior. Medicinal chemists tune its substituents to explore SAR (Structure Activity Relationship) landscapes, often swapping the methoxy or altering the chain for improved potency or selectivity. In my experience, high-throughput screening pushes suppliers to refine batch consistency and minimize impurity profiles, so every tub arrives with the same reactivity. Companies working in green chemistry investigate less toxic routes, aiming to avoid harsh chlorinating agents or discover biocatalytic alternatives to traditional Friedel-Crafts steps. Improving atom economy, reducing hazardous byproducts, and automating process control represent regular topics at academic-industry conferences, fueling partnerships among synthesis specialists, analytical chemists, and process engineers.

Toxicity Research

Toxicologists keep a cautious eye on chlorinated intermediates, given their track record for persistent, sometimes disruptive biological effects. Early studies with 3-Chloro-1-(4-methoxybenzyl)-propanol report moderate skin and mucous membrane toxicity; extended exposure can sensitize skin or spark allergic responses. Animal trials point to low acute toxicity but identify organ-specific risk at high, repeated doses, especially to the liver and kidneys—a common trend among lower molecular weight chlorinated aromatics. Environmental scientists worry about slow degradation in soil and water, which nudges R&D toward finding alternatives or containing waste tightly at the point of generation. Data gaps remain, especially around long-term ecological impacts and potential breakdown products, motivating industry-wide reviews and tighter reporting obligations. Ethical chemical management means preemptive health monitoring for teams and ongoing transparency about known risks.

Future Prospects

The future for 3-Chloro-1-(4-methoxybenzyl)-propanol stands at a crossroads, shaped by the drive for safer, cleaner, and more efficient organic syntheses. Research teams develop greener and less wasteful synthesis routes, looking to swap harsh reagents for milder, often biobased catalysts. Pharmaceutical and agrochemical projects continue to use it as a reliable intermediate, but future regulations around environmental safety and toxicity may limit careless or widespread use. Process engineers and analytical chemists aim to boost productivity, especially through flow chemistry or automation, minimizing manual handling risks. AI-driven retrosynthesis increasingly finds this compound as a scaffold worth building around, thanks to its dual reactivity and bench stability. At the same time, emerging directions in enzyme-based functionalization and solvent minimization hint at ways to keep 3-Chloro-1-(4-methoxybenzyl)-propanol relevant, without shouldering environmental headaches or health risks passed on to the next generation.



What is the chemical structure of 3-Chloro-1-(4-methoxybenzyl)-propanol?

Breaking Down the Name

I remember cracking open my first organic chemistry textbook in college and feeling lost amid a sea of long, intimidating names. Over time, experience teaches you to read a complex chemical term like a recipe rather than a riddle. Let's look at 3-Chloro-1-(4-methoxybenzyl)-propanol. Here, “propanol” gives us a three-carbon backbone with a hydroxyl group. “Benzyl” points to a benzene ring attached via a methylene bridge, and “4-methoxy” signals a methoxy group at the fourth position on that ring. “3-Chloro” means a chlorine atom sticks to the third carbon of the main chain.

Visualizing the Structure

Laying out the skeleton, you start with a propane chain: three carbons in a row. The hydroxyl (OH) group perches on the first carbon. A benzene ring, with a methoxy handle on its fourth spot, hooks in through a methylene bridge at this same carbon. Take a closer look at carbon number three, and you'll find a chlorine atom attached. The flare of the benzene ring and the presence of the methoxy group affect how the molecule interacts with both living tissue and other chemicals.

Why the Structure Matters in Real Life

People often overlook how much power a small structural shift holds over chemical features. One extra atom changes everything. The location of the chlorine atom, rather than somewhere on the aromatic ring, transforms the molecule's interaction with both solvents and enzymes in living systems. That kind of halogenation—especially in pharmaceuticals—can influence the breakdown of the compound in the body and how long it sticks around before getting cleared. Medications often dial in these modifications to boost performance or reduce side effects.

The benzyl group brings more than just bulk; it nudges the molecule's solubility, possibly making it dissolve better in fats and cell membranes. The methoxy flag on the benzene ring makes the compound less reactive to certain types of chemical attack and tweaks the way it absorbs light or responds to metabolic enzymes. It’s not just theory: these tweaks show up in how drugs are tailored for better delivery, stronger action, or longer shelf-life.

Challenges and Opportunities

Chemists bump into challenges trying to synthesize multi-functional molecules like this. That combination of alcohol, halogen, and aromatic ring invites side reactions. In the lab, creating a clean batch free of impurities matters for both safety and usefulness. On a larger scale, that complexity pushes up the cost and the amount of specialized training or equipment required. A messy batch loaded with unwanted byproducts won’t pass quality standards, especially with new pharmaceutical regulations gaining ground worldwide.

During my graduate research, I learned to respect the skill needed to steer reactions toward exactly the right spot on a crowded molecule. Protecting groups, careful sequencing, and understanding reaction pathways become second nature. Sharing these practical insights with students and early-career chemists helps tackle yield and purity problems, reducing both time and waste.

Paths Toward Better Outcomes

Accuracy and clarity about structure drive progress. Detailed understanding of a molecule’s characteristics leads to safer drugs, smarter materials, and more targeted environmental policies. Clear communication between bench chemists and decision-makers helps pick the best route forward, both in the lab and in manufacturing. By treating chemical structures not just as abstract diagrams but as blueprints for real-world benefits, science gets a little less mysterious and a lot more useful.

Each tweak to a molecule brings a story—from cleaner chemistry in production to smarter therapies in the clinic. The journey begins with breaking down that long name, step by step, into a structure that does more than sit on a shelf: it shapes medicine, materials, and much of what we touch and trust daily.

What are the main applications or uses of 3-Chloro-1-(4-methoxybenzyl)-propanol?

Connections to Everyday Chemistry

Some chemicals don’t get flashy headlines, but their behind-the-scenes work keeps many industries ticking. 3-Chloro-1-(4-methoxybenzyl)-propanol plays a quiet but important role in chemical manufacturing. Chemists like me have leaned on molecules like this in the lab when looking for a scaffold to build something more complex. Its structure—a benzyl alcohol with manageable reactivity—gives it a surprising range of uses.

Pharmaceuticals: Building Blocks Matter

The main thing I’ve noticed about this compound is its value as an intermediate in pharmaceutical synthesis. Drug chemists care about making molecules in fewer steps and with less waste. The chloro group and methoxy-benzyl ring are more than decorations; each brings function. Medicinal chemists use these groups to tweak biological activity, solubility, and the way the body metabolizes a molecule. For example, intermediate steps involving this propanol help assemble beta-blockers and CNS-active compounds. The chlorine acts as a leaving group for nucleophilic substitution, so you can swap it out for an amine or some other group.

Specialty Chemicals and Agrochemistry

There’s more to this molecule outside the pharmacy. Agrochemical companies have pressed compounds like this into service as well. The molecular setup works well as a foundation for herbicides or fungicides, where the right tweak can make the difference between a safe and effective product or a flop. In my early work with crop protection projects, starting materials like this allowed us to fine-tune bioactivity with less trial and error. Its relative stability means it tolerates scale-up to plant production without turning into something else due to heat or light.

Coatings, Plastics, and Other Industrial Uses

It’s easy to overlook the chain reaction that starts with a single intermediate. Polymers and coatings sometimes rely on specialty alcohols for the introduction of crosslinking points or side chains. The propanol end of this molecule introduces stickiness or flexibility, depending on what you attach next. In manufacturing, producers feed it into synthesis lines to create specialty resins or surface-active agents. The downstream products may land in paints, varnishes, or adhesives. Every time I peel a paint-stained shirt off at the end of the day, I think about the journey these chemicals make from bench to finished product.

Safety, Regulation, and Responsibility

Working in a lab doesn’t let anyone forget about safety. Chlorinated alcohols don’t belong down the sink drain, and their byproducts need careful handling. Large-scale manufacturers keep a close eye on environmental release and proper disposal. Regulatory agencies around the world expect paperwork about the hazards, degradation, and exposure risk. Responsible companies keep safety data up to date and train workers before a production run starts up.

Potential Paths for Improvement

Green chemistry isn't just a trend; it’s a survival strategy. Some researchers are exploring alternative synthesis methods for this and similar intermediates, hoping to cut down on halogenated waste and hazardous reagents. Using less energy-intensive processes, better catalysts, or biocatalysts could make a difference. Keeping the molecule useful while reducing its environmental footprint fits the priorities of modern manufacturing and research.

What is the purity of the 3-Chloro-1-(4-methoxybenzyl)-propanol product?

Checking Purity—Not Just a Lab Routine

Chemists always keep an eye on purity. I remember running my own reactions, hoping for crisp NMR peaks so the supervisor wouldn’t raise an eyebrow. In pharmaceutical labs, you never play it fast and loose with the numbers—you track purity for every batch. For compounds like 3-Chloro-1-(4-methoxybenzyl)-propanol, even trace contamination can cause headaches when scaling up or using the product downstream.

Real-World Pressures—How Low Purity Trips Projects

Low-purity chemicals might look fine on a shelf, but get them into a reaction and everything can snowball: yields drop, side-products creep in, and purification costs climb. In an academic setting, those problems often get swept under the rug until someone realizes their product isn’t matching published data. In pharma and fine chemical plants, there’s no fudge factor—regulations demand hard evidence for every microgram in your flask.

I’ve seen teams pore over chromatography data. If you spot an extra peak or a broad baseline, doubts start. Ask any process chemist about the time their timeline slipped over a ghost peak—everyone’s got a story like that. Those complications can wreck downstream synthesis. Take a look at regulatory guidance from the US FDA or EMA: you’ll find limits for allowable impurities spelled out in micrograms per gram.

Techniques—Finding the Truth Behind a Number

Most chemists use a combination of NMR, HPLC, GC-MS, or LC-MS to measure purity. Each method has strengths. HPLC picks up non-volatile stuff. GC works for smaller molecules. NMR tells you if your product has sneaky isomers or closely related compounds. You want your final batch to top 98% purity for fine chemical applications—pharma may even demand better than 99.5%. Anything less and you risk regulatory headaches or failed batches.

Raw purity numbers don’t tell the whole story. Is that last tiny impurity structurally similar? If so, separation can feel like a never-ending puzzle. One time we chased a stubborn side product for days, swapping solvents and adjusting pH gradients—until a sharp-eyed colleague caught a tiny integration blip on the NMR spectrum.

Why Industry Sets the Bar So High

Someone ordering 3-Chloro-1-(4-methoxybenzyl)-propanol for R&D won’t tolerate unexplained byproducts, especially if that material ends up in a customer project. Major suppliers often include detailed CoAs with every shipment, laying out HPLC traces and purity numbers to reassure buyers. Everybody's reputation rides on those documents.

Background checks go deeper: a certificate just opens the door, but in-lab confirmation matters even more. Early in my career, I once skipped this step out of impatience—only for a reaction to fail. Lesson learned. Reliable sourcing, third-party analysis, and transparent reporting help everyone focus less on troubleshooting and more on progress.

Solutions—Trust, Transparency, and Routine Checks

To raise purity, chemists tweak reaction conditions, try new purification steps, or add recrystallizations. Solid protocols and robust analytical tools give peace of mind. Companies committed to trust share data freely and support audits. Every chemist—whether solo, academic, or in a team—needs to keep their eyes sharp. It’s not just bureaucracy—life’s too short for failed reactions and missed breakthroughs due to a bit of extra solvent or a persistent contaminant.

How should 3-Chloro-1-(4-methoxybenzyl)-propanol be stored?

Treating Chemicals With the Respect They Deserve

Working with chemicals in a lab or industrial setting often makes folks rethink everyday routines. 3-Chloro-1-(4-methoxybenzyl)-propanol seems simple at first. It’s a liquid that belongs to the family of substituted benzyl alcohols, but it carries a lot of weight in research and manufacturing. As someone who has spent years handling similar compounds, certain habits become second nature for staying safe and keeping the material at its best.

The Real Reason Storage Conditions Matter

Chemicals like this one are far from “shelf stable.” A slight shift in temperature or humidity can break down the molecule, bring out hazardous fumes, or even stir up unexpected reactions. Based on stability data, keeping 3-Chloro-1-(4-methoxybenzyl)-propanol in a cool, dry, and well-ventilated place works best. Heat speeds up degradation, and dampness can nudge the alcohol group to react in ways you really don’t want.

Containers: Not All Bottles Are Created Equal

Anyone who has opened a bottle of solvent that’s swelled or wept knows why the right container always matters. For this compound, I turn to bottles made from amber glass or high-density polyethylene (HDPE). Regular plastic can soften or crack with time. Glass wins for longer-term storage, especially if there’s a risk of light exposure—sunlight or harsh lab lights help break down the structure bit by bit.

Label Everything, Check the Date

A lot of problems start with mystery bottles and fading labels. Keep a habit of labeling with the chemical name, receive date, and current hazard status. Scribbling down the last time you checked the container also helps. I’ve seen spills from corroded caps or deposits from leaking seals. Checking the bottle every few months goes a long way in dodging a cleanup later.

Don’t Let It Sit Near Oxidizers or Heat

Chemicals with chlorine on the chain can get cranky around strong oxidizers. Never store 3-Chloro-1-(4-methoxybenzyl)-propanol next to acids, bases, or anything that might trigger a reaction. The best spot stays out of sunlight, in a flammables cabinet if possible, and not close to hot pipes or radiators. Even a summer heat wave sneaking through an open window has been enough to start trouble in a poorly ventilated stockroom.

Ventilation and Smell: Follow Your Nose

Anyone who’s stored liquid chemicals nearby knows the value of good airflow. A faint odor means vapors are escaping. Even low-level exposure can cause irritation over time. Placing the bottle in a fume hood, or at least near an exhaust, helps keep the lab space healthy for everyone working inside.

The Small Details Make All the Difference

Storing chemicals safely isn’t about following rules just to tick a box. It’s a habit built from real-life messes, minor scares, and learning from mistakes. Consulting the safety data sheet (SDS) before accepting a delivery or pouring out a sample stands as common sense. Preparedness beats improvisation every single time. A tidy, clearly labeled storage shelf not only keeps 3-Chloro-1-(4-methoxybenzyl)-propanol stable, but it also keeps the people near it safe—day in, day out.

What are the safety and handling precautions for 3-Chloro-1-(4-methoxybenzyl)-propanol?

Why Safety Matters in the Lab

Anybody who's spent long stretches in a chemistry lab knows the thrill of discovery comes with a stack of safety routines. 3-Chloro-1-(4-methoxybenzyl)-propanol, a specialty organic compound, offers no exception. I like knowing what’s at stake before I uncap any bottle—one whiff or dab in the wrong place often leaves a lasting reminder. Most folks overlook the risks chemicals carry once they've read a technical data sheet once or twice, but experienced hands remember every spill and splash.

Personal Protection is Non-Negotiable

In past labs, even on days with simple syntheses on the schedule, I never ignored gloves or goggles. This compound isn't just about skin sensitivity; the chlorine atom means it doesn’t play nice with mucous membranes or soft tissue. Forgetting goggles even once usually ends with a rush to the eyewash. Aprons, nitrile gloves, and face shields keep mishaps from turning a workday into a hospital visit. Nobody wants to test whether a chemical burns or just tingles—the lesson sinks in quick.

Ventilation Isn't Just a Checkmark

The first time I worked with a compound like this, lab air felt thick enough to taste. Running reactions or transfers inside a fume hood keeps accidental breathing to a minimum. I've learned that trusting open air in small spaces cuts corners on health. Persistent exposure, even at low levels, can mean headaches, dizziness, or long-term respiratory trouble. Modern labs set up airflow for these reasons, but make a habit of checking the hood before pouring or pipetting anything volatile or aromatic—the cost of cutting this corner shows up in ways that stick around long after the experiment ends.

Proper Storage Makes All the Difference

You can’t just shove every bottle on a shelf and call it good. Heat or sunlight changes many organics, but chlorine-containing compounds also react with strong bases or oxidizers. A dry, cool, locked cabinet with solid labels keeps everything in check. I’ve seen what happens when a forgotten bottle leaks—the mess quickly turns an afternoon cleanup into a hazmat call. Rushing through storage never pays off since cleanup always takes longer and costs more than careful planning.

Spills and Waste: No Room for Guesswork

Chemical spills walk hand-in-hand with overconfidence. Absorbent pads beat paper towels, and neutralizing agents help keep skin safe during cleanups. My policy: if I can smell it, it’s enough to suit up and get help if needed. Waste doesn’t go down the drain, no matter how diluted it seems. Pouring leftovers into labeled containers keeps the rest of the plumbing safe and the local water supply free from trouble. Following waste disposal laws doesn’t just stay on paper—it shows a sense of responsibility to others who share the lab, the building, or the neighborhood.

Lifelong Learning: No Shortcuts

Every safety protocol reflects someone’s hard-earned experience, often written after a mistake or a too-close call. Part of professional credibility comes from treating every chemical—familiar or new—with respect. Short-term speed never replaces long-term caution. Updating procedures to match the latest research or regulatory guidance builds trust and stops complacency from setting in. Handling 3-Chloro-1-(4-methoxybenzyl)-propanol goes smoother when safety runs as routine as checking your phone before heading out the door.

3-Chloro-1-(4-methoxybenzyl)-propanol