2-Hydro-5-Bromothiophene: More Than a Building Block

Historical Development

In the crowded family of halogenated thiophenes, 2-Hydro-5-Bromothiophene almost flies under the radar. Chemists in the forties and fifties, fresh off the wartime expansion of organic synthesis, began to explore what differently positioned bromine atoms could mean for sulfur-containing aromatic rings. Once the toolkit for selective halogenation expanded, researchers started mixing tradition with innovation. The resulting progress made compounds like 2-Bromo-5-Hydrothiophene a mainstay in toolboxes for pharmaceuticals and advanced materials. Back then, reaction yields wavered and the selectivity for functionalized thiophenes stayed stubbornly low. Over time, systematic studies on the effects of halogen positioning established a logic for preparing these compounds. The result: something reliable, reproducible, and open to customization.

Product Overview

2-Hydro-5-Bromothiophene stands out as a versatile intermediate in organic synthesis. The molecule combines bromine's reactivity with thiophene's electron-rich character, which translates into real-world impact for cross-coupling reactions and heterocycle modifications. Its blend of reactivity and stability keeps it in stock in research labs and commercial syntheses aiming for new materials, tailored pharmaceuticals, and high-performance polymers. Many catalogs list it under both traditional and modern names, underscoring its broad utility.

Physical & Chemical Properties

The compound arrives as a pale yellow to light brown liquid under normal lab conditions. It has a boiling point above room temperature but below 200°C. The distinctive sulfur smell is hard to miss, and the liquid often stains surfaces—chemists learn to spot it by sight, not just by label. With its bromine substitution, the molecule weights in heavier than basic thiophenes, and it shows a marked increase in reactivity for electrophilic substitution at the non-brominated positions. The bromine makes a big difference in coupling reactions, adding versatility and a wider range of possible transformations.

Technical Specifications & Labeling

Suppliers often report purity as above 98%, verified by GC or HPLC and sometimes by NMR spectra. Laboratories store it in dark, airtight bottles due to its sensitivity to light and moisture. Labels read synonyms like “2-Bromo-5-Hydrothiophene,” and batch numbers track synthetic origins in case troubleshooting is needed. Technical data sheets spell out storage temperatures, recommended handling precautions, and regulatory status for regions like the EU and the US.

Preparation Method

Preparation typically involves bromination of 2-hydrothiophene, using N-bromosuccinimide (NBS) in inert solvents such as dichloromethane or chloroform. The reaction needs close monitoring—temperature control, stirring speed, and rate of NBS addition each factor into yields and selectivity. Over-bromination can quickly spoil the target product, so experience in titrating brominating agents counts for a lot. Once the reaction reaches completion, the mixture moves through careful washing and extraction steps. Vacuum distillation or chromatography finishes the purification, yielding a liquid with the characteristic color and odor.

Chemical Reactions & Modifications

2-Bromo-5-Hydrothiophene serves as a starting point for Suzuki and Stille coupling, Sonogashira alkynylations, and metal-catalyzed amination. Its bromine leaves readily when met with the right palladium or copper catalysts, enabling precise construction of more complex heterocycles and conjugated systems. The hydro substituent steers the direction of incoming groups, offering selectivity and opening routes for derivatives with oxygen or sulfur functionalities. In my own experience, running a cross-coupling with this molecule involves weighing risks—side reactions, low conversions, and the intense odor that lingers on gloves even after disposal.

Synonyms & Product Names

Catalogs and literature list this compound under several names; “2-Bromo-5-Hydrothiophene,” “5-Bromo-2-Hydrothiophene,” and the IUPAC “5-bromothiophen-2-ol.” Differences in nomenclature often reflect the vantage point of the field involved: synthetic organic chemists lean on positional descriptors, while industrial suppliers may use broader, generic labels for ordering. Recognizing these variants matters, since purchasing errors and mislabeling in crowded storerooms cause all sorts of trouble mid-project.

Safety & Operational Standards

This compound brings both reactivity and risk. The pungent odor signals volatility, and old hands learn to never skip fume hood operation. Skin exposure causes irritation and repeated contact sensitizes. Documentation from regulatory agencies requires hazard labeling for environmental and health risks, with special emphasis on proper disposal and non-release into drains. Storing it separately from oxidants, acids, or bases helps avoid runaway decomposition or accidental halogen exchange. Emergency protocols—spill cleanup, eye wash, and chemical burn response—form essential background for anyone working hands-on with this reagent.

Application Area

Usage spans from basic research through commercial development. In the pharmaceutical sector, 2-Bromo-5-Hydrothiophene often provides a practical route to complex heterocycles found in drug candidates. For materials science, its cross-coupling capacity fuels the creation of new polymers with enhanced electrical properties or improved environmental resistance. Agrochemical research sometimes taps it as a building block for fungicides or plant protectants needing precise sulfur or halogen layouts. In my own academic lab, its role as a precursor in exploring organosulfur medicines became pivotal—when a better coupling partner or a new substitution pattern opened therapeutic doors, 2-Bromo-5-Hydrothiophene was often at the root.

Research & Development

Recent research keeps pushing the envelope on reaction scope, yield improvements, and downstream functionalization of this molecule. Machine learning now predicts optimized catalyst-ligand combinations for cross-coupling, sometimes trimming days or weeks from trial-and-error. Companies and academic groups both chase selectivity, aiming for one-pot syntheses that reduce waste and raise atom economy. Environmental standards are tightening, with greener solvents and alternative bromination agents coming online in process papers. Time in R&D labs often goes to trial reactions, careful monitoring of both main and side products, and brainstorming on new downstream applications, including novel bioactive compounds.

Toxicity Research

Toxicological studies on halogenated thiophenes catch special attention due to concerns about environmental persistence and breakdown products. Acute exposure tends to irritate mucous membranes, but chronic data remains sparse, pushing researchers to look for reliable toxicity screening. Lab animals exposed to high concentrations show signs of neurological distress and organ damage, prompting thorough risk assessments before scaleup. My own experience involved working with safety officers to install new absorbent and ventilation protocols based on literature data, since slight lapses led to headaches and eye irritation even with minimal quantities during synthesis runs.

Future Prospects

Interest continues to rise as fields like organic electronics, advanced therapeutics, and sustainable chemistry seek versatile building blocks. Efforts push towards safer, higher-yielding, less energy-intensive production pathways. Researchers keep revisiting structure-function relationships, hoping to uncover new reactivity patterns or surprises from empirical work. Automation and miniaturization in analytical techniques offer better real-time monitoring, quicker optimization, and faster troubleshooting—outcomes that will streamline future handling and broaden where and how this compound fits into chemical innovation.




What is the chemical formula and molecular weight of 2-Hydro-5-Bromothiophene?

Chemical Makeup of 2-Hydro-5-Bromothiophene

Let’s break down the formula first. 2-Hydro-5-Bromothiophene carries the formula C4H3BrS. In my days hunched over lab benches, I remember the sweet relief of finally deducing a compound’s chemical formula from scratch, pen and periodic table in hand. If you lay out this molecule, you see a five-membered thiophene ring, which wears a bromine atom at the five position and sports a hydrogen at two, creating a structure familiar to anyone who’s wrestled with heterocycles.

Molecular Weight: Why It Isn’t Just a Number

The molecular weight of 2-Hydro-5-Bromothiophene sits at 178.04 g/mol. If you’re measuring out reagents on a balance in a research lab, this kind of number matters. Overshooting or undershooting a fraction of a gram can send months of work into the trash bin. Accuracy here isn’t just for show; it keeps experiments reproducible and chemical supply rooms in order. I’ve seen more than one synthesis undone by a slip of a decimal.

Why Care About This Compound?

Many chemists and material scientists chase after thiophene derivatives because of their utility. These compounds show up in organic semiconductors, dyes, and even as building blocks for drugs. Brominating the thiophene at the five position gives chemists a handle to add new groups through cross-coupling reactions. I recall researchers returning to the lab at midnight just to check on a Suzuki reaction that leans on the bromine’s position to build up bigger, function-packed molecules.

Challenges in Handling and Using 2-Hydro-5-Bromothiophene

Anyone who’s worked with brominated organics probably remembers their lingering, sometimes sharp aroma, which can stick to clothing or even skin. Personal protective equipment isn’t just a box to tick—this stuff can irritate eyes, nose, and skin with a quickness. In shared lab spaces, people notice pretty fast if someone’s opened a bottle of a bromothiophene, whether they wanted to or not.

On the practical side, making these halogenated compounds sometimes means dealing with reagents like bromine itself, which is reactive and—not to put too fine a point on it—a bit scary if you aren’t paying attention. Lab accidents aren’t rare, and we've all heard stories of lost time or worse due to ignored safety basics. It pays to keep the fume hood sash down and never cut corners.

Learning From Practice

In real research, challenges dealing with moisture or air-sensitive feedstocks often crop up. Organobromides sometimes break down, especially if left sitting on a shelf. I got used to checking expiry dates and running quick TLC checks to avoid wasting precious hours—or precious chemicals. Over the years, building the habit of keeping detailed notes made life, and scaling reactions, far less stressful.

Some folks advocate moving toward greener chemistry. They push for milder, safer bromination agents and careful waste handling. Less hazardous byproducts mean a safer bench and fewer headaches with regulatory compliance. I’ve seen groups collaborate with chemical engineers just to reduce solvent waste and switch away from the nastiest reagents.

Making It Count

At the end of the day, every detail counts. From knowing the exact chemical formula C4H3BrS and its 178.04 g/mol weight, to handling and storage practices, the story of 2-Hydro-5-Bromothiophene goes beyond textbooks. It’s a tale about respect—for the chemistry, the safety, and the value of meticulous work. Each bottle represents more than raw material; it’s a ticket to new discoveries for anyone willing to wrestle with its quirks and benefits.

What are the common applications or uses of 2-Bromo-5-Hydrothiophene?

Chemistry Behind the Scenes

2-Bromo-5-hydrothiophene shows up in research labs way more than people strolling by a chemical stockroom might guess. Sitting in that bottle, it seems like an afterthought compared to household names like chlorine bleach or ethanol. As someone who spent early mornings measuring out exact drops in grad school, there’s something almost fun about handling a compound that seems so simple but punches above its weight in specialty chemistry.

Piece for Building Something New

This chemical sees most of its magic in organic synthesis. Synthetic chemists lean on it when building all kinds of new molecules—especially ones that might become part of advanced electronics or pharmaceuticals. I remember a colleague sweating over a challenging cross-coupling reaction; 2-bromo-5-hydrothiophene worked as just the right starting block for synthesizing thiophene-based products, which often turn into backbones for new drugs or organic semiconductors.

If you dig into the mechanics, the bromine sitting on the ring makes the molecule extra reactive. It’s like a hook that lets other chemical groups snap on during reactions such as Suzuki, Stille, or Heck couplings. Synthetic chemists love these tricks for creating molecular diversity when chasing new materials or drug candidates. It’s not just about doing something because you can. It’s because adding or tweaking these molecular parts can turn a simple building block into an antiviral agent or a building material for flexible electronics.

Materials Science: Making Good Stuff Better

Organic electronics have been a frustration and a fascination for decades. Engineers want to build everything from solar panels to flexible displays using carbon-based compounds. It turns out that substituting or adjusting parts of the molecule with 2-bromo-5-hydrothiophene helps tune light absorption and charge movement in the final product. Stronger performance in solar conversion or better stability in displays usually stubbornly depends on smart chemistry, and this compound quietly plays its part.

Not every application is glamorous, but that doesn’t mean the work feels small. In the materials world, the right molecule shapes conductivity, color, and stability. Fiddling with something as specific as 2-bromo-5-hydrothiophene lets scientists exaggerate strengths and patch weaknesses in everything from solar films to sensors. If you’ve ever worked at the bench trying to get a coating just right or a sensor to respond consistently, having a flexible set of building blocks makes all the difference.

Challenges and What Might Help

Easy access to custom molecules like this isn’t always smooth for researchers. Even with demand, supply hiccups and regulatory roadblocks crop up. Any time a friend working in a smaller lab needs something unusual, it takes more emails and time than it should. Collaborative networks between universities and suppliers could streamline this so ideas don’t stall over basic starting materials.

Chemical safety matters, too. With reactive compounds like this, training in safe handling and disposal keeps everyone in the lab upright and healthy. I’ve watched green-chemistry initiatives push for safer alternatives and less hazardous byproducts, and it makes sense to keep pushing so labs can innovate without stirring up unnecessary risk.

Takeaway

2-Bromo-5-hydrothiophene isn’t showing up in consumer products or sitting on grocery shelves, but it plays an outsized role for scientists driving advances in health, tech, and clean energy. From what I’ve seen, the future gets brighter as researchers get smarter about turning small molecules into major breakthroughs.

What are the recommended storage conditions for 2-Hydro-5-Bromothiophene?

Safe Storage Isn’t Just Lab Protocol

Some folks glance past chemical storage advice, but after a stint working in a cramped university storeroom, I learned to pay attention. 2-Hydro-5-Bromothiophene doesn’t draw much attention among the flashier reagents, but mishandling it brings headaches—or worse. Sticking to conditions the manufacturers recommend keeps everyone safer and saves money, too.

Conditions That Matter

Companies ship 2-Hydro-5-Bromothiophene tight in amber bottles, and there’s a reason for that. This stuff can react if it basks in light for too long; light degrades many thiophene derivatives. So, darkness isn’t just a formality. Cabinets for storage should keep out sunlight and bright LEDs. I've seen enough faded labels and yellowing liquids to know what exposure does over the months.

I keep my chemicals in a cool, dry room, not just out of habit. Heat kicks up reaction rates and speeds decomposition. If the air’s stuffy and hot—think attic shelving on a summer day—impurities sneak up fast. A room in the range of 2°C to 8°C works best. Long spells at higher temperatures usually mean cracked seals, crystal growth, or sad, cloudy contents no one wants to pipette. Keep things cool and you avoid these messes.

Moisture builds up easily in cluttered cabinets, spreading problems in seconds. I’ve pulled open sticky bottles with labels all but melted off. Moisture gets past weak caps and starts trouble—hydrolysis, clumped powders, unexpected smells. Keeping desiccant packets nearby helps a lot, especially in labs where humidity spikes every rainy season.

Seals, Spills, and Smart Thinking

No bottle of 2-Hydro-5-Bromothiophene deserves a loose or cracked cap. Vapor leaks feel minor at first, but over weeks they stain the air, encourage slow waste, and bite the bottom line. I always check caps—just an extra twist, and leakage doesn’t sneak up on you. Clear labeling matters too. Worn handwriting on masking tape doesn’t cut it after a few months, especially when reagents share similar names or colors.

If a spill happens, I don’t rely on general-purpose absorbents. This compound brings moderate hazards. Nitrile gloves, splash goggles, and a ready supply of sand or neutral absorbent (not paper towels) go a long way. Ventilation, both during cleanup and storage, cuts risks and makes coming back into the storage room much safer.

Solutions and Habits that Pay Off

Rotating your inventory sounds boring, but it’s saved me from throwing out hundreds of dollars’ worth of reagents. Old stock at the front, new in the back. It’s basic shelf management. Periodic checks for color, cap tightness, and label legibility keep things in order. Staff training—for students and seasoned techs—adds an extra layer of safety, ensuring everyone respects the guidelines, not just the rulebook.

Temperature loggers and hygrometers might seem like overkill for small batches, but catching humidity or temperature swings in real time saves a ton of grief. In shared spaces, clear policies on returning chemicals right after use—sealed and dry—keep old mistakes from piling up.

Why It’s Never Just a Bottle on a Shelf

Treating 2-Hydro-5-Bromothiophene with care starts with simple habits, but extends into a lab’s entire culture. Many incidents I’ve watched could have been traced back to shoddy storage. Keeping things cool, dry, shielded from light, well-labeled, and tightly capped takes little effort and avoids hazardous surprises. Storing it well means protecting both people and years of research, plain and simple.

Is 2-Bromo-5-Hydrothiophene hazardous or does it require specific safety precautions?

Understanding the Compound

2-Bromo-5-hydrothiophene sounds like something out of a chemistry exam, but for chemists working in research labs or pharmaceutical companies, it’s another day in the office. At its core, it’s a brominated thiophene—a sulfur-containing ring with a bromine attached. This structure makes it valuable for building more complex molecules, especially in pharmaceutical synthesis and materials science. The workhorses of organic synthesis often don’t get the limelight, but they pull a lot of weight.

The Risks on the Table

Most organic solvents and reagents, especially those with halogens like bromine, deserve a closer look. Brominated organics aren't known for being friendly. Over time, I’ve seen colleagues underestimate them, thinking they’re no more risky than acetone or ethanol. One wrong assumption can lead to skin irritation, respiratory issues, or even more serious reactions if the chemical vaporizes or spills. The smell alone tells plenty—sharp, potent, nothing like sugar cookies. That serves as a quick warning to glove up and work beneath the fume hood, no excuses.

Handling 2-bromo-5-hydrothiophene, I recall that most Material Safety Data Sheets highlight moderate toxicity, with irritation to eyes, skin, and lungs as the big concerns. A real risk comes with open handling. A splash on the skin will tingle or burn, and inhaling the vapors for any period—not pleasant. Our lab kept a strict rule: always dilute and transfer this stuff inside the hood, wear nitrile gloves, and don’t even think about eating or drinking in the same room. Even a moment of carelessness often leads to a fire drill, emergency showers, and a lecture from the lab supervisor.

Why Precautions Aren’t Just Box-Ticking

Some see goggles, gloves, and fume hoods as overkill for simple lab work, but having seen a hazardous spill lock down a whole research wing, I say it’s not paranoia. Looking at the numbers, the American Chemical Society surveys have found that halogenated compounds rank among the leading causes of lab accidents. Burns, short-term respiratory distress, and chronic exposure symptoms show up quicker if you let safety slip. It only takes one exposure for the lesson to last a lifetime.

Most labs use secondary containment—trays and spill pads—because one cracked vial can turn into a full afternoon of emergency cleanup. Having safety showers and eye wash stations close by is not just for show. Proper labeling, routine chemical hygiene training, and checking for leaks go a long way. I remember someone forgetting to replace a cracked glove; the compound seeped in, and within minutes, they had to run to the emergency wash. Minor event on the surface, but nobody forgot the importance of double-gloving after that.

Better Ways Forward

Safer chemical management really starts with culture. Respect for compounds like 2-bromo-5-hydrothiophene gets built by constant reminders, clear safety signage, and brisk responses to any lapses. Sharing real stories about exposures drives the point home more than any poster ever could. Some labs turn to automation or sealed systems, which limit direct contact. Regular air monitoring detects lingering vapors—critical in poorly ventilated spaces.

Finding less hazardous alternatives sometimes helps—for simple substitutions, many protocols now use less volatile or less toxic brominated intermediates. Routine disposal pick-ups prevent forgotten bottles from breaking down and leaking over time. That’s a habit I picked up after an old bottle turned up corroded at the back of a fridge. Nobody enjoys emergency hazmat calls, and storing the compound properly limits disasters before they happen.

In the end, recognizing the real risks of 2-bromo-5-hydrothiophene lets labs keep people safer while still getting tough chemical jobs done.

What is the purity specification and typical packaging of 2-Hydro-5-Bromothiophene offered?

Why Purity Makes a Difference

Anyone who has spent time sourcing specialty chemicals like 2-Hydro-5-Bromothiophene knows not all products are created equal. Purity doesn’t just play a numbers game on a certificate; it shapes every step from synthetic planning to final product quality. In research labs, a slight impurity can ruin months of work. In industry, it can mean wasted resources. I remember a colleague, after ordering a compound with just a half percent lower purity, spent days troubleshooting faulty reactions. It turned out to be an undetected contaminant.

For 2-Hydro-5-Bromothiophene, most reputable suppliers list a purity of at least 98%, and some reach 99% or more, based on gas chromatography or high-pressure liquid chromatography. That extra percentage point can mean the world in pharma processes or materials science. If I’m using hundreds of grams, even tiny traces can throw off yields or introduce unpredictable side reactions. Reliable documentation and batch testing are standard with serious vendors, yet I always call for an up-to-date batch-specific analysis just to be sure—it's saved me headaches more than once.

Packing It Right: More Than Just a Bottle

Even after settling on quality, packaging shapes the experience just as much as the chemistry. 2-Hydro-5-Bromothiophene, an organosulfur compound with notable volatility and sensitivity, asks for smart packing. Most of what I see gets shipped in tightly sealed glass bottles, often 25 g, 100 g, or 1 kg, cushioned within secondary containers to handle shocks and leaks. When I first started ordering reagents this delicate, shipments in thin-walled plastic brought spills, lost time, and budget hits from poorly sealed jars. Once I switched to firms using robust amber glass, leak-proof caps, and parafilm seals, I stopped fielding "why is this box oily?" questions from the shipping desk.

In larger-scale operations, suppliers offer metal cans, fluorinated bottles, or even ampoules to fight off both moisture seepage and active air. Lab-scale packing usually sticks with smaller bottles to minimize waste: after all, a little exposure can oxidize or degrade a pricey batch. I’ve watched shelf-life shrink when chemicals linger too long in cracked-open bottles, so dividing stock into manageable amounts helps labs avoid degradation.

Quality and Traceability in Practice

On top of packaging and purity figures, robust labeling and full traceability documents separate responsible vendors from cut-rate resellers. Labels listing the exact purity, lot number, and analysis date aren’t just regulatory filler—they’re my first check on arrival. Whenever a supplier skimps on this, I don’t reorder. Tracking back bad outcomes to specific lots or sources stops mistakes from becoming disasters.

For anyone buying 2-Hydro-5-Bromothiophene, a checklist matters: high, recent-batch purity, competent packing that matches handling needs, plus transparency in supply documentation. All this saves money in the long run, limits risks in the lab, and keeps downstream results trustworthy. If a vendor can’t deliver on any one of these, my advice is to walk away—sometimes, it’s cheaper to buy better than to redo work.

2-Hydro-5-Bromothiophene (2-Bromo-5-Hydrothiophene)