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HS Code |
427272 |
| Product Name | 2-Bromothiophene-4-Carboxaldehyde |
| Cas Number | 552332-75-1 |
| Molecular Formula | C5H3BrOS |
| Molecular Weight | 191.05 g/mol |
| Appearance | Light yellow to yellow liquid |
| Purity | Typically ≥ 95% |
| Smiles | C1=CSC(=C1C=O)Br |
| Inchi | InChI=1S/C5H3BrOS/c6-5-1-4(3-7)2-8-5/h1-3H |
| Synonyms | 2-Bromo-4-formylthiophene |
| Storage Condition | Store at 2-8°C, protected from light |
| Solubility | Soluble in organic solvents such as DCM, THF |
As an accredited 2-Bromothiophene-4-Carboxaldehyde factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
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Diving deep into research or industrial chemistry, a chemist starts to recognize real differences between what seems like similar products. 2-Bromothiophene-4-Carboxaldehyde has become an anchor compound for those searching for solid building blocks in heterocyclic synthesis. The backbone here, a thiophene ring carrying both a bromine and a formyl functional group, may sound technical, but anyone who’s handled similar compounds can pick up the practical value. Its molecular formula, C5H3BrOS, reflects a combination of atoms that brings together the reactivity of an aldehyde and the versatility of a brominated heterocycle.
Many have seen how 2-bromothiophenes in general tend to pop up in synthetic labs, showing off their compatibility with cross-coupling reactions or providing key steps in pharmaceutical ingredient creation. What the 4-carboxaldehyde derivative uniquely offers goes well beyond routine substitution. That formyl group latches right onto the 4-position of the ring, opening up new routes for functionalization that other bromothiophenes simply can’t reach. You might think that’s a small change, but subtle adjustments make all the difference when targeting rare or demanding syntheses—especially when trying to push into clearer, more selective routes toward functionalized thiophenes or extended aromatic systems.
Labs that regularly work with halogenated thiophenes eventually learn that not all positions on the ring behave the same way. A bromine at the 2-position, paired with an aldehyde at the 4-position, grants a class of reactivity that opens up both sides of the molecule to directed reactions. In a world filled with standard 2-bromothiophene or 3-bromothiophene, 2-Bromothiophene-4-Carboxaldehyde stands apart whenever selective modification or complex cross-coupling becomes the goal.
In my own work, the biggest headache usually comes with directing groups or unpredictable reactivity on ring systems. This compound solves part of that by positioning two orthogonal handles: the bromine allows for classic Suzuki, Stille, or Heck couplings, while the formyl group supports downstream transformations like reductive amination, Wittig reactions, or serving as an anchor for further heterocycle construction. Colleagues who specialize in dye chemistry or OLED material synthesis often point to this combination as a shortcut—they skip tedious protection and deprotection steps thanks to this compound’s built-in versatility.
In the last few decades, the landscape of pharmaceutical development has shifted toward modular synthesis. It’s become almost a mantra among synthetic chemists: the more modular the building block, the more time saved downstream. In this world, speculation about what the average thiophene can do starts to fall flat. 2-Bromothiophene-4-Carboxaldehyde proves its worth in real settings—especially when the project calls for tight control over input reagents. Those building advanced active pharmaceutical ingredients find its two point-of-contact (bromine and aldehyde) configuration offers rare flexibility for further derivatization. Just one reagent unlocks a host of transformations, which matters a lot in startups or small academic settings where budget or time often means everything.
Material scientists who try to design new semiconductors or organic conductors often reach for thiophene cores because of their electronic properties. Having an aldehyde on the 4-position lets them graft on side-chains or expand conjugation with remarkable ease, while the bromine at the 2-position keeps the door open for cross-coupling. I’ve seen research notes pass my desk where teams turned this one compound into half a dozen OLED intermediates, skipping the headaches of multiple-step syntheses with protecting groups. In short, each function group pre-installed on this molecule isn’t just a box to tick; it saves entire days or weeks of labor, and that matters both for cost and for shifting research in a more agile direction.
Experienced chemists often judge a product as much by its purity and handling properties as by its theoretical uses. 2-Bromothiophene-4-Carboxaldehyde is usually available with purity higher than 98%—and the difference between 95% and 98% is felt acutely in sensitive reactions. Contaminants in intermediate synthesis steps can kneecap entire projects or, at best, introduce hard-to-catch errors that baffle debugging for weeks. For teams focused on analytical chemistry, high-purity 2-bromothiophene-4-carboxaldehyde can provide consistent, reproducible results, a step above what one gets from less strictly monitored analogs.
Storage usually lines up with standard protocols for aldehydes and brominated rings: a cool, dry place away from sunlight and moisture. This attention to basics makes a difference once you look back over months of stockpiled reagents. Some users track lot-to-lot consistency for years, and high-end suppliers know how fussy researchers can get about the tiniest deviations. There’s no middle ground—cuts in purity or careless handling will show up soon enough when you try to scale up reactions or need clean NMR or HPLC spectra.
Ask around in advanced labs and you quickly hear stories about how easy it becomes to run into supply hiccups. Specialty heterocyclic compounds rarely sit on every distributor’s shelf, and lead times occasionally stretch into months for anything more than a few grams. The only solid workaround has been to establish relationships with trusted chemical suppliers, preferably those who back their products with robust certificates of analysis. In research settings where new directions pivot on single compounds, that kind of reliability isn’t optional.
Handling reactive aldehydes and brominated organics always requires basic lab safety protocols—gloves, fume hoods, eye protection. But those who use this building block regularly reflect on another truth: the risks of unreliable supply or compromised purity sometimes outweigh straightforward toxicity concerns. That’s why some larger labs try to lock in batch reservations year-round or keep small reserves under inert atmosphere to avoid losses from slow oxidation.
Discussions with synthetic chemists always drift toward “why not use” a structurally similar alternative. It’s a fair question. Alternatives like 2-bromothiophene itself, or other aldehyde derivatives, remain stock items in lots of catalogues. Yet few combine both functionalization sites cleanly on the ring. In practice, any attempt to add a formyl group post-synthesis to the ring risks side reactions or low yield, driving up both time and cost. The 4-carboxaldehyde position, in particular, acts as a springboard for unique substitutions that help achieve more selective or divergent products.
Projects in drug discovery or material science often hinge on slight differences in electron density around the core thiophene, especially when aiming at targeted activity. A bromine atom at position 2 can activate or deactivate certain pathways—a feature that sets apart this compound from the hundreds of generic thiophenes available. 2-Bromothiophene-4-carboxaldehyde strikes a rare balance: it allows comprehensive downstream transformation but doesn’t limit either the core ring's electronics or subsequent functional group compatibility.
I’ve met R&D chemists who swear by the reliability of this building block. Over coffee, project leaders in both pharmaceuticals and high-end material labs often point out that being able to buy a compound like this off the shelf, without running their own multi-step bromination or formylation sequences, cuts weeks off of new project development. They describe past stretches where sourcing less common derivatives involved synthesis marathons—stirring up to half a dozen separate protective group steps or risking fouled glassware and inconsistent yields.
Skeptics sometimes hold out for cost savings by making their own derivatives on-site, but as more teams deal with increasingly complex regulatory scrutiny and time constraints, that logic gets stretched thin. A reagent like this, with both its substituents already intact, reflects an understanding of what modern synthesis actually looks like: more about plug-and-play routes, less about heroics at the bench.
One commonly raised concern focuses on shelf life or degradation during longer storage periods. Like all reactive aldehydes, 2-Bromothiophene-4-Carboxaldehyde benefits from storage under inert gas in well-sealed containers. Luckily, typical supply chains today provide sturdy amber glass bottles and recommend nitrogen overlays as standard. With such routines, experienced researchers report few, if any, problems across several months—even up to a year for routine laboratory use.
The flip side to all these advantages sometimes appears in the form of cost or procurement bottlenecks, especially for smaller research institutions. The best solution I’ve seen comes straight from open communication: regular, frank discussions between purchasing teams and chemical suppliers, combined with careful planning about project timelines and anticipated needs. It may sound like an obvious fix, but too many labs still try to get by with last-minute ordering and end up stalled for weeks.
The other smart move involves comparing batch analysis and confirming specifications right out of the box. Chemists working under pressure can’t afford ambiguous results, so a quick TLC or NMR check on new deliveries has become a basic first step in trusted labs. Regular feedback to suppliers about purity, observed yields, or any color change during shipment also helps improve long-term access.
What makes this compound stand out all over again becomes clear in collaborative projects. Cross-disciplinary teams—sometimes including electrical engineers, biophysicists, or regulatory experts—are looking for simple, scalable reagents they can count on. As standards for reproducibility and data integrity keep tightening, 2-Bromothiophene-4-Carboxaldehyde finds itself called on for both exploratory research and production-focused efforts. There’s real value in compounds that stand up to repeated scrutiny but still let chemists build out into more ambitious territory with minimal fuss.
In medicinal chemistry specifically, the drive to accelerate drug discovery has seen this compound leveraged for both diversity-oriented synthesis and targeted functionalization. Having a reliable, well-characterized intermediate on hand removes a major point of uncertainty, letting teams focus on biological screening instead of retracing steps at the bench. Its use in patent filings has only grown, especially for new heterocyclic or fused-ring pharmaceuticals. Each streamlined step leads straight into faster trial compounds or sharper batches for structure-activity relationship studies.
Material scientists prize its role in building out complex, conjugated systems. Those chasing next-generation polymers, liquid crystals, or optoelectronic materials regularly list this compound in their cutting-edge synthetic schemes. The blend of reactivity at two separate ring positions lets materials-focused groups rapidly test new architectures without bottlenecks. Streamlining these trials saves significant time on the way to publishable results—or tech-transfer-ready discoveries.
Years on from my first encounter with 2-Bromothiophene-4-Carboxaldehyde, the impression sticks: this isn’t just another catalog chemical, but a workhorse for modern heterocyclic chemistry. The most successful teams understand the value of accessible, versatile reagents that do more than check boxes—they unlock real momentum in projects, whether those are small academic investigations or large-scale industry efforts. By recognizing the subtle, practical differences between this compound and similar alternatives, chemists and researchers can chart smarter, more efficient routes toward their goals.
In this arena of relentless innovation, chemistry rewards those who value both the nuances of reactivity and the realities of project planning. 2-Bromothiophene-4-Carboxaldehyde stands as a prime example—a compound that delivers not just on paper or in theory, but across the months and milestones of real-world research.