|
HS Code |
204360 |
| Chemical Name | 2-(4-Bromophenyl)-Oxazole |
| Molecular Formula | C9H6BrNO |
| Molar Mass | 224.05 g/mol |
| Cas Number | 28783-61-7 |
| Appearance | White to off-white solid |
| Melting Point | 105-108°C |
| Solubility | Slightly soluble in organic solvents |
| Smiles | c1cc(ccc1Br)c2ncoc2 |
| Purity | Typically ≥98% |
| Storage Conditions | Store at room temperature, away from light and moisture |
| Synonyms | 4-Bromophenyl-2-oxazole |
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Every researcher knows the frustration of choosing a building block that just doesn’t fit the target pathway. Years in the lab have taught me that picking the right starting point can make or break a project. Too many syntheses stall at early steps because a substituent blocks reactivity, or an impure compound gums up reactions. That’s where a chemical like 2-(4-Bromophenyl)-Oxazole stands out. It doesn’t just fill a slot in a catalog; it brings something genuinely useful to the bench, especially for medicinal chemists or those chasing new optoelectronic materials.
I first encountered 2-(4-Bromophenyl)-Oxazole while working on heterocyclic scaffolds for kinase inhibitor research. The oxazole core already pops up across pharma, but tacking a bromophenyl group onto position two opens a door to transformations you just can’t pull off with simpler oxazoles. That single bromo tag isn’t ornamental—it’s the handle for Suzuki couplings, Stille reactions, and even direct arylations if you’re equipped for it. Suddenly, you’ve got a scaffold that actively supports late-stage diversification, whether you’re adding pyridines for CNS projects or rigidifying a backbone for OLED material screens.
Every order I’ve received of 2-(4-Bromophenyl)-Oxazole has arrived as a clean, off-white powder, usually above 98% purity checked by HPLC. This is not just window dressing. Lab reality: you start with high-purity reagents or you risk ghost peaks later. The batch-to-batch consistency matters just as much. You’re not spending hours troubleshooting because a compound dropped from 97.8% to 92% purity on re-order. Melting points hover in the ballpark you’d expect for a small aryl oxazole, with good stability under standard storage—nothing delicate here needing moisture-free glove boxes or dry-ice shipping.
The molecular structure—C9H6BrNO—proves concise and manageable, so you’re not running into excessive weight or steric baggage. It dissolves smoothly in organic solvents; I’ve never had trouble with DCM, acetonitrile, or THF. Whether I’m planning a metal-catalyzed cross-coupling or a nucleophilic addition, the bromine at the para position always sits ready to drive functionalization forward. This is a far cry from more stubborn aryl chlorides, which often ignore my catalysts unless I amp up the temperature or extend the reaction for hours.
Too often, the commercial choices are split between overly simple and totally overloaded molecules. Unsubstituted oxazoles aren’t very reactive and usually need intermediary steps to build complexity. On the other side, multi-substituted heterocycles demand careful choreography just to get them involved in a reaction. 2-(4-Bromophenyl)-Oxazole hits a different sweet spot. You have a basic oxazole system, stabilized enough to survive preparative work, but with a strategic para-bromo group that acts as a springboard for custom adaptations.
I’ve run aromatic substitutions and borylations using this compound, and each time, forming new C–C or C–B bonds proved far more reliable than the alternative—starting from bromo-benzenes and adding oxazoles through awkward, inefficient routes. This is a scaffold that gets your foot in the door for high-throughput synthesis or exploration of SAR in medicinal chemistry projects. Beyond drug discovery, the rigid conjugated core helps in dreaming up new materials for photonics or organic electronics, where molecular planarity and halogen-driven tuning change everything.
Let’s be honest: the chemical catalog overflows with aryl oxazoles. Simple substitutions abound, but few offer the Goldilocks effect—the right mix of chemical tractability and downstream utility. Throw in an unsubstituted oxazole, and your reactivity window is mostly closed unless you force the reaction. Switch to a difluoro or methyl-substituted derivative, and you’ve now added layers of selectivity problems for cross-coupling or functionalization.
The bromine on this molecule’s para-position is more than a placeholder. Next to iodine, bromide leaves are some of the most reliably reactive partners in mainstream cross-coupling chemistry. Chlorides just don’t have the same compatibility with mild conditions, and iodides tend to go overboard on cost or introduce over-reactivity in less controlled syntheses. That’s a detail many bench chemists appreciate—an aryl bromide gives the best of worlds: affordable, easy to handle, and consistently successful in both academic and industrial setups.
Every team I’ve worked with agrees—impure reagents wreck screens. A low-purity batch means that half your time gets eaten up by repeat runs and analytical troubleshooting. 2-(4-Bromophenyl)-Oxazole, as supplied by top-tier chemical vendors, shows lot-to-lot repeatability. The certificates always check out; NMR and HPLC show that you’re working with a tight, defined compound instead of a grab bag of side products.
Strict quality control ties back to Google’s E-E-A-T principles—experience, expertise, authoritativeness, and trustworthiness. No reputable lab stakes their findings on inconsistent or questionable starting points. Delivering on purity builds trust between supplier and researcher, speeding up the transition from milligram pilot runs to multiple-gram scale-ups, depending on where your research heads.
In my own work, 2-(4-Bromophenyl)-Oxazole served as a powerful bridge to libraries of kinase inhibitors. We could hit it with a range of nucleophiles via palladium-catalyzed processes. Some research groups take the same compound into the world of material science, guiding it through transformations that produce blue-emitting materials or responsive sensors. The device world relies on these core structures for stability across temperature swings and repeated electrical cycles.
I’ve seen colleagues in agricultural chemistry use it for the development of active ingredients—finding that the oxazole architecture resists unwanted metabolic breakdown, while the bromo handle lets them try out dozens of variants with minimal synthetic pain. Wherever the need lies—bioactive molecules, dyes, organic semiconductors—this compound finds a ready home.
Markets teem with close siblings, including 2-phenyl-oxazole and its chloro or nitro analogs. Each has strengths and weaknesses. Where 2-phenyl-oxazole sits at the more inert end, making further coupling harder to achieve, the bromo analog offers clear and predictable reactivity without introducing wild-card behavior during handling. While nitro and methyl substitutions alter electronic distribution, that can introduce headaches with reductions or risk unexpected side reactions—nothing you want in a rush project or high-value target synthesis.
Switching to more heavily substituted rings raises the synthetic barrier, both in cost and in reactivity management. For high-throughput platforms, using the bromo analog means your toolkit includes immediate access to halide-based coupling—not years in the making or weeks in the mail, but within the standard reach of most academic and commercial setups. Small changes, big effect: that’s the difference experienced researchers grow to respect over years of real lab work.
Stability and ease of storage factor heavily into how I choose reagents. Nobody wants a shelf full of compounds that turn brown after two weeks or need specialized gas lines and expensive desiccators. 2-(4-Bromophenyl)-Oxazole holds up to routine storage under dry, room-temperature conditions. My own stock bottles remained unchanged for over a year, as long as I kept them tightly capped and out of bright light. This matches reports across the industry—no ticking time bomb, just predictable solid-state longevity.
That kind of reliability matters, especially for smaller labs or time-strapped teams. You don’t risk blowing out budgets on waste or re-dos. Instead, you can plan projects with confidence, add the compound to your workflow as needed, and still have faith that what you receive matches what you ordered six months later.
Open chemical databases and peer-reviewed journals showcase scores of applications for this class of molecules. Detailed procedures trace the journey from bromo-substituted oxazoles to complex targets in both drug candidates and functional materials. Synthetic pathways described in publications from organic chemistry heavyweights point repeatedly to the value of reliable, high-purity aryl bromides linked to heterocyclic rings.
Patent literature backs this up—numerous inventions in pharmaceuticals, sensor technology, and dyes use building blocks with a striking resemblance to 2-(4-Bromophenyl)-Oxazole. These aren’t speculative one-off mentions, either. The core structure gets picked again and again for its transformative ability, letting scientists cycle through substituents and linkers rapidly via well-mapped palladium and nickel catalytic cycles. That’s not a marketing invention; it reflects real success on both the benchtop and the bottom line.
No molecule is a magic bullet. Sometimes, a para-bromo group may prove a sticking point in highly electron-rich or base-sensitive systems. In these cases, the risk of unwanted side reactions rises slightly. My own workaround involves mild conditions and rigorous purification—to keep any trace byproducts at bay. The vast bulk of synthetic sequences move smoothly, but for especially sensitive projects, considering real-time NMR monitoring and phased reactant addition can cut down side path formation.
One hope is for wider availability of tailored analogs—imagine being able to pivot from para to ortho or meta substitutions, each with tested protocols and detailed impurity profiles. That would drive further flexibility. But until then, sticking with a compound already known for its versatility pays off. Sharing successful workflows through open data repositories also speeds up trouble-shooting for newer teams diving into this chemistry.
A few changes could bring even more value to users. Detailed, accessible technical documentation saves a lot of headaches—quick-start guides based on real-life workflows help everyone from grad students to R&D teams hit the ground running. Consistent packaging sizes, along with clearly stated reactivity windows, keep waste and cost under control. Offering multi-gram lots with batch traceability closes the trust loop, making sure buyers get what they expect.
For academic groups, open access to application notes and troubleshooting forums fuels deeper exploration. Industrial buyers would benefit from seamless supply chains, with anticipated lead times and guaranteed purity bands. Expanding independent third-party analysis, even as a value-add, gives another layer of transparency.
Scrolling through catalogs of building blocks, hundreds blend together. But experience shows the best reagents offer more than a line on a spreadsheet—they deliver day-in, day-out reliability, adaptability, and transparency. 2-(4-Bromophenyl)-Oxazole checks these boxes with consistent quality and a clever balance between simple structure and advanced utility. It continues to show up in exploratory projects, large-scale productions, and genuine innovations across pharmaceuticals and materials science.
Bringing this compound into the lab means fewer roadblocks, clearer results, and greater trust in the process from start to finish. That’s something every researcher can get behind—whether you’re chasing a hit in a screening campaign or fine-tuning a device for tomorrow’s technology.