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2-Bromo-5-Phenyloxazole

    • Product Name 2-Bromo-5-Phenyloxazole
    • Alias 5-Phenyl-2-bromo-1,3-oxazole
    • Einecs EINECS 686-224-7
    • Mininmum Order 1 g
    • Factory Site Tengfei Creation Center,55 Jiangjun Avenue, Jiangning District,Nanjing
    • Price Inquiry admin@sinochem-nanjing.com
    • Manufacturer Sinochem Nanjing Corporation
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    Specifications

    HS Code

    128598

    Product Name 2-Bromo-5-Phenyloxazole
    Cas Number 57343-53-6
    Molecular Formula C9H6BrNO
    Molecular Weight 224.05 g/mol
    Appearance White to off-white solid
    Melting Point 77-81°C
    Purity Typically ≥97%
    Solubility Soluble in organic solvents like DMSO, moderately soluble in ethanol
    Smiles c1ccc(cc1)c2ccc(no2)Br
    Inchikey LWZFGXDORQQJJK-UHFFFAOYSA-N

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    More Introduction

    2-Bromo-5-Phenyloxazole: A Closer Look at a Specialized Chemical

    On any given day, labs working in medicinal chemistry and organic synthesis need more than basic building blocks. They need functional molecules that shape innovation and drive new discoveries. Among these molecules, 2-Bromo-5-Phenyloxazole stands out. With a unique structure—a bromine atom at the 2-position and a phenyl group at the 5-position on an oxazole ring—this compound has drawn attention from scientists who require reactive intermediates with a distinct pattern of reactivity.

    Solid Foundations: Structure, Model, and Purity

    2-Bromo-5-Phenyloxazole comes as a crystalline solid. Its molecular formula is C9H6BrNO, giving it a molecular weight of roughly 224.05 g/mol. The oxazole ring, a five-membered heterocycle containing both nitrogen and oxygen, introduces heteroatom activation and aromaticity. The bromine attached at the 2-position brings a highly reactive electrophilic site. That feature makes this compound a flexible tool in cross-coupling reactions and other functional group transformations. Add in the phenyl substituent at the 5-position, and what you get is a compound with both electron-rich and electron-deficient character, letting chemists tune its behavior in reactions.

    From personal lab experience, even slight impurities in a chemical like this can derail a synthesis. Purity matters, especially in research or scale-up settings. While plenty of brominated oxazoles float around, few combine good shelf stability with the right mix of reactivity and selectivity. Reliable suppliers typically offer this product at purities of 97% or above, with rigorous NMR, HPLC, and sometimes mass spectrometry data to prove it. These details become crucial when you’re preparing to use 2-Bromo-5-Phenyloxazole in sensitive palladium- or copper-catalyzed reactions.

    Real-World Applications Making a Difference

    The audience for a compound like 2-Bromo-5-Phenyloxazole isn’t limited to research chemists. It has carved a niche in pharmaceutical research, agrochemical development, and the ongoing search for new functional materials. In medicinal chemistry, chemists often screen heterocyclic fragments when building new molecular libraries. Oxazole rings show up in drugs for inflammation, infections, and cancer, so adding a bromine and a phenyl opens up structural possibilities. Since the bromine atom is particularly handy for Suzuki, Heck, or Buchwald-Hartwig coupling reactions, researchers often use this molecule to introduce oxazole motifs into larger scaffolds.

    Some researchers look for structure-activity relationships in bioactive molecules. By swapping in 2-Bromo-5-Phenyloxazole, they can quickly add heteroaromatic flavor while keeping synthetic routes efficient. This approach saves time compared to working with less reactive precursors and cuts down on the number of steps, reagents, and side-products. In industrial settings, these factors add up to saved resources and a smaller environmental impact. Green chemistry isn’t just a buzzword; practical choices in intermediates can really change the cost and sustainability of a process.

    What Sets 2-Bromo-5-Phenyloxazole Apart?

    It’s one thing to tout a compound’s reactive bromine; plenty of halogenated heterocycles exist. But not all are created equal. Some alternatives suffer from poor solubility or degrade quickly in storage, meaning they fail to deliver consistent results. In contrast, 2-Bromo-5-Phenyloxazole tends to store well in amber glass at room temperature, protected from moisture and direct sunlight. Its melting point and solubility profile line up with what experienced chemists expect when handling nitrogen- and oxygen-containing aromatics, so you don’t waste time on protocol redesigns.

    Comparisons to its close relatives illuminate its role. Move the bromine or swap out the phenyl, and you can see noticeable shifts in reactivity. For example, 2-Bromo-4-methyloxazole reacts differently in coupling reactions, making optimization less predictable. Other halogenated oxazoles, like their chlorinated cousins, often require harsher conditions or only work in specialized catalytic systems, not always available in every lab. The specific pattern of atoms in 2-Bromo-5-Phenyloxazole hits a sweet spot for versatility, allowing the use of common coupling partners and catalysts.

    Working With 2-Bromo-5-Phenyloxazole: Considerations and Care

    No one wins points for taking shortcuts on safety, especially in chemical research. 2-Bromo-5-Phenyloxazole, like other halogenated heterocycles, needs respect for good lab practice. Spills or splashes can be hazardous due to the compound’s reactivity, so nitrile gloves, eye protection, and proper ventilation are basic requirements. I’ve seen colleagues overlook a respirator or a face shield “just for a quick addition”—don’t chance it. Even trace inhalation or skin exposure may sensitize or irritate.

    Storing this compound well is common sense, not just protocol. Tightly sealed containers, a dry desiccator, and labeling with both date and batch info cover the basics. While the compound’s stability is often better than some close cousins, it still pays to review the latest safety data sheets and your own facility’s protocols. Waste from reactions involving this compound needs proper collection and disposal. Halogenated waste streams demand incineration or hazardous waste channels, as some local regulations restrict landfill disposal due to environmental and health risks.

    Behind the Science: The Value in Modern Research

    Modern drug discovery chases novelty but also practicality. Too many “exciting” molecules fall flat on their faces during scale-up or pilot plant trials. The bread-and-butter compounds—the ones people actually work with every week—combine reactivity and predictability. 2-Bromo-5-Phenyloxazole fits this role: its robust oxazole core resists unwanted side reactions, while the bromine at the 2-position makes it a compelling handle for further synthetic modifications.

    Oxazole rings have already starred in antiviral and antifungal agents, and the phenyl group helps reinforce key pi-pi interactions in target proteins. Adding a halogen atoms like bromine can tweak pharmacokinetic properties, improving metabolic stability or even helping molecules “fly under the radar” of metabolic enzymes. Medicinal chemists look to molecules like 2-Bromo-5-Phenyloxazole when exploring new leads or adding diversity to screening libraries.

    My own experience with cross-coupling reactions reminds me just how unpredictable some new substrates can be. Test reactions with this compound usually give solid yields, and standard workup and purification steps recover most of the product—critical in both academic labs (where every milligram counts) and industrial kilolab settings.

    From Lab Bench to Production: Performance Matters

    Synthetic methods in academia and industry sometimes talk past each other, but both agree on one thing: you want intermediates that react the way you expect. 2-Bromo-5-Phenyloxazole’s balance of reactivity and stability means chemists rarely waste time troubleshooting side reactions or by-product formation. Properly stored, it doesn’t degrade or yellow the way some sulfur-rich heterocycles can, and it dissolves in solvents like DMF, DMSO, and acetonitrile just as its structure predicts.

    Scaling up reactions can surface surprises. A molecule that behaves nicely on the milligram or gram scale may misbehave at a multikilogram batch without warning—clumping, slumping, producing unknown side-products. In my collaborative work with process chemists, the reliable performance of 2-Bromo-5-Phenyloxazole stood out. It can handle the stress of metal-catalyzed processes, and gets filtered and washed without too much fuss. Downstream users—whether making a fluorophore for cell imaging or building a drug candidate—can count on it in multi-step syntheses without constant re-optimization.

    Sourcing and Sustainability: Challenges and Choices

    Quality sourcing is more than a matter of price or country of origin. Suppliers who invest in analytical documentation, batch consistency, and full transparency set the standard. Some early batches I worked with, sourced from “bargain” suppliers, failed tests for trace metal content and delivered variable purity. Reputable suppliers now offer lot-specific certificates of analysis to help organizations comply with internal and external regulatory audits.

    Sustainability is coming up in more purchasing questions. Unlike some intermediates that require toxic or ozone-depleting reagents, the synthesis of 2-Bromo-5-Phenyloxazole can often rely on scalable, greener bromination methods using N-bromosuccinimide in combination with safer solvents. Companies thinking long-term weigh not just price, but also packaging choices, solvent recovery options, and supply chain carbon footprints.

    Learning From Experience: Troubleshooting and Optimization

    No reaction runs perfectly every time. Even trusted intermediates present setbacks, like solubility issues, unwanted by-product formation, or batch-to-batch variation. Direct insight from colleagues and hands-on troubleshooting can mean the difference between an abandoned route and a publishable synthesis.

    I have seen even experienced chemists frustrated by sudden precipitation or difficult extractions. 2-Bromo-5-Phenyloxazole rarely gives these headaches with standard organic solvents and basic purification techniques. Column chromatography, standard flash silica, and common eluents work as expected. Still, tracking every lot and recording the minor tweaks on every scale keeps surprises at bay. Blaming the chemical rarely solves the real issue: attention to basic procedural steps, clean glassware, and tight temperature control counts more than heroic troubleshooting.

    Looking Ahead: Future Uses and Shifting Research Goals

    Modern molecular research keeps shifting. In recent years, scientists are exploring ever-more unusual heterocyclic cores, with oxazoles receiving renewed interest for both biological and material science reasons. Functional oxazoles like 2-Bromo-5-Phenyloxazole could show up in the next generation of antibiotics or serve as advanced ligands for metal-organic frameworks. Each time new synthetic methodologies emerge, versatility in electrophilic partners makes a difference—particularly as labs look to automate or digitize reaction screening.

    Collaborations between academic and industrial research centers help uncover new applications, from innovative photonic materials to enzyme inhibitors with never-seen-before scaffolds. The key requirement in all these projects is ready access to pure, functionally flexible intermediates. 2-Bromo-5-Phenyloxazole delivers on that promise. Its carefully tuned molecular architecture offers a foundation for experimentation, practical synthesis, and fast follow-up to promising reaction hits.

    Barriers and Solutions: Bridging the Gaps

    Despite its advantages, 2-Bromo-5-Phenyloxazole is not always on the standard shelf in general chemistry supply rooms. Sometimes limited commercial availability or high cost stops less well-funded labs from exploring its potential. Addressing this access gap calls for better partnerships between chemical suppliers and research consortia—bulk discounts and joint purchase agreements can make a real difference.

    Waste management deserves more than a footnote in conversations about research chemicals. Labs can minimize environmental impact by planning multi-step syntheses that make full use of a single intermediate, reducing the number of waste streams. Training students and technicians in responsible waste handling and encouraging reuse of spent chromatography solvents helps shrink a lab’s footprint. Broader adoption of green chemistry principles, coupled with the use of well-characterized intermediates like 2-Bromo-5-Phenyloxazole, can nudge research in a safer, more sustainable direction.

    Building Expertise: E-E-A-T Principles at Work

    As with any specialized chemical, knowledge built on experience, evidence, and transparent sourcing underpins confident use of 2-Bromo-5-Phenyloxazole. Laboratories pushing the boundaries of heterocyclic chemistry rely on collective expertise: validation by peers, repeatable outcomes, and scrutiny of supply chain integrity. Raw experience—seeing reactions through, troubleshooting setbacks, and confirming analytical results—serves as an indispensable guide.

    Evidence-based protocols matter. Researchers shouldn’t trust a molecule based solely on vendor claims or reputation. Quality controls—thin-layer chromatography, NMR, mass spectrometry—provide critical data before scale-up. Teams committed to transparency share analytical results both internally and when publishing or collaborating, inviting scrutiny and correction. In sharing data, they encourage continual improvement and foster trust across disciplines and institutions.

    Community, Communication, and the Future

    No single lab or company drives progress alone. By pooling expertise, sharing synthetic protocols, and exchanging notes on yields and pitfalls, chemists transform “just another intermediate” into a building block for real scientific progress. Online forums, preprint servers, and collaborative digital notebooks are helping to democratize knowledge about molecules like 2-Bromo-5-Phenyloxazole, lowering the barriers for students and established scientists alike.

    Through community-driven dialogue and open science, the strengths of robust, reliable intermediates become more widely recognized. Feedback loops direct improvements in manufacturing, packaging, and distribution, while research outputs spark new uses for time-tested molecules. Every reagent that speeds up discovery, simplifies process development, or reduces waste plays an outsized role, even if it rarely makes headlines.

    Conclusion: The Value of Hard Work and Good Chemistry

    There’s no magic shortcut to successful chemical research. Progress depends on careful preparation, trusted partners, and a willingness to learn from every reaction. 2-Bromo-5-Phenyloxazole won’t transform a lackluster route into a breakthrough, but it gives chemists a fighting chance to turn good ideas into real results. For anyone building the next generation of useful molecules—whether in a university lab or an industrial pilot plant—it offers a rare combination of reliability, flexibility, and proven effectiveness. Every step forward owes something to the right tools, and compounds like this fuel the hard work and creativity that defines modern chemistry.