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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

    As an accredited 2-Bromo-5-Phenyloxazole factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

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    Application of 2-Bromo-5-Phenyloxazole

    Applications of 2-Bromo-5-Phenyloxazole in Industrial Manufacturing

    As a direct manufacturer of 2-Bromo-5-Phenyloxazole, we provide this intermediate for select advanced material and fine chemical sectors. Below we detail its proven downstream application scenarios, covering industrial compliance, practical dose ranges, integration into production, and resulting end products.

    1. Pharmaceutical Intermediate for Heterocyclic Drug Synthesis

    2-Bromo-5-Phenyloxazole serves as a key building block for synthesizing heterocyclic scaffolds in small-molecule pharmaceuticals. Medicinal chemists favor it for precision C–C and C–N bond formation via Suzuki or Buchwald–Hartwig cross-coupling reactions, typically used during the early to mid-stage of active pharmaceutical ingredient (API) development for kinase inhibitors, CNS modulators, and anti-infective agents that require oxazole structures with specific bromo and phenyl substitutions. The performance of downstream reactions depends on the controlled introduction of this intermediate, ensuring optimal yield and product purity, both of which are addressed by process specifications and rigorous analytical characterization.

    Industry compliance standards

    • Comprehensive GMP (Good Manufacturing Practice) for API synthesis (ICH Q7, 21 CFR 210/211)
    • USP/NF (United States Pharmacopeia/National Formulary) guidance for impurities and testing
    • EMA guidelines on genotoxic impurities (ICH M7)
    • ISO 9001:2015 Quality Management System certification

    Typical usage ratio

    • 0.8–2.5 molar equivalents per target heterocycle, adjusted based on targeted yield vs. cost, impurity profile management, and desired molecular scaffold complexity

    Downstream process integration

    • Incorporated during heterocycle assembly or substitution reactions (typically Stage 2–3 in multistep synthesis)
    • Reaction with boronic acids, amines, or other functional nucleophiles in cross-couplings
    • Inline HPLC/GC monitoring of reaction progress and conversion rates
    • Work-up and isolation via crystallization or column chromatography prior to final API coupling

    Final product types

    • Oral and injectable pharmaceutical actives containing oxazole motifs
    • Preclinical research compounds for oncology and central nervous system pipelines
    • Intermediate aliquots in GMP contract manufacturing of clinical trial supplies

    2. Speciality Agrochemical Synthesis

    This intermediate finds use in the synthesis of targeted agrochemical actives, especially those containing halogenated oxazole substructures required for selectivity in herbicides or insecticides. Agrochemical researchers utilize the compound during key cyclization or substitution steps to design molecules with improved environmental fate and target specificity. Manufacturing processes rely on its compatibility with modern reaction conditions and downstream work-up suitable for large-scale synthesis while upholding regulatory standards for agricultural use.

    Industry compliance standards

    • FAO/WHO specifications for pesticide ingredients
    • European Regulation (EC) No 1107/2009 on the placing of plant protection products on the market
    • OECD guidelines on chemical safety and testing
    • ISO 17025–accredited analytical quality control for impurity profiling

    Typical usage ratio

    • 0.6–1.8 molar equivalents per agrochemical intermediate, selected based on required activity spectrum and molecular design parameters

    Downstream process integration

    • Used in nucleophilic aromatic substitution or cross-coupling during Stage 1–2 of agrochemical synthesis
    • Processed under batch or continuous flow conditions, followed by intermediate isolation
    • Product purification to eliminate potential catalyst and halide residues
    • Integration with in-process control to confirm final structure via LC-MS or NMR

    Final product types

    • Halogenated oxazole-based herbicidal concentrates
    • Active pesticide ingredients with improved selectivity profiles
    • Bulk intermediates for downstream formulation into wettable powders and suspension concentrates

    3. Advanced Material Functionalization—Organic Electronics

    In the field of organic electronics, especially OLED and OFET device development, this intermediate functions as a precursor in the synthesis of small-molecule semiconducting materials. Its bromo functionality allows subsequent functionalization with electron donor or acceptor groups, optimizing charge transport properties. Device manufacturers seek precise control over molecular structure for improved film stability and luminescence, integrating this compound into the workflow during materials R&D for electronic and optoelectronic applications.

    Industry compliance standards

    • RoHS Directive (EU) 2011/65/EU for restriction of hazardous substances
    • IEC 61249-2-21 standards for halogen content in electronic materials
    • REACH (EC 1907/2006) registration and chemical safety assessments
    • ISO 14001 Environmental Management compliance for material sourcing

    Typical usage ratio

    • 5–15% by mass as a functionalization precursor within charge transport material synthesis batches, with loadings adjusted to required molecular design and batch scale

    Downstream process integration

    • Integrated early in small-molecule design and synthesis via cross-coupling steps
    • Reaction with specialized donor-acceptor moieties for tuning electronic properties
    • Pilot and scale-up under inert atmosphere for high-purity isolation
    • Material characterization by UV-Vis and PL spectroscopy prior to device fabrication

    Final product types

    • OLED emitter and host materials with oxazole linkages
    • Organic field-effect transistor (OFET) small molecules
    • Functionalized intermediates for organic photovoltaic cells

    4. Fine Chemical Synthesis for Dye and Imaging Agent Manufacture

    Selective manufacturers employ this intermediates for constructing novel dyes and imaging ligands, in which the electronically rich oxazole nucleus combined with phenyl substitution allows wavelength tuning in innovative colorants and fluorescent probes. The compound is introduced into synthetic sequences via stepwise coupling and heterocycle variations, tailored for physical and chemical compatibility in downstream formulations. Demand centers on high consistency for mass yields and color purity in research and diagnostic applications.

    Industry compliance standards

    • ISO 9001:2015 for quality management in dye production
    • EN 71-3:2019 (Safety of toys – migration of certain elements), where applicable for dye-containing products
    • FDA regulations for indirect food-contact colorants, where relevant
    • Relevant REACH registration for chemical intermediates in colorant production

    Typical usage ratio

    • 0.5–2.0 molar equivalents per dye molecule, ratio adjusted according to target absorption/emission profile and scale of production

    Downstream process integration

    • Added during heterocyclic core construction or aromatic substitution
    • Employed in step-growth or condensation reactions for push-pull dye framework assembly
    • Processed under inert or controlled atmosphere for sensitive functional group incorporation
    • LC, UV-Vis spectroscopy, and HPLC methods for intermediate/final colorant QC

    Final product types

    • NIR and visible-light fluorescent dyes for imaging and sensor applications
    • Colorant intermediates for specialty coatings and inks
    • Molecular probes used in biochemical assay kits
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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.