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2,5-Dibromo-3,4-Diaminopyridine

    • Product Name 2,5-Dibromo-3,4-Diaminopyridine
    • Alias 2,5-DBDAP
    • Einecs 629-867-1
    • 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

    342753

    Product Name 2,5-Dibromo-3,4-Diaminopyridine
    Molecular Formula C5H5Br2N3
    Molecular Weight 280.92 g/mol
    Cas Number 39856-57-6
    Appearance Light yellow to brown solid
    Melting Point 238-242°C
    Solubility Slightly soluble in water
    Purity Typically ≥98%
    Boiling Point Decomposes before boiling
    Storage Conditions Store at 2-8°C, protected from light and moisture
    Synonyms 2,5-Dibromo-3,4-pyridinediamine
    Iupac Name 2,5-dibromopyridine-3,4-diamine
    Smiles C1=CN=C(C(=C1N)N)Br

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    More Introduction

    2,5-Dibromo-3,4-Diaminopyridine: More Than Just a Chemical Name

    Understanding the purpose of a compound like 2,5-Dibromo-3,4-Diaminopyridine means digging below the surface-level jargon that usually dominates specialty chemical discussions. You're looking at a pyridine derivative with halogen and amine groups laid out in a specific way, four modifications pasted onto that classic six-membered ring. That unique pattern changes everything about how it behaves and where it fits in the chemical world.

    Unpacking the Model and Specifications

    Anyone who's spent time working in a chemical lab can spot right away that purity matters. 2,5-Dibromo-3,4-Diaminopyridine sets itself apart with its crystalline nature and a color that ranges from off-white to light brown. Good-quality product carries a minimum purity that typically exceeds 98% by HPLC or GC—ensuring dependable repeatability for research and industrial use.

    The melting point falls within the 205–209°C range. That puts it among stable compounds, which avoids the unpredictability that sometimes crops up in more heat-sensitive derivatives. Molecular weight clocks in at 264 grams per mole. Each molecule features two bromine atoms and two amino groups punching up the reactivity compared to the plain pyridine backbone.

    Solubility leans more toward polar organic solvents. If you have experience with N,N-dimethylformamide (DMF) or dimethyl sulfoxide (DMSO), you’ll find this compound responds well, especially when pushing for reaction completeness. Water solubility isn’t impressive, reflecting the hydrophobic influence of the bromine substitutions. Handling calls for standard good lab practices—nitrile gloves, goggles, and a working fume hood always earn their keep because aromatic amines or halogenated compounds rarely play nice with open skin or lungs.

    What Sets This Compound Apart?

    The placement of those bromine and amine groups isn’t just a matter of curiosity. You see it in action during modification work for pharmaceuticals, materials design, and advanced organic synthesis projects. The 2,5-dibromo pattern blocks certain positions on the pyridine ring, protecting these sites during cross-coupling reactions or when making intermediates for more complicated molecules. I remember running a series of Suzuki-Miyaura couplings—typical for anyone working with aryl halides. Compared to monobromo or non-brominated variants, yields often ran higher, and reaction times felt more forgiving.

    If you’ve ever struggled with selectivity in aromatic substitutions, the advantage stands out quickly. Those two amino groups don’t just donate electrons; they open up further transformations, like diazotization, nucleophilic substitutions, and derivatization into ureas or triazines. That dual action—of bromines as handles and amines as versatile groups—underscores why this compound keeps showing up in patent filings tied to new pharmaceutical scaffolds and materials chemistry.

    Comparing Against Close Relatives

    A quick look at the family tree shows plenty of other diaminopyridines and dibromopyridines. Single bromine analogs, like 2-bromo-3,4-diaminopyridine, often find themselves somewhat limited in reactivity when you shoot for higher compound complexity. Losing one of those bromines, you lose a key site for further functionalization. Monosubstituted aminopyridines? Sure, they still play a role in dye and pharmaceutical syntheses, but try metal-catalyzed cross-coupling with only one reactive handle and you’ll see the limitations.

    The advantage here is a matter of reactivity and strategic protection. Having two bromines locked at the 2 and 5 positions means a chemist can set down protecting groups, perform selective substitutions elsewhere, and then return for a second round of transformations. In a sense, it’s like building a molecular structure in modular stages—precisely what enables advanced design in medicinal and material chemistry.

    My time modifying ligands for catalysis highlighted another difference: electronic effects. Diamino groups draw attention for their strong electron-donating properties. They tune the reactivity of the ring, shifting how it behaves in both nucleophilic and electrophilic aromatic substitutions. For researchers and industrial process chemists alike, subtle changes in group placement can translate into measurable improvements in efficiency, yield, and even environmental impact—think fewer side products or cleaner separations down the purification line.

    Where You Encounter 2,5-Dibromo-3,4-Diaminopyridine

    The compound shows up most visibly in the intersection of advanced pharmaceuticals, specialty dyes, and research chemicals. As someone who has handled projects tied to both discovery chemistry and process optimization, the compound's blend of reactivity and selectivity proves useful again and again. In one series of anti-infective drug screens, for example, the core scaffold built from this precursor let structural analogs vary across a wide range, allowing rapid optimization of biological activity.

    Material scientists also lean on molecules like this when it comes to producing new classes of semiconductors, organic conductors, or specialty polymers. The fine-tuning of electron-rich and halogenated sites lets you manipulate conductivity, band gaps, and mechanical properties on a scale unseen by cruder building blocks.

    Academic researchers, too, look for compounds like 2,5-Dibromo-3,4-Diaminopyridine when probing reaction mechanisms. The double bromination makes it easier to track and trap reactive intermediates. I remember working alongside colleagues investigating cross-coupling efficiencies who found this molecule reliable for testing the limits of new palladium-based catalysts.

    Challenges and Opportunities

    Every productive compound brings with it questions about production, safety, and sustainability. Sourcing pure 2,5-Dibromo-3,4-Diaminopyridine often means balancing cost with quality. Many commercial versions offer high purity by default, but contaminated batches—sometimes with similar weight impurities or leftover synthetic byproducts—can complicate data and downstream processing. Controlling for these problems requires rigorous purchasing practices and thorough analytic confirmation. While a quick TLC can spot gross impurities, nuanced quality control almost always depends on NMR and mass spectrometry, tools accessible mostly in well-funded labs.

    Sustainability in halogenated intermediate production can’t be overlooked. The bromination step in traditional syntheses sometimes involves hazardous reagents and generates polluting side streams. Having worked briefly on process design for an industrial producer, I saw first-hand the trade-off between reagent efficiency and waste management. Adopting green chemistry principles—using milder reagents, recycling solvents, and integrating inline purification—saves both cost and environmental hassle in the long run.

    Safety always runs top of mind. Aromatic amines, especially with halogen substituents, often carry both toxicity and irritancy risks. Training lab staff, keeping up with updated safety data, and investing in containment technologies goes a long way toward averting accidents. Experienced chemists learn quickly to take such warnings seriously—a splash or whiff in an unprotected area won’t soon be forgotten.

    How 2,5-Dibromo-3,4-Diaminopyridine Fits Into Today’s Research Landscape

    Despite sounding like textbook fodder, pyridine derivatives have been at the center of crucial discoveries for over a century. The shift toward greener technologies and more complex pharmaceuticals keeps these molecules relevant. Watching the growth of targeted therapies, you often see intermediates like this feeding directly into the design of kinase inhibitors, enzyme blockers, or selective receptor antagonists.

    Biotech and R&D firms push for increased complexity in lead compounds, and 2,5-Dibromo-3,4-Diaminopyridine allows plenty of room for late-stage diversification. This adaptability streamlined the workflow in three different synthesis campaigns I worked on—a time- and cost-saver every time. The extra handles not only reduce the number of steps, but also cut out the need for early-stage protection/deprotection sequences once considered routine.

    Access to reliable supply and scalable synthetic routes has opened up new uses. Coupling reactions no longer just serve the needs of medicinal chemists—electronics, sensing materials, and light-sensitive compounds all make use of aryl bromides like these. In these spaces, controlling electronic properties often means the difference between commercial viability and dead-on-arrival bench results.

    Looking Beyond Current Practices

    There’s still plenty of curiosity left about where newer methods might take compounds like 2,5-Dibromo-3,4-Diaminopyridine. With progress in catalysis, enzyme mimics, and green chemistry, future methods may reduce or eliminate troublesome byproducts and rely more on catalytic efficiencies rather than brute-force conditions.

    Current trends show a move toward integrating predictive modeling—AI-driven retrosynthesis and digital twins—to guide transformations. Compounds with multiple functional groups, like this dibromo diaminopyridine, benefit from these advances because the possible reaction pathways multiply quickly. As a researcher, it’s a relief to build on platforms where in silico models flag side reactions or pinpoint conditions that maximize target product over waste.

    From a regulatory and safety angle, tighter oversight and updated hazard classifications follow right behind increased adoption. Academic institutions and industry groups have started pooling best practices and offering better data transparency on production, handling, and disposal. During a recent conference presentation, I watched a high-throughput team outline the impact of small changes in purification on recombinant toxicity studies—a reminder that even small persistent impurities can derail months of biological testing.

    Supply chain concerns can’t get ignored either. As markets globalize, dependence on consistent input materials grows critical. Delays or shortages of a key intermediate like this can ripple across entire drug development timelines. Years of lab work taught me that having two or three trusted sources for key chemicals isn’t wasteful—it’s strategic insurance.

    Potential Solutions to Ongoing Issues

    Many challenges surrounding advanced building blocks trace back to synthesis, scale-up, and sustainability pressures. One path forward involves wider adoption of flow chemistry for bromination steps, cutting down on hazardous batch reactions and granting more control over scale and consistency. I’ve seen pilot projects where yields increased, process safety improved, and waste generation dropped—all because of smarter, automated controls.

    Partnering with industrial biotechnologists might unlock more biosynthetic options. While most halogenation still depends on chemical reagents, enzymes evolved from marine or soil bacteria hold promise for highly selective transformations that work in water, at near-room temperature. A few startups already test this approach for related heterocycles, and success would ease a big part of the environmental burden.

    On the user side, clearer harmonization of safety and documentation standards means everyone can work with increased confidence. Standardizing chemical labels, updating hazard communication, and requiring suppliers to report batch histories in more detail would smooth out a lot of current friction and confusion in procurement.

    Sharing case studies and published methods—especially those that highlight missteps as much as successes—helps the greater chemistry community. I learned more from failed scale-ups and troubleshooting forums than any single instruction manual or textbook monograph.

    A Compound With Lasting Impact

    No single intermediate solves every problem, but 2,5-Dibromo-3,4-Diaminopyridine keeps resurfacing for good reason. Its dual halogenation and dual amino chemistry combine to allow access to a world of complex structures—addressing both the need for reactivity and for selective modification. Everyone from bench chemists to process engineers finds something to appreciate, whether it’s dependable purity, smart modularity, or the room for creative synthetic design.

    Scientific advancement always calls for reliable partners, whether in people or chemicals. As research branches out into ever more ambitious directions—new drug targets, more durable materials, smarter energy solutions—the value of adaptive, multi-functional intermediates grows. 2,5-Dibromo-3,4-Diaminopyridine stands as a versatile choice, already rooted in tried-and-tested procedures but open to innovation from every angle.