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2,5-Dibromo-1-Methyl-1H-Imidazole

    • Product Name 2,5-Dibromo-1-Methyl-1H-Imidazole
    • Alias 2,5-Dibromo-1-methylimidazole
    • Einecs 697-245-7
    • 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

    171478

    Chemical Name 2,5-Dibromo-1-Methyl-1H-Imidazole
    Cas Number 139879-95-1
    Molecular Formula C4H4Br2N2
    Molecular Weight 255.90 g/mol
    Appearance White to off-white solid
    Melting Point 123-127 °C
    Purity Typically ≥98%
    Solubility Soluble in DMSO, DMF; low solubility in water
    Smiles Cn1c(Br)cnc1Br
    Inchi InChI=1S/C4H4Br2N2/c1-8-3(5)2-7-4(8)6/h2H,1H3
    Synonyms 1-Methyl-2,5-dibromoimidazole
    Storage Temperature Room temperature, protected from light

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    More Introduction

    2,5-Dibromo-1-Methyl-1H-Imidazole: Rethinking Specialty Intermediates in Modern Synthesis

    Putting Reliability First: Why This Compound Stands Out

    Chemists don’t pick out 2,5-Dibromo-1-Methyl-1H-Imidazole on a whim. They turn to it because work in life science and advanced materials often stalls without specialty imidazoles. Organic synthesis at this level can hinge on finding the right reagent for a transformation, and this molecule has carved out a steady presence on lab benches and pilot lines. I’ve watched research teams juggling routes to form crucial N-heterocycles for pharmaceuticals, agrochemicals, and electronic materials, only to struggle with yields or selectivity. The addition of methyl and bromo substituents on the imidazole ring in this compound opens doors for targeted reactivity that simpler, less engineered imidazoles just can’t provide.

    What sets 2,5-Dibromo-1-Methyl-1H-Imidazole apart isn’t only the substitution pattern—though that certainly plays a role. The specific placement of both bromine atoms makes it a near-perfect scaffold when you want to push further functionalization with cross-coupling chemistry. Over the past decade, scientists have increasingly relied on Suzuki, Buchwald-Hartwig, and Sonogashira reactions to build molecular complexity from halogenated heterocycles. In this context, the predictability and accessibility of the dibromo motif mean fewer side reactions and easier purification down the line. Synthetic chemists notice these things. When you spend your days troubleshooting stubborn byproducts or inconsistent conversions, the repeatability and robustness offered by a well-characterized reagent become more than conveniences—they’re essential assets.

    Quality By Design: The Details Matter in the Lab

    Product quality in specialty imidazoles starts with the fundamentals: purity, moisture content, and trace metals. Many of us in chemical research have seen progress grind to a halt due to minor impurities. 2,5-Dibromo-1-Methyl-1H-Imidazole often arrives as a white to off-white crystalline powder, readily checked by NMR or HPLC. The chemical formula—C4H4Br2N2—speaks to its lean structure, but it’s the real-world physical and chemical stability that builds trust with researchers and QC teams. Average purity frequently comes in at 97% or higher when sourced from established suppliers, and that’s not just a marketing claim. High-performance projects in pharma or electronics need absolute reliability batch to batch; one bad lot causes rework, wasted time, and unnecessary costs.

    Consistency becomes especially important as teams scale from milligram trials to multi-gram runs. I’ve worked with labs that order small amounts for conceptual experiments, then suddenly search for the same compound at kilogram scale for pilot studies. If a batch contains excess moisture or heavy metals, downstream reactions falter. This is particularly true with Pd-catalyzed couplings, where even a stray sodium or iron ion can cause unpredictable outcomes. The best commercial options for this compound emphasize strict testing records—not only for purity but also for elemental content and water activity. For anyone juggling process chemistry or analytical development, these stats aren’t bureaucratic hurdles—they’re the difference between successful scaleup and another round of troubleshooting.

    Role in Synthesis: More Than a Building Block

    A fair number of bench chemists recognize 2,5-Dibromo-1-Methyl-1H-Imidazole by its place in making pharmaceutical intermediates or advanced functional materials. Its popularity has grown in the arena of structure–activity relationship exploration. I recall one project at an academic lab building kinase inhibitors, where the team needed a reliable way to introduce polar groups at the 2- and 5-positions of the imidazole ring. This compound removed the need for error-prone protection-deprotection steps by presenting reactive bromines directly.

    In life sciences, the inclusion of the methyl group at N-1 often influences the pharmacokinetics and metabolic stability of leads. Subtle changes like this alter how a molecule interacts with enzymes or targets. Researchers can exploit the dibromo layout to prepare libraries of analogues using straightforward cross-couplings. It’s not an exaggeration to say that such modular intermediates save months of synthetic labor, lowering the barrier to innovation in early drug discovery.

    Material science tells a similar story. The demand for selectively halogenated imidazoles stretches into organic electronics and sensors. Teams pursuing new conductive polymers, for example, often rely on these dibromo units to introduce backbone complexity. Their plan isn’t to stop with the neutral imidazole skeleton—they need specialized derivatives for enhanced charge mobility, stability, or optical properties. I’ve sat in meetings where researchers debated the trade-offs between available heterocyclic intermediates. In those discussions, 2,5-Dibromo-1-Methyl-1H-Imidazole always stands strong when the goal rests on precise, versatile reactivity.

    Setting It Apart: Concrete Differences from Other Imidazoles

    The chemical catalog offers a dizzying variety of imidazole derivatives: mono-bromo, tetra-substituted, different alkyl or aryl groups at each position. Many are suitable as reagents or synthons, but the 2,5-dibromo, N-1-methyl variant doesn’t blend into the crowd. Standard, unsubstituted imidazole barely participates in most cross-coupling protocols; it lacks the leaving groups to support such chemistry. In contrast, mono-bromo variants often lead to less controlled substitution patterns or require multiple steps to achieve diversity. With two bromines in place, selective coupling or further halogen-lithium exchange comes within reach, setting this compound apart as a true workhorse.

    I’ve witnessed teams try to force reactions using less functionalized heterocycles, only to double back to the dibromo after unexpected roadblocks. N-alkylation at the N-1 position also influences the compound’s reactivity profile—sterically and electronically. In practice, this means better selectivity or tuned basicity, which translates into cleaner outcomes or easier workup. The difference may look subtle on paper, but ask a synthetic chemist: It’s easier and more cost-effective to adjust a molecule’s core properties at the early stage instead of patching up the molecule later with late-stage functional group juggling.

    Furthermore, many other imidazole building blocks aren’t as widely compatible with high-throughput, parallel synthesis. The balance of reactivity, manageability, and physical stability seen in 2,5-Dibromo-1-Methyl-1H-Imidazole supports rapid analogue generation—a non-trivial factor in competitive pharmaceutical research or advanced material design. 

    Down to the Workbench: Real Use Cases and Insights

    Turn to recent literature or patent filings, and the fingerprints of 2,5-Dibromo-1-Methyl-1H-Imidazole show up in more advanced areas than the average specialty intermediate. Medicinal chemists deploy it in fragment-based drug design, linking different pharmacophores via iterative cross-couplings or nucleophilic substitutions. I’ve consulted with process chemistry groups that singled out this compound to streamline the late-stage functionalization of once-obscure heterocyclic leads. The methyl group at N-1 often makes this intermediate more lipid-soluble than its non-substituted cousins, opening up alternative routes in compound purification or formulation.

    Other specialty halogenated imidazoles sometimes force compromises—lower melting points, awkward solubility profiles, or inconsistent shelf stability. The 2,5-dibromo, N-1-methyl derivative fares better here: it stores well under plain desiccation, survives routine handling, and dissolves in common lab solvents like acetonitrile or DMF. These practical differences put it ahead where everyday lab and scale-up process decisions come into play.

    It also earns a spot in agrochemical and material science sectors. The same patterns of substitution that open doors in medicinal chemistry are just as useful for crafting new fungicides, seed treatments, or resin precursors. In my experience, the value of modularity—having a single building block that supports rapid diversification—cannot be overstated. One team I advised used this property to create a small focused library of functionalized imidazoles, screening for both biological activity and polymer performance. The savings in time and resources compared to traditional multistep approaches were evident at every step.

    Challenges in Manufacturing and Scalability

    No specialty chemical escapes questions about sourcing and production quality. In-house synthesis for 2,5-Dibromo-1-Methyl-1H-Imidazole is possible but usually inefficient, especially outside a full-scale R&D or pilot facility. Most teams I’ve spoken with rely on commercial batches for reliability and to sidestep handling toxic brominating agents or hazardous solvents. Reproducibility is tough when scaling beyond gram levels, not only because of reaction exotherms but also waste management and process validation. Any future improvements in green bromination, solvent recycling, or catalytic efficiency directly impact access and cost for end users.

    The regulatory environment also exerts pressure. In life science and agriculture, regulatory filings may require extensive impurity profiling and documentation around trace contaminants. Manufacturers attuned to these needs offer detailed quality reports, full spectral identification (NMR, IR, MS), and often batch-specific certificates—again, not as compliance bureaucracy but as necessary tools for auditability and scientific trust. Getting this right isn’t just about ticking a box; it’s about confidence at each stage from discovery to production line.

    Addressing Supply Chain and Environmental Considerations

    Supply chain transparency matters for research and development budgets. I’ve seen procurement teams slow to a crawl because they couldn’t confirm the provenance or quality assurance steps for specialized intermediates. Secure, traceable sources for building blocks like 2,5-Dibromo-1-Methyl-1H-Imidazole reduce guesswork and avoid delays downstream. The best suppliers offer real-time data on inventory, batch control, and logistics—underrated benefits in a commercial environment where project timelines already stretch thin.

    On the environmental front, specialty brominated heterocycles face their share of scrutiny. Bromine chemistry, in particular, draws concern for waste streams and employee safety. Modern process design emphasizes waste minimization and containment, often pushing suppliers toward cleaner, more selective halogenation routes. From my perspective, the future of compounds like this depends both on technical performance and a proven record of safe, responsible manufacturing. End users ask tougher questions about lifecycle analysis, and suppliers respond with life-cycle documentation or green chemistry initiatives. A generation ago, few asked for this level of transparency; now, it’s a standard expectation that ripples through the specialty chemical sector as a whole.

    Practical Solutions: Paving the Way for More Responsible Use

    One way research groups and manufacturers can steer toward more responsible use involves pooling resources to develop greener halogenation protocols. Academic–industrial partnerships have already spurred innovations in flow bromination and solid-supported reagent systems, slashing reaction hazards and purification overhead. Research grants supporting such process intensification go a long way toward taming the environmental and operational costs that often shadow brominated intermediates.

    Digitalization in supply chain management helps as well. Many labs now maintain real-time tracking on specialized intermediates, sharing data on lot performance or process hiccups with both suppliers and team members. This crowdsourced intelligence speeds up root-cause analysis and highlights opportunities to close the loop on sustainability goals—keeping quality and compliance at the forefront, but not as a barrier to rapid R&D.

    On the end-user side, chemists benefit from detailed material data and application notes. The most reliable offerings include detailed synthetic pathways, scale-up tips, and waste handling guidance. Teams aiming for high-throughput experiment design appreciate ready-to-use protocols that take advantage of this compound’s unique substitution pattern. That practical wisdom, passed along through technical bulletins or conference talks, grounds the value of 2,5-Dibromo-1-Methyl-1H-Imidazole in the real world, shielding research from costly errors.

    Final Thoughts: Trust, Versatility, and the Path Forward

    If there’s a lesson from years spent on both sides of the research–production fence, it’s that the real worth of a specialty chemical rests on results and resilience. 2,5-Dibromo-1-Methyl-1H-Imidazole isn’t merely another entry in a chemical catalog. It represents years of refining what bench and process chemists need from a building block—reliability in structure, predictability in reactivity, and confidence in handling.

    From drug discovery through advanced materials, this compound supports streamlined synthesis, rapid analogue generation, and reduced workup headaches. It does its job not by being the flashiest new entrant, but by advancing the baseline for quality and utility in modern heterocycle chemistry. By keeping its supply chain, manufacturing practices, and technical data transparent and robust, suppliers of 2,5-Dibromo-1-Methyl-1H-Imidazole demonstrate a clear commitment to supporting research in ways that run deeper than a simple catalogue description.

    For those striving for innovation, facing regulatory barriers, or scaling discoveries to new markets, building a relationship with trusted intermediates changes the game. All the incremental improvements in safety, sustainability, batch reliability, and application support extend far beyond one compound. Instead, they light the way for a new generation of specialty chemistries that put the needs of both science and society at the center.