4,4-Dibromo-2,2-Bipyridine

    • Product Name: 4,4-Dibromo-2,2-Bipyridine
    • Chemical Name (IUPAC): 4,4'-Dibromo-2,2'-bipyridine
    • CAS No.: 15558-52-0
    • Chemical Formula: C10H6Br2N2
    • Form/Physical State: Powder
    • Factroy Site: No.968 Jiangshan Rd., Nantong ETDZ, Jiangsu, China
    • Price Inquiry: sales7@boxa-chem.com
    • Manufacturer: Nantong Acetic Acid Chemical Co., Ltd.
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    Specifications

    HS Code

    972872

    Chemical Name 4,4'-Dibromo-2,2'-bipyridine
    Molecular Formula C10H6Br2N2
    Molecular Weight 342.98 g/mol
    Cas Number 188253-90-7
    Appearance White to off-white solid
    Melting Point 178-182 °C
    Purity Typically >98%
    Solubility Slightly soluble in organic solvents like DMSO and DMF
    Smiles Brc1cc(ncc1)-c2cc(Br)ccn2
    Inchi InChI=1S/C10H6Br2N2/c11-7-1-3-9(13-5-7)10-4-2-8(12)14-6-10/h1-6H
    Storage Conditions Store at room temperature in a dry place
    Synonyms 4,4'-Dibromo-2,2'-bipyridyl

    As an accredited 4,4-Dibromo-2,2-Bipyridine factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing The 4,4-Dibromo-2,2'-Bipyridine is supplied in a 5-gram amber glass bottle with a white, tamper-evident cap and label.
    Container Loading (20′ FCL) Container Loading (20′ FCL) for 4,4-Dibromo-2,2-Bipyridine ensures safe, efficient bulk packaging, maximizing volume with secure, moisture-proof containment.
    Shipping 4,4-Dibromo-2,2'-Bipyridine is shipped in tightly sealed containers, protected from light and moisture. It is packaged according to hazardous material regulations, ensuring safe transportation. Proper labeling, documentation, and cushioning are provided to prevent breakage or spills during transit. Shipping complies with international guidelines for chemical safety and handling.
    Storage 4,4-Dibromo-2,2’-bipyridine should be stored in a tightly sealed container, in a cool, dry, and well-ventilated area away from incompatible substances such as strong oxidizers and acids. Protect it from light and moisture. Ensure the storage area is clearly labeled and complies with local chemical safety regulations. Handle with appropriate personal protective equipment to avoid inhalation or contact.
    Shelf Life 4,4-Dibromo-2,2-Bipyridine is stable under standard conditions; shelf life exceeds two years when stored cool, dry, and protected from light.
    Application of 4,4-Dibromo-2,2-Bipyridine

    Purity 99%: 4,4-Dibromo-2,2-Bipyridine with purity 99% is used in homogeneous catalysis development, where high purity ensures reproducible catalytic activity.

    Molecular weight 313.97 g/mol: 4,4-Dibromo-2,2-Bipyridine at molecular weight 313.97 g/mol is used in organometallic complex synthesis, where defined molecular properties enable precise ligand architecture.

    Melting point 92-96°C: 4,4-Dibromo-2,2-Bipyridine with melting point 92-96°C is used in temperature-sensitive reaction setups, where accurate thermal processing prevents decomposition.

    Particle size 20-50 µm: 4,4-Dibromo-2,2-Bipyridine of particle size 20-50 µm is used in flow reactor systems, where controlled particle dispersion enhances process consistency.

    Stability temperature up to 120°C: 4,4-Dibromo-2,2-Bipyridine stable up to 120°C is used in high-temperature ligand coupling reactions, where thermal stability reduces degradation risk.

    Solubility in DMSO: 4,4-Dibromo-2,2-Bipyridine with high solubility in DMSO is used in pharmaceutical intermediate syntheses, where homogeneous dissolution promotes efficient conversion.

    NMR assay ≥98%: 4,4-Dibromo-2,2-Bipyridine with NMR assay ≥98% is used in analytical standard preparation, where assay validation facilitates accurate calibration.

    Low moisture content (<0.1%): 4,4-Dibromo-2,2-Bipyridine with low moisture content (<0.1%) is used in air-sensitive catalyst formation, where minimal water content prevents unwanted hydrolysis.

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    Certification & Compliance
    More Introduction

    4,4-Dibromo-2,2-Bipyridine: A Key Choice for Advanced Synthesis

    More Than Just a Reagent: How 4,4-Dibromo-2,2-Bipyridine Shapes Modern Chemistry

    Not every day does a molecule come along that finds itself almost instinctively on the benchtop of experienced chemists and curious researchers alike. 4,4-Dibromo-2,2-Bipyridine does exactly that. This compound, featuring a pair of pyridine rings connected at position two and each substituted at the fourth position with a bromine atom, serves as a favored ligand in coordination chemistry or as a key intermediate in synthesizing more complex compounds.

    After years learning from trial and error in the lab, some chemicals become more than just items stacked on a shelf—they become reliable partners. Anyone who’s wrestled with the sharp smell of pyridine or puzzled over the stubborn nature of halogenated aromatics knows that not all reagents behave the same way. The structure of 4,4-Dibromo-2,2-Bipyridine brings together bromine’s strong leaving group capability and the unique reactivity of the bipyridine scaffold. Both features offer clear advantages when building new molecular architectures or exploring metal catalysts.

    Specifications That Matter for Real Applications

    Chemists gravitate to this molecule for a reason. With a melting point often above 140°C, 4,4-Dibromo-2,2-Bipyridine provides a stable, crystalline solid that doesn’t degrade under normal lab conditions. Its low solubility in water, yet broad solubility in organic solvents such as DMF, DMSO, and acetonitrile, means it mixes easily into many reaction systems. The molecule’s high purity—generally available at over 98%—reduces side reactions, saving time on unnecessary purification steps.

    I’ve seen plenty of reactions go south because of impurities or inconsistent batches. Reliable supply and quality of a compound like this cut down on surprises, from trace metal contamination to unexpected byproducts. The bromine atoms attached at the 4-positions not only make the molecule amenable to coupling reactions such as Suzuki or Negishi type, but they do so without introducing additional, unpredictable reactivity sometimes seen with other halogenated ligands.

    Advancing Coordination Chemistry and Beyond

    In the world of coordination chemistry, ligands like 4,4-Dibromo-2,2-Bipyridine don’t just sit alongside metals; they control the structure and function of the resulting complexes. Entry-level students might look at such a ligand and glimpse only a building block, but seasoned researchers recognize what’s at stake when picking the right bit for assembling a new metal catalyst. The electron-withdrawing power of bromine alters the electronic characteristics of the pyridine core, shifting how metal ions recognize, bind, and activate substrates.

    One of the most significant areas of innovation tied to this molecule lies in catalysis. Take the use of palladium, ruthenium, or iridium complexes for organic transformations. The presence of bromine atoms at regular intervals enables selective activation and derivatization—a flexibility prized when building up customized ligands or novel materials. I recall working on a cross-coupling project where switching from 4,4-dimethyl-2,2-bipyridine to this dibromo compound unlocked new levels of reactivity, mainly due to the halogen’s capacity to facilitate further substitution steps.

    Research, Discovery, and Reliability

    Many research programs rely on the repeatability of their model reactions. The stability and reactivity of 4,4-Dibromo-2,2-Bipyridine have encouraged researchers everywhere to try it out in different contexts—solar cell construction, molecular sensing, or the development of new pharmaceuticals. What keeps labs returning to this compound is its balance of predictable reactivity and chemical robustness.

    Imagine tuning a catalyst’s performance by small tweaks on the ligand. Bromination at the 4-positions lets chemists add functionality without turning the bipyridine too electron-rich or electron-poor. It strikes the right balance, especially compared to unsubstituted bipyridine, which often lacks the selective reactivity that bromine provides. Some might reach for the chlorinated or methylated versions, but the dibromo choice consistently opens more doors for post-synthetic modification, especially in C-C or C-N coupling strategies.

    Differences from Other Bipyridine Derivatives

    Some might ask, why not use 2,2-bipyridine or even its methylated cousins? Each derivative brings its own quirks. Unsubstituted 2,2-bipyridine offers standard chelation, sure, but often falls flat when selective functionalization is needed. Methylated versions push electron density around, sometimes destabilizing the metal complexes under basic or oxidative conditions. 4,4-Dibromo-2,2-Bipyridine, with bromines at just the right locations, enables further substitution while still supporting stable chelation.

    Professional chemists don’t just follow published protocols—the best often try to push beyond them. The dibromo compound stands out because it anchors itself to a vast set of synthetic opportunities. From my experiments, I’d argue that its ability to serve as a synthetic “hub” makes it valuable both for routine transformations and adventurous new pathways. No one can afford to be stuck re-optimizing predictable reactions, especially with tight budgets and even tighter timelines looming over academic and industrial labs.

    Enabling Precise Synthesis and New Materials

    Innovation tends to follow the tools that chemists can trust. 4,4-Dibromo-2,2-Bipyridine allows scientists to introduce complexity “on demand.” The aryl bromide group opens the door for selective cross-coupling under relatively mild conditions. Many times I’ve stepped through iterative reactions where building up complexity turned into an exercise in frustration because earlier choices left me with groups that were too inert, too reactive, or too tedious to purify. The dibromo variant delivers just enough reactivity, coupled with the underlying stability of a bipyridine core.

    In material science, especially for those working on electronic or photonic devices, substitution patterns change how a molecule interacts with metals or conducts electrons. The brominated bipyridine not only anchors functional metals but can also serve as a platform for further derivatives, ultimately leading to new light-emitting molecules or highly selective sensors. I’ve seen work where simple ligand modifications completely reorganize the outcome of a self-assembled nanostructure or alter the color and lifetime of a metal complex’s luminescence.

    Addressing Practical Issues: Purity, Pricing, and Accessibility

    Sourcing reliable chemicals used to mean relying on a neighbor’s word or poring over catalogs, trying to spot the difference between dozens of similarly named compounds. With a reagent like 4,4-Dibromo-2,2-Bipyridine, what matters most are consistency and actual batch quality. Price sometimes becomes a sticking point—brominated ligands often run higher than their unsubstituted counterparts due to extra synthetic steps and environmental regulations around bromine. These days, vendors offer improved traceability, and reputable suppliers certify each batch with clear analytical data.

    There’s no gain buying cut-rate chemistry if you have to chase down impurities in every reaction. Most modern suppliers send out accompanying NMR and HPLC data, allowing end-users to scan for unwanted byproducts or trace metals. Any researcher or engineer leaning on this molecule can cross-check specifications and build up a supply chain they trust, which in turn speeds up research and product development cycles.

    Safety and Storage: Plain Reality in the Lab

    Chemicals like 4,4-Dibromo-2,2-Bipyridine demand attention to detail. The compound behaves as a moderate irritant; it belongs in a fume hood, far from open beakers of water, acids, or strong bases. Given its stability at room temperature, dry storage keeps it ready for action without degradation. I’ve always been careful about cleanup when using brominated aromatics, avoiding careless spills or long-term exposure. Proper storage and handling make all the difference, especially since the compound doesn’t present any unusual hazards beyond those typical for organic bromides.

    Institutional safety policies now reflect years of lessons learned—ensure fresh gloves, eye protection, and accurate labeling. This is more than red tape. Every year, stories circulate about near misses with halogenated reagents, so taking real precautions avoids lost time and unnecessary risk. New automated inventory tracking helps minimize loss and avoid stockpiling expired material that’s no longer fit for sensitive synthesis work.

    Environmental Factors and Responsible Chemistry

    Anyone looking to the future of synthesis needs to reckon with environmental responsibility. Brominated compounds, by their nature, pose challenges for waste handling and disposal. Common sense, supported by regulation, guides users to collect waste in appropriate containers. Many research groups now audit their chemical inventory and work to recycle or regenerate bipyridine ligands whenever possible. I’ve noticed a shift toward greener solvents, more efficient reaction conditions, and smarter waste minimization, all aimed at keeping the environmental impact of materials like this under control.

    Proper procedure matters just as much as yield—the next generation of researchers won’t tolerate sloppy practice, nor should they. Encouraging the use of less hazardous options for related steps or finding milder reaction conditions picks up momentum every year. One area where the dibromo bipyridine stands out is its compatibility with newer, lower-waste catalytic transformations. These reactions trim down the overall hazard profile, making research both safer and more sustainable over the long run.

    Potential Solutions and Ongoing Challenges

    Given continued demand for specialized ligands, chemists and suppliers face a handful of persistent issues: cost, sourcing, and environmental footprint. Potential solutions emerge from ongoing collaboration between synthetic chemists, material scientists, and chemical engineers. I’ve participated in more than one project team exploring either reusing spent ligands from metal recovery or developing milder, higher-yield bromination techniques that reduce hazardous byproducts.

    Open access to green chemistry protocols helps migration to newer, less resource-intensive pathways. Transparent supply chains—where origin, purity, and environmental credentials are logged—support purchasing decisions aligned with ethical standards valued by both academia and industry. Progress also rides on user education. Workshops, published protocols, and even informal seminars on practical ligand handling and disposal sharpen skills and create positive pressure toward better practice.

    Learning From Experience: Building a Case for Thoughtful Product Use

    The journey of mastering reagents like 4,4-Dibromo-2,2-Bipyridine isn’t just about reading technical specifications—it’s about repeated, thoughtful application. Each new synthesis or materials project brings another lesson, another insight about why this molecule delivers where others might fall short. From its reliable performance in cross-coupling to the subtle ways its bromine substituents tune electronic properties, the product earns its reputation through results.

    Sometimes, colleagues from other disciplines wonder about the fuss over one ligand among hundreds. In reality, the reliability of outcomes and the opportunity for further functionalization distinguish this compound from others in its class. Where some scientists value speed or cost-cutting, those using this bipyridine compound pride themselves on getting work done right the first time. This attitude, built on both evidence and experience, drives chemistry forward, one project at a time.

    Transparency and Trust: Buying With Confidence

    Science flourishes on transparency and trust. Labs that share sourcing information, publish full analytical data, and document protocols contribute to a culture of reliability. Buying 4,4-Dibromo-2,2-Bipyridine shouldn’t be a leap of faith. Detailed certificates of analysis, customer reviews, and technical support create a network of shared expertise. Many times, decisions about which supplier to use depend as much on peer recommendations and published literature as on price per gram.

    During procurement, direct communication with technical staff and even other users uncovers potential pitfalls—a batch shipping with excess moisture or carrying trace contaminants. Responsible suppliers address these issues head on, often offering returns, replacements, or hands-on troubleshooting. Labs working in regulated industries face even higher stakes, making dependable, validated products not just convenient, but absolutely necessary.

    Looking Forward: Innovation Drives Demand

    As research directions shift toward more complex targets—advanced functional materials, new pharmaceuticals, or responsive molecules in sensing technologies—the need for building blocks like 4,4-Dibromo-2,2-Bipyridine will likely only grow. Researchers continue to ask more from their tools: faster reactions, greater reliability, and lower waste. This demand sparks innovation, driving both suppliers and users to forge new methods and develop novel derivatives.

    Multiple research labs have launched ongoing programs exploring not just improved synthetic methods for this compound, but also new routes for ligand recovery and reuse. The increasing adoption of computational tools also means fine-tuning of ligand and complex design, accelerating discovery and scaling up viable processes. I’ve watched students and senior scientists alike use this compound to bridge tradition and cutting-edge research, reinforcing its pivotal place in today’s laboratory toolkit.

    Cultivating Expertise and Responsible Stewardship

    Expertise in using specialty ligands such as 4,4-Dibromo-2,2-Bipyridine rarely develops overnight. It grows steadily, the result of continual hands-on practice, constant reading, and open discussion with colleagues. Forums, conferences, and lab meetings provide real-time opportunities for knowledge sharing, identifying both best practices and cautionary tales. Such a culture builds not just better science, but also a foundation for ethical and sustainable chemical use.

    In the end, stewardship—caring for both the chemical and its impact—means keeping up with changing regulatory requirements, environmental protection, and personal health. Those using the dibromo bipyridine are already building the future, one careful experiment at a time, using a product that remains as practical as it is versatile.