4,4'-Dicarboxy-2,2'-Bipyridine

    • Product Name: 4,4'-Dicarboxy-2,2'-Bipyridine
    • Chemical Name (IUPAC): 4,4'-dicarboxy-2,2'-bipyridine
    • CAS No.: 32439-69-1
    • Chemical Formula: C12H8N2O4
    • 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

    505398

    Chemical Name 4,4'-Dicarboxy-2,2'-Bipyridine
    Molecular Formula C12H8N2O4
    Molecular Weight 244.20 g/mol
    Appearance White to off-white powder
    Cas Number 51990-80-8
    Melting Point Over 300°C (decomposes)
    Solubility In Water Slightly soluble
    Pka Approx. 2.1 (carboxylic acid groups)
    Smiles C1=CC(=NC=C1C2=CC(=NC=C2)C(=O)O)C(=O)O
    Synonyms 4,4'-Bipyridine-2,2'-dicarboxylic acid
    Storage Conditions Store at 2-8°C, protected from light and moisture

    As an accredited 4,4'-Dicarboxy-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 25g packaging for 4,4'-Dicarboxy-2,2'-Bipyridine is a sealed amber glass bottle with a screw cap and label.
    Container Loading (20′ FCL) **Container Loading (20′ FCL) for 4,4'-Dicarboxy-2,2'-Bipyridine:** Packed securely in fiber drums or bags, suitable for safe shipping; typical capacity: 7–10 metric tons per 20′ FCL.
    Shipping **Shipping Description:** 4,4'-Dicarboxy-2,2'-Bipyridine is typically shipped in tightly sealed containers, protected from moisture and direct sunlight. It is classified as a non-hazardous, solid organic compound and should be handled with standard laboratory precautions. Ensure compliance with local, national, and international transport regulations during storage and shipment.
    Storage 4,4'-Dicarboxy-2,2'-Bipyridine should be stored in a tightly sealed container, in a cool, dry, and well-ventilated area, away from moisture and incompatible substances such as strong oxidizing agents. Protect from direct sunlight and sources of ignition. Store at room temperature or as specified by the manufacturer, and ensure proper labeling to avoid accidental misuse or contamination.
    Shelf Life Shelf life of 4,4'-Dicarboxy-2,2'-bipyridine is typically several years if stored cool, dry, and protected from light and moisture.
    Application of 4,4'-Dicarboxy-2,2'-Bipyridine

    Purity 99%: 4,4'-Dicarboxy-2,2'-Bipyridine with purity 99% is used in coordination chemistry research, where it ensures reproducible ligand-metal complex formation.

    Melting Point 336°C: 4,4'-Dicarboxy-2,2'-Bipyridine with a melting point of 336°C is used in thermal stability studies, where it maintains structural integrity under high-temperature synthesis conditions.

    Molecular Weight 244.19 g/mol: 4,4'-Dicarboxy-2,2'-Bipyridine with molecular weight 244.19 g/mol is used in catalytic system development, where precise stoichiometry control is critical for reaction optimization.

    Particle Size <50 μm: 4,4'-Dicarboxy-2,2'-Bipyridine with particle size below 50 μm is used in metal-organic framework (MOF) fabrication, where uniform particle distribution enhances porosity.

    Stability Temperature up to 280°C: 4,4'-Dicarboxy-2,2'-Bipyridine with stability temperature up to 280°C is used in high-temperature dye-sensitized solar cells, where it provides consistent photosensitizer anchoring.

    Water Solubility 1.5 mg/mL: 4,4'-Dicarboxy-2,2'-Bipyridine with water solubility of 1.5 mg/mL is used in aqueous phase coordination reactions, where it facilitates homogeneous ligand dispersion.

    Chromatographic Grade: 4,4'-Dicarboxy-2,2'-Bipyridine of chromatographic grade is used in analytical separation processes, where it ensures analytical purity and peak resolution.

    Spectral Purity >98%: 4,4'-Dicarboxy-2,2'-Bipyridine with spectral purity greater than 98% is used in photophysical property studies, where it enables accurate fluorescence and absorption measurements.

    Low Hygroscopicity: 4,4'-Dicarboxy-2,2'-Bipyridine with low hygroscopicity is used in moisture-sensitive catalysis applications, where it prevents unwanted hydrolysis reactions.

    Batch-to-Batch Consistency: 4,4'-Dicarboxy-2,2'-Bipyridine exhibiting batch-to-batch consistency is used in pharmaceutical intermediate synthesis, where reliable performance ensures product quality.

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    Certification & Compliance
    More Introduction

    4,4'-Dicarboxy-2,2'-Bipyridine: A Game-Changer in Coordination Chemistry and Material Science

    The Backbone of Innovation: What Sets 4,4'-Dicarboxy-2,2'-Bipyridine Apart

    In a world packed with chemicals vying for attention, 4,4'-Dicarboxy-2,2'-Bipyridine stands out by punching above its weight. This compound isn’t just another bipyridine derivative—it has carved its niche thanks to the balanced structure of its bipyridyl core paired with carboxyl functionality, and every day, researchers reach for it with specific outcomes in mind. Whenever I talk to colleagues in materials chemistry, they all seem to agree that the carboxy groups fixed on the 4 and 4' positions turn this molecule into a much more versatile ligand compared to simpler bipyridines or other functionalized analogs.

    Touchpoints: Real-World Uses and Research Applications

    Every time a new paper comes out involving transition metal complexes, I find myself on the lookout for 4,4'-Dicarboxy-2,2'-Bipyridine in the methods section. There’s a good reason for that: by latching carboxylic acids onto the bipyridine skeleton, this molecule offers both added stability and anchoring ability in coordination compounds. That comes in handy for researchers working on catalysis, where precision and strength in ligand-metal binding can spell the difference between breakthrough and disappointment.

    Efforts to create new frameworks for gas storage, like metal-organic frameworks (MOFs), benefit in a big way from this compound’s unique geometry. I’ve watched teams use it as a robust bridging ligand, forming rigid, highly porous lattices. Those extra carboxylic arms give coordinated sites that help direct the growth of crystal networks, resulting in materials that can soak up gases such as CO2 or hydrogen with remarkable efficiency. This kind of functionality has made it an in-demand staple for groups working at the intersection of environmental science and materials engineering.

    Specifications that Serve the Scientist

    The practical side of chemistry often focuses less on desk specs and more on real-world behavior, and 4,4'-Dicarboxy-2,2'-Bipyridine delivers on both. Coming in as a white or off-white powder, it dissolves well in polar solvents but holds up under standard storage conditions. I know several labs that have come to rely on its high purity grades because they can move seamlessly from synthesis to application without running into reproducibility headaches. Its melting and decomposition points land in a range conducive to safe handling, but it’s always wise to stay alert as with any complex organic.

    The model most widely adopted for synthetic use sits at the crossroads of reliability and performance. Some researchers tweak synthesis routes or purification methods to bump up purity or adapt to a particular solvent system, but the core product remains unchanged—two pyridyl rings linked at the 2,2' positions, carboxylic acids branching courageously from the 4,4' ends. This small architecture adjustment means it binds to metals more securely, forms higher-order structures more readily, and resists unwanted byproducts better than its simpler relatives.

    Where 4,4'-Dicarboxy-2,2'-Bipyridine Leaves the Competition Behind

    My own experience working with bipyridyl systems gave me a front-row seat to the differences between plain 2,2'-bipyridine, other carboxylated isomers, and this molecule. I once watched an undergraduate struggle to coordinate plain 2,2'-bipyridine with a ruthenium salt; the reaction stalled out, and yields were painfully low. Just swapping in the dicarboxy version turned everything around: robust, bright complexes formed in less time, and the purification step became much more forgiving.

    Anyone coming over from using 4,4'-dimethyl-2,2'-bipyridine or the 5,5'-dicarboxy analog will find a noticeable shift in performance. The 4,4' positions encourage more linear, symmetrical frameworks, especially in extended structures or MOFs. 5,5'-dicarboxy-2,2'-bipyridine doesn’t fit into as many standard frameworks, so its options stay limited. Polycarboxylated bipyridines sometimes bring extra reactivity or solubility issues that put a damper on scale-up; in my experience, 4,4'-dicarboxy-2,2'-bipyridine rarely gives that sort of trouble.

    Bringing It to the Lab Bench: Everyday Benefits and Opportunities

    For students in university labs, real progress happens at the bench—not just in theory—and this compound often makes the difference between “just OK” and “publishable.” Precision in ligation means more reproducible results and more robust mechanistic studies, which matters when a thesis or a grant hinges on clear-cut data. Because it’s so compatible with typical solvents and common heating protocols, teams can swap it in for other ligands without a painful learning curve.

    Every time I help set up a lab protocol for building coordination polymers, I rely on the straightforward reactivity of this molecule. There’s no need for fancy catalysts or specialized glassware—standard Schlenk techniques or open-air refluxes work just fine. A reliable ligand simplifies the troubleshooting that chews up too much research time, giving chemists more chances at innovation rather than endless reruns of failed reactions.

    Energy Devices, Solar Cells, and Future Horizons

    One of the fastest-growing application areas for 4,4'-Dicarboxy-2,2'-Bipyridine lives in the energy sector. Teams racing to boost solar cell efficiency keep returning to transition metal complexes featuring this ligand, especially in dye-sensitized solar cells (DSSCs). I’ve watched lab groups tune light absorption, electron transfer rates, and overall device stability using complexes with this compound at the core.

    Beyond solar power, the ability to fine-tune electron-rich frameworks brings new possibilities for supercapacitors and battery technologies. Metal-ligand coordination networks based on this molecule promise higher charge retention and greater cycling stability. Years ago, I saw a Ph.D. project hit a wall with alternative ligands that degraded rapidly; the switch to 4,4'-dicarboxy-2,2'-bipyridine linked frameworks breathed new life into the research and landed the team several high-impact publications.

    Medicinal Chemistry and Sensing: From Bench to Bedside

    Though less common than in materials or catalysis, bioinorganic chemists have found clever uses for this compound, especially in designing metallo-drugs or biosensors. The predictable geometry and strong coordination bring an added layer of control when building complexes that interact with biological targets. Its functional groups open doors for conjugation to biomolecules, which can enhance targeting or signal output in diagnostics.

    In sensor research, 4,4'-dicarboxy-2,2'-bipyridine serves as a backbone for assembling metal complexes that react to environmental changes. I remember a project out of a European lab that tracked trace heavy metals in water; their sensor, built around a ruthenium-4,4'-dicarboxy-2,2'-bipyridine complex, detected contaminants down to parts-per-trillion levels, outperforming sensors based on conventional bipyridyls.

    The Importance of Purity and Sourcing

    It’s tempting to take purity for granted, but past experience has taught me how subtle impurities in any ligand—and especially in bipyridine derivatives—can derail an experiment or muddy mechanistic conclusions. Some manufacturers have earned a reputation among researchers for consistency batch-to-batch. This becomes a critical point for reproducibility, something demanded more by journal reviewers and funding agencies. High-performance liquid chromatography (HPLC) and nuclear magnetic resonance (NMR) frequently back up supplier claims, fostering the trust users look for.

    I’ve seen some teams perform their own purification runs just to guarantee the purity standard. Even among top brands, a quick TLC or NMR check often reveals minor byproducts—so anyone using this ligand in a sensitive context stands to benefit from a careful verification step before starting any major synthetic round.

    Sustainability and Greener Synthesis

    As sustainability pushes into every corner of science, greener routes for preparing 4,4'-dicarboxy-2,2'-bipyridine have become a bigger focus. Some processes use milder oxidants, less wasteful solvents, or cut down on required reagents. Organic syntheses that used to generate stacks of contaminated glassware now produce less waste thanks to cleaner, more efficient reaction conditions.

    Colleagues aiming for scale-up appreciate these optimizations, but there’s an added bonus: improved routes often mean fewer byproducts and healthier working conditions for researchers. Seeing the shift from legacy solvents like DMF to more benign choices, or from chromium oxidations to catalysis with greener oxidants, gives reason to hope future batches will meet the dual goals of performance and environmental responsibility.

    Challenges in Scaling and Handling

    Although the compound has plenty of strengths, scale-up always brings its own hurdles. Some research labs working with multi-gram quantities report solubility mismatches between different batches. Temperatures drift too high during larger-scale syntheses or storage, resulting in mild decomposition and lower reactivity. In my own work, storing the compound tightly sealed in a cool, dry environment kept it stable for months. But any exposure to heat or atmospheric moisture speeds up degradation—turning today’s breakthrough compound into tomorrow’s problem waste.

    These stories highlight why new users should pay close attention to storage recommendations and quality control. Regular checks—NMR, IR, and sample melting point—are simple but proven routines that save more time than they cost in any serious research environment.

    Looking Forward: What Does Progress Look Like for 4,4'-Dicarboxy-2,2'-Bipyridine?

    Talking to graduate students, postdocs, or industry scientists, there’s a clear push to keep pushing this compound’s boundaries—moving beyond classical catalysis or MOF assembly into more applied technologies. Some of the projects in the pipeline look at surface modification of electrodes, development of highly selective biosensors, or integration in light-harvesting arrays. The unique balance between rigidity and functionalization potential sparks constant new ideas.

    I expect to see it showing up more in hybrid materials, organic electronics, and catalysis systems tuned for sustainable chemistry. Teams using it often publish reproducible, high-yield protocols, so adoption in new research programs comes with a lower learning curve and strong community support. That cycle—easier adoption, more breakthroughs, higher visibility—beats the usual bottlenecks of introducing unfamiliar building blocks.

    Real Solutions for Common Problems

    Every chemist eventually runs into snags—batch inconsistency, limited solubility, handling quirks, or supply delays. But plenty of these challenges meet their match with good habits: check freshly-received powders for spectral purity, keep them protected from light and moisture, and use small aliquots rather than scooping from the main container. Some research groups invest in small-scale in-house synthesis, while others stick with trusted suppliers and round out quality with in-lab checks.

    Solubility engineering also comes into play. If the standard solvents don’t cut it, blending with co-solvents or adjusting pH offers real flexibility. In cases requiring rock-solid frameworks, sometimes teams anchor the bipyridine directly onto solid supports or switch to similar but more soluble analogs—though the unique combination of properties found in the 4,4'-dicarboxyl version makes direct substitution rare.

    What Makes It Worth the Commitment

    On paper, every bipyridyl derivative offers potential, but the real test comes from years of trial, error, and success in the lab. My time working with 4,4'-dicarboxy-2,2'-bipyridine has shown that the track record isn’t just hype. With the right techniques, even complex multi-step syntheses avoid many pitfalls common to competing ligands. There’s enough real-world data, compelling research articles, and day-to-day practical use to place trust in this workhorse of modern science.

    Reputation in chemistry is earned by reliability, reproducibility, and tangible results. 4,4'-Dicarboxy-2,2'-Bipyridine delivers on all counts. That’s why, every time new directions in catalyst design or materials science come up, this molecule ends up at the center of the conversation.