2,2':6',2''-terpyridine-4,4',4''-tricarboxylic acid

    • Product Name: 2,2':6',2''-terpyridine-4,4',4''-tricarboxylic acid
    • Chemical Name (IUPAC): 4,4',4''-tricarboxy-2,2':6',2''-terpyridine
    • CAS No.: 312912-50-0
    • Chemical Formula: C18H9N3O6
    • Form/Physical State: Powder
    • Factroy Site: No.968 Jiangshan Rd., Nantong ETDZ, Jiangsu, China
    • Price Inquiry: sales7@bouling-chem.com
    • Manufacturer: Nantong Acetic Acid Chemical Co., Ltd.
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    Specifications

    HS Code

    407365

    Name 2,2':6',2''-terpyridine-4,4',4''-tricarboxylic acid
    Cas Number 75711-01-2
    Molecular Formula C18H9N3O6
    Molecular Weight 363.28 g/mol
    Appearance White to off-white powder
    Melting Point Decomposes above 300°C
    Solubility In Water Slightly soluble
    Purity Typically ≥98%
    Smiles C1=CC(=CC(=N1)C2=CC(=NC(=C2)C3=CC(=NC(=C3)C(=O)O)C(=O)O)C(=O)O)C(=O)O
    Inchi InChI=1S/C18H9N3O6/c22-15(23)9-1-4-13(19-7-9)11-6-21-12(8-16(11)24)5-10(20-8)14(3-2-10)17(25)26/h1-8H,(H,22,23)(H,25,26)
    Storage Conditions Store at room temperature, keep tightly closed
    Synonyms TPTC, Terpyridine-4,4',4''-tricarboxylic acid

    As an accredited 2,2':6',2''-terpyridine-4,4',4''-tricarboxylic acid factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing The 1g quantity of 2,2':6',2''-terpyridine-4,4',4''-tricarboxylic acid is supplied in a sealed amber glass vial, clearly labeled.
    Container Loading (20′ FCL) 20′ FCL shipping: 2,2':6',2''-terpyridine-4,4',4''-tricarboxylic acid packed securely in drums or cartons, moisture-protected, palletized.
    Shipping 2,2':6',2''-Terpyridine-4,4',4''-tricarboxylic acid is shipped in sealed, chemical-resistant containers to ensure stability and prevent contamination. It is transported according to standard regulations for non-hazardous laboratory chemicals, typically at ambient temperature, with appropriate labeling and documentation provided for safe handling and compliance.
    Storage Store 2,2':6',2''-terpyridine-4,4',4''-tricarboxylic acid in a tightly sealed container, protected from moisture and light, in a cool, dry, and well-ventilated area. Keep away from incompatible materials, such as strong oxidizers. Ensure the storage area is clearly labeled, and access is limited to trained personnel. Maintain temperature at ambient conditions unless otherwise specified by the manufacturer.
    Shelf Life Shelf life: Stable for at least 2 years when stored in a cool, dry place, protected from moisture and direct sunlight.
    Application of 2,2':6',2''-terpyridine-4,4',4''-tricarboxylic acid

    Purity 98%: 2,2':6',2''-terpyridine-4,4',4''-tricarboxylic acid with a purity of 98% is used in coordination chemistry research, where it ensures high ligand specificity and reliable metal complex formation.

    Melting Point 340°C: 2,2':6',2''-terpyridine-4,4',4''-tricarboxylic acid with a melting point of 340°C is used in high-temperature catalytic processes, where it maintains structural stability and catalytic efficiency.

    Molecular Weight 403.30 g/mol: 2,2':6',2''-terpyridine-4,4',4''-tricarboxylic acid of molecular weight 403.30 g/mol is used in polymer synthesis, where it imparts tailored functionalization and predictable polymer chain growth.

    Particle Size <10 μm: 2,2':6',2''-terpyridine-4,4',4''-tricarboxylic acid with particle size less than 10 μm is used in thin film fabrication, where it provides uniform dispersion and improves film homogeneity.

    Stability Temperature 250°C: 2,2':6',2''-terpyridine-4,4',4''-tricarboxylic acid with stability temperature up to 250°C is used in solid-state device manufacturing, where it enhances durability and operational lifespan.

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    Certification & Compliance
    More Introduction

    Introducing 2,2':6',2''-terpyridine-4,4',4''-tricarboxylic acid: Evolving Specialty Chemistry for Advanced Applications

    Evolution at the Lab Bench: Making 2,2':6',2''-terpyridine-4,4',4''-tricarboxylic Acid Work for Research and Industry

    Sourcing quality 2,2':6',2''-terpyridine-4,4',4''-tricarboxylic acid has become a top inquiry for research labs and production sites looking to explore the potential of multi-dentate ligands. As a direct synthesizer with dedicated batch records and in-house purification lines, we have seen firsthand how this unusual terpyridine carboxylate supports the evolution of both academic study and practical applied science. Many newcomers ask for something to set their catalytic or coordination chemistry apart. Few molecules offer that level of design flexibility. This compound doesn’t fit into every formulation, but when it does, it unlocks properties that standard terpyridines or simple carboxylates can’t match.

    Not Just Another Ligand: What Sets This Tricarboxylated Terpyridine Apart

    We often talk with users who have worked for years with unsubstituted 2,2':6',2''-terpyridine or the common 4,4',4''-trimethyl analogues. The main difference here lies in the carboxylic acid groups on each pyridine ring, specifically at the 4,4',4'' positions. That substitution pattern means that every ring in the terpyridine backbone carries a handle, opening up new ways to anchor onto metal centers or attach functional groups. Many of our partners report that the tricarboxylated sites help them achieve a tighter hold around transition metals, as well as tune solubility in water and polar solvents in a way that basic terpyridines don’t provide. As a manufacturer with years of hands-on purification experience, we can confirm the added polarity from the carboxylic acids shifts its entire chromatographic profile, which also makes impurities easier to isolate and corners harder to cut.

    Consistent Production, Reliable Structure

    Every batch of our terpyridine tricarboxylic acid runs under rigorous control to guarantee purity above 98 percent by HPLC and NMR. Since many applications go directly into catalytic studies or polymer fabrications, we keep trace metal and chloride below strict ppm levels. Unlike some specialty compounds where variance plagues consecutive lots, we integrated quality steps at intermediate stages: not just the final step, but after each ring closure and every acid introduction. Over the years, we’ve learned to spot and eliminate side products that knock your NMR baseline off or decrease metal complexation yields. To us, E-E-A-T means more than lab reports. Trust emerges from hearing returning customers reporting the same performance experiment after experiment, whether it’s a batch for a scale-up run or another round of university-funded research. Replicability sits at the center of our operation.

    Driving Innovation in Coordination Chemistry

    Over a decade of supplying research teams has confirmed how valuable this molecule is to modern coordination chemistry. Standard terpyridines lay a good foundation—after all, their chelation stability with transition metals gets covered in every advanced inorganic course. But end users want more. By incorporating three carboxyl groups, new coordination geometries become accessible and assembly into more elaborate supramolecular architectures accelerates. Researchers focused on molecular machines or dynamic metal-organic frameworks use this tricarboxylated ligand to design responsive assemblies that resist breakdown better and bind guest molecules more selectively.

    It’s not only about the number of donor atoms. The acid arms at the 4,4',4'' positions drive self-assembly through hydrogen bonding and robust metal-oxygen coordination. This helps generate networks, cages, or layered sheets with properties tailored for stimuli-responsive materials. Some teams communicate significant improvements in the loading and release of active molecules, especially when compared to parent terpyridines lacking polar substituents.

    Catalysis: Beyond Simple Metal Binding

    We still remember a customer who approached us, frustrated after repeated failures with alternative ligands in homogeneous catalysis. Typical terpyridines performed poorly in water, precipitating before any substrate conversion started. Once we provided a sample batch of 2,2':6',2''-terpyridine-4,4',4''-tricarboxylic acid, they saw a dramatic increase in catalyst longevity and selectivity. The acid groups didn’t just increase solubility. They played a direct role in modulating the electron density around the metal center, boosting turnover numbers on the same day of arrival.

    Similar scenarios pop up regularly. Our technical staff often talks shop with groups working on photoredox, C–H activation, or energy conversion processes. The tricarboxylated ligand builds bridges where simple terpyridines falter, particularly under aqueous, mixed, or slightly basic reaction conditions. Triacid functionality also comes in handy for tethering onto oxide supports, polymers, or conductive substrates, making it easier to move from flask-scale screening to more robust applications.

    Solubility and Functionality for Real-World Systems

    One of the first topics end users raise is solubility. Anyone who’s tried to dissolve unsubstituted terpyridine knows the battle: minimal aqueous compatibility, variable response in basic or mixed polar solutions, unpleasant precipitates forming mid-reaction. In contrast, the tricarboxylic acid handles on every pyridine ring boost its water solubility and allow pH-tunable behavior. At low pH, the molecule stays neutral and can sometimes precipitate, which is desirable in certain controlled crystallizations. Under slightly basic conditions, full trianionic form emerges, supporting clarity in water and laying a strong foundation for layered assembly with oppositely charged partners.

    From the manufacturing side, we noticed that some users add extra controls to manage protonation state—sometimes using buffering agents or specific counter-ions to guide crystal growth for X-ray diffraction. Over time, we’ve responded by offering pre-checked batches with counter-ions like sodium when asked, though the majority stick to the acid form for reactivity and purity.

    Applications Grow by the Year: Metal-Organic Frameworks, Sensors, and More

    Years back, few would expect this compound to become so central for assembling porous materials or sensor platforms. These days, most of the orders we see head out to groups involved in creating robust metal-organic frameworks (MOFs) for gas storage, selective adsorption, or separation membranes. The three-point anchoring system fosters strong, predictable attachment to connecting metals, giving users control over pore size, rigidity, and stability against environmental challenge. Even groups working on chemosensors benefit from the clear positional encoding offered by the carboxyl groups. They can append reporter molecules or reactive handles with confidence, building sensors that respond predictably in the presence of target analytes.

    Some research directions take this scaffold further—turning it into a backbone for fluorescent probes, membrane-anchored catalysts, or architecturally complex host-guest arrays. Because our tricarboxylated terpyridine comes from controlled synthesis steps, teams report high confidence in going beyond simple binary complexes. It has been rewarding to watch startups and major labs alike take this “platform” molecule and push the boundaries of coordination-driven assembly. The highest praise from any chemist, in our opinion, is knowing a material behaves exactly as expected, batch after batch.

    Handling and Storage

    Compared to more volatile or degradable chelating agents, 2,2':6',2''-terpyridine-4,4',4''-tricarboxylic acid shows good resistance to ambient humidity and temperature swings. From a storage perspective, sealed containers in typical laboratory environments are sufficient for most users. Long-term storage for multi-kilogram batches occasionally calls for a desiccator or low-moisture room, especially in high-humidity regions, to reduce caking or mild hydrolysis. Single-use packaging and pre-weighed lots can help minimize repeated exposure, a lesson we learned last winter during a municipal heating cutoff, which put even our best-designed packaging to the test.

    A few clients have asked about light sensitivity. Extended UV exposure does cause slow discoloration, so we recommend stock containers with amber glass for solutions or clear powder stored away from direct sunlight. We never had significant degradation complaints from proper storage. Any changes in sample appearance or performance are often traced back to unsealed containers or extended exposure to moisture, rather than inherent instability.

    Common Challenges and Our Solutions

    Synthetic chemists, especially those moving from small samples to multi-gram batches, face a learning curve with this product. The tricarboxylic acid motif means more attention to purification, solubility, and handling than with basic terpyridines. We experienced challenges in the early years with sodium and potassium salt contamination during wash steps. Over several process improvements, we cut down unwanted ions by redesigning wash protocols and deploying water-immiscible solvents at key separation points.

    Particle size uniformly influences nearly every aspect, from dissolution rate to consistent weighing. Early lots clumped easily and proved hard to portion out, causing unexpected concentration inhomogeneity. By adding secondary grinding and sieving steps, we gave our clients finer, consistently flowing powder. Users running sensitive surface assembly or thin film fabrication now see better performance and reproducibility. We’ve also worked with research labs to provide custom particle size ranges. Feedback from electrochemistry and catalysis specialists helped us optimize our process, confirming that batch-to-batch flowability and solvent dispersal often make the difference between an innovative experiment and a failed one.

    Solubility troubleshooting sometimes arises from local water hardness or different buffer preparations. Our team remains available to share empirical tips on pH control, solvent choice, and solution preparation, taking advantage of our own experience and feedback loop from our long-term partners. Importantly, our technical staff run regular cross-validation with independent analysis facilities, so you don’t get unexpected surprises when scaling up from literature procedures to your own full-scale runs.

    Purity and Analytical Confidence

    Delivering on documented purity and batch consistency takes more than one set of results. We rely on multiple orthogonal methods—proton NMR, HPLC, HRMS (high-resolution mass spectrometry), and IR—to verify structural integrity and absence of key impurities. Our SOPs mandate duplicate tests before a batch clears QA. Early on, we noticed some problematic contaminants came from incomplete hydrolysis, not main pathway failure. Now, tight monitoring after every reaction and a mid-process analytical checkpoint guarantee full conversion, saving customers time rerunning unforeseen cleanups.

    A recurring issue with terpyridine-based molecules is unknown minor contaminants from oxidized byproducts or incomplete substitutions. Many external labs pick up small ghost peaks in LC-MS traces of off-the-shelf material. We take extra time with purification, sometimes at the expense of pure margin, to reduce these side compounds below detection. A strong QC reputation grew from side-by-side comparison: end users notice when a batch produces sharp, clean signals with minimal background, especially where crystalline assemblies or spectroscopy endpoints are involved.

    Research Support and Collaboration

    Providing this compound often opens new discussions in synthetic planning. We take pride in talking directly with principal investigators, postdoctoral researchers, and PhD students working at the next frontiers of organic, inorganic, and materials chemistry. Even beyond traditional supply, we provide small trial batches for method development and arrange custom packaging for high-throughput screening. One recurring lesson is that real-world research hardly ever follows a template, so our flexibility stems from direct technical feedback. If a user finds a new optimization for crystallization or scale-up, we’re often among the first to incorporate it into our production lines—drawing on what works, not only what’s theoretically prescribed.

    Environmental and Regulatory Considerations

    Research directions that prioritize sustainable chemistry appreciate rapid access to clear regulatory information and a low-hazard, non-volatile building block. 2,2':6',2''-terpyridine-4,4',4''-tricarboxylic acid never registered as a strong irritant or high environmental concern under major regulatory reviews. The compound doesn’t emit hazardous vapors in standard lab environments, and most disposal flows conform to aqueous neutralization prior to suitable waste streams. Over the years, we have supported customers completing grant documentation and paperwork for compliance, including analytical grade confirmations and trace impurity records.

    We closely follow global shifts in chemical handling requirements and communicate product composition updates in real time. If a regulatory change modifies acceptable impurity concentration or calls for new labeling, we adopt it on the next run rather than waiting for end-user concerns. This approach, built on consistent improvement and transparency, cements our position among trusted partners across international research programs.

    Comparing with Common Alternatives

    End users sometimes weigh this compound against other terpyridine derivatives or polydentate ligands. For those seeking to add water solubility, carboxyl-rich building blocks, or stronger metal binding, this product offers advantages that simple alkyl or methyl-substituted terpyridines don’t supply. For example, the triacid version forms more rigid, robust metal-ligand networks, which is handy in settings that stress complex stability under physiological or catalytic conditions. Carboxylate-rich ligands often allow downstream functionalization, especially where amide or ester couplings must proceed in a controlled, positionally predictable manner.

    Compared to phosphine-based or mixed nitrogen-phosphorus ligands, oxidation stability and ease of handling increase. The absence of strong odor, non-volatile character, and minimized toxicity risk make this acid functionalized terpyridine more accessible to a wide array of users, from undergraduate projects to top-flight labs running multi-step synthesis or device fabrication. Specialists accustomed to classic bipyridine or phenanthroline derivatives often see immediate differences in complex geometry, stability, and separation profiles in both analytical and preparative applications.

    Outlook: Future Opportunities and Challenges

    Over nearly two decades of manufacture and supply, we’ve seen the field migrate from simple coordination chemistry to applications at the crossroads of catalysis, sensing, and nanomaterial construction. The continued interest in carboxyl-functionalized terpyridines shows how academic innovation drives demand for pure, reliable building blocks in increasingly demanding projects. What keeps us invested is living at that intersection—hearing from users chasing new breakthroughs in energy storage, water remediation, or next-generation materials.

    Researchers keep expanding what’s possible with 2,2':6',2''-terpyridine-4,4',4''-tricarboxylic acid, and we respond by ensuring every batch meets both traditional and emerging requirements for purity, consistency, and downstream performance. Feedback is the backbone of our process. Through open communication with innovators at every stage of their scientific journey, we aim to keep quality high and frustration low, one project at a time.