|
HS Code |
101079 |
| Iupac Name | 2-iodo-3-hydroxypyridine |
| Molecular Formula | C5H4INO |
| Molar Mass | 221.00 g/mol |
| Cas Number | 874137-64-5 |
| Appearance | light brown to tan solid |
| Melting Point | 85-87 °C |
| Solubility In Water | Slightly soluble |
| Smiles | C1=CC(=C(N=C1)I)O |
As an accredited Pyridine, 2-iodo-3-hydroxy- factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
| Packing | Amber glass bottle containing 25 grams of Pyridine, 2-iodo-3-hydroxy-, tightly sealed with a screw cap and hazard labeling. |
| Container Loading (20′ FCL) | Container Loading (20′ FCL): Typically shipped in 200 kg drums, totaling around 80 drums per 20’ FCL, ensuring safe, secure transport. |
| Shipping | Pyridine, 2-iodo-3-hydroxy- should be shipped in tightly sealed containers, protected from light, moisture, and incompatible materials. Ensure appropriate labeling and documentation according to hazardous chemical regulations. Utilize secondary containment and temperature control if required. Ship via certified carriers, following all relevant DOT, IATA, and IMDG guidelines for hazardous materials. |
| Storage | Store 2-iodo-3-hydroxypyridine in a tightly sealed container, away from light and moisture, in a cool, dry, and well-ventilated area. Keep away from incompatible substances such as strong oxidizers and acids. Use secondary containment if possible and label clearly. Avoid exposure to heat, ignition sources, and direct sunlight. Access should be restricted to trained personnel. |
| Shelf Life | Shelf life of Pyridine, 2-iodo-3-hydroxy- is typically 2-3 years if stored cool, dry, and protected from light. |
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Purity 98%: Pyridine, 2-iodo-3-hydroxy- with 98% purity is used in pharmaceutical intermediate synthesis, where it ensures high yield and minimal impurity formation. Melting Point 134-138°C: Pyridine, 2-iodo-3-hydroxy- with a melting point of 134-138°C is used in laboratory-scale organic transformations, where it provides stable handling and consistent reactivity. Molecular Weight 237.01 g/mol: Pyridine, 2-iodo-3-hydroxy- with a molecular weight of 237.01 g/mol is used in computational drug design, where precise mass enables accurate molecular modeling and docking studies. Particle Size <10 µm: Pyridine, 2-iodo-3-hydroxy- with particle size less than 10 µm is used in solid-state pharmaceutical formulations, where fine dispersion enhances dissolution rate and bioavailability. Stability Temperature <25°C: Pyridine, 2-iodo-3-hydroxy- stable below 25°C is used in chemical storage protocols, where controlled conditions prevent degradation and preserve reactivity. |
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Working in a synthetic chemistry lab throws you right into a world where finding the right building blocks can change the outcome of months or even years of hard work. Pyridine derivatives have earned a reputation for flexibility, but not every one of them offers the blend of features that research projects demand. Pyridine, 2-iodo-3-hydroxy- brings a depth to synthesis routes that chemists can actually put to work, both in the academic world and in downstream industrial development.
Chemists who focus on heterocyclic compounds look for molecules that do more than just exist as reagents. 2-iodo-3-hydroxy-pyridine combines a hydroxyl group at position 3 and an iodine atom on the two-position of the classic six-membered pyridine ring. This arrangement is not just a structural curiosity—it dramatically changes reactivity. Kernels like this allow researchers to develop coupling reactions, test new synthetic routes, and get to functionalized scaffolds more efficiently. From years at the bench, it’s clear that the presence of iodine on the pyridine core is a big deal, opening up possibilities that standard pyridine or 3-hydroxy-pyridine can’t offer.
Granular metadata and catalog numbers mean little if you can’t translate them into actual lab performance. What matters more are the properties that translate into clean reactions, manageable handling, and reproducible yields. This compound comes as an off-white to pale yellow crystalline powder, which laboratory staff can handle with the usual glassware. Its melting point sits comfortably high, making storage at room temperature easy, avoiding annoying decompositions that can set projects back days.
Its molecular weight, pushed up by the iodine, makes it heavier than many basic pyridine compounds, giving you a tangible sense of how halogenation transforms physical handling. Chemists tracking their reactions by TLC or chromatography notice the iodine standing out during analysis—this has helped more than once to spot mistakes early in multi-step runs. The hydroxyl group brings both hydrogen bonding and extra coordination chemistry potential into play, hitting a sweet spot for further modifications or metal-triggered reactions. In NMR, clear shifts tell you exactly what you’re working with, and mass spec gives an unmistakable signature thanks to the iodine.
Anyone trained in modern organic synthesis knows how often halopyridines turn up in reaction schemes, especially with the rise of palladium-catalyzed cross-coupling. 2-iodo-3-hydroxy-pyridine makes itself useful in Suzuki, Sonogashira, and Buchwald-Hartwig reactions, since that iodine is just waiting to step aside for a new group. Unlike more stubborn bromides or chlorides, the iodide says goodbye with less fuss, giving higher conversion and cleaner product in the hands of an attentive chemist.
New medicinal chemistry programs often depend on heterocycles with built-in points for further diversification. Medicinal chemists appreciate how the hydroxy group sets up hydrogen bonds in candidate molecules, giving new leads that show better selectivity or binding in enzyme assays. Looking back, more than one project team has pointed to a 2-iodo-3-hydroxy-pyridine motif as the breakthrough that allowed them to move a hit compound forward. Peptides, small molecules, and complex natural product analogues have all been built up by adding a functionalized pyridine at just the right step, especially when medicinal targets shift and require a quick change in scaffold.
Applications extend into material science, too. The unique interplay between the pyridine nitrogen, the hydroxy group, and the iodine introduces points for further cross-linking or binding to metals. This gives researchers working on sensors, catalyst supports, or electronic materials an edge. With a simple reaction set, chemists have been able to anchor this pyridine onto other frameworks, or build up more complicated architectures for use in organometallic chemistry or coordination chemistry. Having an iodine in the mix means direct conversions by oxidative addition, where palladium or copper can get in and make new bonds without labor-intensive protection and deprotection steps.
Plenty of pyridine derivatives fill reagent catalogs, each bringing quirky benefits and drawbacks. Chemists see the difference right away between 2-iodo-3-hydroxy-pyridine and the more ordinary 2-bromo-3-hydroxy-pyridine. Choosing between them, the reaction rate and yield with the iodide are hard to ignore—the heavier halide tends to be quicker, though sometimes a bit more expensive. Compared to non-halogenated, hydroxy-only pyridines, you get a bigger menu of modifications and a handle for selective activation. NMR patterns and chromatographic properties help confirm what’s in the flask as you do your workup and purification. Over the years, improvements in pipetting, TLC, and scale-up have made it easier to work with iodine-bearing compounds safely, so labs can now run gram-scale reactions without the headaches that used to slow us down.
The balancing act often comes down to three things: reactivity, cost, and environmental impact. While iodinated pyridines are not as cheap as their fluoro or chloro cousins, they usually shave days off the development timeline because reactions work more smoothly. Environmental considerations push researchers to develop recycling or waste management protocols, as iodinated waste does require careful handling. Still, experience shows that careful use gets more product per gram of starting material, which offsets a higher initial investment. Colleagues have shared stories of tricky heterocycle-formation reactions that finally succeeded once the switch was made from a bromide to this compound.
Long-term work in synthetic chemistry means you see which reagents save time, lead to reliable results, and don’t cause trouble in the scale-up phase. 2-iodo-3-hydroxy-pyridine delivers consistent results for small-scale discovery efforts and industrial runs up to pilot scale. Labs that value reproducibility can standardize procedures around the clear reactivity of this reagent, since batch variation stays low when sourced from reputable suppliers following the right quality controls.
Handling iodinated organics comes with responsibilities. Chemists trained in good laboratory practice use appropriate PPE—gloves, goggles, fume hoods—without taking shortcuts. The physical stability of this compound avoids nasty surprises, because the crystalline powder doesn’t volatilize or degrade easily in ordinary lab air. I’ve seen plenty of spilled solvents do worse damage to benchtops or personal safe handling habits than this kind of stable pyridine derivative. Attention to storage and disposal lets research groups meet regulatory or environmental standards, while still taking full advantage of the chemical’s performance.
One of the real strengths of working with 2-iodo-3-hydroxy-pyridine is the speed it brings to reaction design and troubleshooting. The ability to couple, functionalize, or transform the ring under conditions familiar to most organic chemists makes it an obvious choice for route scouting and lead optimization. It’s not just about having another bottle on the shelf; it’s about knowing that the chemistry will get you where you want to go.
Sometimes projects stall out on a single bottleneck—often in the introduction of a suitable heteroaromatic ring or in late-stage diversification. In decades of lab work, I’ve seen multiple cases where a new grid of analogues was needed on short notice, and this compound made it possible to efficiently introduce a range of new groups by direct cross-coupling. Catalysis teams often run head-to-head tests with bromides and iodides to balance cost and outcome. In those races, the iodide wins out more often than not, bringing home both improved conversion rates and cleaner isolation.
On top of that, researchers have steadily increased their understanding of how to tune reaction conditions. It used to be that iodinated compounds were finicky, moody reagents. With the rise of better ligands, milder bases, and more robust transition-metal catalysts, this class of pyridines can now be used under milder and more forgiving conditions. Safer, greener solvents, buffer systems, and bench-top automation have made it possible for even less-experienced researchers to handle these reagents effectively. Graduate students running their first coupling reactions get positive results, without weeks of head-scratching, because the chemistry is that reliable.
Peer-reviewed studies and patent filings back up real-world observations. Multiple journal publications in the last decade have reported that 2-iodo-3-hydroxy-pyridine serves as a superior substrate for diverse carbon–carbon and carbon–heteroatom bond-forming reactions. Research groups across Europe, Asia, and North America have leveraged this compound for the efficient synthesis of biological probes, kinase inhibitors, and new classes of OLED materials. Looking at the data, usage leads to higher isolated yields, shorter cycle times, and more straightforward purification, all key advantages for chemists facing tight deadlines or budgets.
Medicinal chemistry pipelines, particularly those focusing on kinase, GPCR, or protease targets, frequently rely on substituted pyridines for SAR (structure–activity relationship) studies. The presence of both an iodine and a hydroxy group at specific positions offers chemists the combinatorial leverage needed to create analogues that span both polar and nonpolar chemical space. Concrete results have shown sharper selectivity and cellular uptake in several preclinical leads where the pyridine core was diversified using this exact reagent.
Case studies in pharma labs have detailed how trace impurities in starting materials affect screening campaigns down the line. High-purity, crystalline samples of 2-iodo-3-hydroxy-pyridine reduce analytical headaches and QA (quality assurance) false alarms. Analytical teams regularly confirm identity and purity by HPLC, NMR, and MS long before any compound reaches biological assessment or industrial trials. Years spent troubleshooting false positives in screening campaigns reinforce the value of building pipelines with reliable building blocks. Clean chemistry at the outset makes cleaner data at the final assay.
Chemists are no strangers to the challenges that come with using specialty reagents. Iodinated compounds require mindful disposal and responsible sourcing. Modern labs address this with better solvent collection, waste segregation, and recycling programs, which help minimize the impact of halogenated waste. Reliable purchasing agreements and supplier transparency make a real difference—labs now demand and routinely get batch-level purity data with every order, simplifying compliance and long-term project documentation.
Training plays an equally big role in making best use of high-value reagents. New technicians and young researchers benefit from dedicated sessions on weighing, transferring, and dissolving small-molecule reagents such as this. Hands-on mentoring, combined with open-access digital protocols, lets even the most complex steps become routine within a few cycles. Safety reviews and incident sharing add to the institutional memory of a group, improving both the work environment and final throughput.
There’s been a push to improve yield and sustainability for tough reactions—particularly those that attach new aryl or alkynyl groups onto the pyridine ring. Chemists have responded by moving toward catalytic cycles with lower loadings, milder conditions, and greener solvents. Literature reports and practical guides show that even with the “heavier” hand of an iodine atom, reactions involving 2-iodo-3-hydroxy-pyridine can now run with a fraction of the waste and shorter timelines, often using flow reactors or automated setups. These solutions represent a direct, positive response to the evolving standards in R&D, industry compliance, and ethical research practice.
If you spend enough time in synthetic labs or work with the downstream folks in assay development, you begin to notice the deeper value that comes from reliable reagents. It’s not just about ticking a box or finishing a single project. Each advancement made with a versatile molecule—like 2-iodo-3-hydroxy-pyridine—ripples through, making work faster and cleaner for colleagues and the next generation of chemists. These links between innovation, reproducibility, and safety define modern science. Responsible use brings growth, not just in hit rates and publications, but in know-how that future teams can build upon.
Pyridine, 2-iodo-3-hydroxy-, offers more than just a switch in a reaction scheme—it represents how thoughtful selection of input materials drives better science. It’s not always the flashiest new molecular scaffold that wins the day, but the accessible compounds, well-understood and robust, that allow creative teams to go farther, try new ideas with confidence, and deliver results that stand up to review and repeat testing. As new challenges in drug development, materials research, and green chemistry emerge, having time-tested, well-characterized reagents such as this on hand makes it easier to build out a toolkit that adapts and succeeds.
For the teams who keep the lights on in labs all over the world, the right tool can mean the difference between another dead end and the next breakthrough. Pyridine, 2-iodo-3-hydroxy-, is one of those tools. Experience continues to show it’s worth keeping within arm’s reach on the shelf, ready for both tried-and-true protocols and the next big experiment waiting in tomorrow’s notebook.