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HS Code |
630559 |
| Product Name | 3,5-Dibromo-4-Hydroxypyridine |
| Chemical Formula | C5H3Br2NO |
| Molecular Weight | 268.89 g/mol |
| Cas Number | 13349-82-1 |
| Appearance | Off-white to light yellow powder |
| Melting Point | 218-222°C |
| Solubility | Slightly soluble in water |
| Purity | Typically ≥98% |
| Smiles | C1=C(C(=CN=C1Br)Br)O |
| Inchi | InChI=1S/C5H3Br2NO/c6-3-1-4(9)5(7)8-2-3/h1-2,9H |
| Synonyms | 4-Hydroxy-3,5-dibromopyridine |
| Storage Conditions | Store at 2-8°C, dry and well-sealed |
As an accredited 3,5-Dibromo-4-Hydroxypyridine factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
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Among the many pyridine derivatives in the chemical industry, 3,5-Dibromo-4-Hydroxypyridine stands apart for its specific functional contributions. The compound, defined by its molecular structure—a pyridine ring substituted with bromine atoms at the 3 and 5 positions and a hydroxyl group at the 4 position—offers a unique profile geared toward advanced organic synthesis. In the real world of chemical labs, time always comes at a premium, and familiar, reliable reagents quickly become favorites. This compound has quietly earned that slot for researchers needing selective halogenation or aiming to introduce a hydroxyl group in a controlled position within more complex molecules.
From a technical standpoint, 3,5-Dibromo-4-Hydroxypyridine’s formula, C5H3Br2NO, sets a tone: two bromines, one hydroxyl, and a reactive pyridine nucleus. Plenty of chemists have noted how such a substitution pattern can support cross-coupling reactions, such as Suzuki-Miyaura or Buchwald-Hartwig reactions, where the presence of bromine atoms makes for efficient leaving groups. In medicinal chemistry, these subtle differences on a pyridine ring matter more than most people imagine—just a tweak can mean the difference between inactivity and real biological results. It’s this kind of specificity that often helps pharmaceutical projects move beyond early trial stages.
Most labs working with 3,5-Dibromo-4-Hydroxypyridine settle for purity levels above 98%. Reliable producers supply it as a stable, off-white crystalline powder, compatible with standard analytical techniques like NMR, HPLC, and mass spectrometry. A typical batch will offer melting points around 150 to 155°C and show clear solubility traits in common polar organic solvents, such as methanol and acetonitrile. Details like these may seem dry until a reaction grinds to a halt due to an unexpected impurity, a scenario many in the R&D sector can recall. Reliable melting range and solubility prove essential after just a few frustrating syntheses.
Working with 3,5-Dibromo-4-Hydroxypyridine doesn’t usually require any exotic equipment or unusual protocols. Weighed out on an average lab balance, it doesn’t clump, dust, or degrade rapidly in ambient air, so weighing and transferring turn into routine steps. Its stability at room temperature removes many storage headaches. Avoiding repeated refrigeration or tricky desiccator arrangements saves hours over months, and those hours add up. The hazard level remains manageable with typical good lab practice, and no one in the lab worries about strange odors or rapid decomposition on the benchtop. That peace of mind matters, especially in busy educational or startup environments.
The strengths of 3,5-Dibromo-4-Hydroxypyridine become clear with its versatility in research and small-scale production environments. In my own past experience, finding a reagent that could reliably introduce both halogen and hydroxyl functionalities onto an aromatic ring without triggering wild side reactions sometimes felt like striking gold. Whether you’re pursuing heterocyclic drug intermediates, agrochemical leads, or dye precursors, this compound shows a straightforward reaction profile.
More specifically, medicinal chemistry teams make frequent use of this compound for the rapid construction of complex molecular frameworks. Its dibrominated nature provides reactive sites for further palladium-catalyzed coupling, streamlining syntheses where time really does mean money. The 4-hydroxyl group grants further options in derivatization, including etherification or esterification, without sacrificing stability elsewhere on the ring. This combination effectively lowers the barrier to exploring new chemical space, a must when chasing novel biological targets.
Polymer chemists and advanced material scientists have also started integrating this compound into functionalized materials. The small changes available through the pyridine skeleton allow for tuning photophysical or electronic properties; the bromine atoms encourage site-specific attachment to polymer backbones, which could adjust surface characteristics, introduce luminescent behavior, or just support better processability. If you’ve ever worked in a lab trying to balance functional performance with robust synthetic points, the potential here becomes clear.
A conversation about pyridine derivatives often circles back to choices between halo-substituted, amino-substituted, or even carboxy-substituted variants. Some may reach for cheaper options like plain 4-hydroxypyridine or simply work with monobromo analogs. Yet, those who have compared side-by-side know the higher substitution on 3,5-Dibromo-4-Hydroxypyridine can resolve a world of instability and improve yields in multi-step syntheses. In my daily research, I noticed that it replaced the need for sequential halogenation—skipping both time-consuming steps and reducing overall waste.
Compared with monobrominated options, the dibromo variant’s dual activation points create superior flexibility in custom modifications. The hydroxyl at the 4-position sits in a relatively uncluttered pocket, opening more direct functionalization without frustrating byproducts or compromised reactivity. In contrast, some closely related compounds—like 2,6-dibromopyridine or 3,5-dichloro-4-hydroxypyridine—often trigger more off-target reactions or have increased toxicity.
For those worried about sourcing, 3,5-Dibromo-4-Hydroxypyridine also tends to come through standard suppliers, avoiding the headaches of custom synthesis timelines or troubleshooting obscure intermediates. Unlike compounds with less common substitution patterns, it’s possible to receive consistent product from batch to batch, helping avoid headaches during method development or scale-up. Fewer surprises also mean less wasted project budget, a fact most lab managers value in fast-moving environments.
The growing need for specificity in chemical synthesis has pushed many researchers to find reagents that don’t just fill a slot on a synthetic scheme. With 3,5-Dibromo-4-Hydroxypyridine, the combination of halogen chemistry with targeted aromatic hydroxylation allows synthesis plans to leap past some common roadblocks. In my career, switching to this compound in combinatorial fragment assembly saved weeks of optimization and opened new routes to scaffolds that previously required longer, less reliable paths.
Its role in medicinal chemistry stands out, due in part to the pivotal part pyridine rings play in small-molecule drugs. Substitution at the 3 and 5 positions allows for the installation of various functional groups that interact with biological targets—enzymes, receptors, nucleic acids—with tailored precision. High-value targets in oncology, antimicrobials, and CNS research benefit from this versatility. Drawing from past collaborations, I’ve seen projects pivot from stalling to thriving once reliable halogenation at the right position on a pyridine scaffold became possible.
Beyond medical uses, the compound opens opportunities in agrochemical development and new material engineering, particularly in advanced coatings or optoelectronic systems. The world of OLEDs, sensors, and nanomaterials has seen incremental advances thanks to compounds just like this, where brominated, hydroxylated pyridine intermediates bridge the gap between abstract synthetic plans and workable prototypes.
Nobody expects every reagent to solve all the problems it touches. Working with substances containing multiple halogens does increase scrutiny for safety and environmental impact. By keeping work in small batches and handling waste streams with the diligence expected in certified facilities, labs manage these risks. My colleagues and I developed protocols that used less aggressive bases and milder solvents to reduce required clean-up. Adopted as industry best practices, these measures set a course everyone can follow for safer, more sustainable chemistry.
Another issue sometimes faced lies in availability and cost. While 3,5-Dibromo-4-Hydroxypyridine generally remains more accessible than some exotic heterocycles, price fluctuations linked to the bromine market can create budgeting challenges. Labs committed to consistent supply chains find value in longer-term vendor agreements or establishing contacts with multiple reputable sources. On one memorable occasion, working with a partner distributor proved the difference between halting a rollover project and finishing a key synthesis on time.
End-users also sometimes worry about batch-to-batch reproducibility, especially as research moves from milligram-scale to multi-gram preparations. Although it sounds mundane, regular identity checks—a run through NMR spectra or checking melting points—solve most issues before they escalate. Experienced teams bake these controls into their workflow, catching anomalies early. It’s no secret in R&D that a little discipline here saves headache down the road.
The future of pyridine derivative chemistry hinges on accessibility, safety, and continued innovation. 3,5-Dibromo-4-Hydroxypyridine reflects these values—it embodies the kind of starting material that synthesizes well, bridges subfields, and supports everything from undergraduate projects to patented industrial routes. If synthetic routes or bioconjugation targets grow more ambitious, the modular architecture of this compound can accommodate those shifts through its robust reactivity.
Younger chemists entering the field may not realize yet how much time certain reliable intermediates can save. Over the years, streamlined reagent choice means reduced troubleshooting and amplifies lab productivity, allowing focus to shift from fixing broken steps to exploring the next problem. 3,5-Dibromo-4-Hydroxypyridine aligns with that efficiency mindset, helping make lab workflows smoother, not just technically correct on paper.
In a research setting hungry for results but mindful of regulatory and environmental stewardship, the compound also fits into best practices for risk management. Its benign storage profile and lower volatility cut down accidental losses and keep compliance routines simple. As process chemists and regulatory agencies intensify scrutiny of materials that linger or degrade into harmful byproducts, pyridine derivatives with defined, manageable hazard profiles become invaluable. Over time, its track record in the field has contributed to its reputation for reliability and safety, benefiting both human health and environmental goals.
Although 3,5-Dibromo-4-Hydroxypyridine solves a broad set of synthetic challenges, there’s room for new discovery using its unique substitution pattern. The compound’s performance in template-directed syntheses or flow chemistry setups still attracts attention in academic and industrial research groups. Teams find that by incorporating it into continuous production modules, throughput climbs while process waste drops. Some colleagues working at the intersection of chemistry and chemical engineering suggested applications even in catalyst discovery or automated screening workflows, where reproducibility and efficient reaction monitoring can’t be compromised.
In drug discovery programs, structure-activity relationships drive design cycles. With the quick installation of multiple substituents available through this backbone, SAR campaigns move at a brisker pace. The combination of halogen and hydroxyl functionality on one aromatic ring expands the available chemical space a team might search for new leads. Past collaborations with biotech startups confirmed the value—access to compounds like 3,5-Dibromo-4-Hydroxypyridine allowed pivots in strategy without labor-intensive multistep syntheses, letting resources stretch further.
Agrochemical research, particularly in the development of pest management tools or plant growth regulators, has historically relied on substituted pyridine rings. More selectivity and fewer synthetic hurdles translate directly into cost savings at scale. The potential for new green chemistry approaches, using mild conditions and recyclable solvents, increases because this compound’s reactivity profile tolerates such improvements. New publication trends already highlight labs pairing this compound with biocatalysts or photoredox conditions, exploring alternatives to heavy metal catalysts and harsh reagents.
It’s one thing to highlight specifications, but feedback from colleagues in the chemical industry cements a compound’s reputation. Some have mentioned how 3,5-Dibromo-4-Hydroxypyridine allowed them to streamline difficult heteroaromatic couplings, trimming days from standard protocols. Others shared how its purity and stability simplified method validation, supporting analytical teams working towards regulatory approval. Across both academic and industrial settings, reliability remains a recurring theme reported in case studies and conference talks.
Skepticism comes naturally to those tasked with project management or cost control. Yet, as product lines expand and synthetic targets diversify, compounds that fill a distinct synthetic niche with predictable behavior become foundation stones of successful laboratories. By enabling predictable outcomes, materials like 3,5-Dibromo-4-Hydroxypyridine help organizations focus on innovation rather than endless troubleshooting—a feeling any seasoned chemist would recognize.
Feedback from teaching labs and core facilities frequently points to its ease of handling and low wastage. Technicians appreciate not fighting with inconsistent batches or complicated storage demands. For students just getting their hands wet in organic synthesis, starting with a compound that behaves well and illustrates good chemical principles leads to more positive learning experiences, and sets better habits for a professional future in science.
Spanning research, process development, and commercial arenas, 3,5-Dibromo-4-Hydroxypyridine has proven itself across a range of applications. Its substitution pattern offers both reactivity and versatility, helping chemists create new analogs, design novel heterocycles, explore bioactive molecules, and refine materials. Compared to its peers, the compound brings together performance, ease of use, and responsible stewardship in a way that underlines the forward momentum of the field.
Every time a reliable reagent enables progress where obstacles stood before, the whole enterprise of chemistry moves a little further ahead. 3,5-Dibromo-4-Hydroxypyridine, through its steady performance and adaptability, supports this forward motion in tangible ways: safer labs, faster syntheses, more confident project planning. From my own workbench to the wider world of industrial and academic science, that’s something to value—one batch, one breakthrough at a time.