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HS Code |
334587 |
| Product Name | 2-Bromo-5-(Bromomethyl)Pyridine |
| Cas Number | 55912-41-5 |
| Molecular Formula | C6H5Br2N |
| Molecular Weight | 251.92 g/mol |
| Appearance | White to light yellow solid |
| Melting Point | 49-53°C |
| Purity | Typically ≥98% |
| Solubility | Soluble in organic solvents such as dichloromethane and ethanol |
| Smiles | C1=CC(=NC=C1CBr)Br |
| Inchi | InChI=1S/C6H5Br2N/c7-5-2-1-6(3-8)9-4-5/h1-2,4H,3H2 |
| Storage Conditions | Store at room temperature, protected from moisture and light |
| Synonyms | 2-Bromo-5-(bromomethyl)pyridine; 5-(Bromomethyl)-2-bromopyridine |
As an accredited 2-Bromo-5-(Bromomethyl)Pyridine factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
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Chemists shape the future one molecule at a time, and every new tool matters. 2-Bromo-5-(Bromomethyl)Pyridine draws plenty of interest, especially for anyone tackling pharmaceutical synthesis, agrochemical development, or contract research projects. Having worked with several pyridine derivatives over the years, I see this compound as a solid addition to any well-equipped chemical lab.
This compound, known to many by its CAS number 51107-30-1, brings both flexibility and practical reactivity. It features two bromine atoms: one bonded directly to the aromatic pyridine ring at the second position, the other as part of a bromomethyl group at the fifth. This seemingly simple arrangement leads to some fascinating applications, making it stand out from other bromopyridines you find on catalog shelves.
A quick glance at the core structure reveals a balance of stability and reactivity. The molecule doesn’t just add two bromines to pyridine for show. Each bromine serves as a functional handle. The bromine at the 2-position can take part in nucleophilic substitution or palladium-catalyzed cross-coupling. The 5-(bromomethyl) side chain opens options for further alkylation or elaboration through SN2 reactions. Anyone who’s wrestled with installing side chains onto heteroaromatic rings knows both the challenge and value of reactive, pre-functionalized intermediates like this one.
I recall one summer project, working to build up complex aryl-alkyl frameworks for a pharmaceutical contract. Each time we set out to tweak a ring’s electrophilic or nucleophilic profile, our conversation circled back to what precursors offered the right balance of reactivity and selectivity. 2-Bromo-5-(Bromomethyl)Pyridine fits that sweet spot, giving synthetic chemists an edge where others might only offer single-point bromination or simple ring substitution.
Lab heads and procurement teams look at product specs differently than bench chemists do. Most buyers want assurance about purity and packaging. Chemists want to know what happens when the flask warms up and the stir bar starts spinning. With this product, typical purity clocks in at 97% or above, minimizing headaches during downstream reactions. This level of purity is not a trivial benchmark. If a final step involves Suzuki couplings or Grignard reactions, low-level impurities can mean hours of troubleshooting or expensive losses.
Physical state carries weight, too. 2-Bromo-5-(Bromomethyl)Pyridine usually arrives as an off-white crystalline powder, not a sticky syrup. This simple trait matters more than most realize. Dosing, weighing, and dissolving powders goes smoothly, without the messiness that liquid pyridine derivatives sometimes bring. No clumping, no waste in the spatula, and no “unknown” mass loss during transfer.
Packaging varies but typically lands at 1g, 5g, or research-grade 25g sizes. Big industrial orders see kilo-quantities, but most medicinal chemists and research groups start with these smaller batches. The packaging reflects the types of screens and pathway explorations most chemists pursue — multiple small trials, quickly pivoted projects, and an unspoken need to stretch every research dollar for maximum insight.
Comparisons matter in the real world. You won’t appreciate the strengths of this compound until you put it beside the usual suspects. Monobrominated pyridines provide fewer points of functionalization. They might lead to bottlenecks later in a synthesis, requiring extra steps of halogenation or alkylation. Di-brominated rings without side chains, on the other hand, sometimes show lower solubility and higher steric congestion, especially in metal-catalyzed cross-couplings.
What surprises many chemists is just how well the bromomethyl group behaves. It joins the ring with a good balance: reactive enough for nucleophilic substitution, not so hyper-reactive that it kicks off unplanned side reactions under mild conditions. In my experience, this “just right” reactivity unlocks better yields in functionalization steps, knocking hours off reaction optimization.
If you’ve wrestled with monochloro or mono-iodo analogues, you know halogen choice drives more than just leaving group ability. Bromine offers a resilient reaction profile: less aggressive than iodine (so, safer and cleaner), more versatile than chlorine (which asks for harsher conditions). No single halogen covers all needs, but for researchers seeking a smart mix of ease and scope, 2-Bromo-5-(Bromomethyl)Pyridine brings real value.
Adapting this molecule to research projects opens several pathways. Pharmaceutical companies and biotech startups tap it as a building block for kinase inhibitors, antifungals, and CNS-active agents. API design teams use it to streamline lead optimization, since the two bromines make late-stage diversification practical. The bromomethyl side can accept amines or other nucleophiles, building in new side chains just before scale-up.
Medicinal chemistry groups value any compound that shaves time off synthetic access. Each new molecular scaffold can mean jumping through hoops — oxidation here, reduction there, only to find a single functional group needs replacement. 2-Bromo-5-(Bromomethyl)Pyridine lets researchers switch out the methyl for bulkier chains, tuck in amines, or carve new modular motifs, all without running back to the drawing board. Colleagues working on oncology programs have told me this flexibility let them generate analogues quickly, giving crucial SAR data without long wait times from the synthesis core.
Agricultural chemists see opportunities here as well. New crop-protection compounds and pesticide intermediates often demand creative functionalization on pyridine scaffolds. The bromo handles make it possible to anchor long, hydrophobic tails or attach more complex moieties that can disrupt pathogenic targets. Flexibility and direct substitution count as competitive advantages in this space, where dozens of analogues might be screened before a hit appears.
In academic labs, students cut their teeth on nucleophilic aromatic substitution and Suzuki couplings using compounds like this. The dual bromine setup means one could test both classic and modern methods, comparing the nuances of direct displacement versus catalyzed cross-coupling — and learning first-hand how little differences shape result quality. Teaching settings benefit from stable, predictable intermediates that let the focus rest on reaction mechanics and critical thinking.
Every step toward market approval puts chemists in the orbit of regulatory and quality control demands. This compound typically meets the quality standards expected for research chemicals, with batch testing for purity and lot-to-lot consistency. No regulatory body stamps approval for everything out of the box, and 2-Bromo-5-(Bromomethyl)Pyridine is not sold for any medical, food, or cosmetic uses. Still, the solid track record among R&D chemists and the low-profile nature of its application keep it clear of serious regulatory red tape in pure research environments.
Responsible companies provide full analytical documentation, from HPLC and NMR spectra to COA reports. As a chemist, I've found that clear, traceable QC data saves time — and trust — when transferring syntheses between labs or navigating multi-step processes that span months. Bad documentation breeds mistakes and delays. Labs working with this compound for scale-up projects often request extra data or in-house analysis, setting a positive feedback loop that helps raise quality across the industry.
Let’s talk about bench time. Time, yield, and purity drive research costs and success rates. A few years ago, I joined a team transforming the core of a CNS project from a simple 2-bromopyridine scaffold into richer, more layered heterocycles. The difference between pure theory and full flask reality struck home. 2-Bromo-5-(Bromomethyl)Pyridine’s powdery consistency made it easy to handle. Melting point checks lined up with the supplier’s literature. Dissolving in polar aprotic solvents like DMF gave clear, quick results, supporting both direct alkylations and transition-metal couplings.
One noticeable advantage was fewer side reactions relative to the iodomethyl analogues we sometimes used. Compared to the chlorinated version, yields with this compound held up better under milder conditions. Less byproduct meant easier purification, fewer silica columns, and less solvent waste — all real-world values that look boring on paper but make a difference for anyone juggling multiple projects or tight timelines.
Cost efficiency matters as well. Projects with budget pressure lean on intermediates that respond well to upscaling. Brominated pyridines don’t come cheap at industrial scale, but if a team needs only gram-quantities, this compound rarely wrecks the project’s budget. For kilo-scale work, conversations shift to raw material sources, but intermediate commercial scales see smooth sourcing and reliable supply chains. The stable shelf life adds another layer of comfort — open it, weigh it, seal it back up, and it stays viable for months.
Every chemist, student or senior, hears safety in every lab protocol. 2-Bromo-5-(Bromomethyl)Pyridine brings no nasty surprises beyond what careful handling of brominated or aromatic organics calls for. Gloves, goggles, and fume hoods remain standard, and anyone versed in organic synthesis already has routines in place for such compounds.
There’s a small but important point on reactivity. The compound stays stable at room temperature and doesn’t off-gas strongly like some lower-weight halogenated pyridines. Its faint odor and low volatility grant an edge in crowded labs, reducing background contamination or need for extra containment. Proper storage — dry, out of bright light — keeps it in optimal condition.
The nature of the dual bromide arrangement means standard spill and disposal protocols for halogenated aromatics still apply. Waste collectors and environmental managers appreciate consistent characterization, as this helps any laboratory keep paperwork and compliance quick and straightforward.
Choosing the right building block for a synthetic project rarely comes down to a single property. Yield, selectivity, regulatory burden, physical state, and cost all matter. After years spent working with both academic and industrial chemistry teams, I see the value of products like 2-Bromo-5-(Bromomethyl)Pyridine as more than a set of numbers or a string of buzzwords. It delivers clear, targeted reactivity that shortens synthesis plans and simplifies parallel library development for pharmaceutical or agrochemical teams.
Research chemists aiming to create combinatorial libraries, for example, favor molecules like this because they can install two different groups in predictable order. This is a real world advantage for those tasked with generating dozens of analogues or running reaction screening campaigns. Anyone who’s slogged through a multi-step, low yielding bromination-alylation route can see immediately how starting with this pre-functionalized intermediate saves both time and cost.
In one project, collaborating with computational chemists who needed quick access to new analogues, this compound’s ease of handling allowed us to gather NMR data and biological screening samples days ahead of planned milestones. I saw how parallel synthesis projects — essential in early-stage pharma — thrived because key intermediates delivered reproducible reactivity, even in the hands of junior chemists or students.
No chemical product solves every challenge. In rare cases, high substrate sensitivity can trigger side reactions under unusually harsh conditions (like strong bases or prolonged heating). For most standard protocols, this doesn’t become an issue, but chemists working with particularly nucleophilic partners or pushing temperatures above 120°C should plan reaction monitoring. Developing any new synthetic route means small, controlled trials and in-depth TLC or LC-MS checks before stretching to multi-gram scales.
Supply chain hiccups sometimes pop up, especially with global disruptions or very high demand in the pharma sector. Troubleshooters in purchasing and project management often line up two or three alternate suppliers, not only to secure inventory but also to cross-check COA and HPLC data for any suspicious result variance. In my experience, working with established suppliers and requesting relevant batch analytics up front keeps project resets to a minimum.
Waste management policies often lag a step behind new research chemicals. Environmental, Health, and Safety (EHS) teams need concise, timely data on every new intermediate hitting the building. Open communication and up-to-date literature help smooth the way for proper halogenated solvent and solid waste disposal. Over the years, I’ve found that submitting early, full characterization reports (including NMR, MS, and IR) to EHS groups keeps doors open for new projects, instead of halting progress due to missing paperwork or fear of unknown hazards.
The drumbeat for greener chemistry gets louder year after year. In this climate, every established building block faces new scrutiny. 2-Bromo-5-(Bromomethyl)Pyridine doesn’t claim any “green chemistry” badge outright, but it fits strategies for waste reduction and process intensification. The fact that it supports high-yielding functionalization at moderate temperatures cuts down on solvent and energy use. Practical experience shows that fewer steps mean fewer purification rounds, slashing solvent use and reducing overall waste.
Lab teams pursuing green certifications often build flow chemistry protocols or design catalytic couplings that use brominated intermediates with minimal excess reagents. Subtle improvements in process design — solvent switching, base selection, or integrating inline purification — make it possible to match yield with sustainability goals. A compound like this becomes part of the push for smarter, cleaner research. I’ve worked with development groups tracking total process mass intensity (PMI) and carbon footprint, and it’s clear that off-the-shelf intermediates which avoid extra halogenation steps play a silent but powerful role in driving research forward.
What looks “generic” from the outside often shapes the backbone of new treatments, pesticides, and diagnostic tools. The practical utility and reactivity of 2-Bromo-5-(Bromomethyl)Pyridine set it apart from bulkier, more expensive, or harder-to-handle analogues. Its real impact shows up in project timelines, synthesis throughput, and lab morale when complex targets hit the shelf faster. As I reflect on years spent chasing yield, purity, and project deadlines, the value of having stable, reliable intermediates — ones that deliver every day in real labs — only grows.
Solid documentation, careful handling, and a dose of common sense make this compound a welcome part of the modern chemist’s toolkit. The more complex molecules become, the greater the need for trusted, functional building blocks that allow for quick adaptations and bold explorations. 2-Bromo-5-(Bromomethyl)Pyridine fits right in, helping labs large and small drive new discovery without unnecessary setbacks or constant troubleshooting. The difference comes down to practicality and reliability — qualities that build trust not just with chemists, but with everyone who depends on the next breakthrough.