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HS Code |
516159 |
| Chemical Name | 3-(3-Bromophenyl)pyridine |
| Molecular Formula | C11H8BrN |
| Molecular Weight | 234.09 |
| Cas Number | 760207-97-2 |
| Appearance | off-white to pale yellow solid |
| Melting Point | 70-74°C |
| Boiling Point | 380.6°C at 760 mmHg |
| Density | 1.41 g/cm3 |
| Smiles | C1=CC(=CC(=C1)C2=CN=CC=C2)Br |
| Inchi | InChI=1S/C11H8BrN/c12-11-4-1-3-9(8-11)10-5-2-6-13-7-10 |
| Purity | Typically ≥98% |
| Solubility | Slightly soluble in water; soluble in organic solvents |
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Today, chemical research keeps breaking new ground, uncovering compounds that push the boundaries of what we once thought possible. Among those, 3-(3-bromophenyl)pyridine proves to be an understated yet quietly influential figure. It never gets the same headlines as silver nanoparticles or graphene, but this isn’t a simple footnote in the playbook of organic chemistry. Structure-wise, the molecule’s backbone—a pyridine ring attached to a brominated phenyl group—offers something more than its modest size suggests. It’s got enough stability and reactivity to play both roles: staying intact under harsh lab conditions and changing partners when the next reaction calls for it.
The mix of pyridine and bromophenyl units inside this compound gives it a solid edge. Pyridine rings are the workhorses of pharmaceutical and material chemistry, prized for their basicity and tight electron control. Add a bromine atom at the third position of the phenyl ring and suddenly, that molecule becomes a subtle but aggressive anchor point for more complicated synthetic moves. It's not just a matter of sticking stray atoms together. Instead, every substructure, every substituent, shifts how chemists can use the compound—sometimes in ways that aren’t obvious until the right bit of pressure is applied, like a tiny lever working inside a lock.
From experience, compounds like this aren’t just valuable because they look good on a lab shelf. In a world flooded with pyridine derivatives, small differences spark massive changes in what a molecule does. The bromine atom, with its significant weight and electronegativity, isn’t a simple decorative feature. It nudges the electronic properties of the whole molecule, making it more than the sum of its parts. That effect—sometimes overlooked by outsiders—opens doors for targeted functionalization and cross-coupling reactions. Not every pyridine offers those same advantages, especially not the plain ones without any halogen beefing up their reactivity profile.
When comparing to other similar products, 3-(3-bromophenyl)pyridine always brings an upgraded toolkit. It slots smoothly into Suzuki-Miyaura and similar coupling methods that assemble carbon frameworks piece by piece. Unlike some less substituted cousins, this molecule holds up well during lengthy syntheses and under rougher conditions needed for modern chemical manufacturing. Checked against alternatives, its unique structure improves efficiency and selectivity. That isn’t hidden knowledge: ask any bench chemist who has swapped out a plain phenyl for a brominated version and watched yields climb or side reactions drop.
Applications for this compound show up across disciplines. Medicinal chemists lean on it for constructing heterocycle-rich scaffolds, which keep showing up in newer generations of drugs. It figures into small library syntheses where each ring, every halogen, has to justify its place by boosting potency or selectivity. Doing so, this compound helps build not just molecules but, in a sense, options—giving researchers more paths to check in their hunt for the next antiviral or anticancer agent.
Beyond medicine, there’s plenty of action in the materials science universe. Need to design a new OLED or organic transistor? Electrically tunable molecules, especially those whose physical shape and electron-rich sites can be dialed in, keep driving that field forward. 3-(3-bromophenyl)pyridine forms a foundation for building blocks in these materials, often letting manufacturers scale up production without dealing with wild swings in quality or reactivity. A friend once described using it as “putting training wheels on the rest of the synthesis”—a phrase that stuck with me because it highlights how much smoother the process goes with a stable, versatile intermediate at hand.
Looking closely, the bromine attached to the phenyl ring gives this compound an edge. In organic synthesis, halogens like bromine are prized for their ability to direct subsequent functionalization and cross-coupling, opening options for chemists to extend molecular frameworks with precision. This specific arrangement—bromine at the meta position—moves the molecule away from the territory of standard, unsubstituted pyridines and phenyl derivatives. It pushes reactivity and makes the product stand up to more rigorous transformations. Imagine doing a tough C–C bond formation: substituents can either make or break that reaction. Bromine, in this context, holds things together better than chlorine, iodine, or no halogen at all—balancing reactivity without making purification or downstream handling a mess.
Years of working with specialty chemicals confirm what most researchers quietly admit: small changes in supplier or batch drive big changes in project outcomes. With 3-(3-bromophenyl)pyridine, consistency matters. Its boiling point, melting point, and purity can make life either easy or miserable for process chemists. Repeated trials and published data show that this compound, when properly prepared, often brings margins of safety and reliability that make longer runs and trickier steps possible. Sure, other pyridine derivatives have their uses—but few match the consistent, almost “predictable” performance that comes from the bromine-phenyl hybrid found here.
In synthesis campaigns, compound availability can make or break the pathway selection. 3-(3-bromophenyl)pyridine delivers not just on paper, but on the bench—paralleling the performance of compounds twice as expensive or ten times as scarce, without saddling users with trade-offs on handling or storage. I can recall more than one occasion where an alternative, less robust pyridine derivative forced unnecessary detours simply because it couldn’t handle the next reaction’s demands. Those setbacks cost more in lost time and sunk costs than most project managers want to admit.
Chemists constantly look for ways to reduce waste, speed up reactions, and simplify complex processes. In this quest, compounds like 3-(3-bromophenyl)pyridine take on extra importance. Relatively safe to work with—assuming solid lab practices—this molecule helps curb the environmental impact of chemical processes. Its high reactivity can mean shorter reaction times and fewer byproducts, both of which fit into the ever-evolving picture of green chemistry. When researchers swap out higher-risk, less efficient intermediates for ones like this, it reflects a subtle but important move towards safer, cleaner practice. These aren’t abstract claims—patents and published work have shown consistent improvements on everything from yield to scalability.
Not every challenge disappears, of course. The supply chain for specialty chemicals occasionally runs into disruption—rarely due to the chemistry itself, but more often from logistics or raw material shortages. Chemists learn to plan around these hiccups, sometimes keeping backup strategies or alternate synthetic routes lined up. The wider adoption of compounds like 3-(3-bromophenyl)pyridine owes much to the persistent fine-tuning of sourcing strategies, as well as responsive suppliers who know exactly how critical a day’s delay can be to a long-term project.
Across the literature, case studies back up the claim that 3-(3-bromophenyl)pyridine serves as a valuable cross-coupling precursor, a reliable partner in C–C and C–N bond formations, and a stepping stone in multi-step syntheses. It’s not simply a theory. Trials and documented efforts cite higher yields, improved purity, and reduced waste compared to alternatives like unsubstituted pyridines. Journals often focus on complex final products—drugs, dyes, or advanced materials—but a closer read shows these syntheses lean heavily on compounds just like this one in the early stages.
Toxicological and handling profiles indicate manageable risk—certainly no more challenging than other halogenated aromatics in this weight class. That said, best practices in handling and disposal need to stay top of mind, as with all specialty chemicals. Nothing in chemistry happens in isolation, and thoughtful stewardship extends to every step of the supply chain. It’s good to see a chemical with advantages in both reactivity and operational safety. For researchers under pressure to deliver results without cutting corners, these benefits count for a lot. The fact that regulatory agencies haven’t flagged any overwhelming issues with 3-(3-bromophenyl)pyridine supports its ongoing use.
Any chemical widely used in research and manufacturing faces supply challenges sooner or later. With 3-(3-bromophenyl)pyridine, keeping stocks available in high purity comes down to a blend of strategic partnerships and forward-thinking distribution. Many seasoned chemists advocate for diversified sourcing—direct connections with multiple suppliers, early notice on bulk orders, and building relationships with trusted intermediaries. Those steps reduce risk when markets get disrupted by transport snags or regulatory delays.
Better processes for purification and waste reduction keep growing in importance as well. Laboratories and manufacturers increasingly turn to continuous flow chemistry and greener solvents, all in an effort to squeeze every bit of value out of each gram. By improving existing purification methods—sometimes through smarter crystallization or chromatography—researchers drive down costs and raise the bar for overall quality. Consistent moves towards less hazardous conditions and friendlier waste disposal mean that the next generation of chemists can build on today’s tools without inheriting yesterday’s problems.
Education and training speak volumes here, too. A newer bench chemist who understands what makes 3-(3-bromophenyl)pyridine tick—reactivity, stability, and the subtle influence of the bromine—can innovate faster by skipping avoidable mistakes. Workshops, updated literature, and peer exchanges keep best practices moving forward. Plenty of disciplines outside synthetic organic chemistry have started taking cues from the efficiency and reliability of these “workhorse” intermediates, broadening their reach into new applications in fields like polymer science and materials engineering.
With years spent in chemical synthesis, it never fails to impress how a single substituent, chosen wisely, smooths out entire reaction sequences. 3-(3-bromophenyl)pyridine is a classic example. Time after time, swapping out an less robust partner for this compound means fewer reruns, easier purification, and more reproducible results. Lab notebooks are full of forgotten entries where a reaction jerked to a halt or went sideways—only to turn around with the right intermediate. Colleagues swap stories of “that one time” they switched to a brominated pyridine and watched stubborn yields leap by 20%. These aren’t just numbers—they represent hours saved, frustration averted, and projects that move from dead ends to publication-ready results.
Chemistry, at its heart, lives on reliability and flexibility. Few things frustrate researchers more than a product with inconsistent behavior. With proper handling and storage, 3-(3-bromophenyl)pyridine continues to deliver batch-to-batch consistency—always a welcome surprise in an age where supply chain hiccups and variable raw material quality can throw even well-designed plans into chaos. This kind of compound acts as both backbone and booster, holding reactions together while letting creative chemistry happen at the edges.
It pays to weigh products side by side. Simple pyridine lacks the extra reactivity and selectivity benefits from the bromophenyl group, meaning more steps, lower yields, or trickier cleanup. Other halogen substitutions like 4-bromo or 2-bromo analogs shift the molecule’s electronic demands, sometimes in ways that aren’t immediately obvious, especially over multi-step syntheses. Iodine-based versions often bring higher reactivity but at the cost of cost, scarcity, or unwelcome downstream side products. Chlorine analogs, while inexpensive and easy to find, don’t always deliver the same coupling efficiency inside transition metal-catalyzed reactions. The 3-(3-bromophenyl) arrangement keeps reactions flowing, with an easy route for further tweaking at other sites on the molecule.
The choice between “good enough” and “just right” depends on the stakes. For simple scouting or low-value intermediates, generic products might do. In pharmaceutical or advanced materials work, every misstep costs money, time, and credibility. Here, 3-(3-bromophenyl)pyridine edges out the competition for its robust performance, ease of use, and broad compatibility with leading synthetic techniques. Companies and labs digging for an advantage in speed, cost containment, or end-product purities consistently land on this compound for those reasons.
Product demand grows steadily as industries ranging from medicine to electronics keep asking more of their building blocks. As a bridge between basic monomers and specialty end products, compounds like 3-(3-bromophenyl)pyridine pick up steam year after year. The change doesn’t always show up as a dramatic jump, but as a quiet expansion—the kind that creeps across more syntheses, more departments, more countries. Whether it’s a company scaling up a new medicine or a university spinning off research into thin-film devices, this intermediate quietly powers much of the progress from the background.
Looking through records, one can see the compound’s presence in reaction schemes of blockbuster drugs, advanced imaging agents, and more than a few recently patented organic semiconductors. Thanks to improved manufacturing routes—leaning on catalytic processes and streamlined purification—today’s users find it much easier to scale up without blowing out budgets or losing time. The ripple effect extends to education and training, pushing the next crop of researchers toward smarter design and safer lab practices.
For anyone building a serious synthesis program or driving innovation in high-value materials, 3-(3-bromophenyl)pyridine delivers practical, proven value. It brings together the electronic influence of bromine and the flexibility of the pyridine core, offering more than a blank slate for researchers to work from. Each gram holds the promise of better, faster, and safer chemical construction. In a field where small details matter, this compound quietly helps tip the balance toward progress—one experiment, one reaction, and one breakthrough at a time.