|
HS Code |
452867 |
| Iupac Name | 2,5-dibromobenzeneboronic acid |
| Cas Number | 128225-87-0 |
| Molecular Formula | C6H5BBr2O2 |
| Molecular Weight | 294.72 |
| Appearance | White to off-white solid |
| Melting Point | 174-179°C |
| Purity | ≥98% |
| Solubility | Soluble in DMSO, DMF, and slightly soluble in water |
| Smiles | B(O)(O)c1cc(Br)ccc1Br |
| Inchi | InChI=1S/C6H5BBr2O2/c8-4-1-2-5(9)6(3-4)7(10)11/h1-3,10-11H |
As an accredited 2,5-Dibromophenylboronic Acid factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
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Chemistry shapes the world by connecting ideas, industries, and, sometimes, decades of specialized research. 2,5-Dibromophenylboronic Acid reflects these real-world connections better than many people realize. In the catalog of phenylboronic acids, this compound—known in shorthand as 2,5-DBPBA—charts its own course with a molecular structure marked by two bromine atoms at the ortho and para positions on a phenyl ring, along with a boronic acid functional group at the meta position. With a chemical formula of C6H3Br2B(OH)2 and a molar mass sitting near 296.7 g/mol, it’s a solid, off-white crystalline powder brought to life in countless labs across the world.
Where does a specialist like this fit? My own path through medicinal chemistry research hammered home a lesson I've seen play out countless times: subtle changes to a molecule—the switch of a halogen, a shift in where you place a boronic acid—can make all the difference between a compound that sparks novel pharmaceuticals or one lost in obscurity. 2,5-Dibromophenylboronic Acid stands out in that landscape. Pop open the research papers or talk to a frustrated PhD student and you’ll probably hear about Suzuki-Miyaura cross-coupling reactions. This is bread-and-butter chemistry for building biphenyls, heterocycles, and all sorts of advanced organic molecules, from drug candidates to OLED materials.
The model here, with bromines at the 2 and 5 positions, gives 2,5-DBPBA distinct reactivity compared to its siblings. Chemists aiming to construct highly brominated biaryl frameworks in a single step value how these bromine atoms influence electron distribution across the phenyl ring. Too often, it’s easy to overlook how these halogens tweak not just reactivity, but also solubility and compatibility in different solvents and reaction conditions. When I worked in a small pharmaceutical startup, we learned this the hard way: swap out a bromine for a chlorine and you end up with a sluggish reaction and impure product that stymies every purification attempt.
Polishing molecules for pharmaceutical targets calls for reliability and specificity. 2,5-Dibromophenylboronic Acid has just the right combination of reactivity and stability. Unlike monobromo or unsubstituted phenylboronic acids, the bis-brominated variant offers unique entry points for further functionalization—especially when the end goal includes selective cross-coupling that resists unwanted side reactions.
Plenty of chemists have heard of phenylboronic acid, para-bromophenylboronic acid, or even the 3,5-dibromo variant. The 2,5-dibromo analog brings something different to the table. While para- or ortho-substituted boronic acids are staples, the specific substitution pattern here tunes both steric bulk and electronic properties, helping researchers reach targets that often give others trouble.
Take, for example, medicinal chemistry programs focused on kinase inhibitors. These programs often run into roadblocks with synthetic accessibility—trying to attach functional groups at just the right place. I’ve seen teams wrestling for weeks to get that perfect substitution; a molecule like 2,5-DBPBA, by virtue of its substitution pattern, becomes key. It’s the difference between a low-yield, three-step workaround or a direct, high-yield synthesis.
Another comparison worth noting: monobromophenylboronic acid offers only one spot for further modification, which limits structural diversity. Even 3,5-dibromo variants, while similar, do not provide the same interplay of steric hindrance and electronic effects as the 2,5-substituted option. These nuances play out in bench-scale experiments and full-scale process chemistry alike. Academic papers often gloss over these differences, but any lab group running parallel reactions learns fast how much trouble a seemingly minor difference can save—or cause.
Chemists in pharmaceutical research, material science, and agrochemical development all find a use for 2,5-Dibromophenylboronic Acid. In bioactive compound synthesis, its signature structure is used time and again to create diverse libraries of potential drug molecules. Structural biology sometimes calls for attachment of a label, a fluorescent group, or a sensitive handle; the unique substitution on the aromatic ring of 2,5-DBPBA often makes it the linchpin to success.
Switch tracks to the field of organic electronics, and you’ll find researchers leveraging this compound to piece together advanced polymers and organic semiconductors. The dual bromine atoms coax the molecules into forming highly conjugated systems—structures that show up in next-generation display technology or organic photovoltaics. This isn’t just an academic exercise; the choice of starting materials like 2,5-Dibromophenylboronic Acid often marks the difference between a theoretical advance and a product on a circuit board.
Academic labs exploring supramolecular chemistry or polymer assemblies see substantial benefits in being able to introduce two bromine handles onto an aromatic motif. This single molecule can enable multi-point crosslinking, open up new polymer configurations, or guide the assembly of complicated molecular frameworks.
It’s one thing to talk about applications, but the real test of any specialty chemical is how it holds up in demanding, real-world environments. In my time consulting for a contract research organization, I found that customers wanted not only results but predictability—especially when timelines slip and budgets tighten. Repeat reactions, high purity, reliable reactivity—these aren’t just checkboxes but requirements.
2,5-Dibromophenylboronic Acid checks these boxes through strong supply chains and robust process chemistry. While readily soluble in many polar organic solvents—meaning you don’t spend your day watching a suspension swirl uselessly in THF—its bench-stability also means it holds up against humid days and the bumpy road from supplier to storage cabinet.
Small-to-medium batch synthesis, kilogram-scale pilot plants, scale-up for preclinical studies: every scenario highlights the value of a building block that doesn’t veer off script. 2,5-Dibromophenylboronic Acid delivers in this respect, and suppliers who focus on robust batch processing only reinforce its reputation.
Not all boronic acids act or behave alike. People often underestimate the headaches a change in purity, or even just a different isomer, can inflict on a project. 2,5-Dibromophenylboronic Acid is not immune, though reputable suppliers guard against contamination with isomeric or residual starting materials. In my experience, researchers focusing on Suzuki couplings have faced down too many “mystery impurities” that trace back not to the catalyst, but to low-grade starting reagents.
Synthesis routes vary. Some chemists start from 2,5-dibromoiodobenzene and introduce boronic acid functionality under palladium catalysis; others use state-of-the-art lithiation or Miyaura borylation techniques. The method you pick often depends on production scale and the downstream solvents or purification methods your facility supports.
If you’ve ever slogged through frustrating purification, you learn to appreciate suppliers who take the time to ensure batch-to-batch consistency. 2,5-Dibromophenylboronic Acid, when sourced from reputable providers, typically achieves >98% purity—a necessity for high-throughput drug discovery and essential to avoid missteps in expensive reaction cascades.
Discussions about specialty chemicals can’t ignore environmental and safety concerns. The ecological footprint of 2,5-Dibromophenylboronic Acid sits lower compared to some unrestricted halogenated aromatics, but the presence of two bromine atoms requires responsible handling from start to finish. Laboratories and manufacturers with long-term vision invest in proper storage and disposal practices, recognizing both regulatory pressures and a duty to the next generation of chemists.
Staff safety is more than just a line in a report. Proper training in boronic acid handling, routine PPE protocols, and up-to-date MSDS documents all contribute to safeguarding those who spend their days around these powders. I’ve seen the difference it makes in both morale and productivity when care is taken in material handling.
From an operational view, storage conditions for 2,5-Dibromophenylboronic Acid generally match those for other boronic acids, with low humidity and cool temperatures giving the longest shelf life. Facilities with nitrogen gloveboxes rarely report problems, but even standard dry cabinets do the job for most day-to-day handling.
While discrete projects in materials science and pharmaceuticals highlight the immediate uses for 2,5-Dibromophenylboronic Acid, its true strength lies in versatility. Programmable reactivity, capacity for straightforward scaling, and a balance of stability and performance create opportunities across sectors.
Agrochemical research leans on such building blocks to create safer, more efficient synthetic pesticides. Each crop-cycle improvement often has its roots in creative chemical transformations enabled by reliable suppliers of specialty molecules. In diagnostics and new analytical technologies, boronic acids—including the dibromo variants—enable the creation of sensor arrays that lead to faster, more flexible point-of-care technologies.
Polymers for advanced coatings, responsive materials, and even 3D-printed electronics all benefit from precise chemical tools. Chemists eager to move past traditional monomers experiment with dibrominated arenes, where each position invites the tuning of effects or the introduction of responsive side chains. In this context, 2,5-Dibromophenylboronic Acid’s clear, reproducible behavior accelerates the journey from bench experiment to real-world application.
Anytime a molecule finds itself in high demand, practical obstacles aren’t far behind. Sourcing, long-term availability, and sustainability all enter the picture. I’ve fielded anxious late-night emails about supply-chain hiccups, impurities, and batch failure. The best responses involve building relationships with trusted partners and maintaining open channels for technical support. Multinational suppliers take these needs seriously, investing in both quality assurance and responsive logistics.
Responsible chemistry extends beyond mere compliance. Innovative production methods cut down waste, switch to catalytic over stoichiometric reactions, and reduce the risk of hazardous by-products. Green chemistry approaches—including solvent selection, energy-efficient processes, and improved yield optimization—form the backbone of modern supply chains for 2,5-Dibromophenylboronic Acid.
Researchers and companies who factor in sustainability when choosing their materials find themselves better prepared for tightening regulations and shifting consumer expectations. Many facilities now evaluate the carbon footprint and lifecycle assessment for all reagents, pushing the industry to innovate not just for profitability, but for long-term viability. Even academic researchers, often assumed to be spectators in this area, play a role by choosing suppliers with transparent and responsible sourcing.
It’s easy to imagine specialty chemicals as always available, waiting on a dusty shelf. Anyone with experience in research or manufacturing knows that reality rarely works out so cleanly. Popularity and niche status combine to create unique supply pressures on 2,5-Dibromophenylboronic Acid. Frantic calls at the end of a funding period, surprise upticks in need thanks to positive preclinical results, or an industry shift towards greener chemistry — all can send ripples through the supply ecosystem.
Drawing from hands-on experience, I’ve learned that pragmatic relationships with suppliers and an eye for lead times smooth most bumps. Advance planning, clear communication, and accurate forecasts keep research schedules intact and projects advancing. The rare times projects hit snags, it’s never the molecule’s fault but a failure in coordination or expectation-setting.
Technical support matters almost as much as the product itself. Walking through reaction troubleshooting, clarifying transport and storage quirks, and understanding documentation separates a valued partner from a commodity vendor. For anyone in charge of a research budget, this expertise translates to fewer expensive mistakes and more straight answers.
The chemistry community stands at a crossroads, eager for cleaner, faster, and more selective reactions. Specialty boronic acids like 2,5-DBPBA remain at the forefront of this push, bridging the gap between lab discovery and commercial realization. Creative synthetic applications already on the horizon—C–H functionalization, direct arylation, site-selective transformations—only expand the molecule’s utility in years to come.
Emerging fields, from chemical biology to molecular electronics, also draw on these classic building blocks as the backbone for their technology. Flexible molecules like 2,5-Dibromophenylboronic Acid allow researchers to adapt and respond to the shifting sands of both regulatory and technical challenges.
As research teams plan their next rounds of synthesis, or process chemists sketch out the next leap from grams to kilograms, 2,5-Dibromophenylboronic Acid remains an anchor point for both creativity and dependability. Every gram spent on rigorous research or bold product development represents a bet on its unique combination of attributes. What separates success from delay is preparation—both in sourcing and in understanding the material’s strengths and challenges.
The path to innovative new materials, ground-breaking drugs, and cleaner industrial synthesis often begins with the careful choices made in the stockroom and the bench. 2,5-Dibromophenylboronic Acid doesn’t claim to solve every problem, but in the steady hands of a thoughtful chemist, it unlocks a wider field of possibilities than appearances suggest.
Chemistry always reflects a tension between possibility and responsibility. Success comes not only from stringing together atoms but also from considering the footprint, from supply chain transparency to final application. Companies, research institutes, and even solo innovators will continue to find value in the unique properties of 2,5-Dibromophenylboronic Acid—so long as that value is leveraged with diligence.
Ultimately, this compound’s story is a microcosm of specialty chemicals—wrought by details, steered by thoughtful hands, and always evolving as new challenges arise and new solutions take shape. With every breakthrough supported by a solid foundation, 2,5-Dibromophenylboronic Acid earns its place as both a workhorse and a catalyst for innovation.