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HS Code |
792894 |
| Productname | 2-Bromo-6-Chloro-3-Methoxyphenylboronic Acid |
| Casnumber | 850568-34-0 |
| Molecularformula | C7H7BBrClO3 |
| Molecularweight | 264.30 |
| Appearance | White to off-white solid |
| Purity | Typically ≥ 95% |
| Solubility | Soluble in DMSO, methanol, and ethanol |
| Storagecondition | Store at 2-8°C, protect from moisture and light |
| Synonyms | 2-Bromo-6-chloro-3-methoxybenzeneboronic acid |
| Smiles | COC1=C(C(=C(C=C1B(O)O)Br)Cl) |
| Inchikey | FYJKVIXMMURNLD-UHFFFAOYSA-N |
| Hscode | 2931900090 |
As an accredited 2-Bromo-6-Chloro-3-Methoxyphenylboronic Acid factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
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Over the years, the expectations on the fine chemicals industry have grown. As medicinal chemistry projects and material science applications push for greater selectivity, reactivity, and reliability, every building block earns scrutiny. Among the flood of new reagents, 2-Bromo-6-Chloro-3-Methoxyphenylboronic Acid stands out as a carefully designed boronic acid derivative that brings genuine opportunity for chemists tackling complex synthesis projects.
This compound, with its unique blend of bromine, chlorine, and methoxy substitutions on the aromatic ring, offers tools for both synthetic designers and process engineers. The structural formula includes a boronic acid functional group, widely prized for Suzuki-Miyaura cross-coupling reactions. The importance of this functional group can't be overstated for anyone who’s ever counted on quick, reliable formation of C–C bonds to build up complex aromatic systems.
The molecular layout is deliberate. Placing bromine at position two, chlorine at six, and a methoxy at three isn't just a nod to variety—it’s about chemical control. The boronic acid group sits right where it needs to for coupling reactivity, but the surrounding substituents do heavy lifting. Adding a bromine imparts a level of reactivity for further transformations; chemists can use it to introduce more functionality or to serve as a synthetic "handle." The chlorine slows down some side reactions, offering selectivity—you don't end up with a mess if you're working under tighter reaction conditions. The methoxy provides an electron-donating effect, further tuning the reactivity and helping with solubility in organic solvents.
A downstream user in medicinal chemistry looking to build up a heteroaromatic scaffold might reach repeatedly for 2-Bromo-6-Chloro-3-Methoxyphenylboronic Acid. The mix of halogen and methoxy substituents allows for smart design when optimizing leads. That matters in real-world drug discovery. Chemists juggling libraries of compounds need fine-tuned reactivity to speed up SAR cycles and minimize side products. The methoxy group, in particular, provides a metabolic "soft spot" in pharmaceutical applications—sometimes, that's the difference between a hit and a liability.
On the scale-up side, anyone moving from milligram to multi-gram runs will notice the difference. Boronic acids in general can present challenges: some are too sticky, others decompose, and a lot give you problems with solubility during work-up. With this compound, the substitution pattern does more than just define reactivity. The extra steric bulk and polarity make it more manageable during purification, and the higher melting point compared to less functionalized boronic acids helps with crystallization and storage. That saves headaches in scale-ups, where every lost gram hurts the bottom line.
What exactly can you make with this building block? Chemists across pharmaceutical and agrochemical R&D use it to build up biaryl scaffolds, introduce halogenated arenes onto core structures, and explore new chemical space for patent filings. It plays a steady role in library generation for structure-activity relationship (SAR) work, where quick, modular syntheses grant a real edge. In materials science, engineers working with new conductive polymers or OLED materials take advantage of the substitution pattern to precisely place functional groups, hopping toward better performance in electronics applications. Once the first test batch confirms your conditions, you plug in this boronic acid, run the coupling, and move straight to advanced product designs without backtracking.
Put 2-Bromo-6-Chloro-3-Methoxyphenylboronic Acid next to a more basic phenylboronic acid, and the difference jumps out. Standard phenylboronic acid serves fine for entry-level Suzuki reactions, but when every atom and substituent matters, you reach for the more decorated partner. The bromine and chlorine allow for later modification—even after you’ve formed a biaryl bond, you keep synthetic options open for more engineering down the track. Chemists value this adaptability. With fewer substituents, you often lack that flexibility; you lock yourself into a structure and close the door to future innovation.
Take ortho-substituted boronic acids with only halogens: easy to couple, but not as tuned for further manipulation. Bring a methoxy into the ring, and you introduce new effects—not just lipophilicity, but also reactivity that can attract or repel functional groups as needed. That’s a game changer in SAR programs, where metabolic stability and receptor affinity hang in a delicate balance. In personal experience, being able to dial in selectivity and downstream reactivity with a single reagent has saved more than one long night in the lab.
Solid handling properties can make a surprising difference on a busy bench. Chemists used to fighting sticky, oily boronic acids gain peace of mind when a powder flows, packs, and weighs without drama. This derivative holds a firmer structure, so dosing is reliable every time—helpful not only for chemistry accuracy, but also for safety, as powders are easier to manage with gloves and bench tools.
Stability takes another step forward. Simple phenylboronic acids sometimes break down at room temperature, producing unwanted byproducts or even forming clumps that slow down filtration. The added halogen and methoxy groups on this compound knock back that tendency, letting you store your supply in a standard dry cabinet for longer periods with less need for constant checking. This benefits procurement planning, as you can order in moderate bulk, avoid rush charges, and cut down on waste disposal from spoiled material.
Nobody likes unexpected hazards in the middle of synthesis. With halogenated boronic acids, handling precautions matter, but this compound fits within the risk envelope most professional chemists already know. No pyrophoric properties and no hypersensitive triggers mean you don’t need special containment for every transfer or reaction. From an environmental standpoint, careful management of halogen-containing waste streams remains a priority, though the limited quantities used in R&D scale keep this under control. Chemists scaling up can turn to well-established disposal procedures without the need for custom methods.
Discussing product safety without acknowledging the need for ongoing vigilance would miss the mark. Gloves, goggles, fume hoods—a part of every synthetic chemist’s routine—are as relevant here as with any other specialty building block. The low volatility of the compound cuts inhalational risk, but you still keep a tidy SOP for spills or accidental contact, just as good lab practice dictates with other aromatic boronic acids.
Research never stands still. As projects shift from target molecules to offshoots, flexibility in reagent stock pays off. 2-Bromo-6-Chloro-3-Methoxyphenylboronic Acid adapts to new workflows easily. Whether a team pivots toward a photonic device or digs into a new biological target, the building block fits a fresh line of investigation. Academic labs running parallel projects get the most mileage here, stretching a single bottle to unlock multiple research avenues.
This adaptability often brings budget relief. Instead of having six different specialized boronic acids sitting on the shelf—some bound to expire—you consolidate inventory. You maximize your return on the investment by applying the compound across more than one synthetic campaign. In my own lab experience, the ability to redirect a reagent from pharmaceutical targets to new material prototypes made resource planning less stressful during grant cycles.
Every new tool for synthetic chemistry turns the gears of drug discovery, materials engineering, and even agricultural innovation. This boronic acid feeds that engine with a structure that welcomes creativity. A drug hunter might use it to install a new pharmacophore for combinatorial screening. A polymer scientist may extend a pi-conjugated backbone that hinges on the compound’s electron-rich, halogenated ring. In testing, the compound often yields clear, interpretable results, streamlining downstream analysis by NMR or LC-MS—a relief for anyone who’s ever spent hours untangling scrambled spectra.
The distinct pattern of substitutions on the aromatic ring lets researchers probe biological and physical properties that would stay out of reach with simpler reagents. A single halogen swap sometimes levels up the selectivity or potency of a drug candidate, so having two halogens plus a methoxy dialed in from the start offers a broad stage for exploration. Performance under standard Suzuki-Miyaura conditions matches up well against other aryl boronic acids, delivering solid yields with commonly used palladium catalysts and milder bases. In my direct experience, the reaction spots on TLC (thin-layer chromatography) actually appear more cleanly than with some less tailored building blocks—less streaking, fewer impurities.
Chemists routinely seek small efficiency gains. 2-Bromo-6-Chloro-3-Methoxyphenylboronic Acid fits smartly into automated synthesis systems. The straightforward dosing and solubility in typical coupling solvents—like THF or dioxane—facilitate integration with robotic platforms. Fewer blockages, reliable purity, and the minimization of reaction byproducts combine to keep workflow disruptions rare. This repays itself over time, whether you’re a high-throughput group churning through libraries or a process team devoted to scaling up promising candidates.
Troubleshooting fails less often with this compound’s predictable behavior. During method development, quick coupling screens often reveal which catalyst/base combinations unlock the full potential of the boronic acid group. For those looking to push conversions to completion without extensive purification, the minimal formation of boroxines or deboronated byproducts simplifies post-reaction cleanup. Purification through flash chromatography takes less time, reductions in solvent usage add up, and more staff hours can be directed toward productive rather than repetitive work.
Researchers know that not all boronic acids are created equal, especially in the fine details. Purity isn’t just a box on a certificate—it’s the difference between successful scale-up and frustrating stops for recrystallization or re-purification. The manufacturing and QC standards applied to this compound support reliable benchmarking. Every batch comes with analytically traceable purity, backed up by NMR and HPLC documentation, so users in regulated environments (pharma, CROs, academic consortia) have confidence in every reaction setup. In an era where reproducibility remains under the microscope, transparency in product specs fosters trust and saves time.
From personal experience and feedback from R&D partners, batch-to-batch reproducibility matters as much as headline purity percentage. Inconsistent crystal size or hidden impurities can bottleneck a project. This compound tends to form well-defined crystals, translating into more uniform dissolving and dosing—another small but meaningful edge in process reliability.
Resources are always finite, and balancing cost against performance sits at the top of every lab’s worry list. This boronic acid typically falls into a mid-range price bracket compared to simpler analogs or more heavily engineered specialty reagents. It delivers a strong value proposition through yield improvements, saved troubleshooting time, and greater downstream flexibility. In academic centers, access to a single reagent that covers multiple synthetic goals means more results for fewer grant dollars—essential under research funding pressures.
The march of innovation relies on solid, predictable tools. In the race to publish, patent, or simply push the limits of what molecules can do, reagents with a proven track record and a forward-looking design philosophy support more ambitious targets. 2-Bromo-6-Chloro-3-Methoxyphenylboronic Acid, through its evolved substitution pattern and versatile boronic acid group, provides resources not just for today’s needs but for the next project in line. As complex molecular architectures become more standard in research pipelines, those who stock up on robust reagents like this one invest in smoother, more predictable progress.
In my own work and in discussion with cross-sector colleagues, the benefits ripple out: lower error rates in multi-step syntheses, greater adaptability for emerging chemistries, and stronger support for new collaborations between fields. Chemical research is not a zero-sum game—each well-tuned building block opens the door for the next idea, the next breakthrough.
Choosing the right intermediate influences every subsequent step in chemistry—from reactivity to purification to the potential for future derivatives. 2-Bromo-6-Chloro-3-Methoxyphenylboronic Acid earns its spot on the shelf due to its thoughtful structure, reliable handling, and adaptability to new ideas and challenges. While other boronic acids serve their roles, this compound's combination of halogen and methoxy substitution, paired with a robust boronic acid group, creates genuine opportunities for innovation. As chemists aim for more selective, sustainable, and productive research, using tools like this drives better science—and that remains the heart of any real progress.