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6-Bromochromone-2-Carboxylic Acid

    • Product Name 6-Bromochromone-2-Carboxylic Acid
    • Alias 6-Bromo-4-oxo-4H-1-benzopyran-2-carboxylic acid
    • Einecs 617-401-1
    • Mininmum Order 1 g
    • Factory Site Tengfei Creation Center,55 Jiangjun Avenue, Jiangning District,Nanjing
    • Price Inquiry admin@sinochem-nanjing.com
    • Manufacturer Sinochem Nanjing Corporation
    • CONTACT NOW
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    Specifications

    HS Code

    547120

    Productname 6-Bromochromone-2-Carboxylic Acid
    Casnumber 29682-70-4
    Molecularformula C10H5BrO4
    Molecularweight 285.05 g/mol
    Appearance Off-white to light yellow solid
    Meltingpoint 229-233 °C
    Purity Typically ≥98%
    Solubility Slightly soluble in water, soluble in organic solvents (e.g., DMSO, methanol)
    Smiles C1=CC2=C(C=C1Br)C(=O)OC2=O
    Inchi InChI=1S/C10H5BrO4/c11-5-1-2-6-8(3-5)10(15)16-9(13)4-7(6)12/h1-4H,(H,12,13)

    As an accredited 6-Bromochromone-2-Carboxylic Acid factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing A 5-gram amber glass bottle with a white screw cap, labeled "6-Bromochromone-2-Carboxylic Acid" and essential safety information.
    Shipping 6-Bromochromone-2-Carboxylic Acid is shipped in tightly sealed, chemical-resistant containers, protected from light and moisture. Packaging complies with regulations for hazardous chemicals. It is transported via ground or air, labeled appropriately, with accompanying safety data sheets, ensuring safety for handlers and the environment during transit. Temperature control may be applied if necessary.
    Storage 6-Bromochromone-2-Carboxylic Acid should be stored in a tightly sealed container, away from moisture and light, at a cool, dry place—preferably at 2–8°C (refrigerator). It should be kept away from incompatible substances such as strong oxidizing agents. Proper labeling and ventilation are recommended to ensure safe handling and to prevent degradation or contamination of the chemical.
    Application of 6-Bromochromone-2-Carboxylic Acid

    Applications of 6-Bromochromone-2-Carboxylic Acid in Industrial Manufacturing

    As a direct manufacturer of 6-Bromochromone-2-Carboxylic Acid, we supply this advanced chromone derivative for highly specialized industrial sectors. The following application scenarios illustrate real downstream integrations based on industry-validated standards, proprietary process know-how, and end-product requirements.

    1. Pharmaceutical Intermediate in Anticoagulant Synthesis

    6-Bromochromone-2-Carboxylic Acid serves as a key building block in the development of chromone-core anticoagulant agents, particularly those following coumarin analog structures. Pharmaceutical formulators introduce this compound at the early stage of API synthesis where the brominated chromone moiety improves molecular reactivity for selective hydroxylation and subsequent side-chain modification. Manufacturing sites integrate this intermediate via condensation reactions supervised under strict GMP protocols. Downstream, the acid derivative becomes part of the active moiety in drugs like warfarin analogues, targeting thromboembolic treatment pathways. Process development labs adjust the deployment ratio of this raw material by target molecule complexity and the yield of brominated intermediates.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • USP/NF Monographs (for related intermediates)
    • Ph. Eur. standards for starting materials
    • 21 CFR Part 211 (FDA – CGMP for finished pharmaceuticals)

    Typical usage ratio

    • Usually 0.2–1.5 mol equivalent relative to precursor backbone, adjustable based on scale, impurity profile, and targeted reaction efficiency

    Downstream process integration

    • Added at the initial condensation or cyclization stage of anticoagulant API synthesis
    • Reacts under controlled pH and temperature for site-selective substitution
    • Monitored via HPLC and TLC for purity before subsequent transformations
    • Isolated prior to final ring closure or hydrolysis steps

    Final product types

    • Warfarin and related coumarin anticoagulant APIs
    • Chromone-based enzyme inhibitors
    • Research reagents for thrombosis studies
    • Custom pharmaceutical intermediates

    2. Chemical Intermediate for Flavonoid Derivative Formulations

    Downstream fine chemical manufacturers employ this brominated chromone acid in the tailored synthesis of specific flavonoid derivatives where aromatic substitution at position 6 increases biological activity or solvent stability. It acts as a nucleophile or electrophile, depending on the next coupling partner, allowing for modular assembly of multi-substituted benzopyranone structures. Quality control mandates monitoring of bromide and chromone-specific traces to maintain reproducibility batch-to-batch. The compound integrates into processes employing Ullmann-type couplings or Suzuki–Miyaura cross-couplings, and its dosage adjusts relative to the number of substitution sites involved. Finished flavonoid compounds enter the market as high-value additives for functional materials and analytical reagents.

    Industry compliance standards

    • ISO 9001:2015 Quality Management Systems
    • REACH Registration (for import/export within Europe)
    • Certified analysis and MSDS conformity
    • Internal QA protocols for trace heavy metal and halide analysis

    Typical usage ratio

    • 1.0–1.3 molar equivalent for mono-substitution reactions
    • 0.8–1.0 for dual or stepwise substitutions, ratio determined by TLC monitoring

    Downstream process integration

    • Charged during the aromatic substitution or coupling stages in multi-step syntheses
    • Purified by recrystallization or chromatographic techniques
    • Handled in glass-lined or stainless reactors due to bromine sensitivity
    • Residue monitored for regulatory export documentation

    Final product types

    • Functionalized flavonoid derivatives for analytical standards
    • Specialty additives for polymer antioxidant formulations
    • Chromone-based sensors for chemical analysis
    • Laboratory-scale reference substances

    3. Dye Intermediate for Performance Pigment Manufacturing

    Manufacturers of performance chromone dyes utilize this carboxylic acid for synthesis where bromine substitution enhances chromophore shift and light fastness. The compound is incorporated after the preliminary diazotization or condensation phase to yield chromone-based pigments with precise spectral profiles. The usage ratio depends on targeted pigment tonality and interaction with metallic mordants or polymeric binders. Production lines ensure batch conformity via UV–Vis spectroscopy and elemental analysis for bromine content. Final application settings require compliance with regional industrial and environmental standards, especially regarding halogenated intermediates in colorant production.

    Industry compliance standards

    • EN 71-3 Safety of Toys (migration of certain elements)
    • OEKO-TEX® Standard 100 (for textile-related applications)
    • GHS/CLP regulations on hazardous substances
    • Internal pigment quality assurance protocols

    Typical usage ratio

    • 5–15% by weight relative to core pigment mass, adjusted by batch for optical performance and dispersibility

    Downstream process integration

    • Introduced during pigment backbone formation or chromophore extension steps
    • Participates in condensation reactions with substituted aromatic amines
    • Final pigment purified and filtered to remove free acid residues
    • QC includes colorimetric comparison and stability testing

    Final product types

    • High-stability yellow and orange chromone pigments
    • Specialty dyes for polyolefins and polyesters
    • Security ink components
    • Color-shifting markers for plastics identification systems

    4. Precursor for Agrochemical Research Compounds

    R&D units in crop protection synthesize candidate molecules for herbicide and fungicide assessment using this chromone acid as a heterocyclic core. The brominated functional group allows for regioselective transformations, especially those requiring further functionalization on chromone scaffolds. Agrochemical formulation chemists modify the acid to ester or amide derivatives in high-throughput experiment arrays, tuning structure–activity relationships for target pathogens or weeds. The scale of integration depends on screening batch size and targeted analog diversity. Quality control imposes strict attention to remaining bromide or chromone by-products in the final screening preparations, matching OECD chemical safety guidance.

    Industry compliance standards

    • OECD Principles of Good Laboratory Practice
    • FAO/WHO specifications for agricultural chemicals (where applicable)
    • ISO 14001 Environmental Management Systems (for R&D pilot plants)
    • REACH and TSCA pre-registration (for new molecule development)

    Typical usage ratio

    • Ranges from 0.05 to 0.5 mol per reaction batch, scaled by target screening throughput and desired analog count

    Downstream process integration

    • Serves as a precursor during small-molecule construction or fragment-based agrochemical synthesis
    • Converted by alkylation, esterification or amidation in a sealed batch reactor setup
    • Screened in bioassays for efficacy and environmental fate studies
    • Residual levels determined by HPLC–MS to meet test integrity

    Final product types

    • Test compounds for crop protection R&D
    • Prototype herbicide or fungicide leads containing a chromone core
    • Intermediates for advanced agrochemical molecule synthesis
    • Biological assay reference substances
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    Certification & Compliance
    More Introduction

    Understanding 6-Bromochromone-2-Carboxylic Acid: Value, Application, and Advantages in Modern Chemistry

    A Real Look at 6-Bromochromone-2-Carboxylic Acid

    In the world of organic synthesis, certain compounds gain a quiet following—trusted by researchers, picked by manufacturers, often for reasons that pile up in the lab notebook, not just the catalogue. 6-Bromochromone-2-Carboxylic Acid has built this kind of practical reputation. While the name might sound heavy, its value grows from day-to-day reliability, chemical activity, and distinctiveness among chromone derivatives.

    Organic chemists know that the smallest changes in a molecule can create big shifts in behavior. The addition of a carboxylic acid group to the chromone core opens the door to more than just another spot in the product library. At the same time, a bromine atom, carefully placed on the sixth position, brings selectivity during cross-coupling or halogen exchange reactions. Instead of buying into generalization, it helps to walk through where this puts 6-Bromochromone-2-Carboxylic Acid on the map.

    My Experience with Chromone Derivatives and Functional Group Adaptability

    For a mid-scale synthetic lab looking to design hybrid molecules, the value of a chromone derivative often lies in its readiness to be functionalized without a mess of side-products. I remember countless afternoons spent watching for unexpected peaks in reaction monitoring—trying to spot problems before scaling up. Compounds like this one catch your attention because they offer a go-to spot for both further chemical transformations and biological screening. Its carboxylic acid lets the researcher form esters or amides under mild conditions, reducing the need for tricky protection or activation steps.

    Compare that to plain chromone, where every change needs extra effort, or derivatives without the halogen group, where selectivity drops. The presence of bromine means Suzuki coupling, Stille reactions, or those tricky Sonogashira connections become more straightforward. I’ve used similar molecules in the past to build out small libraries for enzyme inhibition studies, able to swap in new side chains or test reactivities. The site-selectivity saves time and actually reduces mistakes in the workflow, especially for teams juggling dozens of targets.

    Technical Specs and What They Really Mean in Practice

    Commercial 6-Bromochromone-2-Carboxylic Acid arrives as an off-white to light yellow solid, with its molecular weight and formula standing out: bromine adds heft and a degree of recognition to anyone skilled in NMR or mass spectrometry. I’ve poured over these spectra to confirm purity—not just for the sake of ticking a box, but because a clean starting point affects every step downstream. Melting point and solubility aren’t just abstract entries either. Reliable solids mean measured dosing, safer handling, and a lower chance of accidental exposure compared to certain more volatile or dust-prone compounds.

    For me, seeing well-documented stability under standard lab conditions is a green flag. You store it in an amber vial, dry, away from direct light; what you get after a few weeks is virtually unchanged—ready for the next trial or the next pilot batch. Even if technical tables matter for audits or certificates, in real-world use, what counts is being able to reach for the same bottle with steady hands and trust the substance hasn’t lost its edge.

    Applications: Why Scientists Reach for This Reagent

    A lot of people in academic labs still focus on classic chromone chemistry—anti-inflammatory, antioxidant, or antimicrobial development. I’ve seen 6-Bromochromone-2-Carboxylic Acid serve well in two areas: it’s a solid intermediate, and it stands up to modification. Medicinal chemists see it as a stepping-stone to create new bioactive analogues, especially when working through lead optimization or SAR (structure-activity relationship) studies. It gives a trusted framework to try out both subtle and more dramatic changes. I’ve watched teams run parallel reactions, harvesting new snippets for assay screening—the carboxylic acid serves as a functional handle for quick diversification.

    From the more industrial side, custom synthesis companies lean on molecules like this for contract research: they need options when scaling up, avoiding regulatory triggers while still introducing new properties via the bromine. The difference between making a milligram and a kilogram starts here, with confidence in the starting material. Whenever new kinase inhibitors or other pharmacological targets roll out, the ability to quickly bolt on meaningful changes accelerates both research and development.

    How It Stacks Up Against Similar Products

    It’s tempting, with such a compound, to just lump it in with every other halogenated chromone. My own work has shown that it fills a kind of gap—not as reactive as iodo-chromones, not as cheap or inert as fluoro- or chloro-analogs. The bromine atom brings unique reactivity: it can be swapped out in cross-coupling or serve as a leaving group, while still being stable if you let it stay put. I’ve tried switching to iodo-versions, but sometimes they break down too quickly, cost more, or run into handling issues.

    Direct comparisons with 6-chloro derivatives show that the bromine really earns its keep during metal-catalyzed transformations—yield generally goes up, and I see fewer byproducts. The difference isn’t always huge on paper, but in the day-to-day routine, those small boosts translate into a more predictable outcome. I remember one campaign where a switch to the bromo version meant two weeks’ less troubleshooting and simpler purification.

    Of course, everything has tradeoffs. Brominated compounds do carry more environmental scrutiny, so responsible disposal and proper controls—goggles, fume hoods, and good labeling—make a difference both for the safety culture and for keeping the lab out of trouble. Compared with some alternatives, you’ll find a clear-upfront advantage during product research, though it does not escape the careful watch of compliance officers, especially inside large industrial settings.

    Why Structural Details Shape Everyday Results

    Structure guides reactivity. That’s a basic rule in organic chemistry, and it applies perfectly here. The chromone backbone holds the molecular framework rigid, while the carboxylic acid sticking off the ring gives a clear avenue for derivatization. Adding bromine at the sixth position selectively twists the reactivity profile: it’s accessible for coupling reactions, but not so reactive that it takes off on its own.

    In my own work designing heterocyclic scaffolds, I’ve seen these subtle tweaks add up. The acid group lets you tack on polar side chains, improving solubility or biological interaction—something the parent chromone lacks. The bromine creates an anchor for more complex motifs to build out, especially under palladium catalysis. This makes 6-Bromochromone-2-Carboxylic Acid a strong tool for both modular synthesis and late-stage functionalization.

    Other labs report similar satisfaction, using the compound for target-directed screening, bioisosteric replacements, or even fluorescent tagging. While the chemistry textbooks talk about general acylation or halogenation, the daily grind of making dozens of analogues feels smoother with a molecule like this, where positions are well-defined and reactivity lines up as expected.

    Benefits With Clear Payoff: Time, Resources, and Peace of Mind

    Reliable reactivity has benefits that go beyond the reaction vessel. The actual time savings hit hardest during routine work: no more repeating a failed coupling three times, less time on column purifications, lower solvent waste. Over my years in the lab, watching budgets and workloads, having an intermediate you can count on makes big differences. My colleagues have echoed these thoughts; after all, time freed up from troubleshooting goes straight into innovation or publication.

    For contract research organizations, predictability in chemical transformation means fewer project delays and smoother transition to scale-up. This means better relationships with clients and greater security for staff whose days depend on timely delivery. Each successful intermediate that lets the next step proceed without hiccups keeps the research chain moving. Large companies often search for this kind of reliability in their procurement—6-Bromochromone-2-Carboxylic Acid rarely disappoints so long as suppliers focus on quality controls.

    Labs focusing on medicinal chemistry, materials science, or agrochem research also lean on these types of compounds for the sheer flexibility they offer. Sometimes projects spin in new directions mid-stream—switching a carboxylic to an amide or swapping the bromine can invite a whole new family of analogues for testing. I’ve seen colleagues slide these changes right into existing workstreams, without blowing up timelines or requiring new safety studies.

    Challenges and Responsible Use: Sustainability in Modern Synthetic Chemistry

    With every advantage, there comes a need to use resources wisely. Brominated organics in research warrant ongoing care—good housekeeping and properly labeled storage keep things safe, while appropriate handling limits risk to both staff and environment. Modern labs invest in up-to-date ventilation, chemical training, and targeted disposal, both for legal compliance and shared ethics.

    I’ve worked through issues where improper disposal creates headaches—unplanned spills, local regulatory audits, or unexpected detection in effluents. With careful planning, these compounds fit into standard hazardous waste streams, reducing impact. Colleagues in sustainability research point out that using the right intermediate saves solvent and reagent use downstream—one robust reaction trumps a dozen failed ones, which lowers total resource consumption. In my experience, balancing high-performance chemistry with responsible lab management means being selective about which building blocks to keep in the rotation, and 6-Bromochromone-2-Carboxylic Acid meets that standard.

    Advancements in Chromone Chemistry and What the Future Holds

    The field keeps moving forward. Advanced researchers look toward faster and greener reactions; some focus on refining palladium catalysts or developing recyclable systems to lower metal leaching. Having a reliable intermediate with clear reactivity positions allows for easier adoption of flow chemistry or microwave-assisted methods. Teams working on new tools—photocatalysis or electrochemical modifications—need stable, recognizable compounds as testbeds, and this chromone derivative fits that bill.

    Over my career, I’ve watched the real change come through day-to-day improvements: portable reaction setups, automated purification, or more precise analytics. Reliable starting materials are the foundation for these advances. Students, postdocs, and seasoned professionals all benefit from having tools that cut down on grunt work and let them focus on creative problem solving.

    Advice for New Researchers and Scaling Teams

    If you’re just stepping into organic synthesis, pay close attention to the “why” behind reagent choices. I always encourage new team members to review both the structural features and the real use-cases for intermediates—6-Bromochromone-2-Carboxylic Acid stands out thanks to its balance of selective reactivity, stability, and ready functional handles. It’s not the flashiest reagent, but it turns routine chemistry into productive learning and robust results.

    Project managers stepping up to scale don’t always get the luxury of trial and error. The repeatability and clean downstream chemistry offered by this compound pays off in smaller pilot stages and regular manufacturing. While costs matter, saving on lost time or wasted materials tilts the scales in its favor, particularly for custom or high-value syntheses. I always advise checking for up-to-date certificates of analysis and consistent supplier support—these practical steps keep performance high and reduce the risk of last-minute failures.

    Closing Thoughts: Rooted in Experience, Open to Innovation

    My time in chemical development has made me a believer in the practical over the theoretical. You find success where predictability and adaptability meet. 6-Bromochromone-2-Carboxylic Acid serves as a real-world example: it offers chemists a firm foundation, creates fewer headaches, and keeps teams focused on progress rather than troubleshooting. While it’s just one tool among many, its popularity traces back to honest lab work and long-term problem solving. Change always starts in the day-to-day: every successful synthesis is another point in its favor.

    I’ve seen firsthand the benefits of picking a well-characterized, versatile intermediate for ambitious projects. Whether tackling a complex synthesis, building out compound libraries, or moving toward large-scale production, the edge you get comes from making small wise choices. Success in chemistry, like anywhere, comes down to trusting your building blocks. In this respect, 6-Bromochromone-2-Carboxylic Acid continues to earn its place on the shelf.