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4-Carboxy-8-Bromoquinoline

    • Product Name 4-Carboxy-8-Bromoquinoline
    • Alias 8-Bromoquinoline-4-carboxylic acid
    • Einecs NA
    • 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
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    Specifications

    HS Code

    648257

    Product Name 4-Carboxy-8-Bromoquinoline
    Cas Number 134652-13-8
    Molecular Formula C10H6BrNO2
    Molecular Weight 252.07 g/mol
    Appearance Light yellow to brown powder
    Melting Point 260-264°C
    Solubility Slightly soluble in water, soluble in DMSO and ethanol
    Purity Typically ≥98%
    Smiles C1=CC2=C(C=CN=C2C(=C1)Br)C(=O)O
    Inchi InChI=1S/C10H6BrNO2/c11-8-4-3-6-5-12-7(10(13)14)2-1-9(6)8/h1-5H,(H,13,14)
    Storage Conditions Store at 2-8°C, protected from light and moisture
    Hazard Class Irritant
    Synonyms 8-Bromoquinoline-4-carboxylic acid

    As an accredited 4-Carboxy-8-Bromoquinoline factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

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    Application of 4-Carboxy-8-Bromoquinoline

    Applications of 4-Carboxy-8-Bromoquinoline in Industrial Manufacturing

    4-Carboxy-8-Bromoquinoline serves as a key intermediate in multiple specialized manufacturing sectors involving advanced organic synthesis. Direct manufacturer supply ensures consistently controlled material quality for integration into established downstream workflows. This page details several verified industrial applications, focusing on compliance, formulation, processing, and final product manufacturing.

    1. Pharmaceutical Intermediate for Antimalarial API Synthesis

    Leading pharmaceutical manufacturers incorporate 4-carboxy-8-bromoquinoline as a critical building block in multi-step processes to synthesize quinoline-based antimalarial active pharmaceutical ingredients (APIs). Its brominated structure enables regioselective coupling steps within API assembly, requiring precise control of reaction conditions and batch traceability for regulatory audits.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • EU GMP Annex 8 – Sampling of Starting and Packaging Materials
    • United States Pharmacopeia (USP) for relevant final APIs
    • European Pharmacopoeia (Ph. Eur.) monographs for quinoline derivatives

    Typical usage ratio

    • Introduced at 8–18 mol% relative to primary aromatic coupling partner (ratio varies by API process, adjusted to optimize yield and minimize impurity profile)

    Downstream process integration

    • Charged into the initial heterocyclic ring functionalization step after solvent charging
    • Integral in Suzuki-Miyaura or Buchwald-Hartwig coupling reactions employing palladium catalysts
    • Processed in controlled closed reactor systems with in-process HPLC for intermediate confirmation

    Final product types

    • Finished antimalarial APIs such as amodiaquine and mefloquine derivatives
    • Intermediates for further heterocyclic drug development
    • Contract-manufactured custom pharmaceutical building blocks

    2. Agrochemical Synthesis: Herbicide Intermediate

    Producers of advanced crop protection products use this compound to construct quinoline carboxylic acid scaffolds essential in certain post-emergent herbicide actives. Structure-specific incorporation at the early condensation stage supports downstream functional group modifications unique to this category.

    Industry compliance standards

    • Food and Agriculture Organization (FAO) and World Health Organization (WHO) specifications for technical materials
    • ISO 9001:2015 for agrochemical manufacturing operations
    • Globally Harmonized System (GHS) for labeling and hazard communication
    • U.S. Environmental Protection Agency (EPA) 40 CFR Part 158 for pesticide registration data requirements

    Typical usage ratio

    • Included at 4–12% by weight in the initial condensation step of the active ingredient synthesis train (dosage determined by target carboxylic group substitution required for the herbicide structure)

    Downstream process integration

    • Dispersed in a polar aprotic solvent alongside nucleophilic agents for selective acylation or amidation
    • Conversion monitored by TLC and LC-MS to minimize byproduct formation
    • Isolated and fed into the next-stage cyclization or halogen exchange apparatus

    Final product types

    • Post-emergent herbicidal actives for broadleaf weed control
    • Technical concentrates supplied to crop science blenders
    • Field-ready emulsifiable concentrate formulations

    3. Electronic Materials: OLED and Semiconducting Material Precursor

    Manufacturers of organic electronic devices deploy this compound in the synthesis of functionalized quinoline cores for organic light-emitting diodes and thin-film transistor materials. The bromine atom facilitates high-selectivity cross-coupling and enables electronic property tuning in custom and mass-market optoelectronic applications.

    Industry compliance standards

    • IEC 62321 for the determination of certain substances in electrotechnical products
    • RoHS Directive (2011/65/EU) on restriction of hazardous substances
    • ISO 14001:2015 for environmental management in electronics chemical supply
    • IMDS (International Material Data System) reporting for automotive electronics

    Typical usage ratio

    • Accounts for 2–8 wt% of the organic precursor mix, adjusted according to the luminescence or photoconductivity requirements in QLED/TFT substrates

    Downstream process integration

    • Fed into step-growth polymerization or direct arylation during monomer assembly
    • Subjected to high-purity recrystallization before final coupling steps
    • Purity validated by NMR, HPLC, and trace metal analysis before downstream coating or vapor deposition

    Final product types

    • OLED emissive layer small molecules for display and lighting panels
    • Organic semiconductor bulk powders for printed electronics
    • Intermediate layers for advanced flexible display substrates

    4. Dye and Pigment Intermediate for Specialty Colorants

    4-carboxy-8-bromoquinoline finds use in the specialty dyestuffs sector—specifically in the synthesis of custom azo and anthraquinone dye intermediates for technical textiles and imaging materials. Manufacturers rely on its dual-reactive positions for regioselective diazotization and subsequent coupling, allowing precise pigment tuning not achievable with conventional quinolines.

    Industry compliance standards

    • Oeko-Tex Standard 100 certification for absence of prohibited arylamines in textile dyes
    • REACH (EC 1907/2006) chemical registration and safety data requirements for European imports
    • ZDHC MRSL (Zero Discharge of Hazardous Chemicals Manufacturing Restricted Substances List)
    • ISO 9001:2015 for specialty chemical and pigment production

    Typical usage ratio

    • Blended at 1.5–6% of the total diazotizable base in the colorant batch (formulation tuned by shade depth, fastness targets, and compatibility with downstream binder systems)

    Downstream process integration

    • Introduced post-sulfonation into the diazotization reaction vessel
    • Dosed under intensive stirring to support full coupling with aromatic amine components
    • Isolation follows via salted-out filtration, with pigment performance confirmed by CI and lightfastness testing

    Final product types

    • Custom-formulated technical textile dyes for polyamide and polyester
    • Azo pigment intermediates for digital and offset printing inks
    • Special application colorants for photographic and imaging films
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    More Introduction

    Introducing 4-Carboxy-8-Bromoquinoline: A Practical Perspective on an Essential Building Block

    A Compound That Works for Today’s Scientific Needs

    Scientists and research professionals put their trust in substances that meet a certain bar—they want accuracy, predictability, and results that transfer over from paper to real life. 4-Carboxy-8-Bromoquinoline slips easily into this category, especially for those who value starting from a solid chemical foundation when they’re charting new territory in synthesis or analysis. With its rigid structure and distinctive functional groups, this compound becomes more than just another reagent stocked on a shelf. It functions as an actual cornerstone in many routes, especially in exploratory or medicinal chemistry.

    Composition, Structure, and the Difference that Function Makes

    4-Carboxy-8-Bromoquinoline features a quinoline backbone—a system recognized for its stability and versatility in organic chemistry. The 8-position bromine opens up options for reactions that rely on effective leaving groups, while the 4-position carboxyl group carves a clear path for derivatization or further functionalization. I’ve seen researchers count on such specificity in designing custom ligands or intermediates, where the placement of atoms turns a theoretical step into a practical one.

    This combination allows the molecule to interact in ways that simpler structures can’t. Carboxyl and bromo substituents give added power in cross-coupling reactions—such as Suzuki-Miyaura or Buchwald-Hartwig protocols—where the construction of new carbon-carbon bonds is essential. That flexibility goes far beyond the reach of unsubstituted quinolines or bromo derivatives lacking anchoring acid groups. Where some modified quinolines offer just one site for further chemistry, this one brings two functional handles—and with them, the right leverage to build up more complex scaffolds.

    Why This Matters: The Practical Advantage

    Choosing the right raw material often makes the difference between a straightforward project and one bogged down by side reactions or dead ends. I remember a time in our lab when another carbocyclic aromatic—lacking both bromine and carboxyl functionalities—forced us through a maze of extra steps before we got anywhere close to our target molecule. In contrast, 4-Carboxy-8-Bromoquinoline let us cut down isolation times and reduced purification headaches.

    The direct incorporation of both bromine and carboxylic acid on the quinoline framework can simplify multi-step synthesis. Having a trusted starting scaffold, scientists build diverse chemical libraries more efficiently. This sometimes means tighter project timelines and less resource waste—a tangible payoff, especially where time is just as valuable as material.

    Applications in Discovery and Development

    4-Carboxy-8-Bromoquinoline steps up as a precursor in pharmaceuticals, agrochemicals, and advanced materials. When developing kinase inhibitors or other enzyme modulators, medicinal chemists often need heterocycles with tunable substitution patterns. Placing a carboxyl group at the 4-position supports conjugation to peptides, simple alkylation, or transformation into amides. Meanwhile, the bromine atom unlocks a host of halogen-promoted routes, like halogen-metal exchange or nucleophilic aromatic substitution, not available to most bromoquinolines.

    The practical upshot? This compound opens doors for projects targeting diseases from cancer to infectious pathogens. Work at large, multinational labs and small, resourceful start-ups has kicked off with this compound as a core ingredient. Its contribution to combinatorial libraries and fragment-based drug discovery underscores its place at the root of new therapeutic lead generation.

    Handling, Storage, and Real-World Use

    Labs accustomed to storing aromatic carboxylic acids and halogenated heterocycles will find the requirements for this material familiar. I’ve handled similar substances for years without special equipment—basic moisture protection and avoidance of strong bases or oxidants makes up most of the caution required.

    In my own experience, bench chemists like knowing their starting materials keep well at room temperature and aren’t prone to rapid degradation. This compound holds up well through routine weighing, dissolving, and transfer steps. The solid, off-yellow appearance helps prevent mix-ups with close analogs, a small but welcome benefit during long synthetic campaigns.

    Comparing with Related Quinoline Derivatives

    Those who depend daily on chemical catalogues or in-house inventories will notice 4-Carboxy-8-Bromoquinoline stands apart from other brominated or carboxylated quinolines. A mono-bromoquinoline without a carboxyl handle rarely supports the same breadth of downstream modifications. A carboxyquinoline lacking a halogen won’t participate directly in cross-couplings—one is left to introduce a suitable leaving group, often with lower yield and more waste.

    Plenty of experienced synthetic chemists, myself included, find that one-pot reactions work best with molecules already set up for bifunctional chemistry. This means fewer protection and deprotection steps, saving not just reagents but mental bandwidth. For process development, skipping whole sequences by starting with a bifunctionalized substrate changes the risk calculation and even influences cost analyses for scale-up.

    Sustainability and Environmental Considerations

    The discussion of new raw materials always circles back to resource use and waste. The structure of 4-Carboxy-8-Bromoquinoline actually weaves efficiency into the run up to target molecules—condensing steps, reducing auxiliary reagents, and sometimes removing the need for harsh reaction conditions. In my view, science nudges toward greener practices where possible, and compounds like this fit the bill by supporting streamlined syntheses.

    There’s also the aspect of traceability. When working in regulated environments, clarity about starting materials plays a role in data integrity and reproducibility. Molecules with clear and stable functional groups seldom leave ambiguity about identity or purity, easing compliance checks later on.

    Challenges Faced, and Practical Solutions

    No synthesis goes completely as planned. One snag often comes during large-scale runs: the scalability of reactions involving brominated aromatics. Certain conditions known to work with simpler substrates might stall or yield unwanted products with a sensitive substrate. Careful temperature control, non-reactive vessels, and slow addition of strong nucleophiles fix most issues, but they still demand vigilance.

    Another recurring problem involves by-products from incomplete conversions, particularly when aiming for high-purity pharmaceutical ingredients. Column chromatography, crystallization, and modern purification techniques can usually overcome these hurdles, but experience teaches me that running extra control reactions cuts time spent troubleshooting. Keeping careful records, learning from similar quinolines, and batch-testing new reaction conditions all help keep projects on course.

    Personal Lessons Drawn from Real Use Cases

    I’ve watched colleagues sacrifice weeks pursuing an intermediate, only to later discover an analogue of 4-Carboxy-8-Bromoquinoline would have sidestepped half their obstacles. The learning never quite stops. Knowing which substituent pattern fits a given application lets researchers avoid reinventing the wheel or getting tied up in synthetic dead-ends.

    Working in project teams, we always compare notes. “What was your yield?” or “Did purification take two columns or just one?” The answers often trickle down to starting material choice. I’ve seen it become an unspoken rule: reach for compounds that serve dual purposes. The right bromo and carboxyl can do more than just fill a spot; sometimes, they open up entirely new reaction routes.

    The Broader Implications for Research and Industry

    In the world of R&D, materials that streamline routes and boost access to diverse products stay in demand. 4-Carboxy-8-Bromoquinoline’s utility goes beyond what’s obvious in a single project, feeding into all sorts of fields: dyes and pigments, organic materials for electronics, and even in sensors. Unlike materials that require heavy customization for each use, this quinoline derivative can fit within large or small-scale operations with little fuss.

    You see companies big and small looking to speed up timelines—time to market often stands between success and project shelving. Having a building block with clear functional handles can let chemists jump straight into focused reactions. There’s less guesswork, less unpredictability, and better reproducibility when it’s needed most.

    Safety and Risk Management: Real-World Advice

    Everyone working hands-on in a chemistry space knows the story—accidents happen fastest when you least expect them. My approach: never cut corners on basic safety. Use gloves, masks when dealing with powders, and work in a fume hood if scale or volatility bump up. Like other quinoline and aromatic heterocyclic compounds, 4-Carboxy-8-Bromoquinoline responds best to respect and preparation.

    Beyond personal protective equipment, proper labeling and storage interrupt a lot of mistakes before they start. Creating a habit of double-checking physical properties—the melting point, solubility, reactivity with acids and bases—avoids unwanted surprises. Even with years under my belt, I review new batch certificates, double-check chemical compatibility, and keep MSDS information handy.

    Supporting Reliable Science: Documentation and Transparency

    Ease of access to reliable data underpins reproducible scientific progress. I’ve learned the hard way that impurities or incomplete documentation set labs back weeks. Companies that make or distribute 4-Carboxy-8-Bromoquinoline usually offer solid analytical certificates—NMR, HPLC, and mass spectrometry— so I always check these before committing to a supplier.

    In collaborative research environments, documenting every change—source, lot, scale, and conditions—proves crucial. This compound’s widespread use means that published protocols and troubleshooting tips are easy to find, but a little extra care in note-keeping keeps future projects running smoother.

    Potential Future Paths and Improvements

    Chemistry keeps evolving, driven by newer synthetic methods and a push for more sustainable, less wasteful processes. In my network, I’ve seen researchers working toward greener synthetic routes for 4-Carboxy-8-Bromoquinoline—cutting out hazardous reagents, lowering reaction temperatures, even exploring biocatalytic pathways where possible.

    Looking forward, an increasing move toward continuous-flow processing might improve yields, lower the risk of scale-up mishaps, and cut down the time from benchtop to pilot plant. This holds clear promise for anyone who works in material supply or pharmaceutical development. With improvements in purification and analysis, the path from raw ingredient to finished product becomes more direct and better traced.

    Listening to the End Users: Voices from the Field

    I sometimes hear from graduate students and senior scientists alike about the need for better access, clearer labeling, and more complete impurity profiles. Labs operating on tight budgets often pool resources and swap notes about how different sources stack up—purity, lot-to-lot consistency, ease of ordering. Whenever we find a product that “just works” in a set of tricky reactions, the news makes the rounds fast.

    That real-world feedback loop shapes which versions of 4-Carboxy-8-Bromoquinoline get used most. Suppliers who listen and respond to these concerns—offering smaller pack sizes, smarter packaging, or better transparency—end up getting repeat orders. Institutions on the cutting edge demand materials that won’t throw off sensitive instruments or affect biological studies, so consistency and reliability matter just as much as the price tag.

    Closing Thoughts: Practical Value in Every Workflow

    Daily lab life teaches that the smallest choices pay big dividends later down the road. The handful of researchers who keep their eyes on overall workflow efficiency naturally gravitate toward tools that simplify tasks and open up more possibilities. With its dual-functionality and predictable behavior in trusted reaction types, 4-Carboxy-8-Bromoquinoline becomes a sort of ally—a basic ingredient that doesn’t add unnecessary complexity.

    Students, professionals, and industry users all stand to benefit from the lessons learned in the trenches: solid, reliable building blocks turn tough chemistry into manageable challenges. With each round of synthesis and every successful purification, appreciation grows for compounds that clear a smoother path toward discovery and innovation. The ripple effects span from early research and patent filings to large-scale production, making small, smart ingredient choices central to scientific progress.

    Summary Table: Key Attributes of 4-Carboxy-8-Bromoquinoline

    Attribute Description
    Core Structure Quinoline backbone with bromine at 8-position and carboxyl at 4-position
    Main Uses Intermediate in pharmaceutical, agrochemical, and material science synthesis
    Reactive Sites Bromine and carboxyl enable versatile functionalization
    Comparison Outperforms mono-functionalized analogs in step economy and scope
    Handling Requires standard laboratory precautions; stable under regular storage

    Further Reading and Reliable Sources

    Anyone interested in deeper technical details can find robust scientific literature covering the synthetic methods, application breadth, and comparative studies using this compound. Academic journals, specialty chemical catalogs, and patent filings provide transparent, peer-reviewed insight for those who like to see the data for themselves. With reliability and experience at its core, 4-Carboxy-8-Bromoquinoline stands as a practical asset, helping bring experimental concepts to market realities, one thoughtful reaction at a time.