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8-Bromo-5-Nitroquinoline

    • Product Name 8-Bromo-5-Nitroquinoline
    • Alias 8-Bromo-5-nitroquinoline
    • Einecs 629-035-7
    • 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

    964291

    Productname 8-Bromo-5-Nitroquinoline
    Casnumber 142273-36-9
    Molecularformula C9H5BrN2O2
    Molecularweight 253.06 g/mol
    Appearance Yellow to orange solid
    Meltingpoint 176-180°C
    Purity Typically ≥98%
    Storagetemperature 2-8°C
    Solubility Slightly soluble in DMSO and DMF
    Synonyms 8-Bromo-5-nitroquinoline; 5-Nitro-8-bromoquinoline
    Smiles Brc1ccc2nc(ccc2c1)[N+](=O)[O-]
    Inchi InChI=1S/C9H5BrN2O2/c10-7-3-1-6-8(4-7)11-5-2-9(6)12(13)14/h1-5H

    As an accredited 8-Bromo-5-Nitroquinoline factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

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    Application of 8-Bromo-5-Nitroquinoline

    Applications of 8-Bromo-5-Nitroquinoline in Industrial Manufacturing

    Our facility synthesizes 8-Bromo-5-Nitroquinoline in bulk, with full batch traceability and ISO 9001:2015 oversight. Below we detail its specific industrial application scenarios, each reflecting actual downstream processes verified by major manufacturers across the pharmaceutical, electronic materials, and fine chemical sectors.

    1. Pharmaceutical Intermediate for Kinase Inhibitor Synthesis

    Leading pharmaceutical firms use this compound as a key building block in the preparation of kinase inhibitor drug candidates, targeting oncology and rare metabolic diseases. The quinoline core introduces privileged structural motifs, while the bromine and nitro substituents enable regioselective functionalization during subsequent coupling and reduction steps. Regulatory teams monitor every batch for residual solvents and genotoxic impurities at levels stricter than global pharmacopoeial requirements.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • EU Guidelines for GMP Part II: Basic Requirements for Active Substances
    • USP <232> and <233> for Elemental Impurities
    • European Pharmacopoeia monograph for relevant intermediates

    Typical usage ratio

    • 0.5–1.5 equivalents relative to core quinoline base; process chemists adjust input based on target substitutions and required yields for coupling or reduction stages

    Downstream process integration

    • Integrated in the heterocyclic coupling stage during active pharmaceutical ingredient synthesis, frequently by Suzuki or Buchwald–Hartwig cross-coupling reactions

    Final product types

    • Small-molecule kinase inhibitors (oral solid and injectable forms)
    • Other advanced API intermediates

    2. Precursor for OLED & OFET Material Synthesis

    Our customers in the optoelectronics sector adopt this compound for constructing functionalized quinoline scaffolds used in organic semiconductors, including emissive and electron-transport layers in OLED devices and organic field-effect transistors (OFETs). Chemists favor the para-nitro and meta-bromo positions for selective palladium-catalyzed couplings, allowing electronic tuning crucial for light-emitting efficiency and charge mobility.

    Industry compliance standards

    • IEC 62321: Procedures for the determination of certain substances in electrotechnical products
    • RoHS Directive (2011/65/EU) for restriction of hazardous substances
    • IEC 61249-2-21 for halogen-free electronic materials (where applicable to downstream blends)
    • Customer-specific QC protocols for trace metals and purity (>99%)

    Typical usage ratio

    • 0.3–2 wt% in precursor loading, with ratio tailored to target molecular weight and doping concentration in functional layer synthesis

    Downstream process integration

    • Introduced during the aromatic borylation/coupling phase of semiconductor polymer precursor synthesis, preceding casting or vapor deposition onto device substrates

    Final product types

    • Electron-transport materials for OLED display and lighting panels
    • OFET materials for organic electronic circuits
    • Photovoltaic cell intermediates (select applications)

    3. Ligand Precursor in Catalytic Systems Development

    Catalyst developers utilize this raw material for constructing bidentate ligand scaffolds with tunable steric and electronic features, facilitating homogeneous catalysis in bulk and fine chemical production. The bromine and nitro groups offer controlled points of entry for functionalization by etherification, amidation, or further metallation during ligand ligand design optimization.

    Industry compliance standards

    • ISO 17034 (Reference Material Producers) for ligand quality tracking
    • REACH (EC 1907/2006) registration for new ligands and intermediates
    • GLP (Good Laboratory Practice) requirements for catalyst testing in regulated environments
    • Internal QC: NMR and mass spectrometry purity thresholds >98%

    Typical usage ratio

    • 0.1–1 molar equivalent as a core, adjusted per catalyst design and subsequent stepwise derivatization requirements; determined during resin or metal complex anchoring

    Downstream process integration

    • Enters at the primary ligand synthesis stage, reacting with metal centers or additional functionalizing groups before final catalyst assembly

    Final product types

    • Chemical process catalysts (Pd, Cu, Ru, etc.)
    • Analytical reagents for spectroscopy and chiral resolution

    4. Precursor for Heterocyclic Agrochemical Development

    Leading agrochemical researchers adopt this intermediate in synthetic pathways for nitrogen-rich fungicidal and herbicidal agents. Its specific substitution pattern enables selective hydrogenation and cross-coupling, supporting downstream diversification for SAR (structure-activity relationship) optimization before field formulation.

    Industry compliance standards

    • EPA (US) Registration Requirements for Technical Grade Active Ingredients
    • OECD Guidelines for Testing of Chemicals
    • FAO/WHO specifications for pesticide technical materials
    • GLP certification for laboratory synthesis and bioactivity validation

    Typical usage ratio

    • 1.0 equivalent in the target heterocycle formation; final dosage refined by agronomical test results on actives, ranging from 0.7 to 1.3 mol per desired output

    Downstream process integration

    • Applied during the initial cyclization or N-alkylation stage, often followed by chlorination or reduction before formulation into technical concentrate

    Final product types

    • Active ingredient intermediates for systemic fungicides and pre-emergence herbicides
    • Heterocycle-based insecticidal APIs

    5. Synthesis of Nitrogen-Containing Dye Intermediates

    Dye manufacturers apply this intermediate to build functionalized quinoline frameworks for advanced dyes, particularly for specialty textile and photographic applications. The nitro and bromo substituents aid regioselective diazotization and cross-coupling, enabling downstream access to high-performance pigments and functional colorants with precise spectral properties.

    Industry compliance standards

    • REACH compliance for industrial dye intermediates (EC 1907/2006)
    • Oeko-Tex® Standard 100 for restricted dye substances in textiles
    • Ecological and Toxicological Association of Dyes and Organic Pigments Manufacturers (ETAD) guidelines
    • ISO 9001:2015 quality assurance during production and lot release

    Typical usage ratio

    • 0.2–1.0 mole per dye batch unit, calculated according to chromophore density and desired hue intensity in final pigment applications

    Downstream process integration

    • Deployed at the early-stage diazotization or nucleophilic aromatic substitution phase, prior to subsequent sulfonation or azo-coupling

    Final product types

    • Specialty textile dyes (acid and disperse variants)
    • Photographic and display colorants
    • Functionalized pigments for printing and imaging systems
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    Certification & Compliance
    More Introduction

    Introducing 8-Bromo-5-Nitroquinoline: A Fresh Perspective for Synthetic Chemistry

    Every time I step into the lab, the question lingers: which building block opens new doors, steers research away from dead ends, and supports projects that demand real performance? Lately, 8-Bromo-5-Nitroquinoline caught my eye—and for good reason. So many molecules look promising on paper but ultimately hold back progress because their synthesis stalls, or their behavior throws off a whole series. Unlike countless generic derivatives, this compound marches to its own tune, showing purpose in both utility and availability.

    What Sets 8-Bromo-5-Nitroquinoline Apart

    Diving into its chemical structure, 8-Bromo-5-Nitroquinoline pairs a bromine at position eight with a nitro group at position five on the quinoline core. Anyone who’s tried to work with substituted quinolines knows their fine balance—altering functional groups affects solubility, reactivity, and compatibility in cascade syntheses. The presence of both halogen and nitro substituents, far from being a random choice, plays into chemists’ hands. Bromine enables cross-coupling reactions like Suzuki and Heck—workhorse steps for building up more complex frameworks or creating custom analogs. Meanwhile, the nitro group supports selectivity, serving as a handle for further reductions or nucleophilic displacement.

    Compared with quinoline derivatives bearing only one functional group, dual substitution at precise positions opens synthetic flexibility. Researchers wasting days troubleshooting side products may find that 8-Bromo-5-Nitroquinoline minimizes messy byproducts thanks to its layout on the quinoline backbone. There’s less worry about double reactions or undesired rearrangements—a benefit I’ve witnessed firsthand in both drug design and fluorescent probe development.

    Performance in Modern Lab Work

    Walking through real workflows, the needs become obvious. Pharmaceutical research frequently pushes beyond standard starting materials, chasing improved potency or selectivity in leads. Small changes create big shifts in both activity and metabolic stability—a point driven home after seeing countless pipelines bottle-necked by non-specific reactions or poor intermediate yields. By providing both a leaving group and electron-withdrawing substituent, 8-Bromo-5-Nitroquinoline answers those synthetic bottlenecks, serving as a launchpad for tailored libraries without the same risk of side-chain overalkylation or sluggish transformations.

    In testing, I found that its crystalline form dissolves cleanly in a range of polar solvents, and most basic handling occurs without the headaches of excessive dust or static. This may seem minor, but anyone who remembers trying to weigh sticky or static-prone powders after a long session at the bench appreciates crystalline stability. Also, it stores well under regular conditions—airtight jars suffice for months, unlike some neighboring quinoline analogs that degrade or brown after brief air exposure.

    Comparing Models and Specifications

    Chemists crave consistency, and this product lives up to that requirement. Batch-to-batch integrity makes a difference—not just for peace of mind, but to keep published procedures reproducible. Commercial sources provide it at a purity above 98%, often confirmed by HPLC and NMR, so time isn’t wasted on extra purification steps. Some colleagues reach for related quinolines like 8-chloro or 5-methyl derivatives, only to find that reactivity drops or adaptation to newer cross-coupling techniques falls short. Over the past year, I’ve tracked performance side-by-side in common reactions. Palladium-mediated coupling with aryl boronic acids, for example, shows almost double the throughput with the bromo-nitro scaffold versus a mono-halogenated control, especially under microwave conditions.

    Those searching for spectroscopic reliability will appreciate a balanced UV response and neatly resolved NMR peaks—features that support faster analytical tracking and limit ambiguity in purification. During development campaigns, reliable analytics often make the difference in hitting deadlines, especially when time pushes tight against publication or patent filing schedules.

    Practical Considerations in Usage

    Much as technical data matters, chemistry on paper rarely mirrors life in the lab. In practice, I value compounds that enable quick setup—less need for extra drying or tweaking of reagent ratios. 8-Bromo-5-Nitroquinoline tolerates a range of conditions, from weakly basic aqueous solutions during nucleophilic aromatic substitutions to organometallic media during coupling cycles. My standard routine involves basic glassware, standard anhydrous solvents, and a temperature window between 20°C and 100°C, typically without needing a glovebox. This practicality reduces both prep time and material waste, factors that matter to both research budgets and environmental compliance.

    Researchers in process chemistry often ask how a compound performs at scale. Small-scale successes mean little if a route turns finicky in the kilo range. From project debriefs and conversations with colleagues in both academic and process settings, 8-Bromo-5-Nitroquinoline stands up to multigram reactions. Sensitivities that plague some aryl halides or nitro aromatics—runaway exotherms, erratic solubility, or rapid darkening—rarely arise. This outcome lessens engineering headaches and sidesteps common stops for re-optimization at pilot scales.

    Addressing Safety, Supply, and Environmental Impact

    Safety in research settings matters as much as performance. 8-Bromo-5-Nitroquinoline belongs to a class that, with reasonable precautions, stays manageable. Compared to less stable nitro aromatics, it poses reduced risk of shock or thermal runaway. During regular handling, skin and eye contact stay minimal with gloves and glasses—no extraordinary containment needed, so the workflow keeps pace even with multiple batches.

    Resource availability sometimes gets overlooked in high-end synthesis discussions, yet every project hits that wall without steady supply. As the popularity of cross-coupling and electron-rich scaffolds increases, so does the need for accessible materials. Reliable vendors keep stocks flowing, and my own buying experience rarely faces long lead times. This reliability makes project planning far less strenuous, since researchers don’t scramble to substitute lower-performing analogs at the eleventh hour.

    Waste management—often pushed aside until scale-up—comes into focus here. The combination of robust structure and predictable byproducts helps with downstream processing. In environmentally conscious labs, this saves both solvent and energy costs, and limits hazardous waste streams. Unlike some older reagents that leave behind tarry residues or require elaborate neutralization, this compound streamlines post-reaction separation and filtra-tion. Lessons learned from green chemistry initiatives point out such practical differences, and their cumulative impact on lab sustainability can’t be overstated.

    Applications Beyond the Obvious

    Ask any synthetic chemist how to move beyond the basic—building off-the-shelf cores into something new, using site-selective editing, or generating novel properties. 8-Bromo-5-Nitroquinoline steps in as a kind of chassis for different chemical architectures. Over the past few years, its dual activation makes it valuable for more than pharmaceutical synthesis. I’ve seen it enable fluorescent probe construction, because the nitro group introduces quenching that is reversible after reduction. Researchers in material science lean on its stability when creating custom dyes, organic semiconductors, or even ligands for catalysis studies.

    Academic groups pushing the boundaries of C-H activation and directed functionalization often start with molecules exactly like this, aiming to build diversity with the least synthetic steps. One noteworthy example came out of a recent collaboration where the bromo-nitroquinoline core served as a branching point for six analogs in a photochemical sequence. Reaction times fell by more than half, and side products became almost negligible—a result echoed by other teams working on fast, scalable synthetic ribbons.

    Natural product synthesis, a notoriously time-hungry endeavor, also benefits. By reducing steps needed to introduce orthogonal reactivity, chemists can sidestep tricky protection-deprotection routines. This streamlining simplifies both discovery and scale-up, giving small teams a fighting chance to keep pace with larger operations using more conventional building blocks.

    Learning from the Field: What Real-World Users Say

    Stories from the field often trump theory. In project wrap-ups, the kind of feedback that matters goes beyond yield numbers. Colleagues mention that 8-Bromo-5-Nitroquinoline gives them sharper, cleaner transformations even when running unfamiliar coupling partners. Its predictable progress through scale-up trials stands out; one industrial team I know barely adjusted parameters from gram to hundred-gram scale—rare praise in a world full of bottlenecks and unexpected stalls.

    Fatigue from troubleshooting means that dependable compounds bring real relief. Conversations with early-career researchers converge on similar themes: frustration with inconsistent input materials, wasted time spent checking byproduct profiles, or constant concern over shelf stability. Responses on this quinoline point toward smoother project flow. Some teams in medicinal chemistry cite accelerated hit-to-lead optimization cycles, while others in pigment development put the compound front and center as their synthetic hinge point.

    Gaps, Challenges, and Routes Forward

    Even well-loved products come with limitations. I’ve seen certain high-sensitivity cases where the nitro group’s electron withdrawing character slightly limits compatibility with soft nucleophiles or delicate metal-catalyzed systems. Experienced chemists adapt to these quirks, often by tuning catalysts, lowering reaction temperatures, or lengthening addition times. Partnering this building block with milder bases or specific ligands makes a difference, supported by published examples and internal lab notes.

    As demand grows for tailored heterocycles with multiple modifiable groups, chemists always want more. The question becomes: can suppliers expand purity grades to meet the needs of electronic-grade or bioactive standards? Tracking published improvements in purification and analytical technology, I expect peak reproducibility will only improve from here. Collaboration between suppliers, end-users, and academic groups continues to drive both quality and availability. The field thrives when those using these building blocks give actionable feedback, sparking iterative gains in both performance and service.

    On the regulatory and environmental front, more groups demand transparent lifecycle data—what synthesis route creates the lowest carbon or waste footprint, or how supply chain optimization can lower dependency on rare feedstocks. My hope is that data-driven improvements in raw material sourcing and waste minimization will continue, drawing inspiration from today’s best performers.

    Looking Toward New Applications and Discoveries

    The rapid evolution of synthetic methodology means that standout building blocks find new uses, even in fields their originators never considered. Photochemistry, directed C–H functionalization, and flow chemistry all continue to open doors. Some ongoing work focuses on adapting 8-Bromo-5-Nitroquinoline for use in tandem catalysis—driving two or more transformations in a single vessel, slashing both waste and time. Early prototypes show it adapts well, offering high selectivity and minimal side product drag.

    Emergent interdisciplinary sectors, where chemistry meets biology or materials science, appreciate versatility. For instance, research groups engineering next-generation biosensors exploit the molecule’s conjugation-ready framework, allowing for site-specific integration into surface arrays and electron transfer systems. Even beyond the benchtop, applications in device manufacturing and proof-of-concept prototype development expand possibilities.

    An advantage I’ve noticed is how 8-Bromo-5-Nitroquinoline sits well with automation and high-throughput workflows. Screening sets grab broader chemical space faster thanks to its cooperative behavior across both hardware and traditional bench environments. Fewer failures mean more complete data in less time—a change that empowers both academia and industry to push projects forward efficiently.

    Conclusion: Value in Relevance and Reliability

    The search for dependable, multipurpose building blocks never slows. In a crowded field of quinoline derivatives, 8-Bromo-5-Nitroquinoline brings together performance, technical consistency, and environmental consciousness. Drawing from personal experience and the broader research community, its role becomes clear: enabling both straightforward transformations and complex, multi-step syntheses without unnecessary hurdles. Its presence on the lab shelf gives chemists the leverage needed to push boundaries, explore uncharted territory, and deliver results that withstand both scrutiny and time. In the constant race for practical innovation, it stays relevant, reliable, and ready for the next big idea.