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3,6-Dibromofluorenone

    • Product Name 3,6-Dibromofluorenone
    • Alias DBF
    • Einecs 251-118-5
    • 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

    321767

    Productname 3,6-Dibromofluorenone
    Casnumber 25858-36-8
    Molecularformula C13H6Br2O
    Molecularweight 370.00
    Appearance Yellow crystalline powder
    Meltingpoint 202-205 °C
    Purity ≥98%
    Solubility Slightly soluble in common organic solvents
    Density 1.98 g/cm³ (calculated)
    Synonyms 3,6-Dibromo-9H-fluoren-9-one
    Smiles Brc1cc2C(=O)c3cc(Br)ccc3cc2cc1

    As an accredited 3,6-Dibromofluorenone factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

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    Application of 3,6-Dibromofluorenone

    Applications of 3,6-Dibromofluorenone in Industrial Manufacturing

    As a specialty manufacturer of 3,6-Dibromofluorenone, we support high-value chemical production through precise specification and quality control. Our material underpins several advanced industrial sectors, driving synthesis of key intermediates and end-products through established downstream channels. Below, we detail actual deployed application scenarios within our global client base.

    1. High-Performance OLED Intermediate Synthesis

    Organic light-emitting diode (OLED) display manufacturers increasingly pursue higher thermal stability and enhanced photoelectric properties in their emitter and host molecules. 3,6-Dibromofluorenone enables the introduction of fluorenone-based structural motifs via cross-coupling and further functionalization, forming intermediates for solution-processed or vacuum-deposited OLED stacks. The compound’s dibromo substitution at the 3,6-positions facilitates C–C and C–N bond formation using modern palladium-catalyzed methodologies, providing a platform for diversified structural tuning.

    Industry compliance standards

    • RoHS Directive (2011/65/EU) for heavy metal restrictions in electronic components
    • IEC 62321 testing for hazardous substances
    • Sony Green Partner environmental requirements (for display panel supply chain)
    • ISO 14001 Environmental Management Systems (for display material suppliers)

    Typical usage ratio

    • 0.2–3.0 wt% relative to reactive fluorenone moieties in target OLED intermediates, adjusted based on the desired photophysical outcome and the number of post-coupling steps

    Downstream process integration

    • Enters as a brominated fluorenone building block in Suzuki, Buchwald–Hartwig, and Stille cross-coupling reactors during the synthesis of emissive or charge-transporting pre-polymers or small molecules

    Final product types

    • OLED emitter molecules (e.g., yellow, green, blue emitting compounds)
    • Charge-transport hosts for display stacks
    • Intermediate monomers for solution-processable OLEDs
    • Small molecule OLED transport layers

    2. Advanced Polymeric Material Modifiers

    Producers of specialty engineering plastics utilize 3,6-Dibromofluorenone as a monomeric modifier to impart enhanced rigidity, flame resistance, and tailored dielectric properties in polyaryl polymers and copolyesters. The incorporation of dibrominated fluorenone units via melt polycondensation or solution polymerization enables fine-tuning of glass transition temperature and UV stability, critical in electronics casings and optical films.

    Industry compliance standards

    • UL 94 (V-0/V-1) flammability testing for polymer compounds
    • REACH Regulation (EC No. 1907/2006) chemical registration and safety assessment
    • ISO 9001:2015 Quality Management Systems
    • IEC 61249-2-21 for halogenated base materials in electronic substrates

    Typical usage ratio

    • 0.5–5.0 mol% of total monomer feed, tailored based on targeted mechanical properties or flame retardancy criteria

    Downstream process integration

    • Incorporated into melt-phase or solution-phase polycondensation as a co-monomer or end-capper, depending on molecular weight control and final application requirements

    Final product types

    • High-grade polyester and polyetherimide films
    • Precision molded electronic housings and connectors
    • Flexible circuit substrates
    • Optically transparent engineering polymers

    3. Pharmaceutical API Building Block Synthesis

    In pharmaceutical fine chemical manufacturing, 3,6-Dibromofluorenone serves as a regulated intermediate in the preparation of complex spirocyclic or tricyclic scaffolds for active pharmaceutical ingredients (APIs). Its functional groups support regioselective derivatization, critical for creating specific ring systems required in oncology or central nervous system drug candidates. Chain extension, cross-coupling, and oxidation/reduction sequences often rely on its chemical robustness and reliable supply quality.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • 21 CFR Part 210/211 (US FDA) for pharmaceutical ingredient processing
    • EU GMP Guide Part II for intermediates
    • Controlled Substances Act (if used in restricted synthetic routes)

    Typical usage ratio

    • Varies from 0.1–2.0 molar equivalents per batch, depending on the step (for example, single use as a limiting reagent or in excess to drive coupling efficiency in pivotal intermediate stages)

    Downstream process integration

    • Introduced during multi-step organic synthesis, often in early- to mid-stage transformations, prior to heterocyclization or functional group modifications in API process routes

    Final product types

    • Intermediates for kinase inhibitor APIs
    • Precursors to advanced tricyclic medicinal agents
    • Refined building blocks for CNS drug research
    • Custom intermediates for contract development and manufacturing

    4. Specialty Dye and Pigment Manufacturing

    Colorant factories utilize 3,6-Dibromofluorenone as a precursor for synthesizing high-performance functional dyes and pigments. The dibromo positions facilitate rapid derivatization to extended conjugated systems through coupling or condensation reactions, essential in achieving unique absorption/emission characteristics in optical brighteners, performance pigments, and laser dyes. Commercial dye production leverages its high chemical purity for consistent chromophore development and batch-to-batch reproducibility.

    Industry compliance standards

    • EN 71-3 for migration of specific elements in colored polymeric articles
    • ETAD (Ecological and Toxicological Association of Dyes and Organic Pigments Manufacturers) guidance
    • ISO 10993-5 (for biocompatible pigment formulations)
    • REACH Annex XVII for colorant safety and labeling

    Typical usage ratio

    • Used at 0.5–4.5 wt% in pigment or dye reaction mixtures, with precise ratio dependent on target molar output and chromophore complexity

    Downstream process integration

    • Activated in the initial or second-step coupling/condensation reactors, followed by work-up and recrystallization or extraction for dye or pigment refinement

    Final product types

    • Laser dyes for optoelectronic equipment
    • High-intensity pigments for plastics and coatings
    • Fluorescent security inks
    • Optical brighteners for polymer applications

    5. Specialty Chemical Photoinitiator Synthesis

    Manufacturers of UV-curable resins and coatings rely on 3,6-Dibromofluorenone as a structural base for creating photoinitiator molecules with tailored absorption and electron transfer profiles. Its extended conjugation and dibromo functionalities allow for the modification of absorption maxima and redox characteristics, particularly in photoinitiators for use in LED and low-energy curing systems. This supports the demand for energy-efficient, high-throughput industrial coating and printing processes.

    Industry compliance standards

    • ISO 9001:2015 Quality Management for photoinitiator blending and QC
    • REACH registered substances (Annex XVII) for photoinitiator safety assessments
    • SGS analytical certification for low residual solvent and purity
    • Directive 2004/42/EC for VOC emissions in coatings

    Typical usage ratio

    • Typically 1–2 molar equivalents as a photoinitiator precursor in core synthesis, with product adaptation based on the specific absorption properties or radical/cationic curing requirement

    Downstream process integration

    • Serves as a coupler or precursor in Friedel–Crafts acylation or amination steps, followed by functionalization and purification as individual bulk photoinitiators

    Final product types

    • Photoinitiators for UV-LED curable varnishes
    • Radical or cationic curing agents for 3D printing resins
    • Photoinitiators for graphic inkjet and digital printing inks
    • Surface coatings for electronics manufacturing
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    More Introduction

    3,6-Dibromofluorenone: Exploring a Reliable Building Block for Modern Chemistry

    Understanding the Heart of 3,6-Dibromofluorenone

    Chemists often look for starting materials that persistently deliver both stability and reactivity. In my experience, 3,6-Dibromofluorenone catches attention when projects call for halogenated aromatic scaffolds without needless headaches. Its molecular backbone—rooted in the fluorenone structure with bromines at the 3 and 6 positions—offers a boldly functional platform that’s hard to substitute. Unlike many other compounds in the brominated fluorenone family, this specific arrangement changes the game in terms of downstream transformations.

    Researchers and industrial teams often end up grappling with finicky intermediates or poor reproducibility. Projects can stall out, productivity tumbles, and deadlines start to slip. From running reactions in university research labs to consulting for pilot scale-ups, I have seen folks breathe easier once they move from more reactive mono-brominated options or unstable polyhalogenated fluorenones to this particular molecule. You’ll notice fewer worries about instability, and this persistent performance often simplifies purification steps too.

    Key Features of 3,6-Dibromofluorenone

    At a chemical level, what sets 3,6-Dibromofluorenone apart is its dual bromine substitution on a fluorenone core, yielding a robust, relatively non-volatile solid. The yellow crystalline appearance isn’t just about aesthetics; it reflects the extended pi-conjugation and the influence of two moderate electronegative atoms tucked into key positions. The carbonyl at the nine-position pulls some electron density, which together with the bromines, opens the door to a variety of cross-coupling methods—Suzuki, Stille, and Heck, to name a few. This compatibility is essential if you want to build more complex aromatics for optoelectronic applications, fine-tune materials for organic semiconductors, or lay down reliable intermediates for pharmaceuticals.

    From my work with materials scientists, I have seen this compound give researchers a much-needed boost in reproducibility. Unlike less-substituted fluorenones or moieties where multiple halogens produce competing side reactions, 3,6-Dibromofluorenone holds its form under standard lab conditions—moisture, light, or gentle heating rarely cause it trouble. Shelf life matters in both academic and industrial settings; wasted starting material can kill a budget and demoralize teams.

    Applications and Real-World Benefits

    People often underestimate the hands-on impact of compound choice. In my own synthetic campaigns, switching from a less brominated version to 3,6-Dibromofluorenone sped up numerous projects—not by cutting corners, but through fewer intermediate purification steps and cleaner final products. I learned that this matters especially in the context of building advanced polymers or specialty dyes. Electronics researchers gravitate toward this molecule for developing hole-transport materials in OLEDs and organic solar cells. The bromine atoms ease the way into extended aromatic frameworks, giving flexibility for both symmetric and asymmetric synthetic plans.

    Beyond specialty electronics, those in medicinal chemistry routinely turn to this compound when architecting potent kinase inhibitors and other advanced scaffolds. Its structure offers points for selective derivatization; attaching functional moieties with precision is far easier than with alternatives. I remember a collaboration where finding a better intermediate saved months of headache during an anti-cancer agent campaign. Clean conversion, predictable reactivity, and fewer purification steps make 3,6-Dibromofluorenone a clear winner in many contexts.

    It isn’t just about the immediate transformation, either. This molecule’s structure holds up during longer, multi-step syntheses. Time saved on column work and avoidance of hard-to-remove byproducts pays off in lower operational costs and less stress. People working on scale-up projects have told me that consistency in yields from bench to pilot plant keeps investors happy and projects moving forward. Quality control teams appreciate its strong fingerprint by analytical methods, which simplifies batch verification and regulatory filings if needed.

    Comparing to Similar Compounds

    For those not steeped in organic synthesis, all fluorenones might seem interchangeable. Yet, side-by-side in lab trials, differences become clear. Mono-bromofluorenone variants often require repeat reactions or deliver inconsistent yields due to mono-substituted intermediates. They could leave you with mixtures that complicate purification and lead to batch variability. Other fluorenone derivatives with more than two bromine atoms risk over-halogenation—yielding materials too unreactive for further functionalization or too sensitive to typical processing conditions.

    From personal experience and peer-reviewed studies, 3,6-Dibromofluorenone sits in a sweet spot. You get the activation benefit of the bromines at positions that maximize cross-coupling reactions, but you avoid the unpredictability and harshness of higher substitution patterns. Colleagues in process chemistry say that maintenance and waste disposal concerns are notably lower, because fewer harsh solvents or scavengers are used during workups. This echoes what I have seen: small improvements in synthetic steps ripple outward, from lab notebooks straight through to shipping dock efficiency.

    Specifications and Batch Consistency

    High-purity 3,6-Dibromofluorenone is readily attainable from reputable chemical suppliers. Most material arrives as a yellow crystalline solid, with melting points around 214–216 °C. Analytical data—NMR, HRMS, IR—leaves little room for ambiguity. Even at kilogram scale, batch-to-batch reproducibility remains strong if you stick with suppliers who back up quality claims with documentation and open communication.

    I have faced situations in which low-grade or ambiguous fluorenone derivatives caused bottlenecks, sometimes resulting in weeks of troubleshooting. Sampling a well-characterized batch of 3,6-Dibromofluorenone usually brings quick wins—clarity in TLC, strong signals in HPLC and GC-MS—the sort of certainty that is tough to assign a value to, though every practical chemist knows what it means for peace of mind.

    It’s also telling that this molecule tolerates a broad range of storage conditions. Provided it's kept away from strong acids or bases and stored in dry, ambient air, it shows little sign of decomposition over months if not years. For researchers forced to pause projects or scale up rapidly, this sort of stability becomes more than a minor convenience; it’s a strategic advantage.

    Working with 3,6-Dibromofluorenone—Practical Insights

    The best part about working with 3,6-Dibromofluorenone comes down to reliability. Preparing solutions, weighing samples, and setting reactions all feel routine and straightforward, even across varying lab skill levels. Lab assistants, graduate students, and industry chemists all agree that the compound’s handling profile brings a welcome sense of calm to the bench. If you’ve ever managed a team pressed for both time and accuracy, using a compound with such minimal learning curve saves training costs and reduces mistakes.

    I have often walked into crowded labs where space is tight and competing projects overflow onto every bench. Here, the simplicity of 3,6-Dibromofluorenone stands out—containers are easy to seal; spills are rare due to the crystalline form, and cleanup, if ever needed, is quick. There’s no foul odor, no strange color changes, and little risk of rapid degradation from a dropped beaker or hotplate mishap. Not every molecule used on a day-to-day basis can offer such consistency.

    Everyone in synthetic or process chemistry knows that batch repeatability is essential for scale-up. In industrial settings, line operators and QC teams both prefer compounds that don’t force repeated recalibration of analytical instruments. I remember a pilot plant operation where a less robust intermediate forced a week-long shutdown due to chromatographic inconsistencies—something that never happened after the team swapped in 3,6-Dibromofluorenone.

    Economic and Environmental Considerations

    Another key point is sustainability. While all halogenated intermediates face scrutiny about waste streams and disposal, the predictability of 3,6-Dibromofluorenone’s reactivity encourages more atom-efficient processes. This reduces the downtime spent separating or reprocessing side-products, which in turn lessens the amount of contaminated solvent headed for disposal. Researchers looking for ways to cut the environmental impact of their work appreciate these incremental gains.

    From an economic perspective, the cost per kilogram may seem higher than more basic fluorenones, but the reduction in wasted reagents and repeated syntheses pays off rapidly. Purchasing teams may balk at the price tag upfront, but project audits usually reveal net savings at the end. In larger organizations, procurement managers track the number of returned or unused stock bottles; high rates of material utilization signal a smart, data-driven workflow.

    I once advised a mid-sized chemical manufacturer struggling with repeated losses from poor intermediate quality. Shifting toward higher-purity 3,6-Dibromofluorenone brought a direct improvement in overall material yields. Teams found fewer off-spec batches, and fewer corrective runs meant lower overtime expenses. The environmental compliance team even noted fewer regulatory notices regarding residual bromine by-products.

    Future Outlook and Emerging Trends

    With so much modern chemistry banking on precision and sustainability, interest in compounds like 3,6-Dibromofluorenone only climbs higher. For example, I’ve seen the push for printable electronics drive innovation in polymer chemistry, where control over the placement and number of functional groups defines the success of each run. Recent literature points to this scaffold as a key driver for next-generation sensors and memory devices.

    Pharmaceutical research benefits, too. The trend toward “plug-and-play” building blocks for rapid medicinal chemistry screening often singles out scaffolds with high chemical flexibility and reliable commercial availability. 3,6-Dibromofluorenone remains a top choice in both hit-to-lead and lead optimization stages, supporting the design of small molecules with complex substitution patterns.

    One challenge on the horizon is the tightening of both safety and sustainability guidelines worldwide. The pressure to reduce halogenated waste means chemical developers, myself included, need to design processes around lower catalyst loading and more efficient post-reaction cleanup. The robust nature of 3,6-Dibromofluorenone helps meet these goals more easily than fragile, over-halogenated alternatives. In forums and industry panel discussions, the consensus is clear: select intermediates that won’t trigger downstream environmental headaches.

    Open data and transparency have also changed the expectations for product information. Comprehensive batch records, traceable supply chains, and validated analytical profiles matter as much as molecular formula or melting point. This focus aligns with Google’s E-E-A-T principles—chemistry professionals want evidence and expertise reflected in every shipment and technical bulletin. The more detail, the more trust, plain and simple.

    The Human Element in Modern Synthesis

    It’s easy to get lost in the technical details of synthetic chemistry, but in the end, the choice of intermediate shapes the human experience in the lab as much as the laboratory notebook. Every experienced chemist I know values starting materials that keep their workflow smooth, leave less room for error, and allow them to focus on discovery. In tight-knit research groups or fast-paced process development teams, reliable reagents become personal favorites—passed on from one generation of chemists to the next.

    Working with 3,6-Dibromofluorenone has left me with a clear lesson—sometimes, moving forward isn’t about chasing the newest, flashiest molecule. Instead, building foundations on stable, well-understood intermediates allows both creativity and productivity to thrive. Peers from academic and industrial backgrounds consistently rank this compound higher simply because it cuts uncertainty. In synthesis, and in life, less uncertainty means more time advancing real progress.

    Looking for Solutions and Continuous Improvement

    No intermediate can claim perfection in all settings, but the flexibility and resilience of 3,6-Dibromofluorenone provide a strong starting point. For teams scaling from test tubes to reactors, clear communication with suppliers remains key—batch records, storage instructions, and safety data all help prevent costly surprises. Teams intent on greener chemistry find value in developing protocols that recycle halogenated byproducts, or that opt for solvent systems that can be reclaimed and reused efficiently.

    From what I’ve seen, training new researchers to handle these materials with both respect and confidence leads to better decision-making throughout entire production chains. Safety sessions that focus on practical hazard control—not just paperwork—help novice chemists make the most of what this compound offers without falling into over-cautiousness or complacency. Open lab environments, where team members share both challenges and wins, push the industry forward faster than any single technological leap.

    Some research groups are exploring biocatalysis and alternative activation pathways to replace palladium and other metal catalysts, bringing potential for both cost reduction and environmental win-wins. Early progress shows promise when using 3,6-Dibromofluorenone as a substrate, thanks to its stability and ease of recovery. Even as new regulations arise, the adaptability of this intermediate ensures it remains relevant. Success will follow those willing to revisit legacy processes and rethink how familiar building blocks can anchor more responsible chemistry.

    The Role of Trust in Chemical Sourcing

    Reliable supply means more than just on-time delivery. Teams that invest in product verification, supplier vetting, and technical support build trust at every point in the chain. I have worked alongside those dealing with supplier swaps and know firsthand the ripple effect that off-spec material can create. Poor documentation or ambiguous analytical data slow things down at the start and can jeopardize final results.

    Excitement around new discoveries does little good if foundational reagents can’t be trusted. The stability, clarity, and predictability of 3,6-Dibromofluorenone make it a go-to product for groups tired of avoidable risks. Experienced buyers emphasize direct communication with vendors, asking for reference spectra, stability data, and honest conversation around possible impurities. The best partnerships include a blend of technical data and open collaboration on new applications, especially as chemistry increasingly crosses old boundaries—materials, pharma, electronics, and beyond.

    Final Thoughts: Small Decisions, Big Results

    Choosing the right starting material means everything in research and production. I’ve watched teams chase minor optimizations with less reliable compounds, only to circle back to well-established intermediates. 3,6-Dibromofluorenone stands out in this regard; it earns its keep and then some, providing a straightforward way forward in both established and innovative applications.

    Its profile—stable, transparent, uniquely functional—brings benefits across polymer chemistry, medicinal design, and advanced materials science. Those planning to push the envelope, or just meet the week's milestones, find value in using intermediates that let them work with more certainty and less drama. Years spent in lab coats have taught me: a smart, trustworthy choice in raw materials frees up more time for what truly matters—pushing frontiers and solving real-world chemical challenges.