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6-Bromo-1H-Indene

    • Product Name 6-Bromo-1H-Indene
    • Alias 6-Bromoindene
    • Einecs 604-377-5
    • 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
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    Specifications

    HS Code

    164359

    Chemical Name 6-Bromo-1H-Indene
    Molecular Formula C9H7Br
    Molecular Weight 195.06 g/mol
    Cas Number 54639-73-1
    Appearance light yellow to brown solid
    Melting Point 60-65°C
    Boiling Point unknown
    Density unknown
    Purity typically ≥97%
    Solubility soluble in most organic solvents
    Smiles Brc1ccc2c(c1)CC=C2
    Inchi InChI=1S/C9H7Br/c10-7-3-1-2-6-4-5-8(6)9(7)10/h1-5H,6H2
    Synonyms 6-Bromoindene
    Storage Temperature Store at 2-8°C
    Hazard Statements Irritant; handle with care

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    More Introduction

    6-Bromo-1H-Indene: Unlocking Unique Possibilities in Chemical Synthesis

    An Insight Into a Rare Building Block

    Chemistry has a way of surprising even seasoned researchers, often leading them to treasures tucked away in the periodic table or the depths of aromatic compounds. 6-Bromo-1H-Indene is one such compound that stands out, not just for its name, but for the range of transformations it can support in organic chemistry. With its bromo-substituted indene backbone, this compound becomes a favorite for those who look to create new architectures or enhance activity in their molecular targets. Having spent years at the bench handling indene-based intermediates, I can say 6-Bromo-1H-Indene opens up synthetic routes that remain closed when using other, more typical indene compounds. For a chemist, discovering new pathways isn't just about efficiency—it often becomes about extending the very edge of what's possible, even if those new horizons start with a single molecule like this one.

    What Sets 6-Bromo-1H-Indene Apart?

    Materials with specific reactivity are gold in a chemist’s toolkit, and the indene core captures interest for its blend of reactivity and stability. Swapping in a bromo group at the 6-position doesn't just tweak the molecule’s physical behavior—it fundamentally shifts the playing field for cross-coupling reactions, nucleophilic substitution, and tailored derivatization. In my work with halogenated aromatics, bromine offers an optimal balance between leaving group ability and molecular weight. By comparison, chloro-indenes often resist certain reactions or deliver lower yields, while iodo-indenes may bring higher reactivity but aren’t as stable on the shelf.

    For researchers intent on constructing new heterocyclic scaffolds or introducing functionality onto the indene framework, this bromo-substituent stands as an invitation to innovation rather than a barrier. The indene structure brings aromaticity alongside a five-membered ring fused to a benzene unit. This arrangement creates hotspots for reactivity. What’s remarkable is how the 6-bromo position steers reactivity—convenient for Suzuki, Stille, or Heck couplings and effective for introducing exotic moieties through substitution. In my practice, bromo groups on aromatic rings often let me plan syntheses with more confidence, thanks to reliable rates and reasonably clean product profiles.

    Specifications That Matter in the Real World

    While some look to specs as little more than paperwork, any chemist who’s faced stalled reactions due to impurities knows how much purity, melting point, and lot consistency matter. 6-Bromo-1H-Indene typically presents as a crystalline solid, pale yellow or off-white, and often ships at purity levels above 98%. For those working in medicinal chemistry, where trace contaminants skew biological data, that high purity becomes more than a luxury—it’s a prerequisite. Melting points usually fall in the modest range for indenes, convenient for both handling and storage. Liquid chromatography confirms both identity and clean baseline, and NMR results back up the expected substitution pattern.

    In the lab, the true test of a material like 6-Bromo-1H-Indene doesn’t stop at a number on a dossier. It’s about how the material behaves under real-world conditions: Will a fresh bottle match a catalog sample? Will my Suzuki coupling yield a strong result at a reasonable temperature, or will hidden impurities drag down conversion? Feedback from academic and pharma labs lines up: reliable suppliers and consistent batches make a world of difference, bringing on-time project delivery within reach.

    Expanding Utility Across Applications

    Some compounds land in specialty catalogs because of niche uses, but the story with 6-Bromo-1H-Indene feels broader. This indene derivative finds its strongest audience among organic chemists and drug discovery teams. Its halogen atom invites palladium-catalyzed couplings, powering synthesis of biphenyl-like linkers, indene-fused systems, and even serving as a base for more exotic fluorinated or amino-functionalized products. If you’re in the world of chemical biology, this versatility represents an upgrade over traditional couplings that can stall out with unsubstituted indenes.

    I’ve seen 6-Bromo-1H-Indene unlock synthesis in projects where every atom counted. Introducing a handle for further chemical adjustment lets researchers build out dynamic SAR (structure-activity relationship) programs or move nimbly across analog space without redesigning their approach from scratch. In OLED research, bromoindenes help tune electronic properties, offering a route to improved emission or stability in display materials. Agrochemical research explores similar ground, where tweaking the substitution pattern on an indene can make or break target affinity or metabolic stability.

    Differences That Bring Value

    With access to dozens of substituted indenes, choosing the right one comes down to more than availability. Where the bromo group lives on the molecule matters. Comparing the 6-bromo indene with its cousins—like 5-bromo or 4-bromo derivatives—the difference is more than academic or about melting points. The position of substitution can disrupt, activate, or leave untouched key areas of the molecule, influencing downstream reactivity, sterics, and electronic distribution.

    Through hands-on trials, 6-Bromo-1H-Indene brings predictable selectivity during metal-catalyzed cross-coupling: the bromo group activates a precise spot, making subsequent substitutions more reliable. With other substitution patterns, side-products can creep in, killing yields or complicating purification. I’ve found that chromatography goes smoother and spectral analysis becomes simpler with the 6-bromo variant, likely due to favorable electronic effects and reduced byproduct complexity.

    It’s worth noting that the indene core—known for its stability—balances nicely with the lability of the bromo group. This interplay often allows researchers to store material for months without significant decomposition, a benefit compared to more reactive analogs. Stability under standard environmental conditions means less waste and more confidence during scale-up. When budgets tighten or time becomes critical, small benefits like these turn into serious advantages.

    Impact on Drug and Materials Discovery

    Medicinal chemistry is where tiny shifts in a molecule’s makeup can mean major swings in clinical outcomes. The promise of 6-Bromo-1H-Indene comes from its ability to unlock new structures or improve reaction efficiency. Halogenated indenes have long drawn attention for their activity in anti-inflammatory, antiviral, and anticancer lead compounds. In projects I’ve observed, the 6-bromo variant helped chemists leapfrog synthetic hurdles, enabling late-stage functionalization after core structure assembly.

    The electronics world takes note as well. Materials scientists turn to bromoindenes to serve as tunable platforms for polymers and small-molecule devices. Bringing a bromo group into play at the 6-position encourages further modification without sacrificing the stability or planarity needed in conductive or emissive materials. In these environments, every atom and its position matter—suppliers know they can’t cut corners. Pure, well-characterized material becomes the foundation for progress.

    Addressing Lab Challenges

    For all its promise, using 6-Bromo-1H-Indene isn’t without hurdles. Lab safety guides remind us that halogenated aromatics call for glove use, good ventilation, and care in waste disposal. While most research teams have these bases covered, pressure grows to reduce hazardous materials in labs or switch to greener chemistry approaches. So, waste stream management and proper neutralization remain priorities. More than once, I’ve seen academic teams forced to rework their synthetic planning due to institutional green chemistry mandates or cost-driven waste limits.

    Another issue lingers around commercial supply. Depending on project timelines and regional restrictions, just-in-time delivery of such specialty intermediates becomes unpredictable. Labs with multiple sources or in-house capacity fare better, while those relying on single sources sometimes scramble. Sourcing from reputable vendors with clear documentation—purity, NMR, MS, and batch consistency—keeps projects moving. In recent years, advances in supply chain transparency and third-party certifications have started to ease these bottlenecks.

    Solutions and Sustainable Progress

    Getting more sustainable in organic synthesis doesn’t mean giving up on halogenated intermediates, but it does push everyone to think smarter. Recyclable catalysts and improved purification systems address lingering solvent and waste concerns. In my own experience, tweaking reaction stoichiometry and monitoring by LC-MS helps cut down on waste and energy. When scaled up, even small process improvements translate into meaningful savings—and a healthier workspace.

    Digital inventories, rapid reordering processes, and stronger supplier relationships help labs guarantee a reliable pipeline. More research teams now lock down their supply chains by keeping two or more backup suppliers on call and regularly validating stock. Automation software flags soon-to-expire lots, sending prompts to reorder before material quality wanes. These practical steps don’t just ensure smoother research—they let chemists focus energy where it counts: on the science, not scrambling for reagents.

    The Road Ahead for Functionalized Indenes

    Looking back, 6-Bromo-1H-Indene illustrates how nuanced chemical structure inspires progress. Growing demand from pharma, materials science, and academic circles suggests steady evolution in how this compound finds use. As new palladium and nickel catalysis methods emerge, the ability to exploit the bromo substituent at the 6-position only grows. In the next wave of molecular electronics and drug discovery, functionalized indenes stand ready to punch above their weight. They’re not just workhorses, but enablers—tools that empower people at the bench to think bigger.

    Those who’ve worked with these molecules know success comes from attention to detail—a trusted supplier, robust batch documentation, and a practical sense of how structure drives function. 6-Bromo-1H-Indene didn’t get here by accident; it reflects the accumulated know-how of bright people solving real-world lab problems, chasing better results with each new project. Whether it’s bringing new reactions within reach, cutting time to synthesize complex targets, or supporting big leaps in technology, one thing stands out: sometimes, progress springs from corners of chemistry that most folks walk past.

    Pushing Innovation—One Atom at a Time

    Innovation in organic synthesis often follows the path of least resistance but gets its biggest leaps from unexpected solutions. Those who’ve adopted 6-Bromo-1H-Indene into their work tend to share a comfort with trial-and-error, coupled with careful risk management and smart sourcing. They see this molecule not as just another line item, but a potential game-changer at critical steps along a route to something bigger.

    Future needs will ask even more of these intermediates. Expect new applications in high-throughput library building and as core fragments in rapid analog synthesis. Already, early access protocols in pharma rely on robust pathways established using 6-Bromo-1H-Indene. Reliability counts in these settings, since each missed coupling can set projects back by weeks. Stories from medicinal, agrochemical, and polymer researchers reinforce how the specific profile of this indene—reactivity, shelf life, batch reproducibility—turns small problems into solved ones, letting teams push ahead instead of managing setbacks.

    Each advance in handling, storage, and reaction design comes from a mix of careful observation and technical innovation. As supply chains strengthen and sustainability becomes non-negotiable, 6-Bromo-1H-Indene earns its place by helping people do more, make fewer mistakes, and keep moving forward in the chase for better science. From this vantage, detailed knowledge, careful sourcing, and creative application turn a seemingly simple molecule into a critical stepping stone on the journey from idea to experiment, experiment to breakthrough.