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2-Bromo-4-Phenylthiazole

    • Product Name 2-Bromo-4-Phenylthiazole
    • Alias 2-Bromo-4-phenyl-1,3-thiazole
    • Einecs 841-925-8
    • Mininmum Order 1 g
    • Factory Site Tengfei Creation Center,55 Jiangjun Avenue, Jiangning District,Nanjing
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    • Manufacturer Sinochem Nanjing Corporation
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    Specifications

    HS Code

    585962

    Product Name 2-Bromo-4-Phenylthiazole
    Cas Number 128465-90-1
    Molecular Formula C9H6BrNS
    Molecular Weight 240.12 g/mol
    Appearance Off-white to light yellow solid
    Melting Point 105-108°C
    Purity Typically ≥ 98%
    Solubility Soluble in organic solvents (e.g., DMSO, chloroform)
    Smiles Brc1nc(sc1)c2ccccc2
    Inchi InChI=1S/C9H6BrNS/c10-9-11-8(13-9)7-5-3-1-2-4-6-7/h1-6H
    Storage Conditions Store at room temperature, in a dry place
    Synonyms 2-Bromo-4-phenyl-1,3-thiazole

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    More Introduction

    2-Bromo-4-Phenylthiazole: Finding Opportunities for Precision Chemistry

    Precision Tools for Research and Production

    Every chemist I’ve worked with knows the frustration of chasing elusive reactivity or coaxing a stubborn reaction to completion. Not all thiazole derivatives behave the same, and small structural tweaks can open entirely new possibilities. 2-Bromo-4-Phenylthiazole, with its thiazole core, phenyl ring at the 4-position, and bromine at the 2-position, gives chemists a rare combination of precision and flexibility. Its appearance isn’t flashy—a pale, crystalline solid that quietly stores its potential—but it stands out once you’ve tried to find a similar building block for creating aromatic thiazoles through cross-coupling or planning a new heterocycle synthesis strategy.

    The molecular formula, C9H6BrNS, barely hints at the value it brings. This compound fills a gap that other thiazoles, whether lacking the bromo or phenyl groups, leave open. Other halogenated thiazoles might work fine for certain reactions, but the unique placement of bromine here supports easy Suzuki, Stille, or Heck couplings and lets researchers introduce a vast range of substituents with straightforward protocols. The phenyl group brings increased conjugation and better compatibility with aromatic-rich systems, compared to non-phenyl thiazoles that sometimes struggle with solubility or reactivity in the same settings.

    What Makes This Compound Stand Out

    Most synthetic chemists I know get excited by versatility. With 2-Bromo-4-Phenylthiazole, the possibilities open up in both academic research and industrial R&D. The compound’s halogen-bonding potential, especially with palladium or nickel catalysts, gives reaction planners predictable results—something rare when you’re developing libraries of related molecules or testing new scaffolds for biological activity. And since thiazole rings turn up in drug candidates, dyes, and agrochemicals, one core structure can spark work across pharmaceutical chemistry, materials science, and beyond. In many of my conversations with organic chemists, this kind of reactivity window has always been a deciding factor in route selection for new product leads or scale-up optimization.

    What you find with other bromo-thiazoles is either too much reactivity (sometimes leading to unwanted side products in sensitive couplings) or poor selectivity when you need just the right connect point. The 4-phenyl substitution here imparts extra electronic stability while giving synthetic chemists more grip for introducing further modifications at the 2-position. You see a better match with modern ligand systems during cross-coupling, especially phosphine or NHC ligands, and the crystallinity of the product makes for easy purification—not always true for non-phenyl thiazoles, which can turn gummy or persist in oil form.

    Common Uses and Benefits

    Over the years, I’ve watched 2-Bromo-4-Phenylthiazole bring value to projects ranging from basic structure–activity relationship studies to full-scale lead optimization in pharmaceutical pipelines. In the context of medicinal chemistry, its brominated thiazole core gives project leaders the option of late-stage functionalization: transformations that preserve complex molecular structures but still allow for swift diversification. For materials science, the same structure appears in research relating to organic electronics and dye-sensitized applications, where the phenylthiazole backbone supports electronic delocalization and stable color tones. Someone trying to synthesize a series of thiazole-based compounds often comes back to this specific bromo-phenyl variant since it balances reactivity and selectivity and handles a range of bases and solvents without side-reactions that slow progress.

    Any chemist who has spent long hours troubleshooting coupling reactions knows the importance of clean conversion and robust yields. 2-Bromo-4-Phenylthiazole provides a stable starting point that accommodates a wide range of nucleophiles. Its stability under air and moisture—assuming routine good practice—means quite a bit when shift work and batch processing enter the picture in pilot plant settings. Few thiazole derivatives provide this kind of broad appeal across such diverse sectors, from medicinal chemistry to materials design.

    Differences from Other Thiazole Derivatives

    There isn’t a perfect substitute for every laboratory need, but looking at the alternatives clarifies the unique position of this compound. Unsubstituted thiazoles or 2-bromothiazole, lacking that 4-phenyl group, often fall short in terms of the stability of resulting intermediates or run into compatibility issues with sensitive functional groups elsewhere in a target molecule. While some might suggest using 2-chloro-4-phenylthiazole for certain conditions, bromine gives easier access to transition metal catalysis, thanks to its better leaving group profile—and that difference can mean the world when scaling up or driving down costs during process development.

    For researchers focused on sustainability and green chemistry, 2-Bromo-4-Phenylthiazole’s efficiency in coupling methods helps reduce waste and lower the bar for purification. This advantage over bulkier, less reactive halide analogs results in fewer chromatographic runs and less solvent usage, especially important as regulatory and cost pressures mount in industrial practice. I’ve seen teams switch to this compound simply to get cleaner, more direct routes and create less process-related environmental impact over the long haul.

    What some overlook, especially those less familiar with aryl thiazoles, is how the electronic effect from the phenyl group tampers down overactivity without reducing overall conversion rates. Competing products, such as 2-iodo-4-phenylthiazole, can prove touchy or harder to store. This bromo compound settles comfortably in the middle—reactive enough for most practical transformations, sturdy enough to ship or store without elaborate precautions, and forgiving during workup.

    Why Reliable Supply Matters

    Many in academic labs treat rare building blocks like precious stones. Interruptions in supply or inconsistency between batches can derail months of planning. Over several projects, I’ve seen how finding a supplier who consistently delivers high-purity 2-Bromo-4-Phenylthiazole changes the pace of research. It allows teams to spend time optimizing reactions and scouting new targets rather than running endless QC on intermediates. Contaminants or poorly defined material properties (like excess moisture or residual solvents) sometimes linger in lower-quality lots from less reliable vendors, but a reproducible, high-purity source keeps both the research pipeline and the production floor humming.

    Labs running under tight compliance standards also need transparency in provenance—knowing that each lot shares the same physical characteristics, that documentation traces back to a defined synthesis route, and that impurities remain well below regulatory thresholds. These basics can sound unglamorous, yet in my experience, they make all the difference between predictable, scalable success and frustrating setbacks that eat into both morale and resources. The best vendors in this niche support their product with reliable analytical data: NMR, HPLC, and even validated LC-MS methods when the stakes demand it. Without that trust, even the most promising synthetic plan ends up in uncertainty.

    Chemical Handling and Lab Experience

    Many compounds look good on paper but turn into headaches at the bench. Sticky residues, faint but irritating odors, or a tendency to discolor on storage make life tough for bench chemists. 2-Bromo-4-Phenylthiazole sidesteps most of those routine problems. Most batches present as free-flowing crystals that dissolve smoothly in common organic solvents. Its dustiness is manageable, and it doesn’t cling to glassware. Most importantly, it resists the slow off-gassing or oxidation seen in sulfur-rich heterocycles, as long as containers remain tightly closed and protected from strong UV.

    Of course, handling any bromoarene calls for gloves and a fume hood—years of practice have taught me that assumption. Yet the everyday safe-handling procedures suffice: the compound resists decomposition under reasonable conditions, and it doesn’t require ice baths, slow additions, or elaborate inert-atmosphere setups for routine operations. Waste disposal remains straightforward under most university and industry protocols, compared to the special handling required for heavier halogenated petrochemicals.

    In highly automated settings or multi-shift pilot lines, minimal downtime resulting from troubleshooting physical behavior pays off. Thiazoles sometimes present variable melting points or unexpected polymorphism, but the 2-Bromo-4-Phenylthiazole batches I’ve worked with set a high standard for consistency. This matters as much at the 50 milligram laboratory scale as it does when working through the early stages of scale-up, where equipment tolerances leave little room for error.

    Contributions to Discovery Chemistry

    Sometimes discoveries come down to the right tool appearing at just the right time. 2-Bromo-4-Phenylthiazole supports late-stage diversification in medicinal chemistry without requiring wholesale reworking of synthetic routes. The precise bromine placement at the 2-position offers entrance to a wide range of cross-coupling conditions, and the phenyl group improves the overall compatibility with other aromatic-rich compounds. Through my years managing library synthesis projects, the compounds that find favor are the ones that offer a mix of flexibility and reliability. The best tools are those that colleagues can iterate on, with predictable outcomes and easy troubleshooting when surprises pop up.

    For teams pushing into new therapeutic targets, quick creation of analogs means faster data and sped-up go/no-go decisions. The accessibility of this thiazole building block means faster design–make–test cycles and speedier optimization. I remember a medicinal team grateful after switching to 2-Bromo-4-Phenylthiazole just because it helped them make ten analogs in a week, rather than struggling with messy purifications or failed couplings caused by less reliable alternatives.

    In agricultural chemistry, analog synthesis using this structure supports the hunt for more robust lead candidates with better resistance traits or optimized uptake. Even in the dye and pigment sector, access to a phenylthiazole core lets formulators control color depth and photostability. No one compound guarantees success, but this one delivers a solid starting point for far-reaching chemical exploration.

    Navigating Regulatory and Environmental Pressures

    Across the chemical industry, mounting scrutiny over waste and byproduct profiles drives adoption of more efficient, reliable intermediates. 2-Bromo-4-Phenylthiazole supports low-waste transitions, especially when deployed in palladium-catalyzed couplings that lead directly to complex targets. Fewer purification steps and less reliance on exotic reagents reduce not just cost but also the regulatory headaches tied to hazardous waste streams. Projects with tight environmental review windows or strict eco-toxicity standards gain runway when steps in the process run cleaner and leave lighter footprints.

    With regulators tightening controls on halogenated organics, products offering high conversion rates and cleaner byproduct profiles earn strategic spots in product development pipelines. My experience with industrial audits tells me that process managers value building blocks that allow for process intensification, solvent recycling, and rapid impurity clearance. 2-Bromo-4-Phenylthiazole’s middle ground—reactivity without excess persistence, straightforward purification, and a stable shelf profile—meets these requirements better than most alternatives. The right choice of intermediates upstream can mean the difference between regulatory buy-in and late-stage compliance struggles.

    Paving the Way for Next Generation Chemistry

    New applications almost always rest on established performance from core molecules. As modern chemists look toward multi-functional materials, advanced pharmaceuticals, and greener synthetic approaches, a molecule that supports rapid, reliable, and scalable chemistry punches above its weight. 2-Bromo-4-Phenylthiazole owes its impact as much to reliability in the bench workflow as to its molecular features. Its track record in biological probe development and SAR campaigns tells a story of success through regular, predictable performance at all scales of synthesis.

    Looking beyond its known uses, research into thiazole-based optoelectronic materials grows every year. Scientists aiming to design custom fluorescent probes or tune charge-transfer materials use phenylthiazoles as backbone elements, and the ready availability of the bromo derivative enables a host of new cross-coupling reactions. Toss in demands for new agrochemicals with hardier profiles, and the future for this compound brightens even more.

    Supporting Modern Chemistry Through Better Building Blocks

    Making good chemical decisions starts with strong foundations. 2-Bromo-4-Phenylthiazole carves a dependable place as a core building block, helping unlock chemistry that supports better therapies, advanced materials, and new agrochemical breakthroughs. Its unique structure—combining bromo reactivity in the right spot and a stabilizing phenyl group—offers a platform that often streamlines tricky syntheses, reduces waste, and keeps bench scientists focused on real discovery, not cleanup or troubleshooting. In my experience, finding a reliable, well-characterized supply of this compound gives teams the freedom to test more ideas, pivot quickly, and keep competing on the front lines of innovation.

    As the demands for efficiency, selectivity, and sustainability rise, the importance of thoughtfully chosen intermediate molecules like 2-Bromo-4-Phenylthiazole only grows. Whether you’re designing a new lead compound, scaling up a promising process, or probing the limits of cross-coupling chemistry, this molecule gives you a head start with its combination of solid performance and practical handling. Years of both literature precedent and hands-on experience support its value, and every project that depends on smart molecular tools benefits when core chemicals perform exactly as promised, every time.