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2-(4-Bromophenyl)Thiophene

    • Product Name 2-(4-Bromophenyl)Thiophene
    • Alias 4-Bromophenylthiophene
    • Einecs 628-740-9
    • 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

    242916

    Chemical Name 2-(4-Bromophenyl)thiophene
    Molecular Formula C10H7BrS
    Cas Number 1560-84-1
    Appearance White to off-white solid
    Melting Point 68-72°C
    Purity Typically >97%
    Solubility Soluble in organic solvents like dichloromethane, chloroform
    Smiles C1=CC=C(C=C1)C2=CC=CS2Br
    Inchi InChI=1S/C10H7BrS/c11-9-4-6-10(7-5-9)8-2-1-3-12-8/h1-7H
    Synonyms 4-Bromophenyl-2-thiophene
    Storage Conditions Store at room temperature, protected from light
    Hazard Statements May cause skin and eye irritation

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    More Introduction

    2-(4-Bromophenyl)Thiophene: Spotlight on a Distinctive Chemical Building Block

    Unpacking the Value of 2-(4-Bromophenyl)Thiophene

    Chemists always look for building blocks that push research forward. 2-(4-Bromophenyl)Thiophene lands on many benches for a reason. Its core structure brings the well-known reactivity of a thiophene ring and the robustness of a para-brominated phenyl group. That combination opens opportunities in organic synthesis, especially for those aiming to craft novel functional materials or pharmaceutical intermediates. Many chemists appreciate having a molecule that stands up to demanding reactions, because efficiency and reliability usually matter more than novelty in practical work.

    Having worked with various thiophene derivatives myself, the presence of a bromine atom at the para position on the phenyl ring feels like the sweet spot between reactivity and selectivity. It’s not just about the synthetic journey; downstream processes benefit from the defined characteristics this compound brings to the table. In the world of cross-coupling reactions, a well-placed bromine group streamlines the path to complex molecules. Compared to similar compounds lacking that strategic functionality, 2-(4-Bromophenyl)Thiophene makes certain transformations easier or simply possible at all.

    Laboratories focused on organic electronics—like those working on OLEDs, OPVs, or other semiconductors—see real value in this compound. The sulfur atom in the thiophene ring isn’t there just for show. It actually increases the electron-richness, which matters a lot when designing molecules for electronic communication. Add to that a brominated phenyl ring, and it becomes easier to stitch together larger molecular structures that actually work in thin-film devices. I’ve seen researchers save several steps in their synthetic plans just by choosing a starting material with the right substitution pattern. That efficiency translates to less waste, fewer purification headaches, and more time testing real applications.

    Specifications That Make a Difference

    Practical use means knowing what you’re working with. 2-(4-Bromophenyl)Thiophene comes as a powder, often pale yellow to white, depending on purity and manufacturing route. Users generally expect high-purity material—at least 98% by HPLC or NMR. Impurity profiles draw attention, because trace contaminants can disrupt downstream chemistry or device performance. Melting temperature hovers around 62–64 °C, which allows for straightforward handling and storage without special equipment.

    A robust molecule stands up through repeated cycles of heating and cooling. In my own lab, this compound held steady under standard conditions for months. Researchers aiming for scale-up or automation appreciate knowing that 2-(4-Bromophenyl)Thiophene doesn’t degrade or stick to glassware as some more delicate molecules often do. It’s soluble in mainstream laboratory solvents like dichloromethane, chloroform, and ethyl acetate, which makes reactions and purifications less of a hassle. Having one less variable to track means more experiments run on schedule.

    Why Synthetic Chemists Reach for This Compound

    Anyone who has worked through synthetic routes in medicinal chemistry or materials science knows the frustration of finicky reagents. You set out with a plan; the bottleneck arrives when a key intermediate refuses to react as expected. 2-(4-Bromophenyl)Thiophene acts as a flexible partner in C–C and C–N bond formation, especially in well-known coupling reactions like Suzuki, Stille, or Buchwald-Hartwig chemistry. The bromo group responds well to palladium catalysis without extensive optimization, so research teams working on tight budgets aren’t left chasing diminishing returns just to get a reaction going.

    One common application involves installing the 2-thienyl–4-phenyl backbone into larger frameworks, particularly those designed to shuttle electrons or absorb light efficiently. In fields like organic photovoltaics, the right skeleton can multiply device performance. By choosing a bromo-substituted building block, chemists can introduce further variation on the phenyl ring after coupling, tailoring electronic characteristics without returning to square one. It cuts out back-and-forth steps that slow discovery, opening the door to rapid prototyping of candidate molecules.

    Pharmaceutical labs also benefit. The unique skeleton of 2-(4-Bromophenyl)Thiophene finds use in developing bioactive compounds. As an intermediate, it supports the construction of therapeutic targets that harness the rigid, planar features of the thiophene ring alongside tunable substitution on the phenyl. It can boost binding affinity or modulate pharmacokinetics when introduced into medicinal scaffolds. Seasoned medicinal chemists recognize that these molecular frameworks, honed over years of trial and error, become the backbone for the next generation of drugs.

    The Difference: Not Just Another Thiophene Derivative

    At first glance, 2-(4-Bromophenyl)Thiophene shares similarities with a dozen other aryl-thiophenes. Subtle differences set it apart. Adding the bromine at the para position of the phenyl ring isn’t an arbitrary choice. That atom influences reactivity down the line—both boosting the yield in forming new bonds and steering selectivity during transformations. Many standard thiophene derivatives lack this handle, forcing chemists to add it themselves through tedious procedures or engage with less reliable chlorinated versions that often require harsher conditions.

    In hands-on settings, this difference shows in practical outcomes. Imagine building a library of related compounds for biological screening. Starting with a molecule that already has a manageable leaving group, like bromine, turns what could be a multi-week process into a series of straightforward couplings. The time savings pile up fast. If you compare this to similar molecules with no halogen or an ortho/meta substitution pattern, you usually face roadblocks in directing the next synthetic step. I’ve found that mistakes at the starting material level echo throughout a whole project.

    Even bench-top purification gets easier. The hydrophobic pockets introduced by both the thiophene and phenyl groups lend enough bulk to allow for separation by standard chromatography. Its stability to silica gel—often a stumbling block for comparable intermediates—means less loss and more reproducible results, which helps when repeatability really matters.

    Down-to-Earth Perspectives on Handling and Usage

    Anyone who’s spent time in a synthetic lab knows that theory rarely matches practice. Spills. Dust. Static build-up. 2-(4-Bromophenyl)Thiophene doesn’t become a sticky mess if left on the bench. I’ve opened containers after weeks, only to find the powder unchanged, ready for the next reaction. Not all laboratory chemicals earn that level of trust. The low volatility cuts down on inhalation risk, and its moderate melting point lets researchers weigh and transfer without special containment.

    Safety matters too. While standard laboratory precautions remain necessary, most users don’t report acute hazards from incidental contact. Proper PPE—gloves, goggles, sensible ventilation—covers the bases. I appreciate being able to store the compound with other aromatic materials, rather than in special lockers. That simplicity reflects real-world workflows where convenience often decides what gets used and what gathers dust.

    Scalability also factors into its appeal. Academic chemists might run milligram-scale screens; industrial development may demand hundreds of grams, sometimes more. 2-(4-Bromophenyl)Thiophene scales up without surprise side effects. The usual challenges—stirring, extraction, crystallization—stay manageable. Facilities looking for a reliable starting material don’t need to redesign protocols for bulk preparation.

    Applications in Emerging Technologies

    The organic electronics landscape keeps moving. Chemists tasked with delivering new performance benchmarks in devices like field-effect transistors, light-emitting diodes, and solar cells look for building blocks with a blend of versatility and stability. I watched a project nearly stall until someone proposed redesigning the polymer starting with 2-(4-Bromophenyl)Thiophene. That single substitution enabled more predictable cross-coupling reactions, leading to better yields and device prototypes that actually worked under stress tests.

    Its ability to link up with other aromatic units opens the door to pi-conjugated architectures. These frameworks govern essential properties like charge mobility and spectral absorption. 2-(4-Bromophenyl)Thiophene serves as a cornerstone for constructing these complex systems, often reducing synthetic complexity while increasing functional diversity. Researchers can pursue structure–property relationships that would be hard to reach using less accessible intermediates.

    In the arena of pharmaceutical research, this compound fits into medicinal chemistry campaigns aimed at new targets. The backbone features found in 2-(4-Bromophenyl)Thiophene often appear in kinase inhibitors, anti-inflammatory agents, and other lead molecules. While not every analogue becomes a blockbuster drug, advancing projects from hit to lead demands a toolkit of reliable intermediates. Having spent time screening numerous libraries, I’ve seen how one well-designed building block can seed dozens of derivatives, each responding differently in biological assays.

    Addressing Challenges and Opportunities for Improved Use

    Every useful molecule comes with challenges. 2-(4-Bromophenyl)Thiophene’s synthesis starts with sourcing high-purity precursors and managing the residues of halogenated reagents. Disposing of brominated waste responsibly remains a priority—labs have adapted by working on smaller reaction scales, using milder reducing agents, or recycling halide waste with specialized contractors.

    There’s also a cost factor. Compared to plain thiophene or phenylthiophene with no substitution, the brominated version costs more, both in money and time. Chemistry teams need to justify the purchase by targeting transformations that actually require the bromo group’s unique reactivity. I’ve seen group meetings debate routes—balancing yield, safety, budget, and downstream possibilities. The real payoff shows in complex projects, not in routine substitutions.

    One persistent issue is limited availability through some suppliers or inconsistent supply chains. Custom synthesis solves the problem for well-funded labs, but broader adoption depends on stable sourcing at high purity. Manufacturers moving toward greener protocols show some progress, implementing catalytic bromination techniques that reduce byproducts. That focus on sustainability can help meet regulatory pressures, especially in Europe and North America.

    Pursuing Solutions for a Better Chemical Toolbox

    Improved supplier transparency marks a big step forward. Chemists increasingly want to know where and how their starting materials come to life. Lab managers press suppliers on sustainability and traceability, seeking reassurance that what arrives matches the batch descriptions. Wider use of third-party analytical certificates helps avoid headaches on quality. As demand for this compound grows in cutting-edge research, industry support for best manufacturing practices will only become more important.

    There’s room for improvement in both documentation and application notes. Novice users benefit from more detailed protocols on handling, recrystallization, and coupling. I’ve helped train newcomers in the lab, and a clear set of procedures bridges confidence gaps. Technical bulletins filled with peer-reviewed, real-world results can speed up onboarding for new researchers. This matters most in multinational collaborations, where language and regulatory barriers already slow progress.

    Another area for development is waste minimization during synthesis and purification. Some teams experiment with flow chemistry, aiming to cut down on solvent use and make cleaner cuts between product and byproduct. Automated platforms can help optimize conditions to avoid overuse of precious reagents, maximizing yield and minimizing environmental impact. I’ve seen grant proposals sink or swim based on how credibly a team handles downstream cleanup.

    Looking Ahead: A Building Block for Next-Generation Research

    The future of synthetic chemistry leans on compounds like 2-(4-Bromophenyl)Thiophene. Research keeps showing that well-chosen starting materials drive innovation across diverse fields. Without intermediates that stand up to modern complexity—stability in air, predictable reactivity in challenging couplings, compatibility with existing workflows—progress stalls. When teams invest in better building blocks, timelines shrink and more ideas reach the finish line.

    I remember conversations with colleagues who remembered projects before compounds like this became mainstream. Synthesis often bogged down in try-fail cycles, with intermediate purity making or breaking an entire thesis. Now, access to well-characterized, consistently reliable starting points smooths the path. Mistakes still happen, reactions still fail, but the problem usually isn’t with the raw ingredients.

    Future advances—whether in green chemistry, streamlined synthesis, or emerging device platforms—depend on access to trustworthy, versatile building blocks. 2-(4-Bromophenyl)Thiophene won’t solve every problem, but it stands as a tool that delivers on its promise where others fall short. For researchers committed to bridging science and application, it’s hard to overstate the impact that one robust molecule can have across so many areas.

    Continuous Growth for Research and Industry

    As demands on scientific research increase, so do expectations for the tools that power discovery. 2-(4-Bromophenyl)Thiophene demonstrates that even small molecular modifications change the landscape. Its distinct combination of reactivity, stability, and accessibility supports both veteran and aspiring chemists. In hands-on research groups, reliable performance—the kind that absorbs small errors and keeps projects moving—is often the hidden factor behind major breakthroughs.

    Lab notes filled with successful syntheses reflect years of hard lessons, many learned through working with fickle or inconsistent materials. Over time, the use of robust intermediates like this one forms the backbone of real progress in chemistry. Whether scaling up a new material for commercial use or running parallel syntheses for medical discovery, researchers lean on compounds like 2-(4-Bromophenyl)Thiophene not for the name, but for the practical doors it opens.

    Those tracking trends in organic electronics and pharmaceutical development see that reliable intermediates will only grow in importance. Demand for higher standards of purity, supply accountability, and environmental responsibility won’t go away. Continued feedback between research needs and manufacturing capability can push the industry to raise the standard for everyone.

    An Experienced Chemist’s View on Lasting Value

    Looking back over years in laboratories large and small, patterns emerge. Molecules come and go, but certain building blocks achieve lasting status by making life easier, not harder. 2-(4-Bromophenyl)Thiophene stands out as one of those building blocks. Its unique structure doesn’t just make the next synthetic step possible; it makes it simpler and more reliable. As technology evolves and expectations rise, it’s these practical foundations that keep both research and industry moving forward.