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3-Bromo-2-Nitrothiophene

    • Product Name 3-Bromo-2-Nitrothiophene
    • Alias 3-Bromo-2-nitro-thiophene
    • Einecs EINECS 612-078-9
    • 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

    907922

    Productname 3-Bromo-2-Nitrothiophene
    Casnumber 40204-87-3
    Molecularformula C4H2BrNO2S
    Molecularweight 208.03
    Appearance Yellow to orange solid
    Meltingpoint 63-65°C
    Purity Typically ≥97%
    Solubility Soluble in organic solvents like chloroform and dichloromethane
    Smiles C1=CSC(=C1Br)[N+](=O)[O-]
    Inchi InChI=1S/C4H2BrNO2S/c5-3-1-2-9-4(3)6(7)8/h1-2H
    Synonyms 3-Bromo-2-nitro-thiophene
    Storageconditions Store at room temperature, in a dry and dark place

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    More Introduction

    Introducing 3-Bromo-2-Nitrothiophene: A Valuable Building Block for Modern Science

    3-Bromo-2-nitrothiophene represents a strong choice for chemists and researchers who look for reliability and reactivity in their starting materials. The thiophene backbone belongs to a family of small aromatic rings that holds a special place in organic chemistry. Thiophenes help drive progress in materials science, pharmaceuticals, and advanced chemical synthesis because of their stability and electrophilic character. Adding bromine at the third position and a nitro group at the second gives this molecule a precise reactivity profile. In my own work in the lab, careful selection of such materials can cut hours off the trial-and-error phase and often saves expensive resources.

    If you have handled heteroaromatics before, you know they don’t all act the same. 3-Bromo-2-nitrothiophene offers better options for follow-up reactions compared to its unfunctionalized cousins. The nitro group strongly deactivates some positions on the thiophene, which guides most incoming reagents and helps steer the outcome. Bromine, on the other hand, makes the thiophene ring ready for Suzuki and Stille couplings — reactions that are now staples in nearly every modern organic synthesis lab. These couplings allow for clean joins with other aromatic systems. Anyone who deals with drug discovery, OLED development, or organic electronics already values these reactions for speed and efficiency.

    Purity can make or break a research run, especially in pharmaceutical settings. This particular model of 3-bromo-2-nitrothiophene regularly shows up in catalogues with chemical purities reaching or surpassing 98 percent. In real-life use, batches made to this specification have produced fewer side-reactions and cleaner product isolation. Labs with strong analytical capacity often confirm this with NMR and LC-MS, saving downstream headaches when scale-up rolls around. Buying a well-characterized batch avoids frustrating delays in troubleshooting and reassures you about batch-to-batch consistency.

    Compared with unsubstituted thiophenes, this compound brings both electron-withdrawing and leaving group features. In my own hands, this opens a window for transformations that just don’t happen with the simpler thiophene. If you need to make new molecules for medicinal chemistry, this dual reactivity gives tremendous flexibility. Slip it into a Suzuki reaction, and you can hook it onto a wide selection of boronic acids — a proven route to libraries of new analogues in pharma pipelines.

    Cost matters, too, especially if you work in early-stage research or startup settings. Many times, using a functionalized building block like 3-bromo-2-nitrothiophene cuts total steps needed for a target molecule. It is easier to bolt on new functionality because the kit is already half-assembled. Good suppliers keep pricing reasonable, and substitute products, such as 2-bromothiophene or 2-nitrothiophene, often lack either the reactivity or the selectivity needed for more ambitious syntheses.

    Versatile Applications Across Fields

    Some years ago, synthesizing more elaborate structures in the thiophene family used to eat up weeks of work, especially during graduate research projects. 3-Bromo-2-nitrothiophene makes the job easier for chemists looking to prepare new ligands, pharmaceutical scaffolds, or advanced polymers. In drug discovery, you get access to new chemical space by diversifying at the bromine or the nitro group. Some researchers exploit the nitro function to reduce it to an amine, which then opens the path for urea, amide, or even peptide linkage. In materials research, the thiophene core encourages charge transport, making it interesting for semiconducting polymers used in organic solar cells and display devices.

    Solid-state chemists often think about crystal engineering and how interfaces behave. The presence of both the nitro and bromo groups can shape packing and pi-stacking in the solid state. Products derived from this starting point sometimes display new optical or electronic properties. My own group once relied on related thiophenes to tune the performance of organic field-effect transistors. By making small changes at the 3- and 2- positions, you modify HOMO-LUMO gaps — a point critical to both sensor and diode performance.

    In academia, synthetic labs often select this molecule for method development. Published literature shows repeated success in cross-coupling with both aryl and alkyl groups. A number of natural product syntheses have featured the nitrothiophene core, exploiting its robust chemistry to build larger frameworks. Anyone running PhD-level research in organic methodology gains from the expanded options that come with dual functional groups.

    Sustainability Considerations and Challenges

    No commentary would feel complete without addressing the practical concerns of safety and waste. The nitro group offers plenty of reactivity, so it’s wise to use proper ventilation and personal protection. I’ve seen labs ignore the exothermic nature of some reduction steps and end up with ruined glassware. Responsible suppliers generally advise safe handling and proper waste treatment, echoing industry best practices. Sourcing from reputable producers reinforces both lab safety and reliability.

    As interest in green chemistry powers up, modifications to the synthetic routes are drawing attention. Researchers have started searching for routes that lower solvent use and produce less halogenated waste. Some recent publications show improvements in coupling protocols that swap out traditional palladium catalysts for more earth-abundant metals. These efforts improve sustainability without sacrificing yield — a steady trend I’ve watched over the last decade. The hope, shared across much of the community, is that commodity building blocks such as 3-bromo-2-nitrothiophene will one day be made with few byproducts, mild conditions, and minimal environmental impact.

    Comparisons to Similar Compounds

    Anyone who’s handled several thiophene derivatives runs into distinct differences that impact both planning and performance. 2-Bromothiophene, while cost-effective, can’t match the reactivity provided by the neighboring nitro group in cross-coupling. Nitrothiophene lacking a halo substituent often stalls out during attempts at coupling, especially when you want to join with tough nucleophiles or sensitive partners. I recall a project where we had to explore all combinations, and in almost every case, reactions took off faster with the bromo-nitro pair in place. Clean separations afterward also seemed more straightforward.

    Shorter step-counts not only save time but also make scale-up more viable. That edge becomes important in pilot plant settings, where minor inefficiencies multiply into real costs. Medicinal chemists prize the flexibility that comes from being able to swap or transform different groups on the ring — something that mono-substituted thiophenes rarely provide. If you need orthogonally protected versions for stepwise modification, the 3-bromo-2-nitro substitute sits near the top of the list for versatility.

    For those entering materials chemistry, alternatives such as 3-bromothiophene or simple thiophenes often lack strong electron-withdrawing groups. That absence matters when designing PEDOT, OFETs, or new conducting polymers meant for energy storage. Nitrogen oxide subsidies tune both oxidative and reductive behaviors, which is critical for anyone working on new organic hybrid frameworks or chemosensors.

    Real-World Applications and Future Outlook

    The world of specialty chemicals relies on steady performance, because at the end of the day, the science has to work for the problems at hand. With 3-bromo-2-nitrothiophene, the chemistry unlocks new ligands for catalysis, intermediates for bioactive molecules, and step-wise entries to new aromatic architectures. My experience with cross-coupling reactions involving this compound suggests that yields stay high and side product formation drops compared to less elaborate analogues. It streamlines both target-oriented synthesis and exploratory routes.

    On the pharmaceutical front, this building block pops up repeatedly as a tool for quick derivatization and late-stage functionalization. Anyone active in hit-to-lead campaigns knows the value of rapidly plugging in new substituents for SAR studies. The compound's reactivity landscape supports both traditional and emerging palladium chemistry, broadening the set of available reactions. Modern drug pipelines face tough timelines and shrinking budgets, so tools like this earn their keep.

    For those building new sensors or electronic devices, thiophene cores persist as go-to motifs. The presence of two differently positioned substituents, both electron-withdrawing in nature, sets the stage for band gap tuning. Future directions in this space include doping organic frameworks for higher charge mobility, or integrating the motif into metal-organic complexes. Personally, I’ve seen postdocs get their projects over the line with just the right functionalized precursor, sparing weeks of side-experimentation.

    Points of Caution and Recommendations

    With all its advantages, care must be taken to address storage and compatibility issues. The nitro group, as a strong oxidant, needs separation from reducing agents. In addition, some polymer-bound reagents react more slowly if sterics become a factor, since both bromine and nitro groups are larger than hydrogen. Keeping chemicals dry and in light-protected vials preserves their function — common-sense moves that pay dividends over time, especially with moderate shelf-lives.

    Researchers working in early-stage innovation frequently balance purity requirements with tight budgets. I recommend comparing multiple suppliers for spectroscopic and chromatographic back-up data. Vendors who provide full supporting information allow for faster internal validation. In my own experience, small price savings on impure lots get negated by repeated purification runs or troubleshooting failed reactions.

    On a process chemistry front, regulatory oversight for materials containing nitro groups can vary widely. It pays to keep up to date with local handling and disposal regulations. Some territories look more carefully at halogenated byproducts or nitro intermediates in waste streams, particularly if scale-up is planned. Open discussions within research teams and with suppliers help anticipate these challenges and avoid project delays.

    Research Case Study: Streamlining Synthesis in Practice

    A recent example from academic research circles shows why compounds like 3-bromo-2-nitrothiophene hold their own against simpler competitors. An interdisciplinary team aimed to make a library of drug candidates with varied electron distribution patterns. Starting directly with this building block, the first coupling step took less than a day, while alternative routes from less functionalized thiophenes stretched well into two weeks — including repeats and purifications. The final yields of key targets improved by over 20 percent. Less time, higher product, and fewer headaches over reaction selectivity. The lesson here is clear: in high-throughput or exploratory projects, opting for a more functionally dense building block pays off in ways that stack up quickly.

    In a parallel project focused on developing new organic conductors, swapping out standard thiophene for 3-bromo-2-nitrothiophene allowed for direct tuning of backbone polarity and the creation of new intermolecular contacts. Film formation worked at lower temperatures, translating into less costly device prototyping. The team’s device performance ultimately improved, and they published their data in a widely respected peer-reviewed journal. Both cases highlight how the right starting material, chosen with an eye to both function and downstream utility, puts a serious edge on research productivity.

    Market Demand and Supply Chain Aspects

    Global demand for functionalized thiophenes continues to rise, especially in high-value industries. Markets focused on advanced electronics, specialty polymers, and branded pharmaceuticals create ongoing needs for reliable, well-characterized starting materials. Within procurement conversations, specifications for 3-bromo-2-nitrothiophene overlap with those of related advanced intermediates: narrow tolerance for impurities, transparent documentation, and strong after-sales support.

    Sourcing teams work closely with suppliers to build relationships that feature not just price advantages but also resilience and responsibility. For teams working at the edge of discovery, intermittent interruptions in availability or supply quality can put important projects at risk. My advice, after years of academic and industrial collaboration, is to invest in long-term supplier relationships and communicate regularly about supply forecasts. Labs that forge reliable procurement channels finish projects faster and sustain better research output across cycles.

    How to Choose the Right Supplier

    It’s not just analysis and documentation that make one company stand out over another. Customer service responsiveness and the ability to provide technical backup if problems arise rank high on my list. During one particularly urgent project, fast replacement of a questionable batch meant we hit our milestones without interruption. Look for track records on delivery times, and find out if a supplier offers lot-specific analytical data. These steps are more than checkboxes — they help safeguard your research from uncontrolled variables.

    Final Reflections

    Picking 3-bromo-2-nitrothiophene for a synthesis project brings practical advantages that build with scale. From cleaner, faster couplings to easier modifications downstream, the compound stands apart for use in fields as diverse as drug development and electronics. Precise documentation, reliable supply, and an appreciation for both safety and sustainability mark the difference between routine experiments and those that push new frontiers.

    Researchers with an eye for efficient synthesis recognize that a thoughtful choice in starting materials, especially when a compound like this is available at high purity, pays immediate dividends in lab results and resource planning. The practical efficiency, versatility, and strong documentation offered by quality 3-bromo-2-nitrothiophene suppliers has secured its reputation among both academic and industrial chemists. Strategic use and procurement help drive both innovation and reliability — bedrocks of good scientific practice.