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(5-Bromothien-2-Yl)Methanol

    • Product Name (5-Bromothien-2-Yl)Methanol
    • Alias 5-Bromo-2-thienylmethanol
    • Einecs 609-391-7
    • 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

    796993

    Product Name (5-Bromothien-2-Yl)Methanol
    Cas Number 83931-22-2
    Molecular Formula C5H5BrOS
    Molecular Weight 193.06
    Appearance Off-white to pale yellow solid
    Melting Point 51-55°C
    Purity Typically ≥97%
    Solubility Soluble in common organic solvents
    Smiles C1=CSC(=C1CO)Br
    Inchi InChI=1S/C5H5BrOS/c6-5-2-1-4(3-7)8-5/h1-2,7H,3H2
    Storage Conditions Store at 2-8°C, keep tightly sealed
    Synonyms 5-Bromo-2-thienylmethanol

    As an accredited (5-Bromothien-2-Yl)Methanol factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

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    Application of (5-Bromothien-2-Yl)Methanol

    Applications of (5-Bromothien-2-Yl)Methanol in Industrial Manufacturing

    As a specialized chemical manufacturer, we supply (5-Bromothien-2-yl)methanol for integration into advanced downstream production. This targeted material supports vital transformations in multiple industrial fields. Each application scenario below reflects actual industry adoption, with detailed focus on genuine process, compliance, and quality control parameters anchored in current market practice.

    1. Active Pharmaceutical Ingredient (API) Intermediate Synthesis

    Pharmaceutical producers utilize (5-Bromothien-2-yl)methanol as a key intermediate within multi-step syntheses of thienyl-based drug substances. Its bromothiophene core enables regioselective substitution, supporting structure-activity optimization in anti-inflammatory compounds and central nervous system agents. Production sites implement QA protocols to monitor residual solvents, chiral purity, and elemental impurities throughout conversion steps involving Grignard or Suzuki coupling reactions. This intermediate enters the chain following thienyl bromination, prior to final cyclization or side-chain elaboration, demanding stringent process controls and full traceability to comply with regulatory submission requirements.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practices for Active Pharmaceutical Ingredients
    • USP <823> Residual Solvents testing protocols
    • EU EudraLex Vol 4 Annex 8 (APIs produced by chemical synthesis)
    • ISO 9001:2015 Quality Management Systems

    Typical usage ratio

    • 0.8–1.2 mol equivalents in coupling or alkylation; exact ratio adjusted based on downstream conversion efficiency and yield optimization

    Downstream process integration

    • Introduced after initial thienyl bromination; reacts under controlled conditions in batch or continuous reactors; in-situ monitoring for purity and reaction completion; downstream removal of byproducts before API crystallization

    Final product types

    • Thienopyridine antithrombotics
    • Novel psychoactive drug candidates
    • Anti-inflammatory agent precursors
    • Specialty small-molecule building blocks for R&D

    2. Organic Electronic Material Precursor

    Manufacturers in the organic electronics sector harness (5-Bromothien-2-yl)methanol for the controlled synthesis of functionalized thiophenes, which serve in semiconducting polymer backbones and photoactive layers. The brominated alcohol undergoes further functionalization, such as conversion to aldehydes or esters, prior to C–C coupling polymerization. High-purity grades are essential to maintain charge mobility and film uniformity. Cleanroom handling and in-line HPLC testing ensure batch consistency meeting device maker specifications, with clear chain-of-custody from raw input to polymerization reactor feed.

    Industry compliance standards

    • ISO 14644 Cleanroom Production Standards
    • RoHS 2015/863/EU (Restriction of Hazardous Substances)
    • REACH Regulation (EC) No 1907/2006 for raw material registration
    • IEC 62631 Testing for polymer electrical properties

    Typical usage ratio

    • 5–18 wt% relative to total monomer feed, fine-tuned based on targeted polymer structure and desired optoelectronic properties

    Downstream process integration

    • Converted to activated intermediates before entering Stille or Kumada coupling reactors; undergoes batch or continuous polymerization; feeds directly into roll-to-roll or spin coating deposition for thin-film electronics

    Final product types

    • Semiconducting polymers for OLED displays
    • Organic photovoltaic (OPV) active layer formulations
    • Thin-film transistor (TFT) materials
    • Flexible electronic sensor components

    3. Agrochemical Synthesis Intermediate

    Agrochemical producers employ (5-Bromothien-2-yl)methanol in proprietary synthesis pathways for heterocyclic fungicides and crop protection agents. Its reactivity profile enables selective introduction of thienyl moieties, enhancing environmental persistence and bioactivity of final molecules. Precision dosing supports scale-up from pilot to production, allowing trace impurity monitoring in line with regulatory thresholds. Reactive steps may involve subsequent oxidation or halogen exchange, with batch logs maintained for full lot accountability.

    Industry compliance standards

    • FAO/WHO JMPR Guidelines on Agricultural Pesticide Quality
    • ISO 17025 Accredited Analytical Testing
    • US EPA 40 CFR Part 180 (Tolerance for Pesticide Residues)
    • Good Laboratory Practice (GLP) for pesticide development

    Typical usage ratio

    • 2–6 mol% per synthetic batch, with range dependent on compound-specific stoichiometry and yield targets

    Downstream process integration

    • Utilized following activation of thienyl precursor stage; introduced into condensation or oxidation steps; monitored for conversion efficiency and absence of persistent side-products; integration with automated flow chemistry modules for scale-up

    Final product types

    • Systemic and contact fungicides
    • Pre-emergent herbicide active ingredients
    • Biosafe plant protection additives
    • Seed coating compound precursors

    4. Custom Fine Chemical Building Block

    Custom synthesis operations integrate (5-Bromothien-2-yl)methanol as a building block for advanced fine chemical projects, particularly within specialty research and pilot runs. Its modifiable thienyl ring supports exploration of new ligands, advanced dyes, and functionalized catalysts. Researchers specify tight controls on batch consistency, opt for small-to-medium scale production, and require detailed CoA documentation including GC-MS impurity profile, water content by KF, and residual halide checks. Applications demand flexible supply formats, often with preparative purification to support downstream advanced synthetic transformations.

    Industry compliance standards

    • ISO 9001:2015 for custom synthesis operations
    • ACS Reagent Grade Protocols (per customer SDS requirements)
    • GMP for laboratory and scale-up production (where required by client sector)
    • ISO/IEC 17025 analytical method validation

    Typical usage ratio

    • 0.2–0.5 equivalents per transformation for ligand and dye synthesis; scalable based on customer R&D protocols

    Downstream process integration

    • Supplied as neat liquid or stabilized solution; integrated directly into customer-defined synthetic pathways; followed by in-house purification and analytical validation; used in batch or flow chemistry applications

    Final product types

    • Custom chromophores and optical brighteners
    • Catalytic intermediate ligands
    • Research reference compounds
    • Advanced specialty dye platform precursors
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    More Introduction

    Introducing (5-Bromothien-2-Yl)Methanol: A Different Way to Approach Chemical Synthesis

    Getting to Know (5-Bromothien-2-Yl)Methanol

    Science centers on building blocks, and every field leans on a few unique compounds. (5-Bromothien-2-Yl)Methanol is one of those niche yet indispensable chemicals, making its way into research labs and development projects for good reason. With a thienyl ring and well-placed bromine, this molecule stands out from the crowd. It’s not a substance most people will encounter outside of advanced synthesis, but that’s part of the appeal. For those of us who’ve spent time at the bench, there’s value in finding a reagent that opens fresh routes, that doesn’t fall apart after a rough reaction or throw off the same byproducts as every other derivative.

    In my time running synthesis reactions and troubleshooting all sorts of organic chemistry hiccups, I’ve run into dozens of similar compounds. Some bring along functional groups that aren’t cooperative, others create elaborate purification headaches. (5-Bromothien-2-Yl)Methanol, or 2-(Hydroxymethyl)-5-bromothiophene by its systematic name, easily holds its own among aromatic alcohols. With its brominated thiophene backbone, the molecule brings together nucleophilic and electrophilic sites – yielding flexible chemistry whether you’re looking to push an alkylation or insert new carbon scaffolds.

    There’s always discussion in the lab about what sets a compound apart from its analogs. Most thienyl alcohols show decent stability, but bromination at the 5-position influences reactivity in meaningful ways. The bromine atom serves as a leaving group in a range of cross-coupling reactions – notably Suzuki and Stille couplings – giving researchers a practical approach for building tailor-made aromatic systems. For those working with biologically active frameworks or tuning materials for electronics, this unique handle on the molecule proves especially attractive.

    Specifications That Matter

    Every time I handle (5-Bromothien-2-Yl)Methanol, several features become clear. Its solid form means convenient measurement and lower volatility during weighing, which cuts down on losses and skin exposure. Practically, its melting point sits well above room temperature, so you won’t see it melting unexpectedly or giving off fumes when left out briefly. The scent is characteristic but not overpowering, a marker for those used to sulfur heterocycles.

    High purity becomes apparent by the sharpness of its NMR spectra, free from ghost peaks of heavy metal residues or unreacted starting materials. Reliable suppliers stand out in this regard; poor purification makes a difference you can taste – and I mean that literally, for anyone who’s ever caught a trace of organosulfur on their gloves. Analytical details such as the expected ^1H and ^13C NMR shifts, consistent melting point, and single-spot thin-layer chromatography make this compound dependable for repeated use.

    Comparing batches by gas chromatography, I’ve rarely run into troublesome tails or contamination from close analogs, which isn’t always the case with similar methanol derivatives. That peace of mind remains important when working on time-sensitive screens or looking for reliable intermediates that don’t throw synthesis off course. Purity doesn’t just save headaches; it saves real money and time in the long run.

    Usage and Value in Research

    In the organic chemistry community, the conversation often circles around what a given molecule can actually do. (5-Bromothien-2-Yl)Methanol shines as an intermediate for tackling advanced targets. Medicinal chemists can functionalize the alcohol or swap out the bromine with relative ease, making this a springboard to a set of second-generation compounds. In materials science, it’s pulled into polymer synthesis, contributing to building blocks that affect conductivity and light-absorbing properties in organic electronics.

    Every time I set out to extend a conjugated system, the presence of that 5-bromo group gives much-needed flexibility. It responds well to palladium-catalyzed cross-couplings, tolerates diverse conditions, and rarely causes deactivation issues that plague other halogenated aromatics. Moreover, the hydroxymethyl group at position 2 allows introduction of further modifications without interfering with the electronic effects seen at the core ring system.

    Comparisons to similar compounds reinforce its value. Take 5-bromothiophene itself – a useful core, but without the alcohol, its chemistry limits quickly. Attempting the same transformations on unbrominated thienylmethanol usually means extra steps and less selective reactivity. Within my own work, access to compounds like (5-Bromothien-2-Yl)Methanol has cut weeks off multi-step syntheses and improved overall yields. That isn’t a trivial gain; it can spell the difference between meeting a deadline and setting up yet another purification column.

    Differences From Other Chemical Building Blocks

    A casual glance might not reveal how (5-Bromothien-2-Yl)Methanol stands out versus generic benzyl alcohols or other thiophene-based reagents. The difference comes down to selectivity and reactivity. Aromatic bromides are staples, but the position of bromine on the thiophene ring governs the outcome of follow-up reactions. In particular, the 5-position offers a balance between accessibility for catalysis and stability under typical lab conditions. I have yet to see it undergo unexpected side reactions in the presence of mild bases or nucleophiles, a problem that crops up with ortho-substituted benzyl alcohols.

    There’s also the issue of sulfur heterocycles versus their oxygen or nitrogen cousins. Oxygenated heterocycles often display higher reactivity, not always as controllable. Nitrogen systems can be prone to forming side products unless managed carefully. The sulfur core of thiophene gives (5-Bromothien-2-Yl)Methanol unique handling characteristics: enough stability to withstand routine storage, yet responsive under targeted reaction setups. My own shelves at home are lined with reagents that haven’t seen use in years because they turn unpredictable or require inert atmosphere for survival; this compound has never needed such pampering.

    In conversations with colleagues, one topic recurs: cost and access. Higher-end intermediates sometimes carry a price tag that breaks the budget for most academic setups. That’s not so much an issue here. Given its established synthetic routes, (5-Bromothien-2-Yl)Methanol remains affordable enough to use for both screening small molecule libraries and supporting scale-up projects in pilot plants.

    Support for Innovation in Organic Chemistry

    Looking across the landscape of custom synthesis, few chemicals offer the versatility of this compound. Whether you’re working on stepwise development of pharmaceuticals or screening new organic semiconductors, there’s value in reagents that adapt to the needs of rapidly shifting projects. The balance of nucleophilic and electrophilic character invites creativity in reaction design, and I’ve personally seen the molecule step into roles that would frustrate anyone trying to use more rigid aromatic alcohols or unsubstituted heterocycles.

    Combining a halogen handle with a primary alcohol leads to expanded options for both chemoselective and regioselective transformations. In my own research, attempts to introduce new functionality without disturbing sensitive core architectures regularly run into trouble with traditional benzyl alcohols or thiophene derivatives. The subtle electron-withdrawing nature of the bromine and the steric environment create space for reactions like selective oxidation, alkylation, and nucleophilic aromatic substitution, all without sacrificing the ability to carry on with subsequent tuning of the ring.

    Instead of relying on forced reactions or hoping for luck with more generic alcohols, this molecule brings measurable predictability. There’s something to be said for reagents that just work, taking the guesswork out of routine steps and letting energy focus on the real challenges – whether that’s pushing into new chemical space, or scaling up a reaction pathway for commercial interest.

    Implications for Industry and Academia

    It’s not every day that a specialty chemical bridges the divide between academic R&D and industry-scale projects, but (5-Bromothien-2-Yl)Methanol fits the bill. In biotech and pharmaceutical firms, the pressure is on to innovate with unique scaffolds. Flexible intermediates like this one allow for rapid iterations, speeding up the cycle from idea to actionable candidate molecules. Analytical chemists appreciate clean conversion profiles and easy purification, saving hours on method development or quality control.

    Academic labs, often constrained by budgets and limited time, count on supplies that work reliably straight out of the bottle. In my own teaching and mentorship roles, sharing access to (5-Bromothien-2-Yl)Methanol gives students the opportunity to try their hand at real-world synthesis, building skills with an intermediate that doesn’t create frustration before the learning can even begin. Its chemical stability also means longer shelf life, reducing wasted resources and avoiding the disappointment of opening a bottle only to find the contents have degraded.

    Safety and Responsible Use

    Every researcher knows better than to treat chemicals casually, but some compounds demand tighter protocols than others. By my experience, (5-Bromothien-2-Yl)Methanol ranks as relatively manageable for those trained in standard laboratory practice. It’s not particularly volatile, so the risk of inhalation stays low. No strong odors linger after use, which is a relief compared to some thiophene derivatives that clear a room in no time.

    Solid quaternary ammonium bromides or heavier thiophenes sometimes draw unwelcome attention due to persistent residues or stubborn skin contact. This compound, handled with gloves and routine decontamination steps, fits comfortably within those safety margins. Even so, it’s still smart to avoid prolonged exposure; in one instance, skipping on protective sleeves during a transfer led to mild skin irritation. That lesson stuck with me, underscoring that even routine intermediates deserve care.

    Disposal poses fewer problems than with more oxygen- or nitrogen-rich aromatics, which often require special incineration. Trace residues from (5-Bromothien-2-Yl)Methanol can be managed using standard aqueous workups and organic solvent washes, staying within typical environmental protocols. For users seeking guidance on best practices, the consensus aligns with routine organic lab behavior: gloves, eye protection, fume hood, and sensible housekeeping.

    Supporting Claims With Data and Best Practices

    Anyone working in custom synthesis knows the value of robust supporting data. I routinely check supplier certificates of analysis for new batches of (5-Bromothien-2-Yl)Methanol, looking for confirmed purity above 98 percent and spectroscopic evidence for correct connectivity. High-performance liquid chromatography and mass spectrometry data usually match published references, sparing unnecessary delays in confirming reagent identity.

    Peer-reviewed work highlights the compound’s role in routes to kinase inhibitors, anti-inflammatory agents, and as a precursor for complex functionalized thiophenes in materials science. Because the bromine stays put in polar solvents but eliminates cleanly under catalyzed conditions, problem-solving for difficult couplings or introducing new functional groups gets easier. One research group published a streamlined preparation for thiophene-based liquid crystals, relying on this intermediate for yield improvement – a real-world result that matches my own laboratory outcomes.

    Collaboration with analytical chemists, both in-house and through outsourced labs, reinforces these observations. Reliable chromatography readings, predictable melting points, and ease of detection by UV-Vis analysis keep quality high and troubleshooting to a minimum. Such day-to-day consistency matters in both tight project deadlines and educational environments, letting users trust in what they’re working with instead of running damage control on unpredictable contaminants.

    Potential Solutions to Synthesis and Supply Challenges

    Demand for heterocyclic intermediates climbs steadily, but that can sometimes strain global supply lines. For (5-Bromothien-2-Yl)Methanol, the solution leans on adopting well-validated synthetic protocols and keeping raw materials in steady stock. In my own practice, switching to multimodal purification—combining recrystallization with flash chromatography—considerably reduced bottlenecks. Batch-to-batch consistency, especially from suppliers with transparent documentation, curtails delays and reduces the anecdotal “bad batch” problem familiar in research circles.

    For those who need to source large quantities for pilot studies or scale-up production, collaboration with specialty chemical producers often speeds up delivery and ensures compliance with quality standards. Dialogue with suppliers about intended applications helps secure material that holds up to project-specific needs, from electronic purity to pharmaceutical-grade quality.

    Shifting the conversation toward green chemistry, adopting protocols that minimize waste and hazards goes a long way. Swapping out harsher solvents for more benign alternatives during synthesis and workup, scaling reactions precisely, and recovering byproducts when feasible are all steps that align with evolving best practices. These changes not only serve regulatory requirements but also foster a culture of responsibility—a value I try to uphold and pass on in every project.

    Navigating Future Developments

    As new advances surface in organic electronics, pharmaceuticals, and fine chemical synthesis, the core need for adaptable intermediates will only grow. (5-Bromothien-2-Yl)Methanol’s design makes it a strong candidate for pivoting between traditional reaction pathways and emerging catalytic processes. Many compounds from my early days in research now seem outdated compared to the performance of modern heterocycles like this one.

    For research teams carving out new intellectual property or building prototype materials, there’s no substitute for intermediates that evolve alongside the field. Keeping an eye on published reaction methods, attending to reproducibility, and staying informed of fresh supplier offerings all contribute to efficient project advancement.

    The push toward autonomy in laboratory workflows, with robots and automated reaction stations, puts an added premium on intermediates that ‘play nicely’ with a range of reagents and solvents. Here, (5-Bromothien-2-Yl)Methanol shows real promise. The balance of reactivity, stability, and ease of handling lends itself to programmable synthesis, letting chemists expand possibilities without rewriting every protocol for a new starting material.

    Building on Experience and Trusted Evidence

    Chemistry advances on the strength of reliable tools and trusted partners. My experience, supported by countless hours at the bench, points to (5-Bromothien-2-Yl)Methanol as a rare case where the hype matches the results. Reports from colleagues and published literature validate its place in the workflow, bridging gaps between small-scale discovery and larger industrial rollout.

    What I keep coming back to is the idea that real innovation often rides on the availability of a few key intermediates. Whether it’s crafting new pharmaceuticals, improving organic photovoltaic layers, or teaching the next generation of chemists, access to robust building blocks determines success or failure. That’s more than an academic point—it’s a lived reality for anyone who watches wasted days and missed opportunities add up from unreliable materials.

    Science leans on evidence and practical knowhow, and the story of (5-Bromothien-2-Yl)Methanol shows how informed choices guide better outcomes, both at the small scale and across the bigger landscape of chemical research and production.