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4,5-Dibromothiophene-2-Carboxaldehyde

    • Product Name 4,5-Dibromothiophene-2-Carboxaldehyde
    • Alias 4,5-Dibromo-2-thiophenecarboxaldehyde
    • Einecs 841-036-8
    • 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
    • CONTACT NOW
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    Specifications

    HS Code

    344601

    Product Name 4,5-Dibromothiophene-2-Carboxaldehyde
    Chemical Formula C5H2Br2OS
    Cas Number 196036-62-9
    Appearance Yellow to brown crystalline solid
    Melting Point 98-100°C
    Purity Typically >98%
    Solubility Soluble in organic solvents (e.g., dichloromethane, chloroform)
    Synonyms 2-Formyl-4,5-dibromothiophene
    Storage Conditions Store at 2-8°C, protected from light and moisture
    Smiles C1=C(SC(=C1Br)Br)C=O
    Inchi InChI=1S/C5H2Br2OS/c6-4-2-5(7)9-3(4)1-8/h1-2H

    As an accredited 4,5-Dibromothiophene-2-Carboxaldehyde factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing Brown glass bottle containing 5 grams of 4,5-Dibromothiophene-2-Carboxaldehyde, tightly sealed, with hazard and identification labels.
    Shipping 4,5-Dibromothiophene-2-Carboxaldehyde is shipped in tightly sealed, chemical-resistant containers to ensure safety and prevent leakage or contamination. The package is clearly labeled with hazard and handling instructions, accompanied by appropriate documentation, and shipped in compliance with relevant regulations for hazardous materials to ensure safe transit and delivery.
    Storage 4,5-Dibromothiophene-2-carboxaldehyde should be stored in a tightly sealed container, away from moisture and direct sunlight, in a cool, dry, and well-ventilated area. Keep separate from strong oxidizers and other incompatible materials. Ensure labeling is clear, and access is restricted to trained personnel. Avoid exposure to heat sources, and follow appropriate chemical storage guidelines for toxic and potentially hazardous substances.
    Application of 4,5-Dibromothiophene-2-Carboxaldehyde

    Applications of 4,5-Dibromothiophene-2-Carboxaldehyde in Industrial Manufacturing

    As an established manufacturer of 4,5-Dibromothiophene-2-Carboxaldehyde, we support leading-edge industries in the synthesis of advanced intermediates and performance materials. Below, we detail primary downstream manufacturing routes where our product acts as a critical building block, highlighting specific compliance, ratio, processing, and end-product considerations for each sector.

    1. Organic Semiconductor Materials Manufacture

    Key players in the electronics sector utilize this material for producing monomers incorporated into high-mobility organic semiconductors. In these processes, performance attributes such as charge mobility and stability rely on precise molecular doping incorporating dibromothiophene carboxaldehyde units into oligomeric, polymeric, or small-molecule semiconductors for thin-film transistor and OLED device construction. The feedstock must meet stringent purity and trace metal controls to assure device-grade functionality.

    Industry compliance standards

    • RoHS (Restriction of Hazardous Substances Directive, EU 2011/65/EU)
    • ISO 9001:2015 (Quality Management System, required for electronics supply chain)
    • IEC 62680 for component reliability
    • SEMI MS4 for material purity in microelectronic substrates

    Typical usage ratio

    • Applied at 3–8 mol% in copolymer backbones; exact molar ratio tailored to target bandgap and charge transport.
    • Monomer addition often adjusted based on desired device flexibility and thickness, validated via pilot-scale electronic tests.

    Downstream process integration

    • Introduced during Suzuki or Stille cross-coupling steps, forming aryl thiophene linkages. Utilized after initial aromatic monomer activation and prior to film polymerization or casting.

    Final product types

    • Thin-film transistors (TFTs) for display backplanes
    • Organic light-emitting diodes (OLEDs) in flexible displays
    • Photovoltaic layers in organic solar cells
    • Sensors for large-area electronic applications

    2. Pharmaceutical Intermediate Synthesis

    Pharmaceutical manufacturers rely on this building block as a protected, functionalized thiophenic aldehyde for stepwise construction of heterocyclic APIs and advanced intermediates. Its brominated core facilitates selective substitution and cyclization, aiding controlled scaffold elaboration in pre-GMP syntheses. All material batches undergo trace impurity profiling in line with pharma reference standards before integration.

    Industry compliance standards

    • ICH Q7 (Good Manufacturing Practice for Active Pharmaceutical Ingredients)
    • USP General Chapters — Residual Solvents, Elemental Impurities
    • Ph. Eur. 5.10 for impurity control in starting materials
    • 21 CFR Part 211 (US FDA, current Good Manufacturing Practices)

    Typical usage ratio

    • Required in stoichiometric quantities based on API synthetic route; typically used at 1.0–1.3 molar equivalents to limiting reagent.
    • Adjusted for scale-up and batch yield optimization, with in-situ monitoring of conversion rates and by-product profiles.

    Downstream process integration

    • Employed as a coupling partner during construction of fused heterocycles, including aldehyde-driven condensation or Grignard additions. Utilized post-protected group installation and pre-final cyclization or derivatization.

    Final product types

    • Key intermediates for CNS-active compounds
    • Synthetic building blocks for anti-infective research
    • Polyfunctional scaffolds for oncology lead generation
    • Step intermediates for advanced clinical candidates

    3. Agrochemical Active Synthesis

    Producers of modern crop protection agents employ this compound as a key ring-system precursor in selective fungicide and insecticide molecule assembly. Its reactivity and functional group arrangement make it suitable for advanced Bayer–Villiger oxidations, Suzuki couplings, and bridging transformations directed toward targeted mode-of-action agents. Quality depends on absence of halogenated byproducts and analytical verification of each lot.

    Industry compliance standards

    • FAO/WHO Specifications and Evaluations for Plant Protection Products
    • ISO 17025 for in-house and third-party analytic validation
    • REACH Annex XVII (Europe) for agro-intermediate handling
    • EPA TSCA (Toxic Substances Control Act, US registration for R&D and manufacture)

    Typical usage ratio

    • Added at 5–12 wt% of total reacting system, based on targeted heterocycle yield and batch process optimization.
    • Ratio fluctuates by final structure and coupling efficiency; process development laboratories empirically confirm scale-specific ratios.

    Downstream process integration

    • Fed during the formation of heteroaromatic cores, typically after carbamate addition in multistep batch systems. Occasionally incorporated prior to oxidative cyclization or halide exchange.

    Final product types

    • Precursors for triazole fungicides
    • Building blocks for pyrethroid insecticides
    • Active intermediates for new-generation seed treatments
    • Herbicide R&D scaffolds for mode-of-action studies

    4. Specialty Dye and Pigment Synthesis

    Manufacturers specializing in high-value performance dyes exploit the aldehyde’s conjugated thiophene motif for chromophore extension. This intermediate enables design of dyes with enhanced absorption and electronic characteristics. Strict regulatory and food contact guidelines determine allowable impurity and metal content, with each batch traceable via chromatographic fingerprinting before compounding or blending.

    Industry compliance standards

    • EN 71-3 (European Safety of Toys, migration of certain elements)
    • OEKO-TEX Standard 100 (textile and leather chemical safety)
    • 21 CFR 74 Subpart B (US FDA, color additive regulations for food contact coatings)
    • ASTM D4236 (Labeling of Art Materials for Chronic Health Hazards)

    Typical usage ratio

    • Integrated at 2–7 mol% in dye precursor couplings, with loading level set to control hue depth and fastness properties based on customer end-use requirements.

    Downstream process integration

    • Added post-initial coupling and before final aza- or anthraquinone synthesis steps; forms part of bridging or chain-extension chemistry for custom colorants.

    Final product types

    • High-stability industrial dyes for plastics or coatings
    • Functional pigments for electronic inks
    • Colorants for food packaging with migration controls
    • Specialty inks for security tags and anti-counterfeit labels

    5. Advanced Material Research and Development

    Corporate and academic laboratories use high-purity grades of this intermediate to develop new thiophene-based frameworks, including conjugated microporous polymers and molecular wires for sensors, hydrogen storage, and energy systems. The precise reactivity profile enables control over framework porosity and electrical properties. Full traceability and analytical certification are mandatory for research validation and scale-up.

    Industry compliance standards

    • ISO 17034 for reference material production (analytical studies)
    • Good Laboratory Practice (GLP, OECD Principles, where required for regulated R&D)
    • ISO 14001 (Environmental Management for research and pilot facilities)
    • Material Safety Data Sheet (MSDS) conformance to UN GHS requirements

    Typical usage ratio

    • Experimental ratios from 0.5–10 mol%, optimized for targeted material porosity, conductivity, or functional group density, referenced against project-specific design targets.

    Downstream process integration

    • Utilized in polymerization initiation or as a bridging cross-linker, following initial framework preparation and before final curing or device integration. Process routes may involve microwave-assisted or solvent-free synthesis for green chemistry initiatives.

    Final product types

    • Conjugated microporous polymers for adsorption and separation
    • Organic-inorganic hybrid framework materials
    • Prototype conductive devices for sensors or battery research
    • Structure-activity libraries for advanced material screening
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    Certification & Compliance
    More Introduction

    4,5-Dibromothiophene-2-Carboxaldehyde: An Experienced Manufacturer’s Perspective

    Understanding 4,5-Dibromothiophene-2-Carboxaldehyde

    Manufacturing 4,5-Dibromothiophene-2-Carboxaldehyde starts with a close relationship to thiophene chemistry and the practical world of halogenated heterocycles. In our facilities, we start by recognizing the value that targeted bromination brings to the ring system. The two bromine atoms at positions 4 and 5, alongside a formyl group at position 2, create a molecule that responds precisely to advanced synthetic needs in pharmaceutical, agrochemical, and materials science research. Over the years, the biggest lesson we have learned is that careful control during synthesis—controlling both temperature and the ratio of reagents—matters more to the final product than any theoretical purity standard.

    Our typical batches carry the model designation “4,5-DBTCA-99”, indicating 99% minimum purity confirmed by HPLC and GC. This specification reflects years of tuning protocol: slow addition of brominating agent, continuous monitoring by TLC, and multistage purification. The resulting powder forms pale tan to light brown crystals. Many chemists look for such subtle color cues to judge the quality of their intermediates. Heavy-brominated thiophenes often carry a hint of color, but well-crystallized material signifies the absence of high-level impurities and oxidative byproducts.

    Where This Compound Finds Its Place

    4,5-Dibromothiophene-2-Carboxaldehyde mainly acts as a building block. Its true value emerges in cross-coupling reactions, where the dibromo pattern gives reliable entry points for Suzuki, Stille, or Heck couplings. The formyl group further adds flexibility, opening doors to condensation chemistry and heterocycle construction. Researchers who work with advanced materials—OPV, OLED, or even functional polymers—often seek this intermediate, aiming to anchor the reactive aldehyde and work up the thiophene core for their specific applications.

    This compound has unique advantages over other bromothiophenes or thiophene carboxaldehydes. Two bromines at adjacent positions create a more reactive, yet controllable, site for substitution. Mono-brominated versions lack that balance and provide less versatility for constructing bis-substituted products. Compared to a non-brominated thiophene-2-carboxaldehyde, the dibromo compound delivers more options for targeted functionalization, whether the target molecule is destined for an active pharmaceutical ingredient or a new polymer chain.

    Important Differences from Other Products

    Many researchers new to this chemistry assume all halogenated aldehyde thiophenes behave the same way. Through hard-earned experience, we see where this assumption falters. Mono-bromo or mixed halo derivatives react differently in metal-catalyzed couplings: yields fall, side-products climb, purification ends up more complicated. Di-bromination right next to the aldehyde streamlines access to 4,5-disubstituted analogs, which simplifies both small-scale discovery and large-scale production. On the other hand, a bromine at the 3 position upends regioselectivity during substitution, frustrating synthetic planning.

    For us, rigorous batch-to-batch consistency forms the backbone of reliable research supply. A highly purified 4,5-Dibromothiophene-2-Carboxaldehyde batch sets an even playing field: bromination occurs selectively, the solvent picked for minimal contamination, and crystallization tailored to remove all oily byproducts. In comparison, poorly defined grades sourced outside the manufacturer—often repacked by third-party suppliers—bring variable melting points, inconsistent color, and a headache in reaction reproducibility.

    The Importance of Traceability in Manufacturing

    Supply chain integrity has become a dominant theme in all specialty chemical production over the last decade. As the direct manufacturer, we see the difference between single-source traceability and commodity distribution in real time. With traceable 4,5-Dibromothiophene-2-Carboxaldehyde, chemists spend more hours on discovery, not on troubleshooting unexplained batch-to-batch anomalies. We maintain a robust record of every step, from raw material sources to post-synthesis treatment, as part of an open-book approach shaping trust with our end-users.

    Unlike third-party resellers, we never commingle batches from different sources, and we monitor final package labeling for both accuracy and regulatory compliance. Real-world chemical manufacturing rewards this diligence—especially when global audits or regulatory reviews arrive unannounced.

    Quality Control: Hard Lessons Learned

    Quality assurance for this compound doesn’t come down to a checklist. It unfolds every day on the plant floor and in the lab. Bromination reactions invite risk: too much reagent and overbromination occurs, too little and the product stalls with mono-halogenated impurities. After years in this field, our chemists learned to check in real time with analytical tools rather than rely only on theoretical stoichiometry. A breath of moisture in the reactor or a trace of oxidant ruins more product than any other factor.

    Post-reaction handling sets our process apart. Immediate removal of spent reagents, thorough washing, and slow, temperature-controlled solvent evaporation lead to material with reliable melting behavior. Each batch faces a combination of HPLC, NMR, and visual inspection. Real-world researchers don’t tolerate surprises. Their organic synthesis targets hinge on batch reproducibility—one off-color or unusually melting lot derails an entire week’s effort.

    Why This Compound Stands Out

    Within the thiophene carboxaldehyde family, only a few members offer a double bromine pattern at positions 4 and 5 combined with a reactive aldehyde. This “trifecta” creates unmatched opportunities for modular synthesis. We see customers report higher overall yields, cleaner chromatograms, and less time wasted solving unexpected side reactions. Material made without strict protocol leads to higher impurity levels, which can cause darkening during storage or loss of reactivity in key coupling steps.

    It’s the details that count in intermediate manufacturing. For instance, the aldehyde group at position 2 remains prone to oxidation if exposed to metal contaminants or air for too long. Our facility avoids iron and copper contamination by relying on all-glass or Teflon process lines. This approach may raise cost, but direct experience shows the resulting batches last longer in storage and perform better in the hands of skilled researchers.

    Customers Driving Innovation: Lessons from the Lab

    Our commitment to 4,5-Dibromothiophene-2-Carboxaldehyde grew from direct feedback. One long-term customer—a polymer researcher—discovered that switching from mono- to dibromo intermediates halved their synthetic steps. The double-brominated carboxaldehyde let them target specific copolymer architectures previously out of reach. Another team, developing small molecule dyes, found their yields doubled using our tightly specified product compared to lesser grades, where uncontrolled side products fouled their purification columns.

    Working as the manufacturer means following up on every problem that arises in a customer’s bench or pilot plant. Extended conversations lead to small but crucial process refinements, such as changing a washing solvent or substituting an inert gas atmosphere during sensitive steps. Every innovation in our facility grows out of these real-world conversations—not conference room theory or specification benchmarks alone.

    Environmental and Safety Considerations

    Any large-scale bromination generates halogenated waste byproducts. Early in our process development, we faced strict review from both local and international regulatory agencies. We responded the only way that makes sense in the long run—by installing closed-loop reactors, solvent recovery systems, and double-checking all waste streams for neutralization compatibility. These efforts don’t just satisfy auditors, they create a safer, cleaner working environment for our operators.

    Thorough gassing of reaction offstreams removes unreacted bromine, resulting in both a safer product and a better plant atmosphere. Carboxaldehyde groups can form explosive peroxides in poorly handled waste, so we use continuous batch monitoring and safe, controlled exothermic quenching. These practices come from years of trial, feedback, and technician involvement at every step.

    Stability and Packaging Insights

    A valuable intermediate such as 4,5-Dibromothiophene-2-Carboxaldehyde deserves more than standard packaging. Our products ship in light-resistant, sealed glass containers with protective inserts, since exposure to light and air can slowly degrade the aldehyde and influence color. In older packaging solutions, we saw yellowing and surface oxidation after only a month at ambient temperature. Switching to improved packaging extended shelf life, with customer feedback immediately confirming fewer clumps and dark patches on opening.

    Long-term storage requires a dry, cool environment. Moisture introduces trace hydrolysis or polymerization, and temperatures above room temperature hasten darkening. We invested in dedicated climate-controlled stockrooms, with frequent inspection cycles. Taking these steps requires more resources on our side, but protects researchers from wasting time and grant money on inferior raw materials.

    Looking Forward: Next Steps and Innovation Opportunities

    This compound will remain a staple for anyone exploring new polysubstituted thiophenes, organic conductors, or even untested pharmaceutical scaffolds. The core synthetic value—modularity and high reactivity—stays in demand, even as downstream applications evolve. Advanced users combine it in new ways: dynamic covalent frameworks, complex aromatic linkers, and even as seeds for next-generation photonic or magnetic materials.

    Manufacturing environments never stand still. We keep investing in new analytical techniques, such as advanced LC-MS verification and real-time reaction tracking, to tighten quality controls. Every unusual feedback—batch-to-batch color variance, micro-impurity issues—triggers a direct conversation, pushing us to rethink and refine.

    Practical Advice for Researchers

    Ordering directly from bulk manufacturers has immediate advantages. Customer queries reach our technical team, not a call center. We answer questions on downstream synthetic compatibility, solvent choice, or even tips for minimizing dehalogenation side products during coupling. Getting into the details with bench chemists, we learn exactly where roadblocks occur and build up our product’s real-world reliability.

    Some labs request solvates or custom crystal forms; we accommodate these where possible by controlling solvent choice or offering batch re-drying. Years of manufacturing flexibility allow us to address such niche needs. We share what we learn: we recommend keeping 4,5-Dibromothiophene-2-Carboxaldehyde in tightly capped vessels, weighing aliquots in low-humidity gloveboxes, and minimizing exposure to strong oxidizers or base.

    Cost, Value, and the Realities of Production

    The economics of manufacturing specialty bromothiophenes remain challenging. Raw bromine prices fluctuate often, and fine purification pulls man-hours from higher throughput products. Yet users report that paying for high-quality 4,5-Dibromothiophene-2-Carboxaldehyde translates directly into smoother synthesis, time savings, and more publishable results. We resist the temptation to lower our standards for the sake of volume, because every drop in quality finds its way back as bottlenecks in research and pilot production.

    We pay close attention to emerging global regulations: REACH in the EU, TSCA in the US, and various Asian import standards. Staying compliant keeps shipments predictable. Our long-term customers value this consistency, and our in-house documentation team maintains updated dossiers for safety review, customs authorities, or grant documentation.

    Summary of Hard-Earned Experience

    Producing 4,5-Dibromothiophene-2-Carboxaldehyde involves more than chemistry. It makes demands on process engineering, environmental controls, operator safety, and deep customer connection. Over the years, we have seen that careful manufacturing pays off: cleaner reactions, longer shelf life, and less downstream waste for the researchers we serve. The subtle differences—position of bromines, purity of aldehyde, precise crystallization—matter more than theoretical maximum yields or quick scale-ups. Our compound helps researchers turn ideas into results, without the frustration of inconsistent material.

    Our plant team, from senior chemists to packing staff, bears the reputation of each batch. Every time a new researcher asks, “Is this the same compound I used last time?” we answer with confidence: “Yes, and it’s as good as the last. Try it in your reaction, and you will see the difference real manufacturing focus brings.”