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HS Code |
349400 |
| Name | 4,5-Dibromothiophene-2-Carboxylic Acid |
| Chemical Formula | C5H2Br2O2S |
| Cas Number | 15915-58-9 |
| Appearance | off-white to light yellow solid |
| Melting Point | 178-182 °C |
| Purity | ≥98% |
| Solubility | slightly soluble in water, soluble in DMSO and DMF |
| Inchi | InChI=1S/C5H2Br2O2S/c6-3-1-2(5(8)9)4(7)10-3/h1H,(H,8,9) |
| Smiles | C1=C(SC(=C1Br)Br)C(=O)O |
As an accredited 4,5-Dibromothiophene-2-Carboxylic Acid factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
| Packing | The 25g quantity of 4,5-Dibromothiophene-2-Carboxylic Acid is packaged in a sealed amber glass bottle with secure labeling. |
| Shipping | 4,5-Dibromothiophene-2-carboxylic acid is shipped in tightly sealed, chemical-resistant containers under ambient conditions. Packaging complies with all relevant safety and regulatory guidelines to prevent leaks or contamination. The product is labeled according to hazard standards, and documentation accompanies each shipment to ensure safe handling and compliance during transport. |
| Storage | 4,5-Dibromothiophene-2-carboxylic acid should be stored in a tightly sealed container, protected from light, moisture, and incompatible materials in a cool, dry, and well-ventilated area. Store at room temperature, away from heat sources and oxidizing agents. Properly label and secure the container to prevent spills or accidental exposure, and follow all institutional guidelines for handling hazardous chemicals. |
Applications of 4,5-Dibromothiophene-2-Carboxylic Acid in Industrial Manufacturing4,5-Dibromothiophene-2-carboxylic acid serves as a key fine chemical intermediate in several industrial production streams. Below, we outline core application sectors with detailed regulatory, process, and formulation details specific to the needs of professional manufacturing partners. 1. Pharmaceutical Intermediate SynthesisThis compound acts as a building block for the synthesis of advanced heterocyclic intermediates used in new drug research and commercial active pharmaceutical ingredient (API) development, particularly for molecules incorporating brominated thiophene scaffolds. Production lines use this material in Suzuki coupling, direct acylation, and functionalization steps for the preparation of kinase inhibitors, antifungal agents, and other bioactives where halogenated thiophene derivatives provide crucial pharmacophores for activity and solubility profile tuning. Industry compliance standards
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2. Material Science and Organic ElectronicsProducers employ this compound for the synthesis of high-purity brominated thiophene monomers, enabling subsequent polymerization into semiconducting and conducting polymers such as polythiophenes. These polymers serve in thin-film transistors (TFTs), organic solar cells (OPVs), and organic light-emitting diodes (OLEDs), where the electron-withdrawing substitution pattern builds advantageous optical and electrical properties in the final device materials. Industry compliance standards
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3. Agrochemical SynthesisChemical manufacturers utilize this compound to construct heterocyclic core intermediates for crop protection agents, notably in the development of fungicides and insecticidal actives where brominated and sulfur-containing ring systems are critical for biological activity. The acid functional group offers key reactivity for downstream derivatization, supporting the assembly of unique agrochemical scaffolds tailored for improved spectrum and environmental behavior. Industry compliance standards
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4. Pharmaceutical Analytical Reference StandardsReference material producers deploy this acid for the synthesis and certification of impurity standards, bioactive metabolites, and process impurities required in pharmaceutical quality control testing. The compound’s defined halogenation profile supports the preparation of structurally related standards, enabling high-precision quantification and method validation per regulatory requirements in commercial pharmaceutical labs and formulation stability testing. Industry compliance standards
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5. Dye and Pigment Intermediate PreparationSpecialty dye manufacturers use this carboxylic acid as a precursor for engineering conjugated systems in high-performance organic pigments, especially those requiring specific halogenated thiophene motifs for color stabilization and lightfastness. This compound reacts in palladium-catalyzed coupling and condensation reactions, allowing tailored synthesis of chromophores exhibiting vivid hues needed in plastics, textiles, and printing ink sectors. Industry compliance standards
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Our business revolves around more than just selling chemicals; we spend time refining, controlling, and closely watching each step of the reaction. 4,5-Dibromothiophene-2-carboxylic acid sits at a unique intersection of halogenated heterocyclic chemistry and functional carboxylic acids. The molecular formula runs C5H2Br2O2S and, as we often see, the white to off-white crystalline solid it produces tells more of a story than a dry technical data sheet. The bromination at both the 4 and 5 positions isn't a coincidence—it shapes the behavior of the entire molecule, both in reactivity and downstream synthetic potential. We see requests for this compound rise each year from our long-standing partners in organic electronics and medicinal compound development.
On the production line, we respect this compound’s quirks. Each batch begins with close raw material assessment—over the years, minor variations in starting thiophene quality have taught us how even trace impurities can catalyze side reactions or impact yields. Using direct bromination routes, we keep processes efficient, always aiming for full regioselectivity. The two bromines anchor electrophilicity tightly, making the 2-carboxylic acid group’s chemistry far more pronounced than with less-substituted thiophenes. Over countless production runs, we learned these complex substitutions grant 4,5-dibromothiophene-2-carboxylic acid sharper avenues for Suzuki or Stille cross-coupling than single-bromo analogues, especially when customers want dialkyl or aryl modifications.
Many buyers reach out having faced off-spec material from traders or resellers—residual process solvents or off-ratio isomers can cripple their downstream performance. We address this by tailoring purification: controlled crystallization and multi-stage solvent washes, tested with NMR and HPLC, not just for content but for subtle isomer traces. One regular custom of ours, an R&D group exploring new OLED materials, highlighted how our cGMP-aligned practices reduced unwanted byproducts that their own in-lab prep introduced. Our methodology rewards both scale and precision: frequent instrument checks, cross-verification with independent labs, and deep batch records, not out of formality, but because small aberrations at this step echo across the client’s synthetic chain.
The true value of 4,5-dibromothiophene-2-carboxylic acid emerges not in isolation, but in the hands of creative chemists worldwide. In organic synthesis, its dibromo character means double the leaving group potential for advanced couplings. Medicinal and agrochemical labs reach for it when seeking scaffolds that deliver metabolic stability and structural rigidity. New materials research draws interest for thiophene-based electronics, often through copolymers where the dual bromines grant programmable sites for extension or branching. The carboxylic acid, unlike methyl or ester counterparts, couples directly without additional deprotection, streamlining customer protocols.
During customer visits or technical support calls, we often dig into the differences between 4,5-dibromo versus mono-bromo or 3,4,5-trisubstituted analogues. Some prefer single bromo versions for simpler one-step coupling, but we see double bromination bringing symmetry and facilitating more complex architectures. Applications in sensor technology and specialty pigments also draw upon this unique substitution, since the electronic distribution of the thiophene ring shifts markedly compared to less substituted variants.
Our production yields material sustaining high thermal stability and tightly defined melting points, both keys for process scale-up and regulatory filings. Each synthesis run generates ample side data: DSC curves guide us in shelf-life evaluation, while GC-MS screening exposes trace impurities or degradation products that less careful producers might overlook. Over decades, our feedback cycle—between engineering, QA, and customer application teams—tightens product consistency.
Many of our customers once tried in-house synthesis, expecting routine performance. As several have reported to us over the years, small details matter—reaction exotherm control, careful bromine handling, and absolute dryness in workup stand as make-or-break factors. Outsourcing to our dedicated manufacture brought their projects back on schedule and on spec. Academics and startups working in OLED displays rely on the precise control of electron density and solubility inherent to the 4,5-dibromo substitution, especially since lab-scale material easily fails in device assembly if a supplier neglects isomeric or residual water analysis.
In a notable collaboration, one polymer chemistry group shared test data showing extended charge carrier mobility when building electronic scaffolds from our material, compared to generic supplier lots that introduced trace byproducts interfering with stacking. Another customer, pushing new boundaries in ligand design, leveraged the dual bromo structure to introduce complexity that standard 2-bromothiophene acids never matched, thanks to our batch repeatability.
Pharmaceutical research partners appreciate that our controlled crystallinity and low solvent residues simplify regulatory documentation. We routinely supply full analytical packs—NMR, GC, HPLC—with each delivery, including archived sample retainers for three years. These routines ground our mutual trust; failed syntheses or batch-to-batch unpredictability cost real money and months of lost time for project managers down the chain.
Scaling any thiophene derivative brings its own lessons. Year after year, our team refines practices beyond the basics. Handling two equivalents of bromine safely and avoiding overbromination or ring cleavage took us several process cycles to nail down. Routine air and water content monitoring using Karl Fischer titration, combined with real-time spectroscopic feedback, keeps output on track. Waste management also matters: brominated byproducts demand special handling and careful neutralization before downstream processing. Constant vigilance over reagents, heat, and pressures pays off—common shortcuts picked up from quick internet searches often backfire in practice.
This attention to technical execution gives our customers material free from common contamination issues: residual dibromo-3,4-isomers, colored side-products, or non-volatile salts. Shipment quality stands above recycled, mixed-batch lots that regularly surface in spot markets. From our end, success rests on close technician training, real incident records, and full transparency with buyers when anything unexpected occurs. Overproduction gets batch-labeled, segregated, and stored only when it passes repeat stability and purity tests months after the original process date.
Manufacturing specialty chemicals never stands still. Over the past five years, new clients bringing fresh requirements prompted us to revisit crystallization protocols, solvent choices, and routine analytical stress tests. Some partners required lower metal contaminants for advanced electronics; others flagged odor profiles hinting at trace thiophene oxidation. Each issue cycles into our regular process reviews: changes only roll out once pilot batches track improvements across at least three scales. One time, a key research buyer identified faint infrared absorption bands absent in previous lots; diving into our records, we traced this to a subtle cleaning solvent change in one filtration step and rectified the issue within a week.
We welcome such scrutiny from experienced customers. Supply chain disruptions—especially during pandemic years—highlighted how local material sourcing and flexible batch scheduling limit risks. Teams in logistics and purchasing spend as much time watching resin drum compatibility and transport safety as we do on synthesis itself. Customer suggestions often result in new lot segregation strategies, whether that means shorter cycle times, modified drum liners, or more robust sampling standards.
This culture of continuous adaptation drew in several new partners who’d dealt with unreliable traders juggling unknown origin stocks. Few outside manufacturing realize that a week lost to a poor batch isn’t just a logistics hiccup but a setback measured in both dollars and reputation. Our systems trace inventory and batch flow from raw input to shipment, never relying on generic stockpiles. Regular external audits keep methods honest and, crucially, customers looped into the process.
Years on the floor instill respect for both the expected and unexpected in chemical production. Shipping 4,5-dibromothiophene-2-carboxylic acid worldwide taught us that what works at the plant may not always land perfectly in labs half a world away. Humidity in coastal shipments prompted us to switch to higher-barrier packaging, while seasonal temperature swings in transit called for insulation changes and more robust transport partners. No adjustment makes headlines, but each one accumulates as quieter proof that established processes matter.
Wide-ranging end uses surface with each production cycle. A long-term Japanese partner used our material in advanced dye research, citing specific spectral purity requirements for their thin film trials. Another European buyer tailored new heterocyclic scaffolds, far outside routine pharmaceutical work, because they trusted our ability to maintain isomeric purity batch after batch. Customers with novel needs—say, less than 10 ppm residual halides—push us to sometimes retool equipment or run extended flush cycles, all in the interest of preserving project timelines and credibility for all parties involved.
As environmental expectations shift, we’ve adjusted waste capture and process monitoring systems, prioritizing operator training and secondary containment as more than just compliance steps. Recapturing solvent and offsetting bromine emissions count as both regulatory and practical wins. Our commitment here isn’t marketing—it saves costs, keeps downtime low, and helps customers meet RoHS or REACH aspirations now commonplace across electronics supply chains.
Working closely with R&D customers and regular feedback sessions inform each tweak in our production suite. Manufacturing detail consistently shapes performance in a way that’s easy to overlook: everything from the choice of nitrogen blankets during distillation to the timing of filtration after reflux can alter the impurity profile in ways end-users quickly spot. Our approach? Never rely on a single shift supervisor’s word alone—cross-checks, shift logs, and multi-point sign-off make every batch a shared team outcome.
Some buyers, pushed by stricter application requirements, request supporting chromatograms and deeper impurity profiles before even placing an order. We routinely send full spectral packs, logged chain of custody, and keep every retention sample indexed and accessible. Our customers worry less about contamination or recall histories because each lot links back to operator, date, QC signatures, and retained analytical results on file. Over time, requests evolved from merely wanting product “on spec” to needing consistent particle size distributions, specific isomer profiles, or custom drying cycles.
Distinct from bulk chemical brokers, hands-on manufacturing imparts an unspoken confidence—addressing the field’s reality that unexpected change and real-world use always reveal the long tail of quality. We constantly improve, whether it’s through shorter fill-to-filter hold times, upgraded reactor linings to limit trace leaching, or just old-fashioned process walk-throughs with new staff, ensuring each production cycle tracks the accumulated lessons of years in the business.
Plenty of alternatives flood the market—simple monobromo thiophene acids, methyl esters, or unsubstituted variants appear cheaper on paper or more abundant in stock lists. Experience underscores fundamental differences. The dibromo motif in our principal product reacts cleaner and more predictably in functional group insertions: two viable leaving or insertion points stand ready for complex synthesis where single bromo versions limit extension or require multiple reaction steps.
Some projects moving from laboratory to kilo scale learn the hard way how mono-bromo materials fail to provide consistent yield or react under milder conditions; our derivative maintains both selectivity and reactivity across batches, simplifying both protocol and purification downstream. The carboxyl group on the two position, rather than an ester, allows direct derivatization without additional hydrolytic steps and reduces overall process time. Even similar-looking analogues—4,5-dibromothiophene or 2-carboxylic acids with substitution elsewhere—often underperform in solubility profiles, thermal properties, or application-specific behaviors.
Another notable point differentiating our product: reliable supply traceability and complete regulatory documentation. End-users in pharmaceutical or advanced materials fields often emphasize supplier qualification. Batch uniformity, impurity transparency, and readiness to comply with evolving local or international ordinances on brominated compounds keep many of our longtime partners coming back. They value real answers and clear records over assurances that evaporate upon shipment delays or post-facto apologies.
Much of what sets our operation apart from traders or distributors comes from facing, and solving, challenges firsthand. Unexpected power cuts, sudden supply chain shocks, or international shipping disruptions foster nimble thinking and practical controls. Each time, our team reviews not just the root cause, but ways to build more resilience into processes and information flow.
The move toward greener chemistry and minimized process waste remains at the forefront. Incremental solvent recovery steps, investment in lower-waste bromination, and participation in industry consortia for safer halogen handling mark our commitment to sustainable operation. Customers often echo the same priorities—asking not just for spec sheets but environmental impact profiles and up-to-date safety precautions for every stage, from handling to disposal.
End-user challenges keep us alert: a pharmaceutical partner’s new API program, a university electronics team’s search for improved film-forming materials, or a startup’s scale-up from milligrams to kilograms. Many of these projects start with clear communications and well-defined specifications. Migrating from R&D to commercial supply always brings new hurdles—packaging damage, customs hang-ups, analytical discrepancies—and each learns from the last shipment.
Decades on the production line reveal one truth: genuine quality, reliable specification, and practical solutions for handling and application only come from understanding both the molecule and the process as a whole. We treat 4,5-dibromothiophene-2-carboxylic acid not as a static commodity but as a platform for our customers’ innovations, refining each aspect of its preparation, purification, and documentation with the real world in mind. Clients trust our process because it reflects the daily discipline, technical expertise, and lived experience only direct manufacturing delivers.