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HS Code |
700631 |
| Name | 5,5'-Dibromo-2,2'-Bithiophene |
| Cas Number | 13010-13-4 |
| Molecular Formula | C8H4Br2S2 |
| Molecular Weight | 340.06 |
| Appearance | Light yellow to brownish solid |
| Melting Point | 118-122°C |
| Solubility | Slightly soluble in common organic solvents |
| Purity | Typically ≥98% |
| Smiles | Brc1ccc(s1)c2ccc(Br)s2 |
| Inchi | InChI=1S/C8H4Br2S2/c9-5-1-3-11-7(5)8-4-2-6(10)12-8/h1-4H |
| Synonyms | 5,5'-Dibromo-[2,2'-bithiophene] |
| Storage Conditions | Store in a cool, dry, well-ventilated area away from sunlight |
As an accredited 5,5'-Dibromo-2,2'-Bithiophene factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
| Packing | A 5-gram amber glass bottle, tightly sealed, labeled "5,5'-Dibromo-2,2'-Bithiophene," with hazard warnings and product details. |
| Shipping | 5,5'-Dibromo-2,2'-Bithiophene is shipped in tightly sealed, chemically resistant containers, typically under inert gas or desiccated conditions. Packaging complies with international safety and transportation regulations for hazardous materials, ensuring protection against moisture, light, and accidental release. Proper labeling and documentation accompany each shipment for safe handling and regulatory compliance. |
| Storage | 5,5'-Dibromo-2,2'-Bithiophene should be stored in a tightly sealed container, protected from light, moisture, and sources of ignition. Store in a cool, dry, well-ventilated area, away from incompatible substances such as strong oxidizers. Handle under an inert atmosphere if possible. Use gloves and appropriate PPE when handling, and ensure proper labeling and hazard communication measures are in place. |
Applications of 5,5'-Dibromo-2,2'-Bithiophene in Industrial ManufacturingAs a direct manufacturer, we supply 5,5'-Dibromo-2,2'-Bithiophene to downstream industries focused on advanced electronic materials, specialty polymers, and organic synthesis. Its unique molecular structure makes it a key building block for high-value performance materials and functional products. Below, we outline specific industry applications with detailed integration practices and compliance requirements. 1. Organic Semiconductor Material SynthesisDownstream electronic component and display panel manufacturers use 5,5'-Dibromo-2,2'-Bithiophene for producing semiconducting oligomers and polymers, such as polythiophenes and donor-acceptor copolymers. It acts as a core monomer in Stille and Suzuki coupling polymerizations, ensuring high charge carrier mobility in organic thin-film transistors (OTFTs), organic photovoltaics (OPVs), and OLED devices. Controlled purity and bromination level are critical for device consistency during scale-up polymerizations. Industry compliance standards
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2. Advanced Electronic Ink FormulationProducers of printable electronics and functional inks incorporate this raw material as a key precursor in the synthesis of π-conjugated oligomers for high-performance ink formulations. Its dibromo functionality allows precise end-capping and molecular weight control, optimizing solubility and film-forming properties needed for inkjet-printed circuits and antennas. Strict contamination control during purification prevents device defects. Industry compliance standards
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3. Photovoltaic Polymer SynthesisPhotovoltaic industry suppliers utilize 5,5'-Dibromo-2,2'-Bithiophene as a critical donor monomer for manufacturing low-bandgap conjugated polymers in solar cell applications. Reaction conditions such as temperature and catalyst loading require precise optimization due to the dibromo group reactivity, aiding in producing polymers with narrow molecular weight distribution and consistent light absorption properties. Industry compliance standards
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4. Synthesis of Specialized Conducting PolymersSpecialty chemical companies select this material for producing bithiophene-based conducting polymers with custom electronic properties for use in sensors, antistatic coatings, and electromagnetic shielding. Its symmetrical dibromination ensures consistent polymer chain propagation in controlled oxidative or coupling polymerizations, leading to reproducible electrical profiles in finished films and foams. Industry compliance standards
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5. Active Layer Material for Organic Field-Effect Transistors (OFETs)OFET manufacturers use this compound as an essential building block in the synthesis of transport polymers. It provides precise control over conjugation length and crystallinity, directly impacting device threshold voltage and ambient stability. Its integration at defined points in the synthesis ensures reproducible deposition behavior during spin coating or vacuum evaporation. Industry compliance standards
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6. Precursor for Functionalized Thiophene DerivativesChemical R&D and pharmaceutical intermediate producers utilize the dibromo functionality to introduce targeted substituents via cross-coupling reactions. This enables the synthesis of functionalized bithiophenes and thiophene-based ligands, which serve as key chemical intermediates in the preparation of specialty catalysts, light-emitting materials, or ligands for metal coordination compounds. Industry compliance standards
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At our facility, chemistry stands on three legs: experience, scale, and a methodical approach. 5,5'-Dibromo-2,2'-Bithiophene illustrates this principle as well as any material in our lineup. We have produced this molecule through years of refinement, not only optimizing yield but also focusing on removing even the smallest traces of unwanted side products, since these can throw a wrench into sophisticated syntheses later down the line. In our process, 98.0% purity does not mean “about” — it means every batch matches or surpasses that minimum, batch after batch, within 0.1% variance.
This molecule, with its two thiophene rings bridged and selectively dibrominated at the 5 positions, opens a reliable gateway for building functional organic frameworks. Over the last ten years, we have watched the rise of organic electronics, polymer LED research, and next-generation photovoltaic concepts. Researchers, seasoned engineers, and project leaders in these fields keep coming back for this compound because the structure does not just look promising on paper. The real advantage comes in practice, in large-scale coupling reactions and precision syntheses, where batch-to-batch consistency makes or breaks a project’s timeline.
Some organobromine intermediates bring nagging challenges — odd odorous impurities, color darkening on storage, or unpredictable melting points. Our experience tells us that labs push their luck when susbstituting similar molecules for 5,5'-Dibromo-2,2'-Bithiophene, thinking the chemistry will run the same. Several of our industrial customers once tried cheaper lots from unknown sources and returned, citing “unexplained residues” and “clogged filtration systems”. Our batches remain white to off-white crystalline solids across seasons, and remain stable, minimizing downtime and rework.
Synthetic chemists recognize the trap of confusing one dibromo bithiophene isomer for another. Misregistration on the thiophene ring or non-selective halogenation might look like trivial details, but they cause enormous downstream headaches. We rely on NMR verification, GC-MS, and colorimetric checks for every batch, so projects relying on Suzuki, Stille, or Kumada coupling do not encounter unreactive side products or trace metals left from a rushed or poorly purified precursor.
We have scaled our production capacity severalfold in the last five years, never trading off on these details. Each kilogram produced has to match our promise. Some research partners look to lower price points from third-party suppliers and then discover, mid-project, that yields fall off or product purification takes threefold longer. That feedback ended up on our doorstep surprisingly often during the early days of organic electronic materials, and drove us to double down on control — strictly limiting trace contaminants like ferric bromide or other transition metals so catalysis proceeds as expected.
Right now, the need for more efficient conductive polymers and organic field-effect transistors keeps growing. Any researcher building new architectures for organic semiconductors has to start from reliable blocks — the more predictable their performance, the better the result. This compound emerges as a core precursor for poly(3-hexylthiophene) and various bithiophene-based donor-acceptor structures. The most respected publications highlight how purity at this stage of the chain dictates both electrical mobility and reproducibility of final device properties. Reports showing the loss of carrier mobility or erratic photophysical characteristics tied directly to poorly-made starting materials cross our desks regularly. We have worked side by side with academic and private partners troubleshooting these exact issues, helping labs pinpoint whether the feedstock or methodology caused their production headaches.
Some projects earmarked for OLED and OPV prototyping hit bottlenecks, not because of design flaws, but because insufficiently pure 5,5'-Dibromo-2,2'-Bithiophene dragged down reaction yields or forced extensive post-synthetic cleanup. Once we supplied verified, high-purity material, yields climbed, spectroscopic signatures stabilized, and device performance curves smoothed out. Over time, the lesson became clear: original research falters if the core building blocks come with unpredictable baggage.
We make 5,5'-Dibromo-2,2'-Bithiophene in a multi-stage reaction, closely monitoring intermediates and purification steps. Our team engineers the temperature profile, choice of solvent, and halogen source to minimize formation of trisubstituted side products. The final product, a pale crystalline powder, moves through several washes and recrystallizations before hitting our analytic labs. Here, we have logged several dozen failed batches over the years, not as waste, but as feedback. Early in our history, runs with rushed filtration or too aggressive bromine equivalents threatened to push trace impurities up by 0.2-0.5%. That was a wakeup call: control in organosulfur chemistry saves time and money on the downstream side.
We chose to invest in high-field NMR rather than settle for the industry’s looser purity checks. Every lot is tracked with both chromatographic and spectrometric signatures, and we track subtle shifts — down to the broadening of specific aromatic protons — as an early warning for unforeseen impurities. This attention to detail became more urgent over the past decade, as the demands of organic photovoltaic and field-effect transistor development outpaced older specification norms.
Conversation with our largest electronics client led us to tighten our process water standards too. Trace amounts of iron or nickel creeping in from older purification glassware threw off their downstream coupling reactions. Swapping in new, non-reactive glassware and changing to steel reactors at key stages brought those contamination rates down to less than 10 ppm. This change alone reduced customer complaints about darkening or off-spec melting points by more than half.
Many reach for alternative brominated thiophenes, or use a mix of 5,5'-dibromo and less selective products. The difference might not stand out for a simple school-lab demonstration, but in scaled-up organic synthesis or electronic device fabrication, “close enough” leads to wasted runs. Our technical contacts remind us that this isn’t just about atomic placement. Differences in melting point — ours reliably between 149 and 152°C — and in color or moisture uptake actually point to subtle contaminant profiles, often a sign of unreliably controlled halogenation. We have received samples from other producers ranging in color from off-white to yellow or brown, correlating directly to variable outcomes in downstream reactivity. Properly made 5,5'-Dibromo-2,2'-Bithiophene dissolves smoothly in chlorinated solvents, resists caking, and grants even, predictable coupling in cross-coupling reactions.
Structurally similar molecules sometimes used as stand-ins — like 2,2'-dibromo-5,5'-bithiophene — cannot substitute seamlessly. The positional change in bromination throws off the entire electronic character of the process, and careful researchers notice shifts in reactivity, solubility, and coupling efficiency. Those differences amplify at the pilot plant scale, where a single miscalculation implies hours wasted or major lost yield.
Running any halogenation chemistry at scale can become an environmental risk, so we have prioritized closed-loop bromine recovery and neutralization over the years. Our commitment isn’t about checking regulatory boxes but about respecting both our staff and the neighborhood around our plant. Brominated solvent waste heads to an on-site treatment facility, where we neutralize and recover the residuals before disposal or recycling. Worker exposure limits remain well below government thresholds, and our monitoring program picks up stray emissions before they can become health hazards.
Bromine routes, if unwatched, produce large volumes of acidic waste water, so we operate buffered holding tanks and onsite neutralization. We audited our own process annually, reviewing flow rates and soil-testing effluents around our perimeter. Last year, following chain-of-custody tracking, we cut process water requirements by 18%, simply by switching metering on two washing stages. These may not sound like dramatic changes, but at thousand-liter scales, impact adds up quickly, and our waste bills dropped accordingly. This experience also reassures our clients — materials sourced from us come with a minimal environmental shadow.
University research groups, small spin-off startups, and multinational device firms order our product for a shared reason — dependability. Feedback from three continents suggests that for each application, from exploratory π-conjugated polymer synthesis to years-long manufacturing of OFET backbones, our 5,5'-Dibromo-2,2'-Bithiophene holds up. Recent collaborations with device makers highlighted the compound’s value in advancing organic display technology. In those setups, companies tracked a correlation between trace impurity levels in bithiophene feedstocks and device degradation rates after prolonged use. By standardizing on our material, rework dropped, and device aging curves improved.
Within research chemistry, the compound acts as the key handle for developing custom functionalized thiophenes. Any organometallic coupling — whether catalyzed by palladium or nickel — displays higher reproducibility and cleaner NMR spectra when starting here, reducing unreadable byproducts. This simple improvement means less time in purification columns and fewer hours lost to troubleshooting inconsistent polymerization behavior.
Scale-up brings its own challenges. Some lots tested at kilogram scale behave differently than hundred-gram research lots. Variability in trace halide content or inconsistent drying leaves large manufacturers in a lurch. Our attention to full-scale homogeneity counters this headache; since switching to larger reactors and new finishing controls three years ago, the returned batch rate dropped under one percent — and those exceptions came before client shipment, not after.
Over twenty years, we have adapted our protocols as new evidence and feedback from industrial clients and academic innovators alike came in. Chemists make progress when the starting blocks simplify the complex, rather than add uncertain variables. 5,5'-Dibromo-2,2'-Bithiophene demonstrates this principle clearly: predictability adds measurable value. Our customers include major firms ramping up for organic solar module deployment, as well as laboratories aiming to solve conductivity bottlenecks in advanced materials. We share in the stakes. Our most challenging periods taught us that early-stage control dictates late-stage success, and course-correction is cheaper upstream than downstream.
The journey refining this product led us to invest in analytic discipline, plant and process modifications, and a direct, consistent feedback loop with end-users. By focusing on the actual use-cases of the molecule, rather than only aiming for cost or volume, we achieved a consistency that endures over shipment distances and storage cycles. Simple respect for the chemistry, attention to operator safety, and environmental stewardship have all played roles in developing a material that many downstream researchers now take for granted as a stable, clean starting point.
While some might view bulk chemical synthesis as a commoditized job that relies only on textbook procedures, real-life problems emerge at scale. Reacting to real feedback, hearing from researchers whose projects hinge on subtle differences, and adjusting accordingly separate out successful producers from those who are quickly passed over. We took hard lessons — both on the chemistry bench and at shipping docks — and gave each its due attention. Our version of 5,5'-Dibromo-2,2'-Bithiophene is the product of that concrete experience, not an abstract ideal. It has earned its role as a reliable entry for custom bithiophene-based frameworks and electronic materials, continually refined in concert with evolving research priorities and industrial needs.
Organic electronics, solar, sensing, and advanced polymeric materials will keep expanding and shifting. Each advance in device efficiency, shelf-life, or reliability starts on the chemical side, at the stage of the initial coupling partner. We pay attention to new findings, both in peer-reviewed journals and from conversation on client calls, and bring these lessons back into our operating protocols. Molecular purity, trace contaminant control, and waste minimization continue as key priorities. It’s a matter of pride for our operations crew and research staff that each shipment sent reflects our real-world commitment, not just minimum specification claims.
We expect bithiophene chemistry to drive new material classes not even imagined a decade ago. As chemistry partners, we stay present for those changes — listening to what each customer’s bench chemistry or device test results say, and responding with the level of precision and reliability that keeps future innovation moving at a practical, real-world pace. 5,5'-Dibromo-2,2'-Bithiophene, from our hands, represents both where we have been and where leading-edge applications will soon go.