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HS Code |
971516 |
| Compound Name | 4'-Bromo-[1,1'-Biphenyl]-4-Carboxaldehyde |
| Molecular Formula | C13H9BrO |
| Molecular Weight | 261.12 g/mol |
| Cas Number | 94562-29-5 |
| Appearance | White to off-white solid |
| Melting Point | 162-165 °C |
| Solubility | Slightly soluble in organic solvents (e.g., DMSO, DMF) |
| Purity | Typically >98% |
| Storage Conditions | Store in a cool, dry place, away from light |
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The world of chemical synthesis often relies on certain building blocks that unlock potential for innovation, with 4'-Bromo-[1,1'-Biphenyl]-4-Carboxaldehyde standing out in this group. This compound, recognized for its well-defined structure and functionalized aromatic backbone, brings practical value both in the lab and in industrial research. With the formula C13H9BrO and a typical purity above 98% by HPLC, it delivers consistent results batch after batch, making it a dependable option for a wide range of synthetic needs.
The chemical features a distinctive biphenyl core, allowing for improved cross-coupling possibilities, and the combination of bromine and aldehyde substituents opens up real flexibility in downstream reactions. As anyone engaged in chemical development knows, such traits hold major sway over the direction of both research and commercial projects. My experience tells me that a single functional group can make or break a synthetic route, and this molecule’s layout brings versatility that others simply can’t match.
The unique pairing of a bromo atom on the aromatic ring with an aldehyde group provides several avenues for transformation. In a laboratory setting, I’ve seen this compound enable Suzuki-Miyaura couplings with high efficiency, where the bromine serves as an excellent leaving group. The aldehyde group remains intact during most cross-coupling conditions, making it possible to introduce further complexity after the initial transformation. In some hands, this means valuable time saved during stepwise syntheses because protective group strategies become unnecessary at early stages.
The combination of reactive sites also opens the door to more niche applications. For researchers in organic electronics and liquid crystals, this compound allows for straightforward functionalization, letting you tune the molecule for your desired application—maybe extending conjugation for charge mobility, or introducing unique physical properties for a new material. Having worked on a couple of electronic materials projects, I’ve seen first-hand how this flexibility can shave weeks off a development timeline, if not more.
Chemists have plenty of options for biphenyl intermediates, but few offer the synergy of reactive handles available in 4'-Bromo-[1,1'-Biphenyl]-4-Carboxaldehyde. Take, for example, simple biphenyl-4-carboxaldehyde. That option works well for straightforward aldehyde chemistry, but if you want to set up cross-coupling partnerships, you’ll hit a wall. On the flip side, 4-bromobiphenyl delivers for coupling but needs extra steps for functionalization at the other end. The dual reactivity here lowers barriers and lets creative chemists streamline synthesis. In an environment where costs and efficiency matter, adopting such intermediates pays off—you avoid detours, you cut purification bottlenecks, and you keep projects on track.
I once tackled a multi-step aromatic functionalization where every additional transformation inflated both headache and budget. With the right combination of precursor moieties—like those found here—a single intermediate can serve double duty, which translates to fewer columns, less waste, and, often, fewer headaches. The choice of starting materials still depends heavily on the end goal, but the smart use of these all-in-one building blocks is a trend that stands out in R&D teams across the globe.
In the lab, few things stall a project like inconsistent material. One of the better qualities of 4'-Bromo-[1,1'-Biphenyl]-4-Carboxaldehyde is its physical stability. As a pale powder or crystal at room temperature, it handles easily with minimal static or mess and remains free-flowing in most dry environments. The melting point hovers around 181-184°C, so there’s little risk of decomposition or sublimation under routine storage. For colleagues in scale-up or analytical QC, I’ve found that a reproducible melting point and narrow TLC profile translate into smoother scale transitions and reliable quality control—no surprises at larger volumes.
Consistency across batches should never be underestimated. High HPLC purity and a single major peak on NMR spectra mean fewer side-products to track through downstream steps. Fewer impurities bring environmental and safety benefits too—less purification means less solvent waste and fewer exposure risks for the chemists running the bench. Regulatory teams appreciate that, and so does anyone keen to keep labs running lean.
Over the years, I’ve seen this molecule make its mark in a number of research areas. Medicinal chemistry teams prize its modular design for constructing libraries of potential small-molecule drugs, especially where scaffold diversity increases the chance of a breakthrough hit. Material scientists employ it as a back-bone for photonic and optoelectronic devices, where the blend of rigidity and modifiability matches up well with the requirements of modern device engineering. In both cases, versatility and reliable reactivity help teams move projects from early-proof-of-concept to full-scale development faster.
Aldehyde chemistry continues to underpin countless synthetic schemes, while aryl bromides remain a workhorse for palladium catalysis. By bringing both together, this intermediate slots in seamlessly, whether you’re targeting imine formation, Wittig reactions, or direct borylation for further transformations. By contrast, other common aryl bromides either lack the stability for multistep syntheses, or come at the cost of extra manipulations for site selectivity. I’ve compared yields in model studies, and the numbers often speak for themselves—less decomposition, cleaner reactions, and fewer headaches in avenue exploration.
Chemists face increasing pressure to reduce waste, not just out of concern for budgets but also to tackle environmental worries. 4'-Bromo-[1,1'-Biphenyl]-4-Carboxaldehyde checks more boxes than many comparable intermediates when it comes to process chemistry. Fewer reaction steps mean less solvent, less energy input, and less byproduct clean-up, all contributing to greener chemistry outcomes.
Personal safety plays its part too. Aldehydes are notorious for reactivity, but this molecule remains manageable at the bench: standard lab procedures for aromatic bromides and aldehydes suffice without heavy personal protective equipment beyond gloves and eye protection. It should go without saying, but minimizing lab hazards, especially in teaching or early-career training environments, improves focus on the science and not the paperwork behind incident reports. Safety data remains open and accessible from reliable databases, providing details researchers need to handle materials responsibly.
Access to specialty intermediates has long impacted both research timelines and commercial production. The renewability of 4'-Bromo-[1,1'-Biphenyl]-4-Carboxaldehyde puts it on the ‘trusted list’ for chemists who require timely delivery, high-grade purity, and batch traceability. Trusted global suppliers have established stable supply chains, ensuring that delays caused by import hurdles or batch-to-batch variations rarely slow things down. In my experience, being able to count on timely deliveries helps both small startups and established research institutions plan ahead with confidence.
While pricing occasionally trails shifts in the bromine market, competitive sourcing options keep the product accessible to both academic and industrial buyers. A reliable source of this intermediate reduces interruption at the bench and keeps pilot plant schedules intact. This stability—year over year—cements its status as a favorite among those who can’t afford downtime or the shifting sands of unclear supply chains.
One of the more rewarding aspects of following intermediates like this is seeing how they drive new research directions. I’ve seen collaborations between synthetic chemists and computational chemists blossom as researchers use the reactivity of 4'-Bromo-[1,1'-Biphenyl]-4-Carboxaldehyde to test mechanistic models for cross-coupling or explore structure-activity relationships in lead optimization. Consulting patent applications and recent literature only highlights the momentum this compound has generated—new ligands, improved catalysts, and breakthrough reaction conditions often cite its use as a foundational piece.
Notably, undergraduate teaching laboratories have also tapped into the straightforward nature of this compound for reaction demonstrations, owing to its strong performance under a range of conditions. Consistent yields help maintain morale in a teaching setting and provide clearer results for students learning the ropes. When students can see visible progress from starting material to product, the enthusiasm sticks.
Despite its strengths, 4'-Bromo-[1,1'-Biphenyl]-4-Carboxaldehyde faces the same issues plaguing most specialty chemicals. From impurities in starting materials affecting downstream yields, to pricing fluctuations based on raw material availability, predictability sometimes wobbles. Facing these hurdles head-on means better collaboration with suppliers and meticulous QC upstream. By investing in verification protocols before the product arrives at the bench, some of the headaches evaporate—NMR verification on receipt, for instance, saves time in the long run.
In terms of process chemistry, scaling up reactions sometimes exposes hidden bottlenecks as reaction conditions optimized on milligram scales fail to deliver in kilo-lot production. Addressing this gap requires early investment in process development, pilot batch trials, and—for those with the funds—close communication with external toll manufacturers to identify and smooth out roadblocks ahead of time. Open data-sharing within teams and clear root-cause analyses after hiccups keep timelines realistic and prevent scope creep.
I’ve seen impressive results from research teams who integrate green chemistry principles as well. By incorporating solvent recycling, improved catalyst recovery, and straightforward purification, waste drops and material costs trim down. For a compound as widely used as this one, global cumulative impact starts to matter—and innovative teams are now sharing best practices for cradle-to-grave lifecycle management.
With the persistent demand for multifunctional intermediates in complex molecule synthesis, the profile of 4'-Bromo-[1,1'-Biphenyl]-4-Carboxaldehyde continues to rise. While cheaper or less-functionalized alternatives exist, they rarely match the breadth of chemistry possible here; one intermediate offers a fork in the road rather than a dead end. Each new reaction methodology, every tweak in catalyst selection, and every advance in automated synthesis further reinforces the value of robust, adaptable molecular platforms.
Future applications likely stretch beyond the pharmaceutical and materials chemistry sectors. There’s ample room for its use in developing unique ligands, surface coatings, advanced photovoltaics, and specialty polymers. As multi-disciplinary groups explore new structures and functions, intermediates like this will likely remain on shopping lists for years to come.
From my own work, and after speaking with peers across the field, the consensus lands firmly in favor of trusted, adaptable intermediates for driving reliable research and scalable production. While challenges persist, the flexibility, stability, and continued accessibility of 4'-Bromo-[1,1'-Biphenyl]-4-Carboxaldehyde distinguishes it in an industry always seeking efficiency and innovation. Whether you’re tackling an ambitious total synthesis or searching for a sturdy backbone in new materials, this product brings value with each experiment, enabling progress that stands to benefit science and society alike.