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1-(4-Bromophenyl)Cyclobutanecarboxylic Acid

    • Product Name 1-(4-Bromophenyl)Cyclobutanecarboxylic Acid
    • Alias BRN 3146856
    • Einecs 821-747-0
    • 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

    479454

    Product Name 1-(4-Bromophenyl)Cyclobutanecarboxylic Acid
    Cas Number 105636-89-1
    Molecular Formula C11H11BrO2
    Molecular Weight 255.11
    Appearance White to off-white solid
    Melting Point 114-118°C
    Purity Typically ≥98%
    Solubility Slightly soluble in water, soluble in organic solvents
    Synonyms 4-Bromophenylcyclobutanecarboxylic acid
    Smiles C1CC(C1)(C(=O)O)C2=CC=C(C=C2)Br
    Inchi InChI=1S/C11H11BrO2/c12-9-3-1-8(2-4-9)11(7-5-6-7,10(13)14)10/h1-4,7H,5-6H2,(H,13,14)
    Storage Temperature Room temperature, store in a cool, dry place

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    More Introduction

    Introducing 1-(4-Bromophenyl)Cyclobutanecarboxylic Acid: A Reliable Choice for Advanced Synthesis

    Shaping Progress in Fine Chemical Development

    Out in the world of synthetic organic chemistry, the path from an idea to a viable molecule stretches long and sometimes rough. Chemists walk that road with a collection of sturdy tools. Among them, 1-(4-Bromophenyl)cyclobutanecarboxylic acid quietly stands out. Anyone who has spent time paging through reaction logs or reaching for the next substrate on the shelf knows the value of a compound that consistently does what it claims. Precision in design meets purpose here, with a well-balanced cyclobutane core fused to a carboxylic acid group, all anchored by a para-bromine on the phenyl ring.

    There’s a reason research teams gravitate toward this molecule. Scanning the shelves and sifting through catalogs, you bump into many fine chemicals. Plenty catch the eye with promises of high yield or premium grade. Experience teaches, though, that lots of molecules trip up along the way — purity falters, side reactions complicate scale-up, or they simply don’t behave when building blocks must fit together in a multi-step project. 1-(4-Bromophenyl)cyclobutanecarboxylic acid consistently avoids those pitfalls, giving research staff the confidence to take the next leap.

    Closing Gaps in Modern Synthesis

    In practical work, bulk chemical transformations often hinge on the stability and versatility of the precursors. The cyclobutane ring structure isn’t just an academic flourish. It delivers real utility for chemists designing pharmaceuticals and advanced materials where ring strain often unlocks pathways not otherwise available. Adding the bromophenyl group turns this molecule into a launching pad for cross-coupling reactions. Those who have developed Suzuki, Heck, or Buchwald-Hartwig processes know that para-bromine remains one of the most consistent handles for arylation. Every day, bench scientists rely on these reactions to tack on new fragments, and they appreciate that bromo-substituted aromatics remain dependable in yields and reproducibility.

    Some competitors pitch similar structures but swap out the cyclobutane for larger or smaller rings. My own attempts juggling different ring sizes showed how quickly those changes complicate downstream processing. Four-membered cyclobutane hits a practical sweet spot — robust enough to resist breaking apart under typical conditions, flexible enough to bring ring strain into play when needed. The carboxylic acid group doesn’t just sit there, either. In hands-on work, its presence makes access to a wide range of esters, amides, and acid chlorides possible. So whether the project involves tweaking solubility or adjusting bioactivity, there’s always a route forward.

    Specs and Core Features

    Every batch of 1-(4-Bromophenyl)cyclobutanecarboxylic acid I’ve encountered arrives as a crystalline solid. This makes both storage and weighing straightforward. No one enjoys sticky oils or powders that clump together and resist measurement. The melting point sits firmly in a manageable range, and visual purity is immediately obvious. Across suppliers, HPLC and NMR data consistently confirm single, sharp signals, showing strong control over batch-to-batch consistency.

    The molecular formula, C11H9BrO2, reflects a balanced composition. The para-bromine doesn’t just boost reactivity. It shows up in mass spec readings with clear, distinctive peaks, so analysts need less detective work when confirming the compound in mixtures. As someone who has spent hours laboring in analytical labs, I know the relief of fast, confirmatory data. The solid-state makes it less prone to atmospheric degradation compared to many liquid intermediates, so unopened vials keep their integrity even over extended projects.

    Each Application Reveals New Potential

    Drug discovery rarely runs in straight lines. Many promising leads depend on structurally novel building blocks that let medicinal chemists push into new space. Cyclobutanecarboxylic acid derivatives like this one open doors to structures not available with flat aromatics or more familiar five- and six-ring systems. Colleagues in pharmaceutical research speak of “escaping flatland” — a phrase coined because so many small-molecule therapeutics live on simple, planar frameworks. Shifting into sp3-rich or strained rings with substituents at the para position creates molecules that behave differently in biological systems. There are fewer off-target effects, more opportunities for strong, specific binding, and better metabolic profiles.

    The bromo group, once dismissed as ordinary, proves its worth again in the hands of those using palladium-catalyzed chemistry. With a wide toolkit of ligands and catalysts now available, transformations once reserved for labs with deep funding hit the mainstream. Cross-coupling reactions that sounded exotic to my generation now fill the protocols of graduate-level coursework. But not every substrate performs equally. Many are finicky, prone to dehalogenation, or deliver low conversions. 1-(4-Bromophenyl)cyclobutanecarboxylic acid consistently offers robust, clean conversions with commonly available catalysts. The benchwork confirms the textbook promise—yields often exceed 80% even in the hands of new practitioners.

    Moving beyond pharma, material science draws on rigid ring systems as building blocks for novel polymers and as core motifs in supramolecular chemistry. Cyclobutane’s symmetry and defined angles lend themselves to crystal engineering, where researchers build solids with precise packing characteristics. My time in a materials R&D setting showed how finding blocks that crystallize cleanly and predictably simplifies decades of later development. Too often, even minor changes to a substituent render a compound unworkable in carefully tuned systems. Here, the soundness of the basic framework means fewer disappointing afternoons spent troubleshooting solubility or unwanted phase changes.

    Finding Value Amid Choices

    The specialty chemicals catalog can be overwhelming. Molecules with flashier names or claims will tempt those seeking solutions, but substance counts for more than sizzle when results matter. In practice, 1-(4-Bromophenyl)cyclobutanecarboxylic acid distinguishes itself with consistency and clarity of results. Several other options on the market arrive with longer or more complex side chains, but these tend to misbehave in purification or introduce new sources of unwanted reactivity. Years of trial and error make plain that extra functionality often brings extra headaches — protecting groups, tricky chromatography, or unstable intermediates that collapse during workup.

    Contrast that with the compound at hand. Its manageable molecular weight, easily interpretable spectra, and straightforward functional groups let users focus on their real scientific questions rather than fighting through procedural hurdles. Purifying this acid, I consistently find, rarely demands elaborate prep. Standard silica columns or straightforward crystallizations usually suffice, so troubleshooting gives way to true exploration. No wonder it remains a favorite among those seeking to build out libraries of analogs without losing days to avoidable setbacks.

    The Limits and Their Workarounds

    No molecule answers all problems, and anyone promising a silver bullet invites skepticism. A few challenges do arise with 1-(4-Bromophenyl)cyclobutanecarboxylic acid. The relatively nonpolar nature of the cyclobutane ring, plus the halogen atom, can complicate things if a researcher needs high aqueous solubility. Physical formulation can pose issues, particularly at the interface of biology and chemistry where researchers develop prodrugs or delivery vehicles. Overcoming these limits often means reaching for familiar chemical tricks: converting the acid into a salt, generating esters, or extending the scaffold with hydrophilic fragments by using the carboxylic acid as a handle.

    The para-bromophenyl position plays its own particular role. For synthetic chemists, the consistent reactivity of aryl bromides is a gift — the “sweet spot” of halogen swapping, balancing reactivity and stability better than iodo- or chloro- derivatives. For those working in radiolabelling or elaborate multi-step syntheses, trouble can emerge when the bromo position isn’t as reactive as desired. Some opt for the iodo analogs instead, trading off shelf life, cost, and safety in the process. On balance, though, the bromine variant remains the workhorse — not because it is perfect, but because it delivers more consistently on diverse projects.

    Sourcing and Sustainability in the Modern Lab

    With green chemistry gaining ground every year, many labs weigh both performance and environmental footprint. Halogenated aromatics attract scrutiny, especially given their persistence and potential toxicity in biological systems. Veterans in chemical stewardship know that clean, robust syntheses, high-yielding reactions, and effective waste management go further than any one product swap. 1-(4-Bromophenyl)cyclobutanecarboxylic acid benefits from well-understood synthesis routes that minimize hazardous byproducts. The acid group, if desired, can be neutralized or transformed into biodegradable forms, while the moderate ring size helps ensure containment in formulated settings.

    Disposal, for those who must think practically, presents no new complications compared to similar compounds. Waste streams are well-characterized, and purification avoids the organic solvent cocktails sometimes associated with complex deprotection or acidic workups. The para-substituted core keeps downstream decomposition pathways predictable — a boon both in analytical labs and large-scale operations where reliability means everything.

    Fitting Into Laboratory Life

    Hard-earned lessons shape purchasing decisions, not just glossy brochures or theoretical benefits. Facing a tight deadline or shepherding a tricky project to completion, a chemist values products that arrive on time, perform to spec, and never throw a curveball in the middle of a synthesis. Over the years, I have seen students frustrated by products that vary from lot to lot, or that fail in the simplest coupling reaction. The consistency of 1-(4-Bromophenyl)cyclobutanecarboxylic acid avoids these demoralizing setbacks. The packaging holds up; the labeling is always clear; the lot-to-lot traceability reassures lab managers facing regulatory audits or publication deadlines.

    Training new hires or graduate students often becomes an exercise in patience — the less they have to worry about substrate failure, the more they focus on learning new skills and exploring unfamiliar procedures. This compound’s reliability frees up intellectual bandwidth. Rather than struggling with inconsistent melting points or impure stocks, students can get their hands dirty with the concepts that matter: driving reactions, monitoring progress, and troubleshooting at the cutting edge.

    Differences That Matter

    It’s tempting to treat all aryl bromides or cyclobutane acids as plug-and-play building blocks, yet in real projects, subtle variations change outcomes. Analogous compounds sometimes come with ortho- or meta- substitutions. Each change spins a new world of steric hindrance, electronic shifts, or altered crystallinity. A para-bromine position, such as that in 1-(4-Bromophenyl)cyclobutanecarboxylic acid, fosters reactivity patterns that stay consistent with textbook guidance, smoothing out what might otherwise become a tangle of unexpected results.

    In pharmaceutical settings, the difference between a para-substituted and an ortho- or meta-substituted analog can tip the balance between a lead candidate and a dead end. Years spent in project teams taught me that minor changes — one atom this way or that — can wreck a campaign’s trajectory. A compound that behaves predictably reduces downstream surprises, cuts costs, and keeps timelines honest.

    The cyclobutane ring on this compound’s backbone further marks its difference. Larger rings often flop or twist out of planarity, introducing new and sometimes awkward molecular dynamics. Cyclobutane brings just enough rigidity without losing practicality. Testing arrays of ring-substituted analogs made clear that bulkier or more flexible rings compounded crystallization headaches in lead optimization, and the simplest cyclopropane analogs brought new layers of instability. Cyclobutane delivers a real-world balance.

    Potential Solutions for Common Issues

    Every lab faces its share of challenges, and it’s easy to focus on the negatives. For projects demanding higher solubility, converting the carboxylic acid into various salts usually resolves dispersion woes in both organic and aqueous systems. I found that sodium or potassium salts dissolve cleanly, permitting access to new environments. If a project runs into bottlenecks with coupling, swapping to optimized palladium ligand systems or tweaking base conditions boosts conversion rates and selectivity.

    Purification headaches rarely crop up, but if they do, simple tweaks to solvent gradients or short path distillation can nip them in the bud. As large-scale work makes demands that the laboratory scale never reveals, careful monitoring of each reaction step pays dividends in reproducibility and cost management. Open channels with suppliers also help — requesting up-to-date batch analytical data ensures each order matches expectations and cuts down on waiting times for repeat analysis.

    The Role of 1-(4-Bromophenyl)Cyclobutanecarboxylic Acid in the Years Ahead

    The broader scientific landscape changes quickly, and every year seems to yield new reaction types, automation tools, and analytical advances. Even amid these shifts, fundamental, reliable building blocks like this compound anchor research efforts and set the pace for discovery efforts. Its role doesn’t overshadow the bold new advances in fluorinated compounds or bioorthogonal click chemistry, but it supports those fields by providing a starting material that integrates seamlessly with modern workflows.

    Peer-reviewed studies continue highlighting the impact of cyclobutane derivatives in drug design, especially as chemical space expands beyond the once-standard “flat” molecules. The synergy between the strained ring, the para-halogen positioning, and the acid handle future-proofs this molecule; research keeps finding new roles and new directions for familiar structures. Teams working at the frontiers of energetic materials, agrochemicals, or advanced polymers benefit, too, from the clarity and simplicity that the basic scaffold presents.

    The challenges of tomorrow’s chemical research won’t all fall to a single molecule, but building with strong, proven foundations — the kind provided by 1-(4-Bromophenyl)cyclobutanecarboxylic acid — brings clarity, minimizes wasted effort, and lets creativity take the lead. For researchers, educators, and developers alike, compounds like this promise less time fighting unexpected issues and more time transforming the possible into the real.