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2-(4-Bromophenyl)-1H-Imidazole

    • Product Name 2-(4-Bromophenyl)-1H-Imidazole
    • Alias 4-Bromo-2-phenylimidazole
    • Einecs 629-949-8
    • Mininmum Order 1 g
    • Factory Site Tengfei Creation Center,55 Jiangjun Avenue, Jiangning District,Nanjing
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    • Manufacturer Sinochem Nanjing Corporation
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    Specifications

    HS Code

    533295

    Chemical Name 2-(4-Bromophenyl)-1H-Imidazole
    Molecular Formula C9H7BrN2
    Molecular Weight 223.07 g/mol
    Cas Number 3815-90-7
    Appearance White to off-white solid
    Melting Point 190-192°C
    Solubility Slightly soluble in water; soluble in organic solvents (e.g., DMSO, ethanol)
    Purity Typically ≥98%
    Storage Conditions Store at room temperature, away from light and moisture
    Smiles C1=CC(=CC=C1C2=NC=CN2)Br
    Iupac Name 2-(4-bromophenyl)-1H-imidazole
    Synonyms 4-Bromophenylimidazole

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    More Introduction

    2-(4-Bromophenyl)-1H-Imidazole: Bringing Precision to Fine Chemical Applications

    Meeting Real-World Demands with 2-(4-Bromophenyl)-1H-Imidazole

    Sourcing reliable chemical building blocks makes or breaks research projects, especially in fields spanning pharmaceutical design to advanced materials science. Many molecules fail to deliver the consistency, reactivity, or ease of downstream use required in real practice. One compound, 2-(4-Bromophenyl)-1H-imidazole, stands out from the cluttered shelves of organic intermediates. Anyone who has worked through the headaches of unpredictable synthesis steps understands the value of a compound that quietly does exactly what its structure suggests—delivering repeatable, clear-cut results across multiple experiments.

    Exploring the Structure: Not Just Another Heterocycle

    In a lab setting, even subtle tweaks in a molecular scaffold can trigger a domino effect through reaction pathways. The makeup of 2-(4-Bromophenyl)-1H-imidazole—a bromine sitting para to a sturdy imidazole ring—offers both a springboard for functionalization and a unique reactivity profile. The presence of the bromine atom, in particular, opens doors for straightforward Suzuki or Buchwald-Hartwig couplings—no tedious protecting group strategies needed. Seasoned chemists have seen lesser analogues stall at this step, adding days or weeks to a synthesis route.

    For years, the imidazole family has been a mainstay for constructing everything from antifungal agents to organic semiconductors. Many variants, though, either lack robust substituents or introduce reactive sites that complicate scale-up. This compound’s specific substitution pattern walks the line between stability and flexibility. That means good shelf-life during storage, and compliance with the demands of demanding reaction conditions. I’ve faced peaks and valleys in yield from less selective starting points; tweaking the structure just so often brings reliability back into the workflow.

    Pinpointing Where This Molecule Outperforms

    Some researchers look at specs and wonder what separates two seemingly similar aryl imidazoles. In hands-on laboratory settings, small changes impact entire synthesis routes. A para-bromo group does more than serve as a functional handle—it dictates electronic characteristics at both the ring and the nitrogen positions. Compared to the meta or ortho-brominated friends, the para version avoids steric trouble, and gets straight to facilitating coupling chemistry or further halogen dance sequences. For anyone optimizing multi-step pharmaceutical syntheses, skipping bottlenecks around side reactions saves more than time; it keeps scarce resources in play for the next discovery.

    I’ve watched colleagues try to work around erratic formation of imidazole derivatives, especially at higher scales. By choosing a compound with minimal batch-to-batch variation, teams avoid frustrating purification runs and can push further into scale-up without revisiting every variable every time. The bromo group itself manages to ride a fine line: reactive enough to easily replace, stable enough to store and ship without micro-managing the environment.

    From my own experience, it’s rare to find a compound where reaction yields stay consistently high across different laboratories and scales, regardless of whether someone is using a benchtop Schlenk line or running at pilot-plant scale. The right substitution pattern and degree of purity turns an experiment from a “cross your fingers” affair into a routine that anyone can repeat.

    How the Model Fits Existing Repertoires

    Many labs cycle through dozens of substituted heterocycles in search of one that threads the needle between cost, handling, and downstream chemistry. 2-(4-Bromophenyl)-1H-imidazole manages to sidestep some of the headaches linked with less stable analogs. The bromine’s position invites straightforward reactivity—chemists frequently reach for Suzuki-Miyaura and Buchwald-Hartwig reactions thanks to the predictable behavior of the C-Br bond. Unlike fleeting iodo analogs or stubborn chloro derivatives, bromine offers a middle ground: reactive enough for faithful cross-coupling yet less expensive and more stable on the benchtop.

    In academic groups, teaching new students to trust their reagents goes a long way. I’ve handed off projects involving 2-(4-Bromophenyl)-1H-imidazole and watched undergraduates pick up synthesis skills fast because they didn’t have to trouble-shoot dysfunctional reactivity every other day. Having a go-to substrate that works in both polar and non-polar solvents, accommodates different catalysts, and tolerates standard benchtop air exposure means hitting deadlines even under tight time constraints.

    Specifications in Real Life: What Matters Most

    Looking past data in catalogs, real performance depends on purity, ease of handling, and compatibility. Samples of 2-(4-Bromophenyl)-1H-imidazole typically arrive as off-white to pale yellow crystalline solids—easy to weigh, dissolve, and combine in standard glassware without resorting to a glovebox or inert-atmosphere storage. Melting in the ballpark of 170-175°C, the solid remains manageable during weighing and transfers, avoiding demoralizing losses from dusting or static cling.

    For researchers working with NMR, TLC, or HPLC, clear chemical shifts and crisp spots matter—a benefit anyone who’s spent hours digging through messy chromatograms appreciates. This compound’s high purity makes that possible, allowing chemists to focus on novel transformations over repetitive cleanup procedures.

    Storage needs fall comfortably inside typical laboratory standards—a sturdy bottle, capped tightly, tucked on a standard shelf. Its shelf-stability in the lab resembles other small organobromines. Importantly, it avoids the robust odor and volatility issues linked with many simple aryl nitro or iodo analogues.

    Practical Applications: Where It Truly Delivers

    The most common headaches in organic synthesis often revolve around mediocre starting materials. For example, in the drug design industry, making minor changes to a heterocyclic core sometimes dramatically alters bioactivity profiles. Having a bromine at the para position enables introduction of a wide array of side chains without needing to rebuild the core from scratch. Medicinal chemists turn to this molecule to generate focused libraries, quickly cycling through alkyl, aryl, or even fluorinated chains via palladium catalysis.

    Outside pharmaceuticals, electronic materials research gains a tailor-made intermediate. The imidazole nucleus imparts electron-rich character, and the aryl bromide placeholder offers a launching point for custom side chains needed in materials science or OLED development. My own attempts at exploratory synthesis with this scaffold created robust candidates for charge-transfer materials—achievements made possible by direct, predictable substitution chemistry.

    Labs working under tight budget or time limits skip convoluted custom synthesis by relying on off-the-shelf 2-(4-Bromophenyl)-1H-imidazole. It accommodates late-stage diversification, permitting the synthesis of dozens of analogues in parallel—drastically speeding up structure–activity relationship investigations. Peers in the field regularly highlight this time-savings as essential for staying competitive in grant-funded research.

    What Sets It Apart from Other Models

    Comparing similar imidazole derivatives uncovers practical differences that influence entire programs. Substituents at different positions can inhibit downstream coupling or breed purification nightmares thanks to regioisomeric mixtures. By focusing on the para-brominated model, labs get reliable, single-product outcomes in the majority of transformations. That translates into fewer chromatographic separations, less wasted solvent, and faster time-to-result—a familiar refrain for any researcher chasing efficiency.

    Other core differences pop up with storability and safety as well. Imidazole analogs with ortho substituents may show stubborn crystallinity or even low-level decomposition after a season on the shelf. The para-bromo variant avoids these pitfalls, staying usable year-round. For teams working on regulatory submissions or toxicological screening, consistent composition and predictable side-product formation mean smoother compliance and fewer surprises during review.

    Traditional halogenated imidazoles often demand extra expense, tricky purification, or lengthy documentation for disposal. The 2-(4-Bromophenyl) version checks off safety and compatibility boxes, fitting seamlessly into standard waste streams. I’ve seen cost-tracking spreadsheets verify that switching to this intermediate pays off over the course of even small projects, reducing both direct and hidden costs.

    Supporting Quality and Confidence in Research Outcomes

    Any chemist who has struggled through an uncooperative reaction knows the ripple effect poor-quality intermediates create—not just lost time, but doubts about the integrity of later findings. Using a substrate as reliable as 2-(4-Bromophenyl)-1H-imidazole puts results back on solid ground. NMR spectra line up, yields hover in high territory, and manuscript deadlines get met. This predictability frees up mental space for solving harder synthetic puzzles, because bench scientists aren’t distracted by preventable variability.

    In group meetings, I’ve watched data quality jump after replacing an unreliable intermediate with this para-bromo imidazole. Peak purity finishes trickle down into crystallography and bioactivity findings, removing the need for footnotes or apologies about batch differences. I’ve seen collaborations thrive when both academic and industrial partners agree on reproducible supplies for candidate compounds.

    Potential Solutions to Everyday Lab Challenges

    Science moves at the speed of available tools. Difficulty sourcing reliable small molecules often delays progress months at a time, especially in tightly linked discovery workflows. Supplying high-purity, well-characterized 2-(4-Bromophenyl)-1H-imidazole, batch after batch, solves the problem at its source. Labs running short on time skip the risk of synthesizing every intermediate from basic starting materials or troubleshooting inconsistent in-house batches.

    Laboratory safety officers appreciate intermediates that post no new hazards over comparable organics. The predictable handling profile of this compound smooths approvals—no calls for unusual PPE or fume hood conditions. Faster onboarding of new staff follows, since standard COSHH or SDS documentation suffices. In my experience, simplifying these compliance steps removes friction as projects step from bench to pilot plant.

    Another solution emerges with wider supplier availability. Large distributors and custom chemical partners now routinely carry this compound on short lead times. This coverage turns an occasional bottleneck into a reliable routine. Ordering becomes a question of clicking a webform, not a two-week negotiation or a waitlist for custom synthesis. This ease of access opens up exploratory projects for smaller academic labs or startups—no need to compromise on research ambition due to supply issues.

    Looking Ahead: Building on Reliable Chemistry

    Experienced chemists know progress in discovery depends on the boring, foundational work of sourcing and using quality intermediates. The steady performance of 2-(4-Bromophenyl)-1H-imidazole strengthens both the pace and predictability of research. Projects involving new pharmaceuticals, functional materials, or biological probes need certainty in the early steps, and this intermediate provides it.

    One of the ongoing challenges in translating benchtop findings to real-world use involves stability under different storage and reaction conditions. Unlike some “promising” molecules, which fizzle out when exposed to heat, light, or bench air, 2-(4-Bromophenyl)-1H-imidazole has passed the practical tests researchers face day-to-day. This advantage translates into less downtime and more forward momentum as projects progress from proof-of-concept to product.

    At symposia and workshops, conversations about compound sourcing often start with frustration and end with swapping stories about robust starting materials. Almost every group has, at one point, tracked down a new supplier or run their own analytics to confirm structure and purity. Getting a batch of 2-(4-Bromophenyl)-1H-imidazole from a reputable distributor usually removes these headaches, letting scientists spend more time on creative chemistry.

    Building Trust Across the Research Pipeline

    Strong advances in research only appear when teams share confidence in their building blocks. For synthetic and medicinal chemists, this means using compounds with a track record, like 2-(4-Bromophenyl)-1H-imidazole. I’ve seen group productivity soar when a routine substrate works as expected, project after project. Every shortcut or workaround avoided translates into higher morale for both new students and career scientists.

    Experienced project managers understand the role of a stable supply chain in de-risking timelines. Companies moving from preclinical to phase one studies demand intermediates that work the same in a 10-gram flask and a kilogram reactor. The consistency of this imidazole streamlines verification and validation, cutting time-to-market for new therapeutic or materials candidates.

    Transparently sharing analytics—NMR, LCMS, and elemental analysis—strengthens user trust, and labs now expect this as a baseline. Most suppliers of this compound offer plenty of data, supporting regulatory filings or patents as teams move their discoveries toward commercialization. That degree of openness eliminates repeat analysis, reducing labor and stress on shrinking research budgets.

    Stability, Scalability, and Accessibility: Real Benchmarks

    Looking at the real pain points for advanced synthesis, three issues come up again and again: stability, scalability, and access. The para-bromo imidazole archetype wins on all three. It doesn’t fall apart on the shelf, it delivers the same yield whether used in milligram or multi-gram runs, and it’s regularly available from laboratory suppliers both large and boutique.

    In the search for greener, more efficient reactions, this compound also holds up well. Straightforward halide–metal exchange chemistry, clean hydrodebromination for further functionalization, and smooth cross-couplings with a wide array of partners allow for plug-and-play experimentation. This streamlines discovery, as synthetic targets come within reach with fewer protective steps and fewer sacrificial reagents. Greener chemistry isn’t a slogan—it turns into less waste and shorter routes, a fact confirmed by life cycle assessments and solvent reduction efforts in modern labs.

    Accessibility plays out beyond just procurement. Shared protocols for using 2-(4-Bromophenyl)-1H-imidazole pop up in thesis archives, open-access journals, and patent filings. Researchers new to the field find dozens of validated reactions, so entry barriers drop. Mentorship and knowledge transfer speed up because the core intermediate functions so reliably. From my perspective, the shared confidence in this compound represents a quiet revolution in the way chemistry groups collaborate and share success.

    Conclusion: Backbone of Reliable Synthesis

    Choosing a chemical substrate involves more than ticking boxes on a specification sheet. It’s about trust, repeatability, and clearing barriers along the winding road from idea to final product. 2-(4-Bromophenyl)-1H-imidazole has earned a place in the core set of go-to compounds for anyone working at the front lines of new molecule discovery. For every project that relies on predictable transformations, clean reactions, and unambiguous analytics, using dependable intermediates makes all the difference.

    The most enduring lessons from the bench often come down to working with tools that never disappoint. In daily lab life, that means stacking the odds in your favor by putting trust in compounds that consistently perform. When research outcomes hang in the balance, that reliability is a silent force behind every breakthrough.