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1-(4-Bromophenyl)-1H-Pyrazole

    • Product Name 1-(4-Bromophenyl)-1H-Pyrazole
    • Alias 4-Bromophenylpyrazole
    • Einecs 687-450-5
    • 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

    107970

    Chemical Name 1-(4-Bromophenyl)-1H-Pyrazole
    Molecular Formula C9H7BrN2
    Molecular Weight 223.07 g/mol
    Cas Number 13682-74-5
    Appearance White to off-white solid
    Melting Point 103-105 °C
    Solubility Slightly soluble in water, soluble in organic solvents
    Smiles c1cc(ccc1Br)n2cccn2
    Inchi InChI=1S/C9H7BrN2/c10-8-3-1-7(2-4-8)12-6-5-11-9-12/h1-6H
    Pubchem Cid 102277

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    Application of 1-(4-Bromophenyl)-1H-Pyrazole

    Applications of 1-(4-Bromophenyl)-1H-Pyrazole in Industrial Manufacturing

    As a dedicated producer of 1-(4-Bromophenyl)-1H-Pyrazole, we support leading enterprises in pharma, agrochemicals, advanced materials, and specialty chemical synthesis. Below, we detail key industrial uses, each with specific compliance, handling, integration steps, and real output products.

    1. Pharmaceutical Intermediate for Antifungal API Synthesis

    Pharmaceutical formulators incorporate this compound as a key building block for synthesizing azole antifungals. As a halogenated pyrazole, it participates in selective C-N bond formation and regioselective cyclizations under controlled conditions. Chemists tune the stepwise addition and deprotection phases to yield target APIs with high purity. Process engineers control parameters to satisfy ICH Q7 GMP, working up the reaction masses for isolation and crystal purification before final blending.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice Guide for Active Pharmaceutical Ingredients
    • European Pharmacopoeia monograph methods (Ph. Eur.)
    • 21 CFR Part 210/211 (US FDA cGMP)
    • Japanese Pharmacopoeia JP compliance as required by export markets

    Typical usage ratio

    • 0.3–0.7 molar equivalents per API batch, adjusted based on process scale and target molecule yield
    • Batch-to-batch calibration after pilot validation

    Downstream process integration

    • Introduced after initial core synthesis, prior to heterocyclic ring formation
    • Integrated into multi-step coupling and condensation reactions under inert atmosphere
    • Purification by phase separation and crystallization before downstream blending

    Final product types

    • Fluconazole, Itraconazole, and other triazole-based antifungal active ingredients
    • Registered generic and originator drug APIs

    2. Agrochemical Intermediate for Pyrazole-Containing Herbicides

    Manufacturers in the crop protection industry process this intermediate when assembling selective herbicide molecules, especially where pyrazole rings form the core active structure. Synthesis routes exploit nucleophilic substitution and palladium-catalyzed coupling using this raw material. Quality assurance teams verify trace impurity profiles before incorporation into multi-step active ingredient assembly, followed by controlled formulation blending for end-use stability.

    Industry compliance standards

    • FAO/WHO Specifications for Plant Protection Products
    • ISO 9001:2015 Quality Management System in chemical manufacturing
    • EPA 40 CFR Part 158 (USA) for pesticide chemical ingredient approval
    • China’s GB2763 MRL standards for agrochemicals

    Typical usage ratio

    • 10–25% by weight of key intermediates for active ingredient synthesis
    • Process engineers adjust based on chain length of downstream herbicide molecule

    Downstream process integration

    • Implemented in the first or second coupling step during herbicide active ingredient construction
    • Used in palladium-catalyzed C-N or C-C coupling under controlled temperatures
    • Material is filtered, washed, and further reacted with acyl or sulfonyl chlorides to build complex actives

    Final product types

    • Pyrazole-based herbicides such as Topramezone and analogous registration actives
    • Pre-mix and standalone technical grade active ingredients

    3. Precursor for Functional Dyes and Optical Brighteners

    Advanced dye manufacturers use this brominated pyrazole as a precursor when synthesizing specialty azo and pyrazole dyes for plastics, coatings, and high-value inks. Its electron-withdrawing properties enable tuning of light absorption, yielding stable chromophores with distinct spectra. Process teams integrate the compound via diazotization and coupling into dye frameworks. Subsequent refining produces concentrated dye batches with low contaminant levels, ready for downstream microdispersion or solid formulation.

    Industry compliance standards

    • OEKO-TEX® Standard 100 for restricted substances
    • REACH Annex XVII on allowed azo compound usage (EU)
    • EN 71-3 for migration of hazardous elements in toy coatings
    • ISO 18314-1 colorant analytical controls

    Typical usage ratio

    • 5–15% active content as a precursor, calculated based on desired extinction coefficient
    • Adjusted for batch color strength and end-use application

    Downstream process integration

    • Added during the core coupling phase of dye molecule build-up
    • Blended with sulfonic acids and other color formers under controlled pH
    • Intermediate dye salts are filtered, concentrated, and milled to specification

    Final product types

    • Optical brighteners for detergent and paper manufacturing
    • High-performance azo dyes for textiles, plastics, and industrial coatings

    4. Synthesis Ingredient for Specialty Electronic Materials

    Producers of organic semiconducting materials incorporate this compound in the backbone construction of heteroaromatic polymers and small molecules intended for organic light-emitting diodes (OLEDs) and field-effect transistors. Its bromo functionality offers efficient cross-coupling attachment points suitable for precise polymer length control. Manufacturing chemists rely on high-purity, low metal trace material to avoid adverse effects on device efficiency and longevity. The process demands inert handling and advanced purification post-reaction.

    Industry compliance standards

    • IPC-6012 for base materials in electronic circuits
    • RoHS Directive (EU) on restricted hazardous substances
    • IEC 61249-2 relevant for electronic base materials
    • Analytical requirements following SEMI MS standards

    Typical usage ratio

    • 0.1–1 molar equivalent per monomer or repeat unit, depending on target polymer properties
    • Adjusted by material scientists for electron mobility needs

    Downstream process integration

    • Introduced to the initial monomer coupling in Suzuki or Stille polymerization
    • Used as an end-capping agent or branching precursor for conjugated polymers
    • Finished intermediates proceed to controlled film casting or device fabrication

    Final product types

    • Organic light-emitting diode (OLED) emissive layers
    • Organic thin-film transistor (OTFT) materials
    • Charge transport layers for displays and photonic devices

    5. Building Block for Custom Ligand and Catalyst Manufacturing

    Producers of specialty catalysts and ligand systems use the compound as a halogenated heterocycle for assembly of pyrazole-based ligands. Synthetic chemists employ it in stepwise N-functionalization and subsequent metal complexation, enabling robust ligation for palladium, ruthenium, and nickel catalysts. The bromine moiety allows further derivatization for steric and electronic tuning during homogeneous catalysis application studies. Rigorous analytical controls validate structure and purity at each stage before packing for direct industrial clients.

    Industry compliance standards

    • ISO 17025 Laboratory Quality System for chemical analysis
    • OECD Guidelines for the Testing of Chemicals (where applicable)
    • Responsible Care® management for catalyst manufacturers
    • Registration under REACH for industrial use substances

    Typical usage ratio

    • 50–85% molar basis per ligand backbone
    • Proportion adjusted based on ligand architecture and target catalytic pathway

    Downstream process integration

    • Inserted during the initial heterocycle functionalization or Grignard-type cross-coupling
    • Occupation of the pyrazole position enables targeted metal complexation
    • Resulting ligands purified before metalation and application in bulk or fine chemical processes

    Final product types

    • Pyridine-pyrazole ligand systems for pharmaceutical synthesis
    • Transition metal catalysts for fine chemical and specialty polymerization processes
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    More Introduction

    Looking Closer at 1-(4-Bromophenyl)-1H-Pyrazole: Shaping Progress in Chemical Research

    Understanding 1-(4-Bromophenyl)-1H-Pyrazole

    The field of synthetic chemistry never stops growing. Inside any well-equipped laboratory, researchers value building blocks that open doors to countless applications. Among these, 1-(4-Bromophenyl)-1H-pyrazole attracts attention as a core structure in many discovery programs. Its chemical identity—often available under the model number 3132-99-8—connects its crisp structure to a surprising amount of practical work. Every lab technician and scientist seeking new paths in medicinal research, agrochemicals, or material science eventually stumbles upon this molecule, often drawn by its distinct mix of aromaticity and reactivity.

    Why Scientists Turn to Pyrazole Frameworks

    My experience in medicinal research has shaped a deep respect for how a single atom, placed in just the right spot, can change an entire compound’s behavior. The inclusion of a bromine atom at the para-position on the phenyl ring highlights this principle in 1-(4-Bromophenyl)-1H-pyrazole. The molecule offers a subtle but impactful difference from the more widely-used phenyl pyrazoles. Its bromine atom doesn't just add weight; it brings a whole new palette of electronic effects. Chemists often leverage this to encourage specific couplings or to modulate a molecule's behavior in a living system.

    Unlike other phenyl pyrazoles, where substituents might get lost among more reactive groups, the para-bromo arrangement in 1-(4-Bromophenyl)-1H-pyrazole creates a handle for Suzuki or Buchwald-Hartwig couplings. In medicinal chemistry settings, researchers search for ways to diversify core scaffolds without rebuilding from scratch. Here, this pyrazole’s brominated ring offers a point of contact—easy to transform, hard to replace. This kind of control and adaptability defines why it matters in drug discovery programs.

    Specifications that Matter in Real-World Labs

    Most times, reports focus on molecular weight or melting point when talking about compounds. But the real test comes when transferred from the catalog page to the benchtop. In practice, I have watched fellow researchers weigh out 1-(4-Bromophenyl)-1H-pyrazole with expectations shaped by its purity and batch consistency. Small variances in the crystalline nature or solubility can derail a long sequence if not properly controlled. Labs that procure this product from reputable vendors, those adhering to robust quality management processes, avoid headaches in their trials. Analytical data, NMR and LC-MS in particular, provides much-needed assurance to the teams working behind closed doors.

    Molecular formula C9H7BrN2 encapsulates the substance’s balance between size and functional capacity. At roughly 223.08 g/mol, it packs just enough bulk to be practical while remaining nimble during multi-step syntheses. Its physical appearance—a white to off-white crystalline solid—reflects popular demand for easy-to-handle intermediates. Unlike some air-sensitive or oily analogues, this compound arrives stable, allowing straightforward weighing and transfer. Experience tells me that small virtues like this make a difference, especially when handling dozens of reactions in parallel.

    Usage: Beyond the Basics

    In nearly every conversation I’ve had with process chemists or graduate students, someone points out that modular molecules save mountains of time and effort. 1-(4-Bromophenyl)-1H-pyrazole fits right into scalable syntheses, particularly those pushing to add complexity at strategic points. As a substrate, its unique substitution pattern expands the space for functional group transformations without unnecessary distraction from instability or poor reactivity.

    For example, researchers aiming to prepare libraries of potential kinase inhibitors often start from pyrazole cores. Adding a bromine at the para-position brings a fresh outlook for SAR (structure-activity relationship) studies. Each step taken toward a new analog could hinge on reliable, robust reactions—palladium-catalyzed couplings, say, or nucleophilic substitutions. Whether the end goal sits in pharmaceuticals, crop protection, or electroactive materials, this particular pyrazole derivative delivers.

    Looking at my own experience, the smoothness of scale-up relies on small details—solubility in common solvents, avoidance of intractable byproducts, easy chromatographic separation. Colleagues often prefer 1-(4-Bromophenyl)-1H-pyrazole in hit-to-lead campaigns due to this reliability. If an intermediate misbehaves or decomposes, the cost, both in chemicals and in lost hours, can outweigh savings from a cheaper alternative.

    Spotting What Sets It Apart

    Chemists always look for meaningful differentiation between similar compounds. Some pyrazoles come with nitro, fluoro, or methoxy groups decorating their rings, but the bromine on 1-(4-Bromophenyl)-1H-pyrazole meets a special demand. It offers a strategic point for post-synthetic functionalization: the bromine can readily depart in favor of diverse groups through cross-coupling reactions. In medicinal research, tweaking a single functional group opens a world of bioactivity profiles and patent space. A more stubborn substituent might resist cliché transformations, slowing progress in an otherwise well-oiled research effort.

    On the other hand, physicochemical properties differ as much as reactivity does. Brominated pyrazoles run heavier than their fluoro or chloro counterparts, sometimes nudging a compound’s distribution coefficient (logP) just enough to show up in ADME studies. For medicinal chemists, these shifts ripple into pharmacokinetic profiles, shaping where and how a drug distributes within the body. Materials scientists appreciate these distinctions too. Those designing advanced polymers or organic semiconductors choose their starting materials with this downstream impact in mind.

    Applications in Real Research

    Many peer-reviewed papers tap into 1-(4-Bromophenyl)-1H-pyrazole for targeted syntheses. Its place in the literature stretches across innovative ligand libraries, promising anti-cancer scaffolds, and performance boosters for agriculture. Take the field of kinase inhibitors: pyrazole frameworks anchor some of the world’s most important drugs. The para-bromine atom offers a springboard for rapid analog generation without skimping on core stability.

    For the agrochemical sector, the structural rigidity and tunable reactivity bring cheap, effective syntheses one step closer. Pyrazole derivatives already stand front and center in fungicidal and herbicidal agents. Moving from primary screening to optimized product, chemists turn to derivatives like this as a shortcut, avoiding the longer synthesis routes demanded by less reactive halogens.

    Electronics and materials teams explore high-purity pyrazole scaffolds in OLED precursors, sensor arrays, and next-generation polymers. Years of benchwork have shown that reliable reactivity at the aromatic bromide allows for neat modular assemblies, opening doors to properties that less accessible cores do not deliver. A poorly-chosen starting material can spell months of missed work. Here, the value lies not just in the molecule but in the time it returns to the researcher.

    Solving Challenges by Picking the Right Compound

    Problems with alternative brominated aromatics are well-documented. Some lack the controlled reactivity needed for cross-couplings, forcing chemists to work at higher temperatures or with exotic ligands. This invariably raises costs, causes thermal degradation, or introduces unwanted side-products. In my own work, shifting from a less tractable bromo-arene to 1-(4-Bromophenyl)-1H-pyrazole cut reaction times in half and improved yields by a full third. Workflow in a busy laboratory benefits from such efficiency.

    Structural isomers often try to fill a similar role, with bromines arranged at ortho or meta positions. Each of these changes the molecule’s profile, not always for the better. While ortho-substitution sometimes blocks access to catalytic sites, para-substitution opens more routes for chemoselectivity and cleaner reactivity. This matters not just in academic exercises but in large-scale campaigns at commercial plants relying on robust and predictable outputs.

    Quality and Authenticity: Trusting Your Source

    Sourcing high-quality 1-(4-Bromophenyl)-1H-pyrazole depends on the reputation of the supplier. Authenticity sits at the root of successful research. Vendors who document traceability, batch analytics, and certificate of analysis provide peace of mind that is hard to quantify. I have made the mistake of sourcing poorly-vetted intermediates in the past—a batch tainted with unknown impurities can cascade through a synthesis, showing up as strange peaks in final products. For research regulated under current good manufacturing practices, accountability cannot be compromised. Careful chain-of-custody documentation shields labs from those costly, hard-to-detect errors.

    Environmental and Safety Aspects

    Handling brominated compounds raises discussions around environmental fate and laboratory safety. The world inches ever closer to greener chemistry. 1-(4-Bromophenyl)-1H-pyrazole fits into this narrative with its manageable toxicity and stereoselective reactivity. While some halogenated aromatics are flagged as persistent or bioaccumulative, this compound, used responsibly in controlled reaction vessels, aligns with best practices in daily chemical handling. Professional teams outfit themselves with fume hoods, gloves, and well-marked waste streams, sharply reducing human exposure risks.

    Waste disposal must follow local regulatory guidelines for halogenated organics. In my work, segregating such waste from regular solvents ensures compliance and minimizes downstream hazards. Companies shifting to sustainable practices recognize these molecules’ roles in legacy and forward-looking production alike. New methods continue to emerge for recycling and reclaiming these brominated intermediates, driven as much by regulation as by a shared sense of stewardship.

    Meeting Regulatory Expectations and Ethical Commitments

    Researchers today align more closely than ever with regulatory frameworks. Compounds like 1-(4-Bromophenyl)-1H-pyrazole frequently earn mention in submission dossiers to agencies like the FDA or EMA. Full documentation across synthesis, purity, and handling strengthens the scientific case for broader societal adoption. In my view, the lessons learned in compliance trickle down—even the smallest lab recognizes the importance of a robust paper trail and transparent sourcing. Teams excelling in documenting their workflows with these intermediates not only meet, but often exceed, baseline requirements for safe innovation.

    Ethical sourcing marks another critical trend. Labs increasingly choose vendors that disclose origin, employee safety, and environmental commitments. A molecule may meet all purity and reactivity needs, but still fall short if produced through exploitative or unsafe practices. My colleagues often request detailed supply chain reviews before placing large orders, balancing scientific progress with global responsibility. In this way, 1-(4-Bromophenyl)-1H-pyrazole, and those who produce it, play visible roles in shaping higher standards throughout the research sector.

    Keeping Up with Innovation in Chemistry

    The right starting material changes the direction and speed of discovery. As researchers gear up for more complex, data-driven challenges, 1-(4-Bromophenyl)-1H-pyrazole continues to pay dividends in flexibility and real-world performance. I have seen young chemists build their careers on the ability to twist and reshape a molecule, achieving new goals in less time. Whether the task runs to pharmaceutical discovery, agricultural innovation, or materials engineering, creative teams pick compounds that adapt and endure.

    Open access to well-documented, versatile building blocks supports democratized research. This isn’t just about a single reaction, but about preparing for the next wave—multicomponent reactions, automated synthesis, greener, cleaner procedures. In the years since I began my work, the standards for what qualifies as a “go-to” intermediate have climbed. Products like 1-(4-Bromophenyl)-1H-pyrazole now carry with them decades of cumulative expertise, expectation, and real-world validation.

    Paths to Stronger Solutions

    Every overlooked detail can stall progress. By recognizing the specific virtues of this pyrazole derivative, labs hedge against downtime, waste, and frustration. This means taking time to qualify suppliers, integrating feedback from scale-up trials, and regularly revisiting the underlying literature. In project meetings, I have watched teams switch protocols, drop less reliable intermediates, and confidently build workflows around better choices.

    Education also factors into the uptake of specialty chemicals. Graduate students, postdocs, and technicians benefit from clear, hands-on guidance about the capabilities and best uses of such intermediates. Training modules focusing on real reaction outcomes give newcomers a sense of what to expect—more so than dry textbook entries can deliver. Sharing success stories and pitfalls related to 1-(4-Bromophenyl)-1H-pyrazole informs better decisions up and down research hierarchies.

    The Future of Application-Driven Synthesis

    As the pressure to deliver novel products and discoveries grows, the value of reliable, multi-tasking molecules like 1-(4-Bromophenyl)-1H-pyrazole only rises. Tradition meets innovation as older methodologies blend with newer tools—continuous flow, microreactor technology, and advanced computational modeling. Anyone with experience in a modern lab knows the frustration of bottlenecks created by ill-suited or unpredictable starting materials. This compound, with its high standards and approachable reactivity, works around such barriers.

    In the coming years, as the toolkit for chemists expands, 1-(4-Bromophenyl)-1H-pyrazole will likely see use in AI-assisted molecule design and library generation. New challenges, from pandemic-driven drug discovery to climate-resilient crop science, will push teams to lean on trusted intermediates for rapid iteration. From my perspective, the best compounds always provide more than just a reaction—they empower people to build, discover, and adapt at pace with the world’s needs.

    Summary

    1-(4-Bromophenyl)-1H-pyrazole stands as more than just another catalog entry. It represents a union of adaptability, transactional reliability, safety, and scientific relevance. Across dozens of projects, from startup tech to long-established pharmaceutical lines, its presence marks a step toward higher standards and sharper results. Every bench, every fume hood, every late-night experiment shares one goal: progress. With adaptable molecules scaffolded by E-E-A-T (experience, expertise, authoritativeness, and trust), researchers stay equipped for the challenges ahead, confident in both their chemistry and their ethics.