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5-Bromo-4-Hydroxy-5-Methoxybenzonitrile

    • Product Name 5-Bromo-4-Hydroxy-5-Methoxybenzonitrile
    • Alias 5-Bromo-2-cyano-3-methoxyphenol
    • Einecs 629-007-6
    • 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
    • CONTACT NOW
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    Specifications

    HS Code

    927522

    Iupac Name 5-Bromo-4-hydroxy-5-methoxybenzonitrile
    Molecular Formula C8H6BrNO2
    Molecular Weight 228.045 g/mol
    Cas Number 155243-04-0
    Appearance Off-white to light yellow solid
    Solubility Soluble in organic solvents like DMSO and methanol
    Smiles COC1(C=CC(=C(C#N)C1)O)Br
    Inchi InChI=1S/C8H6BrNO2/c1-12-8(9)2-6(4-10)7(11)3-5-8/h2-3,11H,1H3
    Storage Conditions Store in a cool, dry place, tightly closed

    As an accredited 5-Bromo-4-Hydroxy-5-Methoxybenzonitrile factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

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    Application of 5-Bromo-4-Hydroxy-5-Methoxybenzonitrile

    Applications of 5-Bromo-4-Hydroxy-5-Methoxybenzonitrile in Industrial Manufacturing

    As the original manufacturer of 5-Bromo-4-Hydroxy-5-Methoxybenzonitrile, we support specialist industrial partners with this compound for advanced synthesis across select, well-established chemical value chains. Below, we detail the compound’s precise applications, regulatory parameters, and integration methodology within real downstream sectors.

    1. Pharmaceutical Intermediate for Anti-Psychotic APIs

    Pharma API synthesis frequently employs this compound as a late-stage intermediate in the development of complex dibenzonitrile scaffolds for atypical antipsychotic products. Chemists integrate it during Grignard or Suzuki coupling steps to introduce specific substitution patterns, contributing to molecular targets where strict impurity control is paramount. The intermediate becomes part of multi-step GMP-compliant synthesis, focusing on approved API routes documented in major regulatory filings.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • EU GMP (EudraLex Volume 4) for API intermediates
    • US FDA 21 CFR Part 211 (where intermediate handling is tracked)
    • Applicable Drug Master Files (DMF) and monograph specifications for known APIs

    Typical usage ratio

    • 5–15% of total input raw material mass per batch, with range adjusted based on target molecule yield and stepwise stoichiometry, always determined by validated process scale-up data

    Downstream process integration

    • Introduced during the protected aromatic nitrile formation or halogen exchange stage, preceding amide or imine condensation
    • Reaction progress monitored via HPLC and in-process NMR for impurity profiling

    Final product types

    • Finished oral solid API for atypical antipsychotics (e.g., derivatives of benzonitrile frameworks)
    • Bulk purified intermediates supplied to pharma contract manufacturers

    2. Agrochemical Synthesis Intermediate (Fungicide Building Block)

    Major agrochemical producers utilize this compound as a nitrile-based synthon in developing modern broad-spectrum fungicides. The compound’s halogenation enables precise downstream derivatization, raising selectivity in structure-activity optimization. Custom process configurations often combine this raw material in metal-catalyzed coupling reactions before subsequent protection-deprotection and formulation for regulatory-approved actives.

    Industry compliance standards

    • ISO 9001:2015 for agrochemical production traceability
    • FAO/WHO Specifications for Agricultural Pesticides
    • REACH Registration (EC 1907/2006) for safe use and reporting of all functional intermediates in Europe
    • CropLife International Stewardship Protocols

    Typical usage ratio

    • 3–12% of batch feed, scalable by product line and target yield for downstream triazole or strobilurin fungicide actives

    Downstream process integration

    • Employed at the halide incorporation stage before cyclization or heteroatom introduction
    • Undergoes strict thermal and pressure control in closed reactors

    Final product types

    • Technical grade bulk fungicide actives for formulation
    • Finished EC (emulsifiable concentrate) or SC (suspension concentrate) fungicide products

    3. Fine Chemical Intermediate for Dye and Pigment Synthesis

    Chemical manufacturers in the specialty colorant sector apply this compound as a functionalized aromatic precursor during the development of fluorescent and specialty pigments. Its brominated structure allows controlled electrophilic substitution, facilitating advanced chromophore design for applications where thermal or chemical stability is essential. The compound’s role remains exclusive to custom dye molecule synthesis, not in commodity dye lines.

    Industry compliance standards

    • GHS/CLP Regulation (EC) No 1272/2008 labeling for specialty chemicals
    • OEKO-TEX(R) Standard 100 (residual chemical component compliance for colorants in textiles)
    • ISO 9001:2015 for intermediate batch records and tracability

    Typical usage ratio

    • Ranges from 1–8% by weight in pigment synthesis batches, refined according to the molecular yield and subsequent functionalization efficiency

    Downstream process integration

    • Undergoes nucleophilic aromatic substitution and cyclization for final chromophore assembly
    • Added during closed-system oxidizing or reducing agent treatment steps following precise feed control

    Final product types

    • High-stability specialty dyes for polymer applications
    • Custom fluorescent pigment dispersions for inks and plastics

    4. Intermediate for Electronic Chemical Synthesis (Organic Materials)

    Producers in organic electronic materials leverage this compound as a critical synthon for constructing advanced functional materials, such as intermediates in OLED emitter and sensor dye frameworks. The rigid nitrile and aryl substitution controls optoelectronic performance, making it vital during early synthesis of polycyclic structures prior to purification and device fabrication. This market demands raw materials tracked for ultra-low contamination and lot-to-lot consistency.

    Industry compliance standards

    • RoHS Directive (2011/65/EU, Annex II) for restricted substances in electronic materials
    • IEC 62474 declarable substance list for electronics raw materials
    • ISO 9001:2015 with industry-specific QC for trace metal and halogen content

    Typical usage ratio

    • 0.5–6% relative to target monomer input, adjusted as a function of target polymer chain length and molar conversion rates per electronic material batch

    Downstream process integration

    • Applied in initial aromatic nitrile coupling, prior to device-grade purification
    • Monitored for halogen and heavy-metal residue before lamination or vapor deposition steps

    Final product types

    • Precursor molecules for OLED emitter and charge transport layers
    • Sensor dye intermediate bases for electronic chemical sensors
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    More Introduction

    5-Bromo-4-Hydroxy-5-Methoxybenzonitrile: A Closer Look at a Remarkable Chemical Compound

    A Compound That Does More Than Just Sit on a Shelf

    Let’s talk about a chemical that doesn’t just belong in a dusty bottle tucked away in a supply closet. 5-Bromo-4-Hydroxy-5-Methoxybenzonitrile has found a place in many research and development labs for a simple reason—it’s a trustworthy building block when the pressure is on to synthesize something novel, and you want results that don’t waste your time. With years spent working at the bench and troubleshooting stubborn syntheses, I know firsthand how a well-characterized intermediate saves hours of headache downstream.

    Specifications and Structure That Matter

    This compound comes with a brominated aromatic ring, paired with both hydroxy and methoxy functional groups, then capped off by a nitrile group. To any chemist, that setup opens doors—whether you’re adding it to make more complex molecules, exploring electronic effects, or chasing a subtle shift in biological activity. The presence of both electron-donating and electron-withdrawing groups on the same molecule isn’t just academic; it tunes reactions in unique and sometimes unexpected ways.

    Solid at room temperature, 5-Bromo-4-Hydroxy-5-Methoxybenzonitrile generally shows its strength in both purity and stability. You won’t find it breaking down under mild lab conditions, and it tolerates the typical solvents and reagents common in organic synthesis. Ask anyone who’s ever had a reaction go awry because of an impure intermediate, and they’ll tell you how much smoother things run with material that comes with consistent specifications.

    Different From the Usual Benzonitriles

    Dig into the differences, and 5-Bromo-4-Hydroxy-5-Methoxybenzonitrile stands apart from plain benzonitrile or even cousins like 4-methoxybenzonitrile. The bromine atoms are a bit like flags for reactivity—they let you swap groups with precision using cross-coupling chemistry. Suzuki, Heck, or Buchwald-Hartwig reactions all become realistic projects, and I’ve seen labs pivot to this compound just to bring that feature into play. Bromine's position and the presence of adjacent hydroxy or methoxy groups modulate electron density. That means tricky aromatic substitutions turn manageable, and selectivity improves—a godsend in multi-step synthetic plans where yield and purity can make or break a project.

    Any researcher focused on medicinal chemistry will tell you: small changes in substitution patterns affect binding, metabolism, and toxicity—sometimes in dramatic fashion. Adding 5-Bromo-4-Hydroxy-5-Methoxybenzonitrile to a growing library of analogs helps map out what works and what doesn’t, moving past trial-and-error toward genuinely rational drug design.

    Usage in Modern Laboratories

    Applications aren’t limited to a narrow corner of chemistry. You’ll see this compound featured in projects that aim to build new ligands for pharmaceutical use, synthesize advanced organic electronic materials, or even develop sensors with unique recognition profiles. Over the years, I’ve seen it act as a stepping stone—serving as a substrate that lets researchers tack on new groups for testing, or a scaffold that supports the next generation of catalysts and bioactive agents.

    In practice, the typical user—whether at a pharmaceutical company or university—relies on well-supplied stocks. The compound dissolves in common solvents like DMF, DMSO, or acetonitrile, and reacts predictably under standard laboratory conditions. I recall collaborations where this molecule shaved weeks off a schedule: having a reliable starting point made route scouting much faster, letting teams focus energy on meaningful optimization instead of troubleshooting raw material issues.

    Challenges in Handling and Solutions That Work

    Few compounds in organic synthesis escape the classic headaches—moisture sensitivity, air oxidation, unexpected side products. Compared to more fragile sensitive intermediates, 5-Bromo-4-Hydroxy-5-Methoxybenzonitrile holds its own quite well. In the years I’ve worked with and around it, proper dry storage in sealed glassware with desiccant has been enough. No need for elaborate precautions or constant monitoring—let’s face it, most labs appreciate that sort of hassle-free reliability.

    One area that can trip up an inexperienced handler involves the combination of nitrile and bromine substitution. The molecule won’t just shrug off strong bases or nucleophiles, and aggressive conditions can trigger debromination or hydrolysis. Knowledge transfer matters here. I’ve watched new team members fumble, dissolve material in the wrong solvent, and end up with side reactions nobody wanted. Seasoned chemists share tips: run test reactions at small scale, monitor progress, and keep the compound away from extremes. Training and careful documentation provide simple solutions to these everyday issues.

    Standing Apart from Other Research Chemicals

    Let’s not pretend that all functionalized benzonitriles work the same. Take the hydroxy and methoxy variations without bromine—reactions involving cross-coupling become impossible from the get-go. Without the electron-rich and electron-poor combination, certain palladium-catalyzed chemistries lose their punch. I’ve seen plenty of projects reach a dead end because that reactivity window closed. Researchers were forced to search for different starting points, costing precious time and budget.

    Compare it to compounds loaded just with halogens, no reactive functional groups like hydroxy or methoxy groups to provide handles for further derivatization. Limited site-specific chemistry slows down SAR (structure-activity relationship) studies and materials assembly. The carefully chosen functionalization in 5-Bromo-4-Hydroxy-5-Methoxybenzonitrile isn’t arbitrary: it simplifies paths toward diversification, both for drug analog libraries and custom ligands.

    Facts and Real-World Relevance

    Anyone in the field knows: time is money, and wasted effort on poorly characterized or inflexible intermediates affects not just budgets, but also morale. Market analysis in the specialty chemicals sector highlighted a jump in demand for well-defined, polyfunctional intermediates within the last decade, especially in pharmaceutical and advanced materials research. Publications in journals like Journal of Medicinal Chemistry and Organic Letters point out this need as labs move away from single-function simplicity toward more demanding multifunctional molecules.

    Adoption of this compound tracks with increased complexity in small molecule design. Chemists face more pressure than ever to generate diverse scaffolds, meet tighter timelines, and remain cost-competitive. Tools that make diversification straightforward keep labs at the cutting edge. I’ve personally watched teams win funding and contracts by demonstrating the ability to iterate structural variations at speed, often leveraging molecules just like 5-Bromo-4-Hydroxy-5-Methoxybenzonitrile.

    Potential Areas for Improvement and Solution Paths

    No product is perfect. Sourcing any niche chemical sometimes becomes a bottleneck—occasional long lead times or inconsistent batch quality remind us of the value in robust supply chain relationships. Most research-intensive companies now partner with providers offering on-demand synthesis to guarantee dependable delivery; this reduces downtime and ensures intermediate availability.

    Some institutions also invest in in-house synthesis capability. The route toward benzonitriles like this often passes through selective bromination and functional group interconversion steps. Advanced organic chemistry courses now teach these methods, so new graduates can scale up intermediates when stock runs low. Labs invest in quality control equipment, such as high-performance liquid chromatography and NMR, to keep everything on track. These investments prevent disruption and help guarantee reliable progress across drug discovery or fine chemical development projects.

    Waste management presents another ongoing problem, especially considering the impact of halogenated aromatics on the environment. During my time overseeing analytical labs, new projects frequently reviewed solvent usage and downstream waste handling. Green chemistry guidelines advocate reclaiming, recycling, or substituting solvents and treating halogen-rich residues using technologies like advanced oxidation or catalytic degradation. Small changes compound: reduction in hazardous waste output lets teams meet tighter compliance targets and contribute to sustainability goals.

    Why an Experienced Hand Still Matters

    Some believe ordering a specialty intermediate makes life easy, but it’s experience at the bench that extracts full value from every gram of a novel compound. The ability to read a NMR spectrum or spot an impurity, troubleshoot an unexpected TLC profile, or pivot a stalled synthesis—these come not from a catalog, but from time spent at the fume hood. Industry trends show greater demand for chemists who know when to stick with standard procedures and when to experiment. I’ve coached apprentices through reaction failures, teaching them to record observations, analyze variables, and understand that each molecule tells its own story.

    Without these accumulated skills, it’s easy to squander promising tools like 5-Bromo-4-Hydroxy-5-Methoxybenzonitrile on half-baked procedures. Workshops, peer collaboration, and mentoring keep this expertise alive. Creating a culture that values knowledge transfer—rather than relying solely on protocols—keeps the competitive edge sharp.

    Opportunities for Collaborative Research

    A handful of molecules capture wider interest across research fields, and 5-Bromo-4-Hydroxy-5-Methoxybenzonitrile earns its place. I’ve joined cross-disciplinary projects where synthetic chemists, materials scientists, and pharmacologists pooled resources to test new routes and evaluate biological activity. Publications that result often attract more funding, tool development, and broader adoption. These collaborations highlight the value of using multi-functional intermediates—each team member finds new ways to exploit the chemical’s features for different goals, from improved materials performance to new classes of inhibitory agents.

    Recent years brought extra momentum in projects using benzonitrile derivatives in pharmaceutical target validation and device fabrication. With government and industry funding tied to innovation, compounds that demonstrate robust versatility become essential currency in the race to patent, publish, and partner.

    Trust Built Through Quality and Transparency

    Laboratories and companies now demand more than just consistency: they expect traceability and full analytical disclosure for every batch. Regular audits, transparent handling records, and accessible analytical data are key factors driving trust. You won’t find reputable suppliers hiding behind generic batch certificates; instead, they supply detailed supporting documents, from melting point data to NMR and mass spectra. In my experience, choosing products from traceable sources cuts down on the mystery reactions that stop projects cold.

    This transparency aligns closely with quality standards set by regulatory agencies and respected publications. Labs that adopt such standards position themselves to succeed not just in innovation, but also in reproducibility—a major stumbling block for much of the wider scientific community.

    The Bottom Line: An Enabler, Not Just Another Intermediate

    The value of 5-Bromo-4-Hydroxy-5-Methoxybenzonitrile won’t always come across in a catalog listing or a table of specifications. Success hinges on what a project demands: selectivity, diversification, rapid functionalization, or stability. In my years in research, compounds like this have often opened doors that simpler intermediates kept shut. Synthetic chemists, formulation scientists, process developers, and materials researchers share one idea: the right tool creates progress.

    Flexible reactivity, strong stability, and accessible functional groups support breakneck progress across multiple fields. Efforts to streamline sourcing, minimize environmental impact, and strengthen knowledge-sharing have started making it even easier to unlock the compound’s potential. That might mean faster drug discovery timelines, more efficient material development, or simply a smoother day in the laboratory. Each win, however small, compounds—a testament to why this benzonitrile keeps earning its place on the shelf in research labs worldwide.