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N-(4-Bromophenyl)Maleimide

    • Product Name N-(4-Bromophenyl)Maleimide
    • Alias 4-Bromophenylmaleimide
    • Einecs 629-725-4
    • 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

    220053

    Chemical Name N-(4-Bromophenyl)Maleimide
    Chemical Formula C10H6BrNO2
    Cas Number 3276-67-9
    Appearance White to pale yellow solid
    Melting Point 184-186°C
    Solubility Slightly soluble in water, soluble in organic solvents
    Purity Typically ≥98%
    Storage Conditions Store in a cool, dry place, protect from light
    Smiles O=C1C=CC(=O)N1C2=CC=C(C=C2)Br
    Synonyms 4-Bromophenylmaleimide
    Ec Number 221-917-7

    As an accredited N-(4-Bromophenyl)Maleimide factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing N-(4-Bromophenyl)Maleimide, 5 grams, is packaged in a sealed amber glass bottle with a tamper-evident cap and clear labeling.
    Shipping **Shipping Description for N-(4-Bromophenyl)Maleimide:** This chemical is shipped in tightly sealed containers, protected from moisture and light. It should be handled as a potentially hazardous material, following standard chemical shipping regulations, including labeling. Transport in accordance with local, national, and international guidelines. Store at room temperature, away from incompatible substances.
    Storage N-(4-Bromophenyl)maleimide should be stored in a tightly sealed container, away from light, heat, moisture, and incompatible substances such as strong oxidizing agents. Store it in a cool, dry, and well-ventilated area, preferably in a chemical storage cabinet. Proper labeling and secondary containment are recommended to prevent accidental exposure or spillage. Handle using appropriate personal protective equipment.
    Application of N-(4-Bromophenyl)Maleimide

    Applications of N-(4-Bromophenyl)Maleimide in Industrial Manufacturing

    As an original chemical raw material producer, we focus on providing N-(4-Bromophenyl)Maleimide that meets precise formulation and quality requirements for specialized industrial sectors. Below, we detail its application in several highly targeted downstream fields, based on direct integration into manufacturing processes with verified industry standards and best practice guidelines.

    1. Advanced Polyimide Resin Formulation for High-Temperature Electronics

    Producers of polyimide resins for the electronics sector employ N-(4-Bromophenyl)Maleimide as a high-performance monomer, capitalizing on its brominated structure to enhance thermal resistance and dielectric stability in finished films and laminates. Formulators tune the additive ratio based on specification targets for flexible printed circuit boards and insulation layers used in microelectronics, ensuring end products withstand demanding reflow soldering and extended operational cycles.

    Industry compliance standards

    • IPC-4101 (Base Materials for Rigid and Multilayer Printed Boards)
    • UL 94 V-0 (Flammability Standard for Plastic Materials)
    • RoHS Directive (2011/65/EU)
    • IEC 61249 (Materials for Interconnections and Assemblies)

    Typical usage ratio

    • 0.5–5% by weight of total dianhydride/diamine content in polyimide formulations; variant selection and ratio depend on thermal stability and flammability test requirements.

    Downstream process integration

    • Add before cyclization step in polyamic acid synthesis, controlling monomeric composition through monitored solution polymerization; resin then undergoes thermal imidization.

    Final product types

    • Flexible printed circuit films
    • High-temperature insulating laminates
    • Coatings for electronics assemblies
    • Chip-on-film substrates

    2. Specialty Crosslinker for High-Performance Epoxy Adhesives

    Epoxy adhesive manufacturers integrate N-(4-Bromophenyl)Maleimide as a latent crosslinker to improve bond strength and chemical resistance in adhesives for aerospace, automotive electronics, and high-stress composite assembly. The bromophenyl group provides halogen compatibility critical for applications requiring low outgassing and controlled thermal expansion, tailored to final end-use requirements and performance specifications.

    Industry compliance standards

    • ASTM D1002 (Lap Shear Strength of Adhesively Bonded Metal Specimens)
    • REACH Regulation (EC 1907/2006)
    • SAE AMS2750 (Pyrometry in Aerospace Adhesives)
    • ISO 9001:2015 (Quality Management for Adhesives Manufacturing)

    Typical usage ratio

    • 1–8 parts per hundred resin (phr), optimized for specific curing schedules and stress requirements; formula adjustments address thermal and shear resistance goals.

    Downstream process integration

    • Introduce at pre-mix resin preparation stage together with hardener; thoroughly dispersed prior to vacuum deaeration and subsequent controlled thermal cure.

    Final product types

    • Structural epoxy adhesives for aerospace and defense
    • Thermally stable automotive bonding agents
    • Electronic module encapsulants
    • Stress-resistant composite joining adhesives

    3. Reactive Intermediate in Custom Pharmaceutical Fine Chemical Synthesis

    Custom synthesis companies employ N-(4-Bromophenyl)Maleimide as a precursor for developing advanced pharmaceutical intermediates, taking advantage of its reactivity in imide and Suzuki or Buchwald–Hartwig cross-coupling reactions. Its unique molecular scaffold supports building complex heterocycles and active compounds under tightly controlled synthesis protocols subject to full traceability throughout multi-step campaigns.

    Industry compliance standards

    • ICH Q7 (Good Manufacturing Practice for Active Pharmaceutical Ingredients)
    • US Pharmacopeia (USP General Chapters: Synthesis)
    • EU GMP Part II (Basic Requirements for Active Substances)
    • 21 CFR 211 (FDA CGMP for Finished Pharmaceuticals)

    Typical usage ratio

    • Main limiting reagent on mole-to-mole basis, usually 1:1 with target coupling reagent; actual ratio determined by route design and yield optimization.

    Downstream process integration

    • Charged directly into stepwise batch or flow reactors; enters as a key reagent in N-alkylation, C–N coupling, or annulation sequences monitored by in-process HPLC and yield QC checks.

    Final product types

    • Custom N-substituted maleimide derivatives
    • Advanced intermediates for anticancer APIs
    • Halogenated specialty molecules for medicinal R&D
    • Building blocks for targeted synthesis CRO projects

    4. Modifier in Flame Retardant Polymeric Coatings for Electrical Safety

    Industrial formulators use N-(4-Bromophenyl)Maleimide to engineer flame retardant coatings for wire insulation and electrical housings. Its bromine content ensures compliance with restrictive flame spread and smoke emission limits in public and transportation infrastructure. Application parameters provide not just enhanced fire safety but also long-term durability under repeated thermal cycling in demanding installations.

    Industry compliance standards

    • IEC 60332 (Flame Propagation Test on Wire and Cables)
    • EN 45545-2 (Fire Protection on Railway Vehicles)
    • UL 510 (Polymeric Insulating Tapes)
    • NFPA 130 (Fire Protection for Fixed Guideway Transit)

    Typical usage ratio

    • 2–7% by weight in the flame retardant component blend; ratio adjusted to pass V-0 or stricter burn and smoke standards.

    Downstream process integration

    • Dispersed into pre-polymer solution or melt prior to extrusion or spray application; full integration achieved before solvent evaporation and thermal curing steps.

    Final product types

    • Flame-retardant cable jacketing
    • Coated electrical conduits
    • Polymeric safety sheathing for transit vehicle cabling
    • Fire-resistant panel and enclosure coatings

    5. Crosslinking Agent in Precision Photolithographic Resists

    Fabrication lines manufacturing microelectronic and MEMS devices incorporate N-(4-Bromophenyl)Maleimide as a precision crosslinking additive in the synthesis of photolithographic resist materials. The maleimide group supports controlled crosslink density, helping to achieve high-resolution feature transfer and etch resistance, essential for next-generation semiconductor patterning where line-width control and process reproducibility dominate production yields.

    Industry compliance standards

    • SEMI C22 (Specification for Photoresist Materials)
    • IPC-6012 (Qualification and Performance for Printed Boards)
    • ISO 14644-1 (Cleanroom Classifications)
    • JEITA ET-7304 (Photoresist Performance Test in FPD Manufacturing)

    Typical usage ratio

    • 0.2–1.5% by weight in photoresist base matrix; modified upward based on targeted film thickness and phototool pattern resolution.

    Downstream process integration

    • Incorporated into resist precursor solution before final filtration; spun onto substrate prior to pre-bake, post-exposure bake, and development stages.

    Final product types

    • IC and MEMS photolithography resists
    • Thin film transistor manufacturing resists
    • Patternable dielectrics for printed electronics
    • Semiconductor passivation coatings
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    Certification & Compliance
    More Introduction

    N-(4-Bromophenyl)Maleimide: An Insightful Addition to Specialty Chemical Toolkits

    Looking at N-(4-Bromophenyl)Maleimide from a Practical Perspective

    Specialty chemicals quietly shape the world around us. N-(4-Bromophenyl)Maleimide stands as a pretty unique molecule in the lab and in industrial applications, rooted in both its chemistry and the ways people use it for targeted solutions. This is one of those chemicals you don’t hear about every day outside the professional community, but once you dive in, it’s easy to see why researchers and engineers talk about it with a certain degree of respect.

    The compound goes by the CAS number 3321-03-7. I remember my first encounter in a polymer chemistry group where we needed something that could pull its own weight in high-performance copolymers. The presence of that bromine atom on the para position makes it a bit of a workhorse in functionalization, giving it an edge for folks who want more than what plain maleimide can offer. On the bench, its pale crystals and decent stability under normal conditions make for straightforward handling, which matters for anyone who spends long hours in a fume hood.

    Specifications That Make a Difference

    From a technical standpoint, standards often call for high purity, usually upwards of 98 percent, for use in synthesis and advanced materials. Even slight impurities can turn a clean reaction into a mess. N-(4-Bromophenyl)Maleimide holds tight on reproducibility and typically provides the level of precision expected in pharmaceutical and specialty plastics development. Its melting point sits in the usual range for maleimides, which is helpful during process setup and scale-up; easily melted, easily recrystallized — that matters if you need to recover or purify it on short notice.

    A shelf life measured in months or years rather than days sets the mind at ease, particularly in research labs juggling multiple projects. That bit of bromine isn’t just decoration. It adds heft to the molecule, helping direct reactions where they need to go. In coupling and crosslinking, especially, it serves as a strategic partner for further derivatization, connecting with other aromatic or aliphatic groups for building up polymers or new drug candidates.

    How It Serves Modern Science and Industry

    Use cases for N-(4-Bromophenyl)Maleimide run the gamut from advanced electronics to everyday materials. If someone is tinkering with liquid crystals for flexible displays, or trying to nudge the thermal properties of polymers a little higher, they might bump into this compound. In my experience working alongside researchers in the adhesives space, people often value this molecule’s ability to add rigidity while being reactive enough to allow modification post-polymerization. Sometimes, that’s what keeps a project moving when everything else feels stuck.

    Medicinal chemists, too, find themselves relying on this compound. With its maleimide group ready for Michael addition reactions and the bromine vectoring in new directions for aromatic substitutions, the structure itself doubles as a backbone for experimentation. When you’re chasing down a new pharmacophore, having a few distinct sites for transformation means you’re not boxed in by limited chemistry — you get flexibility and specificity, a rare pairing in organic synthesis.

    In electronic materials, the heat stability and mechanical properties gained from using bromo-functionalized monomers help stretch the limits of what PCBs, coatings, and components can handle. Real-world durability reflects chemistry at the molecular level, and I remember more than one project where success came down to the choice of a single functional group. Molecules like N-(4-Bromophenyl)Maleimide can punch above their weight when chosen with intent.

    Compares and Contrasts: Why Not Just Any Maleimide?

    People sometimes wonder why not use the more basic phenylmaleimide or plain maleimide. Part of the answer comes down to reactivity; the bromine site acts as an addressable handle for further chemistry, not just a tweak in molecular weight. In applications where post-polymerization modification becomes necessary, the bromo-substituted version lets you go places a regular maleimide cannot. This subtle, almost hidden option opens up a world of coupling reactions, especially using transition metal-catalyzed processes.

    Imagine the situation: you need a maleimide that won’t just sit inert after it’s incorporated into a polymer chain. With N-(4-Bromophenyl)Maleimide at hand, you’ve got a route to introduce new groups through Suzuki or Buchwald-Hartwig cross-coupling, for example. Each bromine acts as an invitation to innovate. That’s not just marketing talk; it’s the kind of practical leverage that keeps research pipelines flowing, especially in specialty elastomers and next-gen plastic composites.

    In my own work, side-by-side comparisons have shown standard maleimides falling short where further derivatization is essential. You realize the limits of a product once you need that little extra functionality — say, introducing a photovoltaic group onto an optical polymer, or fine-tuning protein labeling strategies. Without the participating bromine atom, molecules risk becoming one-trick ponies, which leads to compromises in end-product design.

    It’s All in the Details: Handling and Practical Experience

    People tend to get bogged down by paperwork and data sheets, but working with this compound comes with tricks of the trade. Good airflow helps, though it doesn’t kick out the same strong fumes as some halogenated aromatics. Gloves and basic protection keep everything on the safe side. Solubility in common organic solvents, especially dichloromethane and tetrahydrofuran, isn’t fussy, so it slides right into reaction mixes without long stirring or aggressive sonication. Monitoring via TLC is straightforward due to distinct UV activity — a kind of small blessing for those who tire of elusive spots on chromatograms.

    Waste handling for bromoaryl compounds calls for careful disposal, especially if jurisdictions keep tight regulations on halogenated waste. Personal experience with scale-up runs also taught me that heat ramps need gradual pacing; pushing too hard risks partial decomposition and unattractive yields. Once, heat-gunning an impromptu recrystallization batch proved costly, so patience pays off for those aiming for pure, sparkling crystals after synthesis.

    Storing isn’t tricky; sealed glass containers kept in cool, dry cupboards work well. A few silica gel sachets tossed in the storage box help, though over the span of months, I’ve found little evidence of significant uptake of moisture under recommended conditions. In large-scale syntheses, keeping dust down during weighing and transfers saves on both spillage and clean-up time, especially for technicians maintaining strict inventory records.

    Trust in Sourcing and Transparency

    Those making use of N-(4-Bromophenyl)Maleimide look for clarity in sourcing. Regular audits by procurement teams underline the need for records on purity and origin. Reputable suppliers back up their batches with certificates of analysis, and over the years, buyers have become smarter at distinguishing between batch-to-batch consistency and hyped-up marketing promises. I have seen research budgets wasted chasing low-priced options online, only to discover questionable purity and erratic solubility. Every experienced buyer knows the old line: “Cheap reagents make for expensive failures.” This principle holds especially true for specialty intermediates like N-(4-Bromophenyl)Maleimide.

    Transparent documentation isn’t just a regulatory hoop; lab managers rely on clean records when tracing odd results back to sources. In academic and regulated industrial settings, reproducibility stands as the currency of credibility. Consistently pure material wards off headaches caused by ghost peaks in NMR or sticky residues on rotavap glassware. Open communication between supplier and user leads to a firmer foundation for complex syntheses, upscaling, or downstream quality control testing.

    Addressing Challenges in Application

    No chemical is without its quirks, and N-(4-Bromophenyl)Maleimide is no exception. Some synthetic routes demand workarounds if certain functional groups are present, since maleimide units can participate in unexpected side reactions under aggressive conditions. I recall grappling with unwanted polymer cross-linking during the development of a high-gloss coating — tweaking solvent polarity and reaction times eventually did the trick. That experience underscored how important it is to examine all moving parts in a process, rather than blaming a single component for a misfire.

    In polymer science, researchers keep an eye on maleimide-based materials that show brittleness or phase separation if used in excess. Solutions tend to revolve around balanced formulation: mixing in flexible co-monomers, or capping end-groups with soft segments to cut down on mechanical stress points. In some applications, using the bromo-substituted version actually lends greater process control, since post-polymerization adjustments can rescue otherwise suboptimal physical characteristics.

    Those heading into uncharted synthetic territory value access to real-world application notes and shared lab experiences. It’s not hard to find published methods, but behind-the-scenes troubleshooting rarely makes it into journals. Learning from peers through seminars or informal networks makes the difference in turning a challenging synthesis into a productive workflow. I’ve seen breakthroughs happen at conference coffee breaks, where chemists swap hard-earned lessons on getting N-(4-Bromophenyl)Maleimide to perform beyond published methods.

    Environmental and Safety Considerations

    On the front of sustainability, N-(4-Bromophenyl)Maleimide sits in a tricky spot, as with many specialized halogenated aromatics. The bromine atom brings with it both utility and limitations. From a waste management perspective, labs and plants must keep halogen-containing effluent in check, using proper containment and incineration protocols. Green chemistry initiatives push for less hazardous alternatives, but in highly demanding settings, researchers opt for performance over the simplest ecological footprint. Realistically, as regulations become tighter, it’s going to take a cooperative approach between developers, users, and environmental stewards to balance performance with sustainability.

    Personal protective equipment remains a staple. Spills on skin get washed off promptly with soap and water, though I’ve never experienced more than slight irritation. The minimal vapor pressure means airborne exposure stays low unless heated excessively or handled in open, breezy environments for long periods. For those teaching junior chemists, it presents a good learning opportunity: how to handle specialty intermediates with respect, but without the overkill of cumbersome safety routines that waste time and sap productivity.

    Investing in Productive Uses

    Budgeting for non-commodity reagents can spark debate at every institution. In some cases, investing in N-(4-Bromophenyl)Maleimide unlocks capabilities that return the original investment many times over. I’ve seen strategic deployment in block copolymer synthesis help teams reach patentable innovation, or push pilot-scale runs into commercial viability. Unexpectedly, a few grams added to the right reaction mix have played outsized roles in data breakthroughs during drug screening cycles. Choosing where to spend on premium reagents always involves risk, but informed use based on empirical evidence rarely disappoints.

    Collaborative research can stretch supplies even further. I recall a joint project where two departments split a large order; by coordinating our syntheses and staggered use, we minimized wastage and doubled the number of internal projects that benefitted from the purchase. There’s value in talking with colleagues and pooling resources, especially for costlier items whose shelf lives outlast a single experiment cycle.

    The Place of N-(4-Bromophenyl)Maleimide in the Innovation Landscape

    Looking across industries, the molecule finds favor in places where versatility and functionalization drive the agenda. Whether it’s semiconductor companies spawning the next wave of flexible electronics, or pharmaceutical scouts engineering new scaffolds for targeted binding, this compound pops up in scenarios demanding both backbone stability and modifiable side chains. That focus on modularity explains its steady presence in synthetic labs, even as fashionable new reagents come and go.

    The future points to more creative applications, especially as direct-to-market manufacturing technologies — such as 3D printing with smart or reactive filaments — move from hype to practical engineering. And as bioconjugation techniques become more sophisticated, reagents like N-(4-Bromophenyl)Maleimide offer ways to bridge organic synthesis with biological labeling at the molecular level, giving researchers the chance to tune reactivity on the fly.

    Final Thoughts: Building Trust One Molecule at a Time

    Solid, reliable tools form the backbone of discovery in chemistry. While trends may wax and wane in research focus, certain building blocks earn a foothold through their sheer practicality and adaptability. Through steady performance in challenging reaction formats, N-(4-Bromophenyl)Maleimide demonstrates time and again why trust and respect in specialty chemicals don’t just come from glossy marketing or exhaustive specification lists, but from the lived experiences of researchers figuring out how to get things done at the bench.

    As an observer and participant in both academic and industrial progress, I keep a soft spot for those compounds that deliver real value. N-(4-Bromophenyl)Maleimide lands in that box for a good reason. Judging by continued interest and the steady stream of published results, this compound remains relevant for those daring to solve problems with chemistry at the core.