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6-Bromo-2-Aminonaphthalene

    • Product Name 6-Bromo-2-Aminonaphthalene
    • Alias 6-Bromo-2-naphthylamine
    • Einecs 216-563-4
    • 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

    912334

    Chemical Name 6-Bromo-2-Aminonaphthalene
    Molecular Formula C10H8BrN
    Molecular Weight 222.08 g/mol
    Cas Number 21844-98-0
    Appearance Light yellow to brown solid
    Melting Point 125-129 °C
    Solubility Slightly soluble in water; soluble in organic solvents
    Purity Typically ≥98%
    Smiles C1=CC2=C(C=CC(=C2Br)N)C=C1
    Inchi InChI=1S/C10H8BrN/c11-8-3-5-10(12)9-6-1-2-4-7(8)9/h1-6H,12H2
    Synonyms 6-Bromo-2-naphthylamine
    Storage Conditions Store in a cool, dry, and well-ventilated place
    Ec Number 244-603-3

    As an accredited 6-Bromo-2-Aminonaphthalene factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

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    Application of 6-Bromo-2-Aminonaphthalene

    Applications of 6-Bromo-2-Aminonaphthalene in Industrial Manufacturing

    6-Bromo-2-aminonaphthalene serves as a key intermediate in specialized chemical manufacturing, supporting a variety of high-value sectors. Its aromatic structure and functional groups make it essential for several precise synthesis pathways in the chemical, pigment, and electronic materials industries. Below, we specify the main downstream segments, process details, and production standards relevant to industrial professionals.

    1. Pharmaceutical Intermediates for API Synthesis

    Pharmaceutical manufacturers use 6-bromo-2-aminonaphthalene in heterocyclic synthesis, particularly for oncology-focused APIs (Active Pharmaceutical Ingredients). Its bromo and amino substituents enable selective cross-coupling reactions, such as Buchwald-Hartwig or Suzuki-Miyaura couplings, forming N-heterocyclic structures that serve as scaffolds for targeted cancer therapies. R&D, scale-up, and cGMP manufacturing all require precise impurity control, especially regarding bromine and polyaromatic contaminants.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • USP-NF and EP monographs for corresponding APIs
    • US FDA 21 CFR Part 211 cGMP regulations
    • EDQM guidelines for pharmaceutical starting materials

    Typical usage ratio

    • 10%–25% w/w relative to final API intermediate weight
    • Adjusted based on yield optimization and target API scaffold size

    Downstream process integration

    • Introduced at the first or second step of core ring-building sequence
    • Acts as the aryl donor in cross-coupling or cyclization
    • Residuals controlled below 0.05% in pre-GMP routes

    Final product types

    • Antineoplastic API intermediates
    • Kinase inhibitor scaffolds
    • Naphthalene-based drug substances
    • Targeted oncology small molecules

    2. Synthesis of Organic Pigments and Dyes

    Specialty pigment producers utilize this compound to construct naphthalene-based azo and anthraquinone dyes. The amino group supports diazotization and azo coupling, forming frameworks used in high-performance colorants for plastics, coatings, and technical textiles. Manufacturers require batch consistency and defined particle size during upscaling to maintain reliable pigment dispersion and chromaticity in end-use formulations.

    Industry compliance standards

    • EN ISO 9001 for quality management systems
    • REACH Annex XVII for hazardous substance restriction
    • Oeko-Tex Standard 100 for textile chemicals (where applicable)
    • ETAD guidelines for manufacturing colorants

    Typical usage ratio

    • 20%–35% of total pigment precursor blend
    • Adjusted by target hue strength and fastness properties

    Downstream process integration

    • Reacted in diazotization, followed by coupling with phenolic or amine components
    • Post-coupling, pigment finished via milling, filtration, and drying
    • QC screens for iron/bromine residue per batch

    Final product types

    • Azo pigments for plastics and inks
    • Naphthalene-based textile dyes
    • High-lightfastness technical pigments
    • Specialty dispersions for coatings

    3. Liquid Crystal Material Precursors

    Manufacturers of liquid crystal display (LCD) materials require 6-bromo-2-aminonaphthalene to build rigid, planar aromatics with tailored polar and optical properties. It acts as a synthesis intermediate for key mesogenic molecules used in TN, STN, and IPS display fluid blends. High purity and minimal halide contamination are necessary to achieve stable alignment and electrical response in finished LCD devices.

    Industry compliance standards

    • RoHS Directive 2011/65/EU for electronic substances
    • IEC 61249-2-21 for halogen-free materials in electronics
    • ISO 9001 quality assurance in electronic materials
    • Supplier-specific LCD component validation protocols

    Typical usage ratio

    • 5%–15% (m/m) in initial mesogen synthesis batches
    • Level adjusted based on liquid crystal blend formulation

    Downstream process integration

    • Used at early coupling or acylation step, building main aromatic backbone
    • Further modified by etherification, esterification, or halide exchange
    • End-of-line solvent exchange to standardize purity & remove bromide

    Final product types

    • Mesogenic compounds for nematic and smectic phases
    • High-purity LCD material blends
    • Specialty intermediates for display manufacturing
    • Transfer chemicals for OLED panel development

    4. Agrochemical Identification and Synthesis

    Agrochemical synthesis processes use 6-bromo-2-aminonaphthalene for the creation of substituted naphthalimides and naphthylurea structures, forming the basis for pilot-scale synthesis of herbicide and fungicide active compounds. It provides a direct route towards high aromatics content formulations. Product tracking, regulatory documentation, and downstream impurity monitoring are essential for compliance, especially in multi-tonne technical grade batches.

    Industry compliance standards

    • EPA 40 CFR Part 158 regulatory requirements for pesticide intermediates
    • OECD Guidelines for the Testing of Chemicals
    • EU Regulation (EC) No 1107/2009 for plant protection product ingredients
    • ISO 17025 for analytical QC laboratories

    Typical usage ratio

    • 15%–30% w/w in technical intermediate formulation
    • Ratio optimized depending on substitution pattern and target biological activity

    Downstream process integration

    • Condensed with phthalic anhydride or isocyanates in primary step
    • Catalytic hydrogenation or halogenation applied for activity tuning
    • Post-reaction analytics for aromatic amine byproducts

    Final product types

    • Naphthalimide-based fungicides
    • Technical herbicide intermediates
    • Naphthylurea growth regulators
    • Multi-aromatic agrochemical coformulants

    5. Specialty Chemical R&D and Custom Synthesis

    Custom synthesis providers and advanced material laboratories incorporate 6-bromo-2-aminonaphthalene in new functional aromatic projects, such as advanced sensors, dye-sensitized semiconductors, and photonic materials. The compound’s dual reactivity enables rapid library generation in solid-phase synthesis, essential for high-throughput screening in both contract research and commercial scale-up prototypes. Custom method validation, traceability of synthetic batch records, and conformance with laboratory safety and documentation standards are strictly maintained.

    Industry compliance standards

    • ISO 17034 for reference material production
    • GLP (Good Laboratory Practice) for R&D organizations
    • REACH registration (if scaled above 1 tonne/year for Europe)
    • Organization-specific safety documentation (MSDS, SOPs)

    Typical usage ratio

    • 1 mmol–60 mmol (laboratory scale), or 2%–8% of combinatorial pool volumes in pilot scales
    • Adjusted per run based on solid support capacity and screening protocol

    Downstream process integration

    • Introduced as stock solution for automated solid or liquid-phase synthesis
    • Purified post-reaction by column chromatography or crystallization
    • Documented through batch electronic lab notebooks to support traceability

    Final product types

    • Library candidates for functional material evaluation
    • Prototype organic semiconductors
    • Analytical standards for research assays
    • Substituted naphthalene derivatives for electronic applications
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    Certification & Compliance
    More Introduction

    Introducing 6-Bromo-2-Aminonaphthalene: A Practical Look at a Key Organic Compound

    What Is 6-Bromo-2-Aminonaphthalene?

    6-Bromo-2-Aminonaphthalene belongs to the family of naphthalene derivatives, where a bromine atom and an amino group settle at the sixth and second positions of the naphthalene ring system. The basic chemical structure offers a solid foundation for building many advanced molecules. Labs and chemical manufacturers across the globe recognize this compound for its reliable performance and predictable reactivity in organic synthesis.

    Model and Specifications: What Matters on the Bench

    Talking about model numbers in pure compounds doesn’t always mean much outside of catalog ordering. 6-Bromo-2-Aminonaphthalene’s chief “model” boils down to how well it meets purity criteria. In high-grade lots, purity often reaches or exceeds 99 percent. Off-white to light brown, crystalline powder is the most common form. Melting point, boiling point, and solubility stand out as the main specs folks glance at before pouring from the bottle. This compound dissolves with some persuasion in organic solvents like ethanol and dimethyl sulfoxide. It’s less eager to play with water, which shows up during extractions.

    From my own lab time, even slight differences in melting points clue us in on contamination or mishandling. Working with a clean, well-defined sample spares hours of troubleshooting. Control over physical constants gives a measure of trust every chemist welcomes.

    Why 6-Bromo-2-Aminonaphthalene Matters

    This compound isn’t as recognizable as the caffeine in your morning coffee, but in chemistry circles, it holds real value. The molecule’s bromine and amino anchors open doors to making complex aromatic systems. Researchers lean on 6-Bromo-2-Aminonaphthalene when building pharmaceuticals or creating new dyes, pigments, or ligands that feed into larger chemical syntheses. Plenty of compounds in the medicine chest or the textile industry start their journey with modest blocks like this.

    Brominated aromatic amines haven’t always carried a straightforward reputation. Some older derivatives stoked earlier health concerns, especially when used in textile dyes. But deliberate use, tight process controls, and improved waste management address most of those risks today. 6-Bromo-2-Aminonaphthalene serves as an intermediate, not a finished product, so workers rarely see it outside the controlled space of gloveboxes or hoods.

    What Sets 6-Bromo-2-Aminonaphthalene Apart?

    Most naphthalene derivatives stick to simpler substitutions—a single amino or nitro group, for instance. Adding bromine at the sixth position brings useful change in reactivity. This allows for selective cross-coupling, aromatic substitution, or metal-catalyzed transformations, unlocking routes that plain 2-aminonaphthalene won’t offer. In practice, that means chemists can stitch together complex frameworks without piles of side reactions. Sometimes, it’s the difference between a six-step and a two-step synthesis.

    Other brominated or chlorinated naphthalenes, though, carry their own quirks and can sometimes misbehave under certain conditions. 6-Bromo-2-Aminonaphthalene holds the sweet spot for particular transformations, especially when aiming for derivatives that play well with both organic and inorganic scaffolds. It’s a specialized player, rarely swapped one-for-one with its cousins in the naphthalene lineup.

    How It’s Used in Synthesis

    People outside the chemistry world may not realize how essential these specialty intermediates become. In drug development, access to halogenated aromatics helps researchers design molecules with improved biological activity or enhanced metabolic stability. Halogens tweak how molecules interact with enzymes, altering a drug’s absorption or breakdown. For new dyes or pigments, bromine atoms in the aromatic system shift light absorption, adjusting color and stability.

    Building on my own experience, these brominated amines often play a second fiddle role – not the star of the finished drug, but the critical step that lets the main ingredient shine. Many hours get saved thanks to predictable reactivity here. Failures usually trace back to trying to jury-rig a different naphthalene derivative that just doesn’t fit the demands of the route.

    Comparisons with Other Products

    Plenty of chemists experiment with similar compounds: 2-aminonaphthalene, 1-bromo-2-aminonaphthalene, or even just plain naphthalene for more basic chemistry. While each has its own audience, 6-Bromo-2-Aminonaphthalene introduces a level of selectivity that’s tough to mimic with simpler structures. The bromine group provides a leaving group for cross-coupling reactions—such as Suzuki or Buchwald-Hartwig aminations. Direct comparison with 2-aminonaphthalene reveals opportunities for site-specific modification, an edge that's tough to replicate any other way.

    Single-use intermediates can meet the mark on cost, but real efficiency in discovery and development comes from options that offer reliability across batches. 6-Bromo-2-Aminonaphthalene’s defining structure reduces off-path chemistry, making scale-up and downstream purifications significantly less stressful.

    Practical Storage and Handling

    Handling brominated aromatics requires strict attention to safety—these powders aren’t for sloppy bench work. In my lab, we kept them stored in cool, dry cabinets and respected proper containment. Proper gloves, splash-resistant goggles, and a touch of humility save skin and lungs from accidental exposure. The material doesn’t leap off the bench or give off heady vapors like some volatile solvents, so accidents remain rare with steady habits.

    Over time, powders like this can absorb moisture or react with air, lowering purity. Staff need to keep the lids tight and avoid double-dipping spatulas. These may sound like simple practices, but in rooms buzzing with activity, reminders go a long way.

    Environmental and Health Considerations

    Legacy chemistry left scars, especially in the dye and textile fields, where naphthalene-based compounds sometimes carried through to water streams or soils. Modern producers work under stricter safeguards, collecting and treating waste, and ramping up efforts to avoid uncontrolled emissions. While 6-Bromo-2-Aminonaphthalene mostly lives its life behind locked lab doors, thorough documentation and closed-system transfers keep stray dust and leftover solvent blends headed for proper disposal.

    For folks tasked with process development, keeping exposure low wins trust from workers, regulators, and end customers alike. Independent health studies on similar aromatic amines urge caution, especially around long-term inhalation or skin exposure. Chemical plants lean on engineered controls and routine personal monitoring, which offer more peace of mind than theory alone. For researchers, these practical lessons show up in every new safety briefing and batch record form.

    The Role of Knowledge and Training

    No single chemical explains the entire art and science of synthesis. Yet, working with ingredients like 6-Bromo-2-Aminonaphthalene can separate novice methods from professional ones. Success comes back to a mix of book learning, supervised bench work, and listening to those who walked the lab before. A well-chosen intermediate shaves months off a research program, letting new treatments, coatings, or dyes see the light of day much sooner.

    I’ve seen graduate students agonize over compound selection, bothered by the false promise of finding a universal “one size fits all” starting material. The right tool for the right job—basic wisdom backed up by experience—usually brings relief in the end.

    The Lifespan and Future of Aromatic Building Blocks

    Demand for specialty intermediates keeps evolving. Some researchers now chase greener or safer alternatives without losing performance. It’s an ongoing tension. Advances in catalysis and step economy push toward new halogenated aromatics that work at lower concentrations, under milder conditions, with fewer leftover byproducts.

    For 6-Bromo-2-Aminonaphthalene, the outlook remains steady. Chemistry always rewards compounds that deliver clean, reliable transformations. If manufacturers keep up with changing regulatory landscapes and invest in sustainable process design, compounds like this will hold a place on the bench for years to come.

    Potential Hurdles and Responsible Solutions

    No tool is perfect, and every specialty chemical brings its share of hurdles. Scaling up reactions often tests the reliability of supply chains, especially with less common building blocks. Early conversations with suppliers about batch consistency and documentation can help avoid unpleasant bottlenecks during crunch time.

    Safety also stands out. Training for new staff includes more than glancing at safety sheets. Hands-on demonstrations, open-door questions, and culture-building around “near misses” rather than hidden mistakes drive real improvement. A safe lab is a productive lab, after all.

    Environmental responsibility goes beyond paperwork. Simple steps—segregating halogenated waste, auditing storage protocols, and being transparent with downstream users—turn abstract commitment into daily practice. Some firms partner with specialized hazardous waste handlers, closing the loop and building public trust in the supply chain.

    Personal Reflections: Lessons from the Lab

    Years spent hunched over a workbench taught me that the “small” ingredients often punch above their weight. Reliable intermediates act like the links in a chain, holding research together even as the headlines focus elsewhere. I’ve watched older chemists light up recalling breakthroughs unlocked with the right naphthalene derivative—sometimes after several false starts or failed runs.

    Once, during a multi-step synthesis, we struggled with byproduct contamination until a colleague suggested swapping in 6-Bromo-2-Aminonaphthalene. The purity and reaction control closed the gap, and the relief in the room was obvious. Moments like that stay with you, quietly shifting how you approach each experiment that follows.

    Building on Trust: The Foundation of Chemistry

    All good science grows from a base of trust—trust in the material, the method, and the integrity of those behind each batch. 6-Bromo-2-Aminonaphthalene’s continued use speaks to its reliability and the practical wisdom behind its adoption. Communication between manufacturers, suppliers, and end-users forms the backbone of this trust. Certifications back up claims, but satisfaction draws on honest conversations and a willingness to adapt processes for both safety and performance.

    Supporting Innovation—One Compound at a Time

    Innovation thrives on dependable foundations. Whether it’s in drug discovery, dye synthesis, or experimental materials research, compounds like 6-Bromo-2-Aminonaphthalene serve as stepping stones. Their contribution may not make headlines, but those who know the materials understand the difference a clean, well-understood intermediate can deliver.

    Chemistry, like most sciences, is less about overnight miracles than steady progress—experiment after experiment, built on the right choices and learned habits. Trusted chemicals remove one more worry from the bench, letting creative thinking take the lead. New generations of scientists will find their own breakthroughs, often with help from reliable old friends in brown glass bottles.

    Advancing Knowledge Through Sharing

    Open conversation about practical challenges and how researchers solve them sharpens the entire field. Not every win needs a journal cover or a press release. A shared protocol for handling stubborn intermediates, or a new method for purifying a tricky batch, carries value. The best labs make room for quiet learning, the sort that often circles back to trusted building blocks like 6-Bromo-2-Aminonaphthalene.

    Forums, conference posters, and hallway chats nourish the discipline. Sharing what works, and calling out pitfalls without shame, supports safer and more efficient research. These habits feed back into higher standards and a culture of improvement.

    Informed Choices Promote Better Results

    Smart selection on the front end saves headaches on the back. There’s no substitute for experience, but accessible, clear-eyed discussion helps bridge the gap for those just starting out. Suppliers that provide robust technical support—honest about strengths and limitations—help research avoid common failures. Users who report back real-world challenges push producers to raise their game.

    In my own projects, clearing away ambiguity around chemical sourcing let me focus on reaction design and data interpretation—not chasing down mysterious impurities or dealing with unexplained reactivity. The more the community shares their lessons, the less time everyone wastes repeating old mistakes.

    Looking Ahead

    Even as the pace of science accelerates, foundational building blocks like 6-Bromo-2-Aminonaphthalene keep future advances within reach. The push toward greener and safer chemistry means producers will need to keep finding ways to reduce waste, minimize risk, and document every step. Careful stewardship, from production through to end use and disposal, gives confidence that new discoveries don’t undercut progress in public health or environmental care.

    Staying informed—reading not only the flashy headlines but also the small-type safety bulletins—helps every researcher make smarter, safer choices. The best products aren’t always obvious at a glance, but those that earn trust over thousands of batches will shape the next generation of innovation.

    Conclusion: Experience Shaped by Reliable Chemistry

    Reliable materials underpin every leap in scientific understanding. While few outside the lab will notice 6-Bromo-2-Aminonaphthalene, its impact shows up in finished therapies, colorfast fabrics, and cleaner reaction routes. The right intermediate at the right stage can decide the fate of a research program. By sharing knowledge, committing to safety, and expecting more from every supplier, scientists and producers can build a cycle of trust and steady improvement—ensuring every experiment moves the field ahead.