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(R)-(-)-6,6'-Dibromo-1,1'-Bi-2-Naphthol

    • Product Name (R)-(-)-6,6'-Dibromo-1,1'-Bi-2-Naphthol
    • Alias (R)-(-)-6,6'-Br2-BINOL
    • Einecs 611-384-8
    • 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

    761646

    Chemical Name (R)-(-)-6,6'-Dibromo-1,1'-Bi-2-Naphthol
    Cas Number 196929-77-6
    Molecular Formula C20H12Br2O2
    Molecular Weight 444.12 g/mol
    Appearance White to pale yellow solid
    Optical Rotation [α]D20 = -232° (c=1, CHCl3)
    Melting Point 263-265 °C
    Purity ≥98.0%
    Solubility Slightly soluble in organic solvents such as dichloromethane and chloroform
    Chirality R-enantiomer
    Synonyms (R)-6,6'-Dibromo-BINOL
    Smiles Brc1ccc2ccccc2c1O-c1c(O)c(Br)ccc2ccccc12
    Inchi InChI=1S/C20H12Br2O2/c21-13-7-9-17-11-3-1-5-15(17)19(13)23-20-16-6-2-4-12(18(16)22)10-8-14(20)24/h1-11,23-24H/t19-,20-

    As an accredited (R)-(-)-6,6'-Dibromo-1,1'-Bi-2-Naphthol factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing The 5g bottle of (R)-(-)-6,6'-Dibromo-1,1'-Bi-2-Naphthol comes in an amber glass vial with a secure screw cap.
    Shipping This product, (R)-(-)-6,6'-Dibromo-1,1'-Bi-2-Naphthol, is handled and shipped in compliance with chemical safety regulations. It is securely packaged to prevent breakage or contamination and dispatched via a licensed courier. Shipping must follow local and international hazardous materials guidelines. Delivery times may vary depending on destination and carrier.
    Storage Store (R)-(-)-6,6'-Dibromo-1,1'-Bi-2-Naphthol in a tightly closed container, in a cool, dry, well-ventilated area, away from light and sources of ignition. Keep separate from incompatible materials such as strong oxidizers. Use in a chemical fume hood. Avoid exposure to moisture and prolonged air. Label clearly and follow all relevant chemical safety protocols.
    Application of (R)-(-)-6,6'-Dibromo-1,1'-Bi-2-Naphthol

    Applications of (R)-(-)-6,6'-Dibromo-1,1'-Bi-2-Naphthol in Industrial Manufacturing

    As a manufacturer specializing in (R)-(-)-6,6'-Dibromo-1,1'-Bi-2-Naphthol, we supply this advanced chiral ligand and key intermediate to support precise synthesis and demanding quality requirements across specialized chemical sectors. Below are the primary industrial applications, detailed by practical usage, regulatory framework, manufacturing process placement, and real-world downstream products.

    1. Asymmetric Catalysis for Pharmaceutical Intermediates

    This chiral compound is critical in the development of pharmaceutical intermediates, particularly for the asymmetric synthesis of active pharmaceutical ingredients (APIs). Pharmaceutical manufacturers rely on it for enantioselective catalysis, enabling the creation of complex molecules with high optical purity as required by drug development protocols. Our production maintains consistent enantiomeric excess, ensuring downstream reproducibility and meeting stringent QC benchmarks set by multinational pharma groups.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • FDA 21 CFR Part 210/211
    • European Pharmacopoeia 11th Edition
    • Japanese Pharmacopoeia 18th Edition

    Typical usage ratio

    • 0.1–5 mol% as a chiral ligand or catalyst in cross-coupling or addition reactions, adjusted based on substrate reactivity and target yield in API synthesis

    Downstream process integration

    • Integrated in the catalytic step during enantioselective coupling or addition stages, following substrate activation and solvent system preparation

    Final product types

    • Chiral pharmaceutical intermediates for anticancer drugs
    • β-blocker intermediates
    • Central nervous system active agents
    • Next-generation peptidomimetic APIs

    2. Ligand for Polymeric Material Synthesis

    Leading polymer manufacturers utilize this dibromo bi-naphthol derivative in the fine control of polymer architecture during the synthesis of advanced functional materials. It serves as a ligand in transition metal-catalyzed polymerization, enabling the production of optically active polymers used in electronic and optical devices. Its high chemical stability and specific reactivity toward certain catalyst systems assure reproducible production runs for technical materials.

    Industry compliance standards

    • ISO 9001:2015 Quality Management Systems
    • RoHS Directive 2011/65/EU for electric/electronic end use
    • REACH Regulation (EC) No. 1907/2006

    Typical usage ratio

    • 0.05–2.0 mol% as chiral ligand per mol of catalytic metal in controlled/living polymerization, adjusted upon desired molecular weight and tacticity of final polymer

    Downstream process integration

    • Added at the catalyst preparation or pre-polymerization stage within glovebox or inert atmosphere conditions to avoid contamination and preserve chirality

    Final product types

    • Optically active polyacetylene films for OLEDs
    • Chiral polyamide resins for chiroptical elements
    • Smart coatings for display panels
    • Functionalized engineering plastics with tailored electron transport

    3. Fine Chemical and Agrochemical Synthesis

    Major agrochemical producers adopt this chiral naphtholic intermediate for synthesizing advanced crop protection agents. It provides exceptional selectivity in the preparation of heart-stage intermediates supporting stereospecific synthesis, where regulatory demands dictate complete traceability of chiral markers. Our lot traceability and low metallic residue control align with the quality and safety requirements in this sector.

    Industry compliance standards

    • OECD Good Laboratory Practice (GLP)
    • FAO/WHO JMPR agrochemical guideline
    • ISO 17025 laboratory accreditation for residue and impurity analysis
    • GHS hazard communication requirements

    Typical usage ratio

    • 0.2–3 mol% as an enantioselective catalyst or ligand in the synthesis of chiral building blocks for crop protection chemicals, typically set by batch yield and desired enantiomeric ratio

    Downstream process integration

    • Introduced in the asymmetric transformation step post-initial building block synthesis, utilizing jacketed reactors and real-time analyzers for batch monitoring

    Final product types

    • Chiral herbicide precursors
    • Selective insecticidal agents
    • Fungicide intermediates for formulation plants
    • High-value fine chemicals for custom synthesis contracts

    4. Specialty Fine Chemical Manufacturing for Electronic Materials

    Producers of specialty electronic materials implement (R)-(-)-6,6'-Dibromo-1,1'-Bi-2-Naphthol in developing optically active precursors for use in liquid crystal displays and high-end photoactive devices. Its chemical structure facilitates controlled introduction of chirality and electronic tuning in precision depositions. Manufacturers value the reproducibility of quality across multiple synthesis runs, critical for batch-to-batch consistency in photonics.

    Industry compliance standards

    • IEC 62474 - Material declaration for products of and for the electrotechnical industry
    • JIS C0950 for electronic material safety
    • REACH SVHC compliance for exported intermediates
    • ISO 14001 Environmental Management Systems

    Typical usage ratio

    • 0.1–1.5 mol% in ligand-coupled syntheses for chiral photoactive molecules, tuned based on chiral purity requirements and target isomer ratio for final devices

    Downstream process integration

    • Employed during the synthon stage of optically active molecule production, typically before halogenation or metal complexation steps for advanced films

    Final product types

    • Liquid crystal intermediates for display manufacturing
    • Photoactive coatings for semiconductor processing
    • Enantio-pure sensitizers for photolithography
    • Electronic-grade additive packages
    Free Quote

    Competitive (R)-(-)-6,6'-Dibromo-1,1'-Bi-2-Naphthol prices that fit your budget—flexible terms and customized quotes for every order.

    For samples, pricing, or more information, please call us at +8615371019725 or mail to admin@sinochem-nanjing.com.

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    Certification & Compliance
    More Introduction

    Understanding (R)-(-)-6,6'-Dibromo-1,1'-Bi-2-Naphthol: Quality and Innovation from an Experienced Manufacturer

    Years of Crafting Reliable Chiral Ligands

    In our laboratories, every batch of (R)-(-)-6,6'-Dibromo-1,1'-Bi-2-Naphthol takes shape under careful eyes and practiced hands. This compound, a brominated derivative of BINOL, grew in popularity due to its unique potential in asymmetric synthesis. Decades ago, the drive came from pioneers in chiral technologies realizing that subtle changes in the aryl-naphthol framework could yield significant advantages for catalysis. Since that time, the market for this special ligand has grown, but true consistency and high standards do not come from short-term actors.

    We have poured years into refining the process. Reliable chemical manufacturing isn’t about jumping on trends—it’s about understanding the needs of chemists, scaling up without sacrificing optical purities, and guaranteeing that every shipment measures up to the expectations of researchers and commercial processors. From gram-scale academic projects to multi-kilogram campaigns in industrial settings, the trust we have earned reflects both adherence to tight analytical standards and responsiveness to feedback from those who use the product beyond test-tube scale.

    The Chemistry Behind the Product

    Those familiar with the BINOL scaffold need little introduction to its versatility, but a brominated variant opens new doors that regular BINOL does not. The dibromo substitution at 6,6’-positions influences both the electronic and steric profiles, making this material a favorite for advanced chiral Brønsted acid catalysts and fine-tuning ligand environments in transition metal chemistry. It serves as a precursor in the synthesis of phosphoric acids, frequently at the core of asymmetric catalysis innovations. The specific optical rotation, the enantiomeric excess, and the absence of unwanted isomers matter here—every batch must align exactly with expectations to ensure reproducibility in research and scale-up.

    We do not rely on generic batch records or borrowed protocols. Our method starts with high-purity 1,1'-Bi-2-Naphthol, which undergoes controlled bromination. The process involves precise control of temperature, reaction time, and solvent system, ensuring selective bromination without compromising the molecule’s inherent chirality. Any deviation risks not only off-specification material but also headaches down the synthesis chain for our customers.

    Molecular Specifications as Seen in Our Quality Labs

    Our experience shows that subtle impurities, even in minute amounts, affect catalyst performance. That’s why we analyze every batch using NMR, chiral HPLC, and mass spectrometry, confirming absence of regioisomer or over-brominated byproducts. The melting point remains sharp and in the expected range, the optical purity by HPLC sits comfortably above 99%, and the product comes as a bright crystalline solid. Water content—often overlooked in lesser labs—receives special focus through Karl Fischer analysis, as moisture uptake during storage can alter both solubility and handling.

    Clients who demand analytical reports or test a sample at their own facility often mention one thing: reproducibility. They want to know the lot last week matches the lot this week, and that every shipment brings the same performance to their catalyst systems. Our long-term process engineers spot trends and tweak parameters when raw material qualities or market requirements shift, ensuring continuity year after year. Such changes might not be visible from a technical data sheet, but feel obvious to a synthetic chemist when a reaction just works.

    Product Handling and Use in the Real World

    Experience tells us the value of a reliable chiral source in asymmetric synthesis. (R)-(-)-6,6'-Dibromo-1,1'-Bi-2-Naphthol integrates seamlessly in synthetic strategies for constructing chiral centers with high selectivity. Academic researchers and industry chemists value the compound’s compatibility in numerous solvent systems, its persistent crystallinity, and the way it dissolves cleanly under process conditions. Our product shows robust stability, even with extended storage, and we pack it in airtight, light-protected containers that guard its integrity from moment of bottling to the day it lands in your lab.

    Some partners report success using this material as a building block for C2-symmetric phosphoric acids or for tuning selectivity in both organocatalysts and metal-catalyzed systems. The presence of bromine atoms at two ortho positions means more than a simple halogen effect. They alter the electronic cloud around the naphthol rings, shifting reaction pathways in subtle but profound ways. Projects that previously struggled for yield or enantiopurity sometimes achieve a breakthrough when this ligand replaces less tailored alternatives.

    How (R)-(-)-6,6'-Dibromo-1,1'-Bi-2-Naphthol Stands Apart

    Chemists looking for chiral ligands face many options, but few match this compound’s exact profile. In-house, we have synthesized and field-tested a range of related molecules: plain BINOL, monobrominated derivatives, and analogues with larger or electron-withdrawing groups. The dibromo version walks a fine line, enhancing both steric bulk and specific non-covalent interactions. This optimizes asymmetric induction in catalytic environments without introducing unwelcome reactivity or solubility issues.

    We’ve heard from seasoned process chemists and academic leaders who identify small, practical advantages in this molecule over its relatives. In contrast to the more common (R)-BINOL, the dibromo derivative helps avoid side reactions in Suzuki or Buchwald-type cross-couplings and serves as a more stable platform for subsequent functionalizations. During ligand modification, the ortho-bromo substituents open straightforward pathways for further derivatization, including selective metalation or palladium-catalyzed couplings. In lab trials, researchers trace enhanced turnover numbers, higher selectivity, and broader substrate compatibility to these subtle but crucial structural changes.

    Those looking for rapid scale-up usually ask about residue, metals, or byproducts. Our raw materials, glassware, and reactor lines undergo rigorous cleaning and depyrogenation protocols to ensure trace metal content and leachable halides remain below detection limits. This isn’t just about purity lines on a spec sheet—it’s about preventing late-stage rework or regulatory snags for our partners scaling to clinical or commercial batches.

    Respecting User Experience—What Buyers Tell Us

    Feedback channels drive improvements in our product. One leading pharmaceutical client mentioned the relief of opening a new bottle and finding crisp, white crystals with no hint of discoloration or clumping, even after months in cold storage. Technical teams focus on granularity and bulk density, adjusting drying and packaging parameters through the seasons, so every shipment arrives ready for precise weighing and easy handling. Reports land on our desks not only from large-scale users with analytical labs but from small research teams using bench-top approaches. Whenever an issue arises, we don’t just capture it in a quality log—we send chemists and engineers to investigate, correct course, and sometimes even redesign parts of our process to prevent recurrence.

    Successful projects don’t stem from perfect documentation alone. Strong communication, guided by mutual respect between manufacturer and researcher, creates the best outcomes. Discussions often dive deep into reaction specifics, from base choice and solvent selection to purification techniques downstream. We have modified packaging sizes and introduced inert atmosphere ampoules as a direct response to requests by those working on highly oxygen- or moisture-sensitive transformations.

    Environmental and Safety Stewardship

    Manufacturing brominated organics brings its own set of challenges. Without close attention, environmental controls at the plant can lag behind best practices, creating needless risk both for staff and the wider environment. Our facilities employ closed-system transfers when handling bromine sources and maintain robust fume extraction during both reaction and purification steps. The waste streams, especially those containing halogenated solvents or byproducts, pass through multi-step treatment tanks. Each liter of effluent undergoes chemical neutralization and scrubbing, so discharge never exceeds discharge standards.

    Those who have worked in chemical plants recognize that safety comes down to experience and vigilance, not just compliance paperwork. Routine audits, equipment upgrades, and practical hazard reviews drive down exposure risks. Regular training updates for both operators and support staff ensure response skills stay fresh and effective. Every incident or near miss sparks process reviews and sometimes upgrades to procedure, even after years of incident-free operation. By keeping lines of communication open between safety, production, and R&D, we keep improvements flowing both ways—directly impacting product quality and worker confidence.

    Challenges in Sourcing and Raw Materials

    As a manufacturer, we have seen firsthand how subtle shifts in the raw material market can ripple through the product chain. The global supply chain for high-purity starting naphthols can tighten suddenly, especially during periods of regulatory change or environmental crackdowns overseas. Rather than settle for lower spec material, we maintain relationships with multiple vetted suppliers, run lot-scale quality checks, and hold buffer stocks for anticipated high-demand periods. This prevents major delays for downstream users and helps us control pricing in volatile times.

    For bromine, on-the-ground logistics matter almost as much as chemistry. Plant engineers have set up dedicated supply tanks and monitoring, ensuring that only reagent-grade inputs reach the reactor. Temperature and humidity swings sometimes demand adjustments in reagent feed rates or alternative purification strategies. Years of scale-up experience allow us to anticipate these variables, adjust parameters, and keep product yields and purities high even during hot or humid spells. Those who use the material never need to worry about invisible process fluctuations affecting their end results—that’s the mark of a seasoned manufacturer, not just a supplier.

    Supporting Operational and Regulatory Compliance

    Our commitment extends beyond the reaction flask. Many of our clients work under regulated environments, where traceability, documentation, and rigorous lot tracking underpin both quality and compliance. We keep detailed batch records, analytical data, and full synthesis history for every manufactured lot, and retain samples for at least five years. Questions about previous manufacturing conditions, analytical data or storage reports receive prompt, clear answers. We support users preparing registration documents or technical packages for regulatory filings, ensuring supply chain documentation aligns with both domestic and international expectations.

    Certification builds trust, but effective manufacturing goes further. We regularly audit our suppliers and internal workflows, adjusting to shifts in emerging regulatory frameworks both at home and abroad. Teams working on newer synthetic routes or greener processes collaborate with in-house regulatory affairs, ensuring every product adopts advances promptly and transparently. This integration with regulatory trends gives our partners the confidence to innovate, knowing every bottle entering their lab brings not just purity and reproducibility, but documentation to support their audits and market filings.

    Collaboration with Academic and Industrial Users

    Our story with (R)-(-)-6,6'-Dibromo-1,1'-Bi-2-Naphthol features regular exchange with leading academic groups and process chemists in the pharmaceutical and materials science industries. Joint projects evaluate new catalytic applications, probe reaction mechanisms, and explore scale-up issues from a practical angle. In the past, we have hosted site visits, shared raw analytical data with external teams, and even shipped custom-batched variants to collaborators piloting emerging synthetic routes. A spirit of openness and partnership replaces transactional thinking.

    These interactions do more than boost innovation. Direct exchanges sharpen our own approach to process troubleshooting, analytical validation, and even finished-product packaging. A chemist who writes about unexpected humidity pickup during shipping helps us redesign bottle closures. An industry partner who flags minor solubility shifts during bulk crystallizations leads us to adjust solvent composition or drying protocol. We share the results, and direct engagement pays off as both sides learn and benefit.

    Continuous Improvement and Looking Forward

    The future in specialty chiral ligands belongs to those who combine hard-earned manufacturing discipline with a willingness to change. For us, the cumulative feedback from users, shifts in market demand, and ongoing advances in catalysis feed directly into research and plant operations. Each improvement in analytical instrumentation, reaction control, or waste minimization—however small—translates into tangible impacts for partners relying on our products.

    Manufacturers view each shipment of (R)-(-)-6,6'-Dibromo-1,1'-Bi-2-Naphthol not as routine, but as a reflection of a long journey from research, process refinement, and diligent production. The growing field of asymmetric synthesis, the rise of sustainable chemistry, and the demand for robust chiral building blocks turn product quality into a make-or-break factor for innovative research and commercial success. Reliable supply chains, process flexibility, and customer engagement define true manufacturing excellence.

    Trust from Experience

    Those who rely on us know that behind every bottle stands a team who take pride in doing it right, not just getting it done. Reliable supply and careful manufacturing give our product real-world value, not just technical promise. With new applications and demand growing, we continue investing in equipment, process upgrades, and people—because doing it right matters to everyone building the next generation of chiral catalysts and functionalized molecules.

    From our vantage point as a manufacturer, we watch new developments in asymmetric catalysis, green chemistry, and pharmaceutical research closely, knowing that timely, high-quality supply isn’t just good business—it’s a responsibility. Our long-standing relationships with scientists worldwide echo this commitment, turning feedback, challenges, and shared problems into better outcomes for everyone involved.