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(1S)-(-)-Camphanic Acid

    • Product Name (1S)-(-)-Camphanic Acid
    • Alias (1S)-(-)-1,2,2-Trimethylcyclopentane-1-carboxylic acid
    • Einecs 208-920-9
    • 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

    935741

    Name (1S)-(-)-Camphanic Acid
    Cas Number 124-83-4
    Molecular Formula C10H16O3
    Molecular Weight 184.23
    Appearance White crystalline powder
    Melting Point 187-190°C
    Optical Rotation [α]D20 -44° (c=1, EtOH)
    Solubility Slightly soluble in water, soluble in ethanol and ether
    Boiling Point Decomposes
    Pka 4.75 (carboxylic acid group)
    Smiles CC1(C(=O)O)C2CC1C(C2)(C)C

    As an accredited (1S)-(-)-Camphanic Acid factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing The (1S)-(-)-Camphanic Acid is packaged in a 25-gram amber glass bottle with a tight-sealing, chemical-resistant screw cap.
    Shipping (1S)-(-)-Camphanic Acid is shipped in tightly sealed containers to prevent moisture and contamination. It is packaged in compliance with chemical safety regulations and labeled appropriately. During transport, it is protected from excessive heat, direct sunlight, and mechanical shock. Ensure storage in a cool, dry place upon receipt to maintain chemical integrity.
    Storage (1S)-(-)-Camphanic acid should be stored in a tightly sealed container, kept in a cool, dry, and well-ventilated area away from direct sunlight. Store it separately from strong oxidizing agents and bases. Recommended storage temperature is at room temperature (20–25°C). Ensure the container is clearly labeled and protected from moisture and physical damage to maintain chemical stability.
    Application of (1S)-(-)-Camphanic Acid

    Applications of (1S)-(-)-Camphanic Acid in Industrial Manufacturing

    As a direct manufacturer of (1S)-(-)-Camphanic Acid, we supply high-purity material to specialized chemical sectors. Our customers rely on this chiral auxiliary for precise stereoselective transformations, particularly in pharmaceutical synthesis, advanced agrochemical intermediates, custom peptide manufacturing, and advanced material R&D. Below are major industrial applications where this raw material forms a critical part of downstream production, each with unique technical requirements for compliance, formulation, process integration, and end product output.

    1. Chiral Resolution in Active Pharmaceutical Ingredient (API) Synthesis

    Pharmaceutical manufacturers employ (1S)-(-)-camphanic acid extensively as a chiral auxiliary or resolving agent for synthesizing optically pure intermediates, particularly in the synthesis of beta-lactam antibiotics, non-steroidal anti-inflammatory drugs (NSAIDs), and certain cardiovascular medications. The downstream synthetic routes use this compound for diastereomeric salt formation, enabling enantiomer separation and configuration control under well-regulated protocols.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • European Pharmacopoeia (Ph. Eur.) and United States Pharmacopeia (USP) monographs relevant to API final product
    • FDA 21 CFR Part 210/211 (where applicable for U.S. manufacturers)
    • EDQM GMP guidelines for intermediates

    Typical usage ratio

    • 20–35% molar equivalent relative to racemic substrate; ratio depends on substrate structure and desired degree of resolution, with optimization based on pilot-scale results

    Downstream process integration

    • Added in the diastereomeric salt formation stage during stepwise chemical synthesis or resolution stages; removal occurs via hydrolysis or crystallization after enantiomeric enrichment

    Final product types

    • Chiral APIs such as levofloxacin, naproxen, and enantio-enriched omega-lactams
    • Chiral pharmaceutical intermediates supplied for further conversion or direct formulation

    2. Building Block for Agrochemical Stereoisomer Synthesis

    Producers of advanced agrochemical actives use (1S)-(-)-camphanic acid to introduce stereochemistry during the synthesis of chiral pesticide, herbicide, and fungicide intermediates. The material enters resolution reactions and asymmetric esterifications, where downstream process validation ensures the correct configuration in target enantiomerically pure compounds, supporting strict regulatory and efficacy benchmarks for agrochemical registration.

    Industry compliance standards

    • FAO/WHO specifications for active substances in pesticides
    • OECD Principles of Good Laboratory Practice (GLP) for chemical synthesis
    • REACH Regulation (EC) No 1907/2006 for substances and intermediates marketed in the EU
    • ISO 9001:2015 Quality Management System for agrochemical manufacturing

    Typical usage ratio

    • 15–25% by mol compared to racemic starting material, adjusted depending on the resolution efficiency and desired optical purity in pilot runs

    Downstream process integration

    • Incorporated during chiral resolution or esterification stages post primary synthetic conversion, followed by separation and recycling strategy implementation for cost optimization

    Final product types

    • Enantiopure pyrethroid intermediates
    • Chiral halogenated anhydrides for herbicide synthesis
    • Building blocks for trifluoromethyl-substituted fungicide actives

    3. Functional Group Protection in Peptide and Amino Acid Synthesis

    In peptide, oligopeptide and modified amino acid manufacturing, (1S)-(-)-camphanic acid serves as a protecting group for amine functions, used in the formation of camphanamides. This selective protection allows multi-step synthetic manipulations on peptide chains, enabling downstream peptide coupling, cyclization, and segment assembly steps while maintaining configuration fidelity, a crucial aspect for pharmaceutical and research-grade peptides.

    Industry compliance standards

    • US Pharmacopeia/NF (applicable to peptide APIs)
    • ICH Q11 Development and Manufacture of Drug Substances
    • ISO 13485:2016 (where peptides used in diagnostics/medical devices)
    • FDA cGMP for finished pharmaceuticals and intermediates

    Typical usage ratio

    • 1:1 molar equivalent per amino group on the target substrate; small excess (up to 1.05) for complete conversion in challenging substrates

    Downstream process integration

    • Protection step during peptide assembly or modification; introduced prior to chain elongation or amidation, followed by deprotection after desired sequence assembly

    Final product types

    • Protected peptide intermediates for pharmaceutical synthesis
    • N-alkylated or N-acylated amino acids used in research and diagnostics

    4. Chiral Auxiliary in Advanced Material Synthesis (Chiral Ligands, Catalysts)

    Specialty materials producers incorporate (1S)-(-)-camphanic acid as a chiral building block for ligands and catalysts deployed in stereoselective transformations and chiral chromatography. Downstream users select this material for the preparation of camphanic acid-derived ligands, enabling asymmetric hydrogenation, C–C bond forming reactions, or resolution columns for enantiomer purification, often in R&D settings, pilot trials and small-scale GMP batches.

    Industry compliance standards

    • ISO 9001:2015 or ISO 14001:2015 (Quality and Environmental Management for specialty manufacturers)
    • REACH registration for supplied ligands and catalyst intermediates in the EU
    • Japanese Industrial Standards (JIS) for fine chemical production
    • Internal R&D QC protocols for catalyst and ligand purity

    Typical usage ratio

    • Varies from 0.2–0.5 molar equivalent per total reactive center in ligand synthesis; typically determined by the stoichiometry of ligand core structure

    Downstream process integration

    • Used in early-stage ligand synthesis, attached to backbone cores under controlled conditions; removed or recovered during post-ligand modification or following application in column packing

    Final product types

    • Chiral ligands for homogeneous catalysis
    • Chiral stationary phases for chromatography columns
    • Asymmetric hydrogenation catalysts for fine chemical production
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    Certification & Compliance
    More Introduction

    (1S)-(-)-Camphanic Acid: Manufacturing Experience and Practical Uses

    Introduction to (1S)-(-)-Camphanic Acid and Our Manufacturing Journey

    In the decades we’ve spent producing fine chemicals for research and production labs across the world, few chiral auxiliaries have offered the versatility and reliability of (1S)-(-)-Camphanic Acid. This crystalline compound, with a well-defined stereochemistry, consistently meets the stringent requirements of both academic research and industrial synthesis. Every batch we manufacture must meet the specific expectations of chemists working on asymmetric syntheses or engaged in resolving racemates. Our plant operations have seen a steady increase in demand for this material as synthetic organic chemistry has grown more complex, reflecting real needs in pharmaceuticals, agrochemicals, and advanced materials.

    Chemical Characteristics and Purity

    (1S)-(-)-Camphanic Acid distinguishes itself through its rigid bicyclic backbone and the specificity of its chiral center. What stands out to us during the manufacturing process is the importance of absolute configuration—every reaction step and purification run must preserve the (1S) stereochemistry. If samples show the slightest deviation in optical rotation or contain even trace levels of byproducts, the entire batch is flagged for reprocessing. The melting point range, which we monitor with precision instruments, is a key indicator of product integrity and supports our reputation for providing reliable materials. Chemists who rely on our (1S)-(-)-Camphanic Acid repeat orders because they know a consistent optical purity of better than 99% remains our routine product standard.

    Product Specifications Developed from Experience

    We manufacture (1S)-(-)-Camphanic Acid as a white crystalline solid with a typical melting point between 186 and 188°C. Its measured specific rotation usually falls close to -106°, a figure we’ve confirmed through hundreds of lots. These details matter on the production floor. Some users ask about trace metals or moisture content—parameters we analyze by ICP-MS and Karl Fischer titration to support users with especially sensitive syntheses. Impurities, including camphoric acid and related bicyclic carboxylic acids, present a common challenge during large-scale crystallization. Our procedures for solvent selection and seed addition help avoid most of these pitfalls, but it took years of hands-on process optimization to reach this stage.

    From the earliest days of production, the significance of a well-controlled environment stood out. Airborne particulates and humidity shifts can push the impurity profile beyond recommended thresholds. Frequent recalibration of reactor controls, careful management of the filtration line, and immediate post-synthesis quality checks keep product quality aligned with the needs of both custom contract projects and recurring high-volume orders.

    Practical Applications in Modern Synthesis

    We’ve seen the role of (1S)-(-)-Camphanic Acid shift as new synthetic methods emerge and as chiral pool chemistry becomes more sophisticated. For many years, this acid served primarily as a resolving agent for racemic mixtures, an application that remains essential for some chemists. By forming diastereomeric salts with amines or alcohols, chemists separate enantiomers that might otherwise require expensive chiral columns or time-intensive enzymatic methods. In the labs that purchase our product, its use extends beyond resolution—serving as a chiral auxiliary, it helps induce asymmetry in synthesis, steering key intermediates toward crystalline derivatives ready for further transformation.

    We notice that reaction developers often use (1S)-(-)-Camphanic Acid in oxazolidinone syntheses, peptide modifications, and as a protective group in the preparation of natural products. Its acid group, while rarely reactive under neutral conditions, offers easy removal by hydrolysis or reduction, making it a reliable choice for temporary chiral modification. Because of this feature, groups developing small-molecule APIs or new ligands for catalysis prefer our material over less robust auxiliaries prone to racemization or degradation under scale-up conditions.

    Why Our Manufacturing Methods Matter

    In high-throughput environments where each gram of material supports expensive downstream transformations, consistency cannot be theoretical. Sourcing (1S)-(-)-Camphanic Acid directly from a manufacturer means a direct line to process updates, supply chain logistics, and current lot quality data. Many research groups and process chemists ask for sample chromatograms, water content data, and long-term storage stability records—which we deliver without hesitation. If a pilot project encounters a scale-up snag, we break down our crystallization or drying process and provide insights gained from handling tons of this material over the years.

    Occasionally, customers request technical changes, such as higher purity or alternate salt forms to suit R&D workflows. Our production lines adapt to these requests, thanks in part to a skilled team able to integrate new purification steps or analytical methods on short notice. The trust we’ve built reflects careful listening, process transparency, and a shared goal of reducing risks in challenging syntheses.

    Comparisons with Other Chiral Auxiliaries and Acids

    Many users inquire about distinctions between (1S)-(-)-Camphanic Acid and alternatives like (1R)-(+)-Camphanic Acid, camphorsulfonic acid, or tartaric acid derivatives. In practical terms, the unique steric bulk and hydrophobicity of (1S)-(-)-Camphanic Acid impart selectivity not matched by less rigid chiral acids. Those working on new peptide bond formations or asymmetric Diels-Alder reactions tell us that alternative acids either fail to form crystalline intermediates or lead to troublesome side reactions. The symmetrical framework of tartaric acid or the stronger acidity of camphorsulfonic acid cannot offer the same combination of chiral discrimination and mild chemical reactivity.

    Specific requests for the (1R)-(+) isomer sometimes cross our desks. We maintain technical expertise in separating and analyzing both enantiomers, but our main plant capacity focuses on the (1S)-(-)-form due to industry preference and greater literature support for its uses. Experience shows that switching enantiomers, even in pilot-scale synthesis, leads to differences in resolution outcomes and sometimes necessitates extensive reoptimization of crystallization protocols. The extra rigidity of the camphanic acid skeleton compared to small-molecule chiral acids brings predictable transformations without loss of resolution.

    Challenges We Handle in Production and Supply

    In practice, large-scale manufacture of (1S)-(-)-Camphanic Acid presents specific challenges. Camphor oxidation, a key step, can yield variable results depending on catalyst loading, oxygen purity, and column efficiency. We keep process yield above 80% by controlling agitation speed and oxygen introduction during the oxidation phase. The air inlets and mixing designs in our reactors have been refined to prevent both over-oxidation and resin fouling, as even minor blockages can disrupt the batch and force costly downtime.

    Maintaining the stability of the chiral center demands vigilance during storage and shipment. Light, trace acids, and solvents left from purification introduce risk of racemization or decomposition. Vacuum-sealed packaging and transport in controlled-temperature containers have kept our product within spec even during long-haul overseas shipments. Over time, we’ve learned that regular third-party validation of our shipping protocols helps maintain the confidence of international customers and assists regulatory compliance teams aiming for full documentation from origin to bench.

    Perspectives from End-Users and Collaborators

    Direct conversations with end-users continually shape our approach. College teaching labs often ask for small bottles with precise weights and include feedback regarding ease of handling, safety concerns, and storage instructions. Research groups work with us to develop reagent packs for combinatorial synthesis, requiring each unit to meet high standards for both purity and labeling. These discussions have sparked a number of small modifications on our packaging line, improving tamper resistance and extending shelf life.

    Process chemists in pharmaceutical and agrochemical firms rely on batch-to-batch documentation for regulatory filings. Through years of collaboration, we’ve learned the best ways to support these partners include lot archives, backup sample retention, and quick response to deviation reports. Early engagement during process design, such as sharing real stability data instead of projections based on analogs, helps them make informed sourcing decisions and avoid unplanned delays.

    Developments in Downstream Applications

    The push toward greener synthesis continues to influence how chemists use (1S)-(-)-Camphanic Acid. As reactions shift away from heavy metals and strictly petroleum-based solvents, our teams conduct test syntheses to confirm product reactivity and stability in greener solvent systems. Many of our customers now publish step-by-step procedures that use less chlorinated waste or demand alternatives to traditional coupling methods. By tracking these publications and directly sampling from recent research, our technical staff tunes our product to meet the evolving standards of academic and industrial science alike.

    For bioconjugation applications, customers in the life sciences sector use (1S)-(-)-Camphanic Acid derivatives as chiral inductors for peptide-based drugs. The acid’s compatibility with diverse protecting group strategies and its low tendency toward epimerization facilitate sequence-specific modifications on solid supports. This compatibility has led us to invest in specialized documentation, covering both residual solvent analysis and the compatibility of (1S)-(-)-Camphanic Acid-derived intermediates with peptide sequencing protocols.

    Safety, Environmental Stewardship, and Compliance

    Our manufacturing team understands that producing chemicals for global markets means not only watching the bottom line but also respecting regulations and environmental impact. Effluent handling systems at our plant recover nearly all solvents, and solid waste streams from the crystallization process undergo treatments that minimize organic residues. We participate in regular environmental audits and provide traceability documentation to our partners on demand.

    Workers on our lines follow protective protocols developed with years of hands-on practice, incorporating best practices to reduce exposure risk and improve operational safety. Regular health and safety reviews shape our batch records and improve design for new equipment. This proactive culture reduces downtime from incidents and builds trust with the local regulatory bodies and inspection agencies.

    Addressing Supply Chain Concerns and Market Fluctuations

    Global demand for chiral auxiliaries varies with industry cycles, regulatory changes, and shifting research priorities. We keep supply steady by securing upstream contracts with key raw material suppliers and operating with a flexible production schedule. When the pandemic disrupted ports and chemical imports, our contingency plans preserved full-cycle operational capacity, preventing backorders for customers who still needed high-purity chiral materials to meet their synthesis schedules.

    Partnership with logistics firms that understand the requirements of temperature-sensitive and time-sensitive cargo supports both domestic and export markets. Our logistics team remains closely involved in real-time tracking and routing updates, reducing risk of batch spoilage or misrouting even as regulatory environments tighten border controls and data requirements.

    The Future of (1S)-(-)-Camphanic Acid Production

    The consistent performance of (1S)-(-)-Camphanic Acid in asymmetric synthesis ensures its role in emerging fields such as personalized medicine, advanced catalysis, and biomolecule preparation. As new chiral technologies appear, we plan to continue evolving our operations—investing in process automation, green chemistry initiatives, and adaptive quality control analytics. The vision among our team is always clear: producing a chiral reagent that meets both the innovations of modern science and the expectations of everyday chemists.

    Offering a reliable supply of (1S)-(-)-Camphanic Acid enables researchers, process engineers, and formulators to spend less time managing uncertainty in their workflow. Each shipment that leaves our dock reflects the combined experience and dedication of workers, analytical chemists, and technical support staff who understand both the product and the real-world syntheses it powers.