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(2S,3S)-(-)-Bis(Diphenylphosphino)Butane

    • Product Name (2S,3S)-(-)-Bis(Diphenylphosphino)Butane
    • Alias chiraphos
    • Einecs 253-755-1
    • 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
    VTB
    Specifications

    HS Code

    409686

    Common Name (2S,3S)-(-)-Bis(Diphenylphosphino)Butane
    Abbreviation (-)-S,S-BPBP or S,S-BPDB
    Cas Number 91470-42-9
    Molecular Formula C28H28P2
    Molecular Weight 426.47 g/mol
    Appearance White to off-white solid
    Melting Point 107-112 °C
    Solubility Soluble in organic solvents (e.g., dichloromethane, toluene)
    Optical Rotation [α]D20 = –140° (c = 1, CHCl3)
    Chirality Chiral, (2S,3S)-enantiomer
    Application Chiral ligand in asymmetric catalysis
    Synonyms (–)-S,S-1,4-Bis(diphenylphosphino)butane
    Storage Conditions Store under inert atmosphere, dry conditions
    Purity >98% (commercial)

    As an accredited (2S,3S)-(-)-Bis(Diphenylphosphino)Butane factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing Amber glass bottle containing 5 grams of (2S,3S)-(-)-Bis(Diphenylphosphino)Butane, tightly sealed with a screw cap and labeling for chemical safety.
    Shipping (2S,3S)-(-)-Bis(Diphenylphosphino)butane is shipped in tightly sealed containers under inert atmosphere, such as argon or nitrogen, to prevent oxidation. It should be protected from moisture and stored at cool temperatures. Compliant with all applicable regulations for the transport of air- and moisture-sensitive organophosphorus compounds. Handle with proper safety precautions.
    Storage (2S,3S)-(-)-Bis(Diphenylphosphino)butane should be stored in a tightly sealed container under an inert atmosphere, such as nitrogen or argon, to prevent oxidation. Keep it in a cool, dry place, away from moisture, heat, and direct sunlight. Store at room temperature, and avoid sources of ignition. Always handle with proper protective equipment in a well-ventilated area.
    Application of (2S,3S)-(-)-Bis(Diphenylphosphino)Butane

    Applications of (2S,3S)-(-)-Bis(Diphenylphosphino)Butane in Industrial Manufacturing

    As a specialized manufacturer, we support global process customers with (2S,3S)-(-)-Bis(Diphenylphosphino)Butane for advanced asymmetric catalysis. This ligand enables high selectivity in homogeneous catalytic systems for diversified industrial segments. Below, we detail major applications, technical guidelines, and integration specifics based on proven industry practices.

    1. Asymmetric Hydrogenation of Pharmaceutical Intermediates

    Many pharmaceutical plants integrate this ligand in preparative chiral hydrogenation of intermediates, such as in the synthesis of enantiomerically pure APIs. Used with transition metal catalysts—typically rhodium or ruthenium—this material drives efficient conversion and reproducibility within GMP manufacturing settings.

    Industry compliance standards

    • ICH Q7: Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • US FDA 21 CFR Part 211: Current Good Manufacturing Practice for Finished Pharmaceuticals
    • EU GMP Part II
    • Chinese Pharmacopoeia ChP 2020 for chiral auxiliaries (where applicable)

    Typical usage ratio

    • 0.2–2.5 mol% relative to substrate; fine-tuned by reaction optimisation, substrate reactivity, and scale-up studies

    Downstream process integration

    • Ligand dissolved with metal precursor to form active catalyst complex, added to hydrogenation vessel after API precursor charge, under rigorously controlled N2/H2 atmosphere and specified temperature

    Final product types

    • Enantiopure building blocks for antiretrovirals
    • Chiral amine drug intermediates
    • Active Pharmaceutical Ingredients (APIs) for oncology and CNS therapies
    • Contract intermediate batches for global drug makers

    2. Production of Chiral Agrochemical Actives

    Manufacturers of high-value agrochemicals rely on this diphosphine ligand in asymmetric synthesis of chiral pesticides and herbicides, where regulatory requirements mandate enantiomeric purity. Reaction parameters and purification steps follow agrochemical GMP and strict environmental controls.

    Industry compliance standards

    • FAO/WHO Specifications for Pesticides
    • ISO 9001:2015 Certified Quality Management Systems
    • European Regulation (EC) No 1107/2009 for plant protection products
    • REACH Registration for chemical intermediates

    Typical usage ratio

    • 0.4–4.0 mol% with respect to chiral target molecule; adjusted based on required ee% and cost-efficiency for specific actives

    Downstream process integration

    • Ligand/metal complex added to batch reactor during key reduction or coupling stages, followed by separation and product crystallization under inert gas protocols

    Final product types

    • Chiral pyrethroid intermediates
    • Fungicidal active ingredients
    • (S)-enantiomeric fungicides or herbicides
    • Seed-coating chiral agents

    3. Fine Chemical Synthesis for Electronic Materials

    Electronic materials companies employ this ligand for high-selectivity asymmetric catalysis in the synthesis of specialty chemicals for OLEDs and liquid crystal displays. Required purity and trace metal content parameters adhere to electronic materials standards for device performance.

    Industry compliance standards

    • JEITA Standards for Electronic Chemical Products
    • TCLP and RoHS (EU Directive 2011/65/EU) hazardous substance control
    • SEMATECH Guidelines for Process Chemicals
    • ISO 14001 Environmental Management for chemical synthesis

    Typical usage ratio

    • 0.5–1.8 mol% based on substrate; ratio decided by desired optical purity and downstream device qualification needs

    Downstream process integration

    • Ligand introduced during fine chemical stage, forming catalyst complex for asymmetric coupling, often followed by advanced purification (e.g., HPLC, recrystallization)

    Final product types

    • Chiral intermediates for OLED emitters
    • Liquid crystal display dopants
    • Photoactive electronic grade compounds
    • Specialty monomers for semiconductor polymers

    4. Homogeneous Catalytic Synthesis in Fragrance & Flavor Industries

    Producers of aroma chemicals deploy this ligand in ruthenium- and rhodium-catalyzed asymmetric hydrogenations to obtain high-purity chiral alcohols and lactones. The resulting ingredients comply with international food additive and perfumery regulations, which require stringent traceability and purity specifications.

    Industry compliance standards

    • IFRA Guidelines for Fragrance Materials
    • US FDA 21 CFR Part 172 – Food Additives Permitted for Direct Addition to Food for Human Consumption
    • ISO 22000 Food Safety Management Systems
    • JECFA Specifications for Flavouring Substances

    Typical usage ratio

    • 0.3–2.5 mol% in catalytic systems; tuned for product yield, batch size, and final optical purity

    Downstream process integration

    • Ligand/metal catalyst complex added during enantioselective hydrogenation of key intermediates, with subsequent distillation and food-grade purification measures

    Final product types

    • Chiral alcohols for fine fragrance bases
    • Lactone derivatives for edible flavors
    • FEMA GRAS-listed aroma chemicals
    • Niche lactone agents for luxury perfumery

    5. Catalytic Asymmetric Synthesis for Advanced Polymer Building Blocks

    Polymer manufacturers incorporate this ligand in preparation of chiral monomers and auxiliaries used to impart stereochemical functionality to specialty polymers. Such processes demand ligand purity and full traceability under global quality protocols, especially for high-performance engineering plastics.

    Industry compliance standards

    • ISO 9001:2015 for chemical manufacturing
    • REACH Regulation (EC) No 1907/2006
    • ASTM D6317 for Polymeric Materials Testing
    • GHS Safety Data Sheet requirements

    Typical usage ratio

    • 0.7–2.0 mol%; precisely adjusted via pilot studies and analytical conversion tracking for each monomer type

    Downstream process integration

    • Ligand-metal complex introduced at catalytic monomer formation step, typically before downstream polymerization; residual ligand removal by phase extraction and filtration

    Final product types

    • Chiral polyamide building blocks
    • Stereoregular polyester intermediates
    • High-tolerance polyvinyl compounds
    • Specialty polymer blends for electronics and automotive sectors
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