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Bis(Diphenylphosphino)Methane

    • Product Name Bis(Diphenylphosphino)Methane
    • Alias dppm
    • Einecs 218-255-8
    • 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

    781059

    Chemicalname Bis(Diphenylphosphino)Methane
    Abbreviation dppm
    Casnumber 2071-20-7
    Molecularformula C25H22P2
    Molarmass 384.39 g/mol
    Appearance White to off-white solid
    Meltingpoint 297-298 °C
    Solubility Soluble in organic solvents such as toluene, THF, benzene
    Density 1.24 g/cm³
    Smiles c1ccc(cc1)P(c2ccccc2)C(P(c3ccccc3)c4ccccc4)
    Inchi InChI=1S/C25H22P2/c1-5-13-21(14-6-1)27(22-15-7-2-8-16-22)19-20-26(23-17-9-3-10-18-23)24-11-4-12-25-24/h1-18H,19-20H2
    Boilingpoint Decomposes before boiling
    Refractiveindex 1.638

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

    Packing & Storage
    Packing A 25g amber glass bottle with a tight-sealing cap, labeled "Bis(Diphenylphosphino)Methane," featuring hazard warnings and safety information.
    Shipping Bis(Diphenylphosphino)methane is shipped in tightly sealed containers, typically under inert gas such as nitrogen, to prevent oxidation. It should be stored and transported in a cool, dry place, compliant with chemical regulations. Handling requires appropriate labeling, protective packaging, and documentation in accordance with relevant shipping guidelines and safety standards.
    Storage Bis(Diphenylphosphino)methane should be stored in a tightly sealed container under an inert atmosphere, such as nitrogen or argon, to prevent oxidation. Store it in a cool, dry place away from moisture, air, and strong oxidizing agents. Protect from light and heat sources. Properly label the container and keep it in a well-ventilated chemical storage area designated for organophosphine compounds.
    Application of Bis(Diphenylphosphino)Methane

    Applications of Bis(Diphenylphosphino)Methane in Industrial Manufacturing

    Bis(Diphenylphosphino)Methane has established itself as a high-performance ligand for advanced catalytic processes across several industries. As a direct manufacturer, we supply this phosphine compound tailored specifically for sectors with well-defined requirements. Below, we present real-world application scenarios, with focused details for formulating, processing, quality control, and integration into downstream production workflows.

    1. Homogeneous Catalysis for Fine Chemical Synthesis

    This compound serves as a bidentate ligand in homogeneous transition metal catalyst systems, supporting precision organic syntheses at commercial scale. Downstream users incorporate it in batch and continuous reactor setups to facilitate challenging bond-forming steps, such as hydroformylation or cross-coupling. Due to its bridging structure, the ligand stabilizes metal complexes and allows predictable reaction control, especially in multi-step, pharmaceutical intermediate production.

    Industry compliance standards

    • REACH (EC 1907/2006) registration for use in chemical synthesis
    • ISO 9001:2015 quality management in fine chemical manufacturing
    • Good Manufacturing Practice (GMP) guidelines for pharmaceutical intermediates
    • IPEC-PQG Good Distribution Practice for excipient transport and handling

    Typical usage ratio

    • 0.2–1.5 mol% relative to palladium, nickel, or rhodium metal centers; optimized based on substrate type and required turnover frequency

    Downstream process integration

    • Ligand dissolved in inert solvent, premixed with metal precursor, then introduced to pressurized or atmospheric reactors during initial charge
    • Reaction monitored via in-process HPLC or GC to control conversion

    Final product types

    • Active pharmaceutical ingredient (API) intermediates
    • High-purity chemical building blocks
    • Specialty aromatic compounds for agrochemicals
    • Polyfunctional ligands for electronic materials

    2. Polymer Modification Catalysts

    Several polymer resin producers utilize this phosphine derivative as a ligand in metal-based catalyst complexes for controlled chain-growth polymerizations and copolymerization of specialty monomers. Its use ensures reproducible molecular weight control and narrow polydispersity in engineered resins required by automotive and electronic sectors, especially in high-performance thermoplastic copolymers and specialty polyolefin blends.

    Industry compliance standards

    • ISO 14001:2015 Environmental Management for chemical/polymer sites
    • EU Directive 2011/65/EU (RoHS) for substances in electronics-related polymers
    • ASTM International D2563 for thermoplastic processing
    • UL94 flammability standards for final resin grades

    Typical usage ratio

    • 0.03–0.25 mol% in catalyst system, depending on monomer reactivity and targeted polymer architecture

    Downstream process integration

    • Added to metal salt solution before polymerization initiator or in-situ generation of catalyst in the polymer melt/reactor vessel
    • Used under inert atmosphere at controlled temperature and pressure

    Final product types

    • Polyolefin elastomers for automotive seals
    • Specialty engineering plastics for electrical insulation
    • High-clarity thermoplastic resins for display technology
    • Performance copolymers used in medical device housings (non-contact components)

    3. Synthesis of Organometallic Complexes for Materials Science

    Producers of electronic materials and specialty coatings utilize this ligand in the preparation of organometallic complexes, which act as precursors in vapor deposition and microfabrication. The ligand’s ability to stabilize low-valent metal centers is critical to generating uniform thin films, required in applications such as organic light-emitting diodes (OLED) and semiconductor patterning.

    Industry compliance standards

    • SEMI S2 environmental, health, and safety standards for fab chemicals
    • IEC 62474:2018 on material declaration for electronic components
    • JIS K 5600 testing for coatings (Japan)
    • UL 746C for polymeric materials in electronic assemblies

    Typical usage ratio

    • 0.5–2.0 mol equivalents per metal, based on volatility and reactivity of target organometallic species

    Downstream process integration

    • Ligand coordinated to selected metal salts in solvent reflux or Schlenk line techniques
    • Complexes isolated and purified before use in chemical vapor deposition (CVD) or spin coating processes

    Final product types

    • OLED emitter layers and conductive films
    • Patterned semiconductor thin films
    • Highly reflective specialty coatings for optoelectronic devices
    • Initiators for nanostructured metal patterning

    4. Catalyst Systems in Bulk Chemical Production

    Producers of large-scale commodity chemicals leverage the use of this phosphine-based ligand in catalyst assemblies that drive hydroformylation, carbonylation, and olefin functionalization processes. Its efficacy in supporting high turnover numbers allows consistent batch-to-batch product uniformity, especially in industrial installations where robust process control is critical and demand surges seasonally.

    Industry compliance standards

    • OSHA 29 CFR 1910 for industrial chemical handling (USA)
    • ISO 45001:2018 for occupational safety during chemical processing
    • GOST 30333 (Russian Federation) for chemical safety passport management
    • Responsible Care Global Charter for sustainability and supply chain traceability

    Typical usage ratio

    • 0.1–0.75 mol% of feedstock mass, tailored by product line and metal-ligand activity (hydroformylation or similar transformations)

    Downstream process integration

    • Pre-complexed with metal salts, charged to high-pressure reactors before substrate introduction
    • Process parameters refined by continuous reaction monitoring and automated dosage adjustments

    Final product types

    • Long-chain aldehydes and alcohols used in plasticizer manufacturing
    • Bulk carboxylic acids for surfactant bases
    • Industrial-grade olefin derivatives
    • Building blocks for downstream polymer or solvent synthesis
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    Certification & Compliance
    More Introduction

    Introducing Bis(Diphenylphosphino)Methane: A Reliable Ligand Engineered for Consistent Performance

    Bis(Diphenylphosphino)Methane, which chemists commonly call dppm, stands as a pivotal bidentate ligand in countless organometallic and coordination chemistry projects across the globe. Pass through any lab synthesizing new metal complexes, and you will see familiar white dppm crystals trusted on bench tops and in reagent drawers. Drawing from our long-standing experience manufacturing specialty phosphines, we place special focus on purity and performance, because missed side reactions in catalyst syntheses cost real time and money. We keep our production to tried-and-tested routes, thoroughly purifying every batch, so our material holds up in air-sensitive glovebox work, process screenings, or scale-up situations.

    Product Model and Specifications: Crafted for Synthetic Reliability

    Our process yields dppm as clean, free-flowing crystals with a melting point above 297°C, which signals high chemical purity and low contamination from byproducts. Each lot comes with measured elemental phosphorus content, low moisture, and spectral analysis by NMR and IR. These technical checks matter not as box-ticking exercises, but because researchers push catalysts to higher turnover numbers than ever, and they can’t afford unexpected ligation behaviors in organometallic salt or catalytic system.

    Seasoned synthetic chemists often ask about solubility. Dppm dissolves easily in chlorinated solvents and aromatic hydrocarbons, including dichloromethane and toluene. Many prefer dppm for this property alone, since solution-phase handling beats suspensions for glovebox load-in or Schlenk-line work. Its crystalline, powdery form reduces static, avoids caking, and makes weighing straightforward even during the winter, when humidity fluctuates. Glass-bottled packaging with tamper-evident seals on our side provides added protection against moisture, which can degrade this ligand over long-term storage.

    Usage: The Ligand of Choice for Diverse Chemistry

    Year after year, requests for dppm grow, especially from research groups involved in homogeneous catalysis, fine chemical synthesis, and polymerization. The diphenylphosphino arms of dppm, linked by a single methylene bridge, generate a “bite angle” that fits snugly into the coordination sphere of palladium, platinum, gold, and many first-row transition metals. This angle—around 71°—distinguishes dppm from other common phosphine ligands. The metal-ligand geometry translates into strong, chelating complexes, and unlocks reactivity patterns impossible to achieve with monodentate or less-flexible bidentate ligands.

    In our own R&D trials, dppm-based palladium complexes show long operating lifespans in cross-coupling reactions, such as Suzuki or Heck reactions. Colleagues from specialty pharma and electronic material firms report reliable yields during gram-to-kilogram scale-ups, since the chelation stabilizes the metal center but doesn’t block open sites necessary for substrate attack. Catalytic runs with dppm-Ru and dppm-Ir complexes retain high selectivity—testament to the precise control that this ligand brings to the coordination sphere.

    We receive steady orders from those screening ligands for carbonylation, hydroformylation, hydrogenation, and even unusual transformations like hydroamination. Systematic researchers note how dppm complexes form distinctive 31P NMR signatures. This facet speeds up analytical work in multi-component systems. Chemical engineers appreciate batch-to-batch consistency; every operator wants to avoid the headaches caused by dissimilar melting points, off-odors, or color changes that signal degradation. Through our controlled process and QC, every shipment matches the archival spectra, supporting reproducible science.

    Differences from Other Phosphine Ligands: What Experience Teaches

    Dppm emerged on the scene decades ago as chemists realized its distinct geometry filled a special niche. Compared to 1,2-bis(diphenylphosphino)ethane (dppe), dppm’s methylene linker is shorter, pulling the two phosphorus centers closer together. In practice, this tighter angle means dppm makes smaller chelate rings when binding to a single metal, which can tilt a catalytic cycle toward new products or even dictate whether a reaction proceeds at all.

    Consider the difference from triphenylphosphine, a classic workhorse ligand. Triphenylphosphine offers only one point of contact for the metal. Swap it for dppm, and the resulting chelate effect roughly doubles the thermodynamic stabilization—a trick that sometimes means the difference between isolating a sensitive intermediate or watching it decompose before your eyes. Our sales and technical teams field calls from academic and industrial labs comparing dppm to dppe and dppp analogues, often after a campaign of negative results with those alternatives.

    Since dppm has two bulky diphenylphosphino groups attached to a single carbon, it forms deeper “pockets” for the metal than shorter-armed ligands. This effect reveals itself during the preparation of mixed-ligand catalysts, where steric clashing among other bidentate ligands or flexible phosphines causes unpredictable results. Dppm’s rigidity steers metal geometry more powerfully, limiting fluxional behavior. We understand the frustration that arises when ligands swap in and out of coordination rapidly—downstream effects on catalysis can be dramatic.

    Our facility leverages years of practical experience, whether tracking impurity profiles from metal contamination or observing the longevity of dppm-containing catalysts under cycling. For customers switching ligands, ease of purification makes a big difference. Dppm typically requires only solvent washes and minimal recrystallization for removal of minor side-products after complexation, based on our in-house synthetic feedback. By contrast, some other phosphines generate persistent oils or require alkali metal removal, complicating the workflow.

    Why Purity, Handling, and Source Matter

    Order fulfillment from actual chemical manufacturers, rather than resellers, reduces risks associated with repackaging and variable storage conditions. Many chemical suppliers simply break down larger bulk packaging into vials—an approach that does not account for moisture ingress or slow decomposition after repeated air exposure. Through direct control of storage and quality testing, we eliminate these weak points.

    During hot summer months and in coastal regions, dppm’s stability faces extra challenges. We found that sealed glass ampoules and vacuum-tight bottles prolong shelf-life and minimize the subtle color change that signals early-stage oxidation. This extra step comes from fielding customer complaints over many years: off-color material or faint odor contamination undermines reproducibility; students and senior chemists alike lose confidence in a batch that doesn’t look exactly like the last.

    Our team developed in-house schedules for moisture checking and trace metal content, drawing from analytic techniques such as 31P NMR, Raman spectroscopy, and ICP-OES. These aren’t technicalities—they reflect a response to failed experiments and lost time in labs around the world. Through decades producing kilogram quantities for both research and manufacturing, we see how shortcutting QC undermines project timelines. Maintaining full production in controlled environments lets us supply dppm that matches the certificate analysis every time. This matters as more groups now post their spectral data online, compare global supplier lots, and require reference-level consistency.

    Applications Beyond the Research Lab

    Industrial teams scaling homogeneous catalysis appreciate that our dppm supports applications outside classic batch reactions. We’ve watched the rise of flow chemistry, and fielded technical questions about dppm’s behavior under continuous conditions. Pressure reactors operating at elevated temperature and with trace impurities place unusual demands on ligands—washing out lower-quality material quickly. Over time, dppm’s robust bonding to metals helps cut down on leaching and waste, especially for high-value pharmaceutical intermediates and electronic materials.

    Our technical team often assists with troubleshooting ligand subtraction, recovery, or recycling. For projects in which every milligram counts, customers extract and reuse dppm complexes, then recover free ligand by ethanol precipitation or controlled hydrolysis. We supply advice on solvent selection, filtration aids, and storage so the remaining dppm maintains performance round after round. By contrast, bulk commodity ligands with higher levels of oxidized byproducts seldom stand up to multiple cycles—economics rarely justify their continued use.

    Environmental and regulatory trends add pressure to minimize residual phosphine waste. Working upstream, we have implemented trace phosphorus recovery from side streams, reducing environmental footprint. Process improvements consistently return higher yields, so customers receive more pure dppm for every kilogram ordered. These incremental advances support the wider transition to greener, more efficient chemical manufacturing.

    Chemical Compatibility and Performance Across Contexts

    Experienced chemists notice dppm’s distinct photochemical and redox properties. When making complexes with Group 10 metals, such as nickel or palladium, dppm often produces greater electron-donating effects because its phenyl arms support resonance stabilization. In our long-term studies with customer partners, dppm-based complexes rarely lag behind analogous systems during CO or olefin insertion reactions. Metal-to-ligand charge transfer states prove more accessible, which opens up new pathways for C-H activation and small molecule activation.

    In electrochemical setups, dppm maintains structural integrity through dozens of cycles, barely showing signs of ligand oxidation or loss. Technical support from our facility often assists with troubleshooting voltammetric signals for those advancing into electrocatalytic water splitting, CO2 reduction, or related green chemistry efforts. Our experience supplying researchers for these applications reveals that batch stability in the lab translates directly to operational stability in scale-up reactors. High-purity dppm reduces side-electron flows and erratic performance in metal-catalyzed redox cycling.

    NMR and IR spectra from our dppm provide sharp, well-resolved peaks, which assists analysts in quantifying complex mixtures and monitoring ligand-binding events in real-time. Structural chemists who compare crystallographic data see less structural disorder when using pure dppm, which speeds refinement and reduces ambiguity in assigning coordination geometries. We regularly update customers with findings from our laboratory, so they have a steady reference for troubleshooting their own results.

    Supporting Advanced Synthetic and Industrial Needs

    Over the last decade, fields like advanced materials, electronics, and asymmetric catalysis have pushed for new performance benchmarks in ligands. Dppm adapts thanks to its relatively rigid backbone and pronounced chelation strength. For example, nuclear and photonic material engineers report how dppm-metal complexes serve as seeds for vapor deposition and thin-film formation, offering predictable surface coverage and durable bonding.

    Complex process chemistry calls for bulletproof consistency. Customers who scale from milligrams in the lab to tens of kilograms in the plant want to keep the same product codes and specifications. We monitor every stage—starting from raw phosphorus sourcing, to final crystallization—so that each shipment delivers identical performance, whether destined for a teaching lab or a high-volume continuous catalytic run.

    Supply security matters as much as chemical purity. Many resellers draw inventory from multiple upstream sources, increasing the risk of variable impurity profiles and even regulatory compliance issues. Direct engagement with actual manufacturers keeps chains short and traceable, letting us answer customer questions about batch history, process changes, or new regulatory demands. Our practice of shipping dppm directly from our facilities supports customers under tight regulatory or quality controls, such as those in pharmaceuticals, agrochemicals, or semiconductors.

    For high-value projects, detailed documentation and traceability come standard. We provide analytical reports covering trace organics, phosphorus speciation, and heavy metals, all performed in-house. Feedback from seasoned chemists recommends these reports, especially when final products enter highly regulated markets. Direct support on shelf-life, storage, and post-use ligand recovery helps customers design processes with minimal waste and downtime.

    Future Directions and Customer Support

    As more industries pursue low-carbon processes and energy transition technologies, demand for robust ligands like dppm will keep growing. Academic labs publish fresh applications regularly, especially for transition metal catalyzed hydrogenation, carbon-carbon coupling, and fine-tuned small molecule activation. Our development teams monitor this literature, testing new methods and sharing synthetic tips with customers. Engagement does not end after a sale—customers routinely seek advice for process modifications or scale-up challenges, and we value that dialogue. More than a chemical supplier, we become the partner that offers experimental insights drawn from real batch experience.

    We encourage practitioners to reach out with technical challenges or project ideas for leveraging dppm. From beginner researchers aiming to build their first metal complexes, to production managers responsible for scaling high-yield, low-waste reactions, we have built our quality standards and technical bench depth around these practical needs. The value of our dppm goes beyond purity: it reflects a philosophy aimed at supporting precise, reproducible, and innovative chemistry in every field where reliable ligation counts.