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1,1'-Bis(Diphenylphosphino)Ferrocene

    • Product Name 1,1'-Bis(Diphenylphosphino)Ferrocene
    • Alias DPPF
    • Einecs 247-344-0
    • Mininmum Order 1 g
    • Factory Site Tengfei Creation Center,55 Jiangjun Avenue, Jiangning District,Nanjing
    • Price Inquiry sales7@sinochem-nanjing.com
    • Manufacturer Sinochem Nanjing Corporation
    • CONTACT NOW
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    Specifications

    HS Code

    939706

    Name 1,1'-Bis(Diphenylphosphino)Ferrocene
    Abbreviation dppf
    Cas Number 12150-46-8
    Molecular Formula C38H30FeP2
    Molecular Weight 639.43 g/mol
    Appearance Orange crystalline solid
    Melting Point 192-196°C
    Solubility Soluble in common organic solvents (e.g., dichloromethane, toluene)
    Density 1.34 g/cm³
    Smiles c1ccc(cc1)P(c2ccc(cc2)P(C3=C(C4=CC=CC=C4[Fe]C5=CC=CC=C5)C6=CC=CC=C6)C7=CC=CC=C7)c8ccc(cc8)P(c9ccc(cc9)P(C%10=CC=CC=C%10)C%11=CC=CC=C%11)C%12=CC=CC=C%12
    Inchi InChI=1S/C38H30FeP2/c1-3-11-21-31(17-1)39(33-23-13-5-25-33,34-24-14-6-26-34)35-27-7-15-29-35[Fe]36-30-16-8-28-36(32-22-12-4-18-32)40(37-19-9-2-10-20-37,38-25-5-13-23-38)32-22-12-4-18-32/h1-30H
    Storage Conditions Store under inert atmosphere, in a cool, dry place

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

    Packing & Storage
    Packing A 5-gram amber glass bottle with a red screw cap, labeled "1,1'-Bis(Diphenylphosphino)Ferrocene," includes hazard symbols and batch number.
    Shipping 1,1'-Bis(Diphenylphosphino)Ferrocene is shipped in a tightly sealed container under an inert atmosphere, such as nitrogen or argon, to prevent oxidation. The package is clearly labeled and compliant with relevant chemical transport regulations. It is typically shipped at ambient temperature, away from moisture, heat, and incompatible substances.
    Storage 1,1'-Bis(Diphenylphosphino)Ferrocene should be stored in a cool, dry, and well-ventilated area, tightly sealed in an inert atmosphere such as nitrogen or argon to prevent oxidation. It should be kept away from moisture, air, and incompatible substances. Store in a desiccator if possible and protected from direct sunlight. Always follow appropriate chemical storage regulations and guidelines.
    Application of 1,1'-Bis(Diphenylphosphino)Ferrocene

    Applications of 1,1'-Bis(Diphenylphosphino)Ferrocene in Industrial Manufacturing

    1,1'-Bis(Diphenylphosphino)Ferrocene functions as a unique bidentate ligand in a range of catalytic processes, facilitating precision synthesis across advanced material and chemical sectors. As an active ingredient in numerous downstream applications, this compound plays a critical role in industrial-scale organic transformations that require strict compliance, controlled formulation inputs, and defined process integration to yield high-purity specialty products.

    1. Fine Chemicals Synthesis via Homogeneous Catalysis

    Leading fine chemical producers rely on this phosphine ligand for palladium and nickel-catalyzed cross-coupling reactions, such as Suzuki and Stille reactions, which demand consistent catalyst activity and selectivity at scale. These processes support the manufacture of high-purity intermediates under controlled conditions to ensure product safety and regulatory acceptance in subsequent specialty applications.

    Industry compliance standards

    • ISO 9001:2015 quality management systems
    • REACH regulation (EC) No 1907/2006 for chemical safety in the European Union
    • GMP for intermediates (applicable where used in API precursor routes)

    Typical usage ratio

    • 0.5 to 5 mol% relative to metal catalyst, adjusted based on substrate reactivity and desired reaction rate; empirical optimization may be required to balance cost and throughput.

    Downstream process integration

    • Ligand addition during catalyst preformation step; introduced to reaction vessel prior to or with metal salt to ensure complexation before charging reactants; monitored continuously for batch consistency.

    Final product types

    • Aryl, alkyl, or vinyl-substituted fine chemical intermediates
    • Agrochemical precursors
    • Specialty dyestuff synthesis intermediates

    2. Active Pharmaceutical Ingredient (API) Manufacturing

    Manufacturers of pharmaceutical actives employ this ligand in transition metal-catalyzed steps within multi-stage API synthesis schemes, where process reproducibility and trace-metal control are paramount. Usage is tightly regulated to meet stringent downstream contamination thresholds and batch-to-batch reproducibility targets stipulated by major pharmacopeia and audit programs.

    Industry compliance standards

    • ICH Q7 GMP for active pharmaceutical ingredients
    • United States Pharmacopeia (USP)
    • European Pharmacopoeia (EP)
    • FDA process validation guidance for small molecule synthesis

    Typical usage ratio

    • 0.3–2 mol% relative to catalyst, with final ligand and metal levels monitored to align with ICH Q3D elemental impurity guidelines; adjusted at pilot scale for clearance and yield optimization.

    Downstream process integration

    • Introduced in the metal-catalyzed coupling or C–C bond formation step, often selectivity-determining; removed post-reaction via solvent extraction or chromatographic purification.

    Final product types

    • Small-molecule APIs produced using cross-coupling methodologies
    • API building blocks for late-stage pharmaceutical synthesis

    3. Polymer Modification Catalysis

    Producers of specialty polymers, particularly those requiring advanced microstructures or specific end-group functionality, utilize this ligand in catalytic systems for polyolefin, polyester, or specialty block copolymer synthesis. Ligand selection directly impacts polymer molecular weight, dispersity, and stereochemistry, contributing to unique product properties customized for high-value applications.

    Industry compliance standards

    • ISO 14001 for environmental management in polymer production
    • ASTM D4101 (polymeric material classification)
    • REACH and TSCA (polymer exemption rules where applicable)

    Typical usage ratio

    • 0.1–1 mol% relative to transition metal initiator; level chosen depending on monomer type and desired control over molecular architecture.

    Downstream process integration

    • Added to polymerization reactor after catalyst activation and prior to monomer feed; compatible with continuous or batch processes, with real-time monitoring of conversion and molecular weights.

    Final product types

    • Specialty block copolymers for medical devices
    • High-performance polyolefins for automotive applications
    • Flame-retardant engineering plastics

    4. Electronic Materials and OLED Intermediate Synthesis

    Manufacturers engaged in the fabrication of electronic device materials deploy this ligand in ruthenium- and iridium-catalyzed cross-coupling reactions to yield high-purity intermediates for organic light-emitting diodes (OLEDs), photovoltaic cells, and conductive polymer precursors. Strict raw material traceability and low ionic residue mandates apply due to the impact on optoelectronic performance.

    Industry compliance standards

    • IEC 61249-2-21 for halogen-free electronic materials
    • RoHS Directive 2011/65/EU for restricted substances
    • JEITA standardized test methods for functional materials

    Typical usage ratio

    • 0.5–3 mol%, optimized for metal-ligand charge transfer efficiency and batch size; stricter controls when final residue levels impact device life.

    Downstream process integration

    • Ligand dissolved in inert atmosphere prior to introduction into the metal catalyst precursor stream; frequent in microreactor and high-shear batch operations to minimize contamination risk.

    Final product types

    • OLED emitting layer intermediates
    • Hole-transporting organic semiconductors
    • Photovoltaic dye precursors

    5. Asymmetric Catalytic Hydrogenation for Chiral Synthesis

    Chemical producers specializing in chiral compounds deploy this ligand in rhodium and ruthenium-catalyzed asymmetric hydrogenation to access optically active alcohols, amines, and acids. Ligand choice directly determines enantioselectivity, making accurate dosing and process monitoring essential to meet the purity and chirality requirements demanded in pharmaceutical and agrochemical sectors.

    Industry compliance standards

    • ICH Q11 for drug substance development (chiral step control)
    • ISO 17025 for analytical testing of enantiomeric purity
    • REACH safety protocols on chiral intermediates

    Typical usage ratio

    • 0.2–1.5 mol-% relative to metal center; level adjusted to substrate and enantiomeric ratio targets as defined by process validation data.

    Downstream process integration

    • Injected as a pre-complex with metal catalyst in hydrogenation reactor; gas-liquid phase transfer carefully balanced to avoid decomposition and maximize turnover.

    Final product types

    • Enantiopure alcohol intermediate for statin synthesis
    • Chiral amine building blocks for agrochemical actives
    • Optically active carboxylic acids for perfumery ingredients
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    Certification & Compliance
    More Introduction

    1,1'-Bis(Diphenylphosphino)Ferrocene: A Reliable Ligand from a Trusted Manufacturer

    Quality from Experience: Manufacturing 1,1'-Bis(Diphenylphosphino)Ferrocene

    Over decades of hands-on production, we’ve seen 1,1'-Bis(Diphenylphosphino)Ferrocene, often shortened as dppf, become a mainstay in organometallic chemistry. This molecule’s structure—two diphenylphosphino groups attached at the 1 and 1’ positions on a ferrocene ring—offers balance between electronic tuning and steric flexibility for catalyst design. At our factory, dppf runs in kilogram lots with reliable batch-to-batch consistency, supporting labs from initial screening work up to pilot scale synthesis.

    Understanding the Chemistry and the Process

    Working as a ligand, dppf’s real-world advantages take shape in cross-coupling and homogeneous catalysis, especially where high activity and selectivity make or break a process. Its popularity comes not just from textbook properties, but from tangible effects in the lab. The ferrocene backbone gives thermal stability, allowing for higher reaction temperatures without ligand breakdown. The diphenylphosphino arms provide strong, yet not overly electron-rich donation to metals like palladium, nickel, or platinum. These qualities drive performance in Suzuki, Stille, and Buchwald-Hartwig coupling reactions, as well as redox-active catalytic cycles.

    Our expertise covers every step from the early-stage dicationic ferrocene transformations through careful substitution with diphenylphosphine reagents. Every batch receives checks for phosphorus content, iron purity, and residual starting material by NMR and ICP-OES. We’ve refined the workup, letting us offer a free-flowing orange powder without absorbed solvents or by-products—attributes that translate to predictable results for our customers’ transformations.

    Direct from the Source: What Manufacturers See in Dppf Use

    Patterns in customer demand reveal the molecule’s reputation as a "problem solver" in R&D and scale-up. Many researchers try more basic ligands for early screens—triphenylphosphine, for example—but shift to dppf once higher turnover numbers and reproducible yields become the real-world goal. Our labs continue to hear feedback from process chemists who swap to dppf when faced with sluggish or messy reactions, often reporting improved conversion rates and simplified purification.

    As a manufacturer, we understand why some ligands claim the spotlight for only a short time, then fade as new options hit the market. Dppf, by contrast, has stuck around because of robust performance across different substrates and metals. It stands up to repeated use even under tough conditions. While we see dozens of new bidentate phosphines appear each year, very few challenge its place for cross-coupling under technical or cost constraints.

    Specifications Rooted in Practical Details

    Each lot rolls out as a uniform orange crystalline powder, with melting points and purity checked by both NMR (31P and 1H) and elemental analysis. Our reports show phosphorus contents matching theoretical (within 0.5%), iron lines unclouded by typical ferrocenium or phosphine oxide contaminants, and negligible residual solvents. Real users ask for predictable drying, reliable re-dissolution in toluene or THF, and stable storage with minimal air sensitivity. Our production addresses these matters by finishing batches in argon-flushed lines, with packaging suited for both routine benchtop work and sensitive glovebox transfers.

    Some suppliers repackage dppf in bulk bins, risking degradation over time. We use low-gas-permeable containers and small fill amounts to reduce air and humidity exposure. Over the years, material from our plant has shown shelf lives extending past 18 months under ambient conditions if kept sealed. We do not rely on excessive stabilization salts or anti-oxygen treatments that might lower ligand activity.

    Why Choice of Dppf Grade Matters Outside the Catalog Page

    Many buyers overlook the fact that dppf grades can stray widely between sources. Traders or importers may cut corners with excess phosphine oxide contamination, leading to catalyst poisoning or tricky purification downstream. Some variants slide in much cheaper, yet cause headaches with incomplete conversions or persistent by-products in scale-up work.

    Our plant targets aggressive removal of phosphine oxides and incomplete substitution products. Each lot undergoes vacuum drying and filtered at low temperatures, avoiding additional side reactions. Feedback from both biopharma and materials science labs shows our product often produces cleaner baselines in GC and LC traces, lowering post-reaction workup needs. Organic chemists repeatably report sharper NMR signals and improved reproducibility from lot to lot.

    For large orders, we offer up-to-date batch analysis, so formulation chemists know exactly which lot went into each run. Differences in haze or yellow tint are minimized through crystallization refinements. These practical choices, born from years of consultation with end-users, shape how we prioritize purity, physical properties, and lot isolation.

    What Sets Dppf Apart in the Ligand Toolbox

    A manufacturer’s view spans beyond spec sheets. Dppf sits right in the sweet spot between classic mono-phosphine ligands (like PPh3) and newer designer ligands. Mono-phosphines can’t always stabilize metals in low oxidation states or fast redox cycles, leading to catalyst death or loss of selectivity. On the other side, heavily branched or highly electron-rich bidentates lock some metals up too tightly, suppressing activity or making separations more difficult.

    Dppf’s hemilabile character allows catalytic cycles to “breathe.” We notice reactions using dppf reach endpoint faster or sometimes with less excess base. Customers in industrial R&D and pilot plants often praise its broad tolerance—dppf can handle halide, sulfonate, and triflate functional substrates without extra precautions. Competing ligands such as BINAP or Xantphos sometimes perform better on specific reactions requiring extreme bite angle or rigid geometry, but dppf scores with its practical versatility, lower air sensitivity, and more straightforward handling.

    Downstream Benefits Observed by Our Customers

    Feedback from experienced chemists points to several advantages of using dppf manufactured to our standards. Lower metal loading means less precious metal waste, helping to manage costs and environmental impact when recycling or disposal are necessary. Fewer by-products crop up during purification, partly owing to the ligand’s avoidance of oxidized or hydrolyzed forms. This cuts down on time spent in chromatography rooms or by HPLC operators.

    Industries focused on fine chemicals, active pharmaceutical ingredients, and specialty monomers trust dppf for reasons beyond technical specs. In real campaigns, the ligand’s performance turns on how easily it loads onto catalysts, how it survives multiple cycles, and how well the product streams separate in the end. Our conversations with plant managers show the reduction in lost batches from poor ligand quality, not to mention lower time spent in root-cause investigations or troubleshooting runs that go off spec.

    Tales from the Production Floor

    Typical day-to-day challenges in dppf production demand constant attention. High purity starts with robust raw materials—ferrocene that passes trace iron specs, diphenylchlorophosphine stored under inert. Cross-contamination with common phosphines often appears as ghost peaks in spectroscopic scans, showing why our plant runs dedicated lines for key steps. Regular audits keep these controls sharp. We learned the hard way that skipping degassing during workup can let peroxides creep in, oxidizing the ligand and spoiling entire batches. Beyond theory, these lessons came from troubleshooting real incidents and carrying improvements through to every new production run.

    Feedback from technical support often revolves around handling practices. Users appreciate detailed handling advice for dppf. Even with its stability compared to air-sensitive ligands, dppf holds up better when handled in dryboxes, but downtime between opening and closing containers can still influence reactivity. Powder flow, particle size, and cake formation get overlooked in theory, but tight control at the plant results in better dispensing and more reproducible reactions, especially when equipment needs direct powder transfer.

    Comparison with Other Popular Phosphine Ligands

    Our technical team tests dppf side by side with other common bidentate ligands, such as BINAP, dppe, and Xantphos. Each brings unique properties—BINAP’s rigid backbone suits chiral induction but suffers from higher cost and air sensitivity. Dppe tends to bind more tightly, often leading to stubborn catalyst residues and reduced turnover frequency. Xantphos delivers a wide bite angle for stubborn substrates, yet some users find it fussy to recrystallize or prone to forming complexes that are difficult to separate after reaction.

    In our experience, dppf offers a kinder balance. Its bite angle and flexibility do not “overshoot” or strangle the metal center. In testing for staple cross-coupling reactions, dppf consistently provides better throughput per gram of ligand purchased. Users switching from mono-phosphines notice smoother scale-up and better compliance with green chemistry protocols, owing to fewer wasted side products and streamlined workup.

    Catalysis groups in academia relay to us that dppf, with its moderate steric bulk and electron-donating ability, works across many substrate classes without stepwise optimization—something not always true with more specialized ligands. It rarely forms multi-ligand “dead-end” complexes that can stifle catalyst longevity on longer runs.

    Supporting Real Industrial Needs

    Much of the progress in synthetic chemistry rests on reliable supply of simple but finely tuned building blocks. Working directly as a chemical manufacturer gives us access to feedback from every corner of the industry: pharma, ag, flavors and fragrances, advanced materials, even electronics. Each application brings its own needs for dppf—from small-lot rapid testing in 50-gram jars up to high-purity technical grade for GMP manufacturing.

    We commit to traceability, so every drum or jar comes tagged with the lot’s history from raw material sourcing to final packaging. For pharmaceutical clients, we support supply chain documentation, providing not just basic purity figures, but also extended impurity profiles and support for new regulatory filings.

    Developments and Challenges in Dppf Manufacturing

    A manufacturer’s world rarely stands still. In the past decade, we’ve adopted continuous-flow reactors for some phases, cutting batch times and improving impurity profiles. Flow chemistry allows tighter heat control during the critical diphenylphosphine addition, reducing batch-to-batch variation. As customer needs change, we field more requests for ultra-dry dppf (for sensitive metal complex formation) and pre-measured aliquots for automated synthesis robots. Each innovation comes with lessons learned—like discovering optimal filter aids for new forms, or redesigning our storage vaults to keep lots isolated from atmospheric moisture.

    Some challenges never vanish. Sourcing top-grade diphenylchlorophosphine often presents roadblocks with supply chain shifts or regulation changes. In these times, close relationships with primary producers protect quality and continuity, buffers not available to those who only buy on the spot market. Handling large lots—sometimes 20 kilograms at a time—puts a microscope on even small details, such as filter clogging or crystallization rates, details that determine whether dppf arrives at a customer’s facility free-flowing and ready to use.

    Safety, Handling, and Environmental Footprint

    Our perspective on safety stems from both chemistry and lived experience. Dppf stands less toxic than many phosphines, but still demands gloves, goggles, and solid process engineering both for users and our own teams. Waste streams from dppf manufacturing contain phosphorus residues we trap and treat on site to reduce environmental burden. Factory air systems capture any vapor-phase contaminants to keep metal levels well below occupational limits, part of a broader program to protect both team and planet.

    Regular audits and customer inspections inform tweaks to our production areas. Dppf is not classified as a major hazard chemical, but long-term storage calls for attention to air, moisture, and light. Years on the floor have shown that light and air exposure slowly fade color and nod to subtle surface oxidation, so we stress storing sealed jars in dim, dry places.

    Future Trends: The Path Forward for Dppf

    Chemistry moves fast, but dppf continues to claim a powerful spot in catalysis. Growing demand for sustainable and recyclable catalysts in pharmaceutical and materials processing keeps dppf in the conversation. Early work in green solvents and non-traditional reaction media shows dppf’s ability to adapt. As research pivots toward lower-metal loadings and recovery of precious metals, ligands like dppf earn renewed focus because they facilitate separations and recovery steps.

    We’re partnering with university groups to test dppf across emerging nickel and cobalt catalysis platforms, helping customers trim palladium budgets and meet new sustainability targets. Collaboration with contract research organizations helps us stay ahead of new impurity or application needs, feeding insight back into our process improvements and technical support.

    Listening and Responding: The Manufacturer’s Commitment

    Customers depend on dppf that performs predictably in both new syntheses and established manufacturing. Our approach grounds itself in active listening. The feedback loop with partner labs and end-users shapes adjustments in particle size, moisture control, and packaging type before these issues ever amplify. Real partnership, established over years, means fewer surprises and better results, whether your lab runs ten reactions a week or a hundred a day.

    We balance continued improvement with tried-and-true methods proven by practical experience, not just catalog promise. The journey with dppf, from its rise in the 1980s to its role today, reflects advances in chemistry and the steady craftsmanship of modern chemical manufacturing.

    For those seeking a ligand that delivers both flexibility and unwavering performance, dppf offers real value, not just on paper but in the day-to-day reality of the lab and plant. Our team’s firsthand experience producing and supporting this ligand gives us both pride and a clear mandate: keep raising the standard for what customers deserve, every single batch.