1,1′-Bis(diphenylphosphino)ferrocene
1,1′-Bis(diphenylphosphino)ferrocene (CAS: 12150-46-8) is an organometallic compound with the molecular formula C34H28FeP2 and a molecular weight of 554.38 g/mol. It is a highly effective bidentate phosphine ligand widely employed as a catalyst or pre-catalyst in various organic synthesis reactions. Its robust structure and electronic properties make it invaluable for cross-coupling reactions and carbonylations.
- IUPAC
- 1,1′-Ferrocenediyl-bis(diphenylphosphine),dppf
- Synonyms
- 1,1′-Ferrocenediyl-bis(diphenylphosphine)dppf
Catalysis in Cross-Coupling Reactions
This ferrocene-derived phosphine ligand is extensively used in palladium-catalyzed cross-coupling reactions such as Suzuki-Miyaura, Heck, Sonogashira, Stille, and Negishi couplings. It facilitates the formation of carbon-carbon and carbon-heteroatom bonds with high efficiency.
Ligand for Carbonylation Reactions
1,1′-Bis(diphenylphosphino)ferrocene serves as an effective ligand in palladium-catalyzed carbonylation reactions. These reactions are crucial for the synthesis of carbonyl compounds like esters, amides, and carboxylic acids.
Catalyst in Ene and Tsuji-Trost Reactions
The compound is also applied as a ligand in palladium catalysis for the Ene reaction and the Tsuji-Trost allylic alkylation, enabling the construction of complex organic molecules through specific carbon-carbon bond formations.
Buchwald-Hartwig Amination
It is a key ligand in the Buchwald-Hartwig amination, a vital reaction for forming carbon-nitrogen bonds, which is indispensable in the synthesis of pharmaceuticals and fine chemicals.
| Molecular weight | 554.38 |
|---|---|
| Empirical formula | C34H28FeP2 |
| Assay | 97% |
| Grade | purum |
| Melting point | 181-182 °C (dec.)(lit.) |
| Protective equipment | Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter |
|---|---|
| Water hazard class (WGK, DE) | 3 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
| Ligand For | Buchwald-Hartwig Cross Coupling ReactionCarbonylationsEne ReactionHeck ReactionNegishi CouplingSonogashira CouplingStille CouplingSuzuki-Miyaura CouplingTsuji-Trost Reaction |
|---|
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is 1,1′-Bis(diphenylphosphino)ferrocene used for?
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1,1′-Bis(diphenylphosphino)ferrocene is primarily used as a bidentate phosphine ligand in various metal-catalyzed organic reactions, particularly palladium-catalyzed cross-coupling reactions (e.g., Suzuki-Miyaura, Heck, Sonogashira, Negishi, Stille), carbonylation, amination (Buchwald-Hartwig), and others like the Ene reaction and Tsuji-Trost reaction.
What are the CAS number and formula for 1,1′-Bis(diphenylphosphino)ferrocene?
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The CAS number for 1,1′-Bis(diphenylphosphino)ferrocene is 12150-46-8, and its empirical formula is C34H28FeP2.
What grade and purity does Tech Serve Solutions supply for 1,1′-Bis(diphenylphosphino)ferrocene?
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Tech Serve Solutions supplies 1,1′-Bis(diphenylphosphino)ferrocene with a purity of 97%, designated as 'purum' grade. We do not represent this product as USP, BP, or EP grade.
How should 1,1′-Bis(diphenylphosphino)ferrocene be handled safely?
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Handling requires appropriate personal protective equipment including eyeshields and gloves. A type N95 (US) or type P1 (EN143) respirator filter should be used if airborne exposure is possible. Refer to the Safety Data Sheet for comprehensive handling information.
How is 1,1′-Bis(diphenylphosphino)ferrocene packed, shipped, and exported?
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We ensure secure packaging suitable for its chemical nature and export requirements. TSS is a global supplier and exporter of fine chemicals, pharmaceutical intermediates, and laboratory reagents.
How can I request a sample or quote for 1,1′-Bis(diphenylphosphino)ferrocene?
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To request a sample or a quotation, please contact our sales team through the website or by phone, providing the product name and CAS number (12150-46-8).
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