1,2,3,4,5-Pentaphenyl-1′-(di-tert-butylphosphino)ferrocene
1,2,3,4,5-Pentaphenyl-1′-(di-tert-butylphosphino)ferrocene (CAS: 312959-24-3) is a sterically hindered phosphine ligand with the molecular formula [(C6H5)5C5]Fe[C5H4(P(C4H9)2)] and a molecular weight of 710.71 g/mol. This compound is highly effective in various palladium-catalyzed cross-coupling reactions, particularly amination and etherification of challenging aryl chlorides. Its unique structure makes it a valuable reagent in modern synthetic chemistry.
- IUPAC
- QPhos
- Synonyms
- 4,5-Pentaphenyl-1′-(di-tert-butylphosphino)ferrocene312959-24-3[(C6H5)5C5]Fe[C5H4(P(C4H9)2)]Q-Phos
![1,2,3,4,5-Pentaphenyl-1′-(di-tert-butylphosphino)ferrocene ([(C6H5)5C5]Fe[C5H4(P(C4H9)2)]) — chemical structure, CAS 312959-24-3; Chemistry, fine chemical supplied by Tech Serve Solutions](/_next/image?url=https%3A%2F%2Fpub-f4d920c906024441a773a96f7098e551.r2.dev%2Fimages%2Fproducts%2F312959-24-3.png&w=3840&q=75)
Palladium-Catalyzed Amination
This phosphine ligand is extensively used in palladium-catalyzed Buchwald-Hartwig amination reactions, enabling the formation of carbon-nitrogen bonds with aryl chlorides, bromides, and triflates. Its steric bulk facilitates challenging coupling procedures.
Palladium-Catalyzed Etherification
The compound serves as an effective ligand in palladium-catalyzed C-O bond formation reactions, facilitating the etherification of aryl halides. This is crucial for the synthesis of diaryl ethers and other valuable intermediates.
Cross-Coupling Reactions
It is broadly applicable in various palladium-catalyzed cross-coupling reactions, including Sonogashira and Suzuki-Miyaura couplings, providing high yields and selectivity for complex organic molecules.
| Molecular weight | 710.71 |
|---|---|
| Linear formula | [(C6H5)5C5]Fe[C5H4(P(C4H9)2)] |
| Application | Sterically hindered phosphine with broad application in a variety of palladium-catalyzed amination and etherification reactions of aryl chlorides.1 |
| Melting point | 211-219 °C |
Hazard statements
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P305IF IN EYES
| Protective equipment | dust mask type N95 (US), Eyeshields, Gloves |
|---|---|
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
| Ligand For | ArylationsBuchwald-Hartwig Cross Coupling ReactionSonogashira CouplingSuzuki-Miyaura Coupling |
|---|
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 1,2,3,4,5-Pentaphenyl-1′-(di-tert-butylphosphino)ferrocene used for?
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This compound is primarily used as a sterically hindered phosphine ligand in palladium-catalyzed cross-coupling reactions, such as amination, etherification, Sonogashira coupling, and Suzuki-Miyaura coupling, especially with challenging aryl chlorides.
What are the CAS number and formula for this compound?
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The CAS number is 312959-24-3, and the linear formula is [(C6H5)5C5]Fe[C5H4(P(C4H9)2)].
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this product for research and chemical synthesis applications. The specific purity and grade are detailed in the product's specification sheet. We do not represent this product as USP, BP, or EP grade.
How should this chemical be handled safely?
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This compound is a warning-level chemical (H315, H319, H335) causing skin, eye, and respiratory irritation. Handle with appropriate personal protective equipment, including a dust mask (N95), eyeshields, and gloves, in a well-ventilated area.
Is this chemical available for export?
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Yes, Tech Serve Solutions is a global supplier and exporter of fine chemicals, including 1,2,3,4,5-Pentaphenyl-1′-(di-tert-butylphosphino)ferrocene, and can arrange for export.
How can I request a sample or quote for this chemical?
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To request a sample or a quote, please contact our sales team through the website or by calling us directly. Provide the product name and CAS number (312959-24-3) for efficient processing.
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