Tri-tert-butylphosphonium tetrafluoroborate
Tri-tert-butylphosphonium tetrafluoroborate (CAS: 131274-22-1) is a white crystalline solid with the chemical formula [HTPBF4]. With a molecular weight of 290.13 g/mol, it serves as a highly effective hindered phosphine ligand. This compound is primarily utilised in palladium-catalysed cross-coupling reactions, such as Suzuki-Miyaura and Heck couplings, enabling the efficient formation of carbon-carbon bonds.
- IUPAC
- TTBP · HBF4,[(t-Bu)3PH]BF4
![Tri-tert-butylphosphonium tetrafluoroborate ([[(CH3)3C]3PH]BF4) — chemical structure, CAS 131274-22-1; Chemistry, fine chemical supplied by Tech Serve Solutions](/_next/image?url=https%3A%2F%2Fpub-f4d920c906024441a773a96f7098e551.r2.dev%2Fimages%2Fproducts%2F131274-22-1.png&w=3840&q=75)
Suzuki-Miyaura Coupling
Tri-tert-butylphosphonium tetrafluoroborate is employed as a ligand in palladium-catalysed Suzuki-Miyaura cross-coupling reactions. It is particularly effective for the coupling of aryl bromides and chlorides, facilitating the formation of biaryl compounds.
Heck Reaction
This phosphonium salt acts as a ligand in Heck coupling reactions. It is useful for the coupling of non-activated vinyl tosylates with electron-deficient olefins, enabling the synthesis of substituted alkenes.
Catalysis
As a bulky phosphine ligand precursor, it finds extensive use in various transition metal-catalysed reactions, including addition reactions and other cross-coupling methodologies, promoting catalytic efficiency and selectivity.
| Molecular weight | 290.13 |
|---|---|
| Linear formula | [[(CH3)3C]3PH]BF4 |
| Assay | 97% |
| Application | Hindered Phosphine salt employed with a Pd(0)-15-membered, triolefinic, macrocyle in Suzuki cross-coupling reactions of aryl bromides and chlorides.1 Also used in Heck coupling of non-activated vinyl tosylates with electron deficient olefins.2 |
| Melting point | 261 °C(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 | Addition ReactionsBuchwald-Hartwig Cross Coupling ReactionCarbonylationsHeck ReactionNegishi CouplingSonogashira CouplingStille 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 Tri-tert-butylphosphonium tetrafluoroborate used for?
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Tri-tert-butylphosphonium tetrafluoroborate is primarily used as a hindered phosphine ligand in palladium-catalysed cross-coupling reactions such as Suzuki-Miyaura and Heck couplings, and other addition reactions.
What is the CAS number and chemical formula for Tri-tert-butylphosphonium tetrafluoroborate?
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The CAS number is 131274-22-1, and the chemical formula is [[(CH3)3C]3PH]BF4.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies Tri-tert-butylphosphonium tetrafluoroborate with an assay of 97%. This product is suitable for research and development quantities. We do not represent this product as USP, BP, or EP grade.
How should Tri-tert-butylphosphonium tetrafluoroborate be handled?
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Handling Tri-tert-butylphosphonium tetrafluoroborate requires appropriate personal protective equipment, including eyeshields and gloves. A type N95 (US) or P1 (EN143) respirator filter is recommended. The substance has a WGK of 3 in Germany, indicating it is hazardous.
How is this chemical shipped and exported by TSS?
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Tech Serve Solutions is a specialist global supplier and exporter of fine chemicals. We handle the packing, shipping, and export of Tri-tert-butylphosphonium tetrafluoroborate according to international regulations and customer requirements.
How can I request a sample or quote?
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To request a sample or a quote for Tri-tert-butylphosphonium tetrafluoroborate, please contact our sales team through the website or by phone. Please specify the quantity required for your research needs.
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