ChemicalBook >> CAS DataBase List >>Tri-tert-butylphosphine tetrafluoroborate
Tri-tert-butylphosphine tetrafluoroborate
- CAS No.
- 131274-22-1
- Chemical Name:
- Tri-tert-butylphosphine tetrafluoroborate
- Synonyms
- TRI-TERT-BUTYLPHOSPHONIUM TETRAFLUOROBORATE;P(t-Bu)3HBF4;[(t-Bu)3PH]BF4;TRI-T-BUTYLPHOSPHONIUM TETRAFLUOROBORATE;TTBP HBF4;P(But)3.HBF4;Tri-tert-butylphos;Tri-tert-butylphosphoni;Tritert-butylphosphanium;Tri-tert-butylphosphonium
- CBNumber:
- CB2385060
- Molecular Formula:
- C12H28P.BF4
- Molecular Weight:
- 290.13
- MDL Number:
- MFCD04039975
- MOL File:
- 131274-22-1.mol
- MSDS File:
- SDS
Last updated:2024-11-25 20:05:57
| Melting point | 261 °C(lit.) |
|---|---|
| storage temp. | under inert gas (nitrogen or Argon) at 2-8°C |
| solubility | Chloroform (Slightly), Dichloromethane (Slightly), Methanol (Slightly) |
| form | Crystals and Chunks |
| color | White |
| Water Solubility | Soluble in methylene chloride and chloroform. Slightly soluble in terahydro furan. Insoluble in hexane, toluene and water. |
| Sensitive | Hygroscopic |
| BRN | 8813613 |
| InChI | InChI=1S/C12H28P.BF4/c1-10(2,3)13(11(4,5)6)12(7,8)9;2-1(3,4)5/h13H,1-9H3;/q2*-1 |
| InChIKey | YSTLBJVHZMEEAC-UHFFFAOYSA-N |
| SMILES | [P-](C(C)(C)C)(C(C)(C)C)C(C)(C)C.[B-](F)(F)(F)F |
| CAS DataBase Reference | 131274-22-1(CAS DataBase Reference) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319-H335 | |||||||||
| Precautionary statements | P261-P280a-P304+P340-P305+P351+P338-P405-P501a | |||||||||
| Hazard Codes | Xn | |||||||||
| Risk Statements | 36/37/38-20/21/22 | |||||||||
| Safety Statements | 22-24/25-36/37/39-26 | |||||||||
| RIDADR | UN 1759 8/PG III | |||||||||
| WGK Germany | 3 | |||||||||
| TSCA | No | |||||||||
| HazardClass | 8 | |||||||||
| PackingGroup | III | |||||||||
| HS Code | 29319090 | |||||||||
| NFPA 704 |
|
Tri-tert-butylphosphine tetrafluoroborate price More Price(59)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 578940 | Tri-tert-butylphosphonium tetrafluoroborate 97% | 131274-22-1 | 1g | $104 | 2024-03-01 | Buy |
| Sigma-Aldrich | 578940 | Tri-tert-butylphosphonium tetrafluoroborate 97% | 131274-22-1 | 5g | $221 | 2024-03-01 | Buy |
| TCI Chemical | T2584 | Tri-tert-butylphosphonium Tetrafluoroborate >98.0%(T) | 131274-22-1 | 1g | $60 | 2024-03-01 | Buy |
| TCI Chemical | T2584 | Tri-tert-butylphosphonium Tetrafluoroborate >98.0%(T) | 131274-22-1 | 5g | $177 | 2024-03-01 | Buy |
| Alfa Aesar | L19752 | Tri-tert-butylphosphonium tetrafluoroborate, 97% | 131274-22-1 | 1g | $97.65 | 2024-03-01 | Buy |
Tri-tert-butylphosphine tetrafluoroborate Chemical Properties,Uses,Production
Reaction
- Air-stable, non-pyrophoric precursor of the Tri-t-butylphosphine ligand which is used in a variety of catalytic processes.
- Ligand for Suzuki cross-couplings.
- Ligand for Heck Reactions.
- Ligand for Stille Cross-couplings.
- Ligand for α-Arylation and vinylation of arylmandelic acid derivatives.
- Ligand for direct arylation of hetercycles
- Synthesis of benzocyclobutenes by C-H activation.
- Cross-coupling of Grignard reagents and aryl bromides.
- Palladium catalyzed annulation of haloanilines.
- Palladium-Catalyzed Acylation.
- Palladium Catalyzed Carbonylative Heck Reaction.
- Palladium-catalyzed aminosulfonylation.
- Palladium-catalyzed intramolecular C–O bond formation.
- Ruthenium-catalyzed cross-coupling of aldehydes with arylboronic acid.
Chemical Properties
white to light yellow crystal powde
Uses
Tri-tert-butylphosphonium Tetrafluoroborate is used in the synthesis of substituted biaryl compounds via palladium catalyzed tandem Heck-direct arylation and tandem- sequential Heck-direct arylation-hydrogenation. Also used in the synthesis of a novel organic dye with fluorenone as conjugation bridge which is used in dye sensitized solar cells.
Uses
suzuki reaction
Hindered Phosphine salt employed with a Pd(0)-15-membered, triolefinic, macrocyle in Suzuki cross-coupling reactions of aryl bromides and chlorides. Also used in Heck coupling of non-activated vinyl tosylates with electron deficient olefins.
Ligand used in the Pd-catalyzed enantioselective α?arylation of N-boc-pyrrolidine.
Application
Tri-tert-butylphosphonium tetrafluoroborate is a ligand used in the palladium-catalyzed enantioselective alfa-arylation of N-boc-pyrrolidine. It is also used with a palladium(0)-15-membered, triolefinic, macrocyle in Suzuki cross-coupling reactions of aryl bromides and chlorides. Further, it is used in the Heck coupling of vinyl tosylates with olefins.
Preparation
Addition of HBF4 to a solution of tri-tert-butylphosphine in methylene chloride. Separation of the organic layer and removal of the solvent gives analytically pure Tri-tert-butylphosphine tetrafluoroborate.
storage
Tri-tert-butylphosphine tetrafluoroborate is indefinitely stable as a solid and in solution and requires no special handling. This compound is considered non-hazardous. Protection from oxygen is required in the presence of the base, as the highly air-sensitive tri-tert-butylphosphine will be formed.
Synthesis of Tri-tert-butylphosphine tetrafluoroborate from Sodium tetrafluoroborate and Tri-tert-butylphosphine
Tri-tert-butylphosphine tetrafluoroborate Preparation Products And Raw materials
Raw materials
1of2
Preparation Products
Global( 380)Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| XINXIANG RUNYU MATERIAL CO., LTD. | +86-13592593621; +8613592593621 | sales@runvmat.com | China | 403 | 58 |
| Puyang Huicheng Electronic Materials Co., Ltd. | +86-0393-+86-0393-8910800 +8615839383373 | info@huichengchem.com | China | 529 | 58 |
| Shanghai UCHEM Inc. | +862156762820 +86-13564624040 | sales@myuchem.com | China | 7629 | 58 |
| Henan Fengda Chemical Co., Ltd | +86-371-86557731 +86-13613820652 | info@fdachem.com | China | 20284 | 58 |
| Hebei Weibang Biotechnology Co., Ltd | +8615531157085 | abby@weibangbio.com | China | 8810 | 58 |
| Springchem New Material Technology Co.,Limited | +86-021-62885108 +8613917661608 | info@spring-chem.com | China | 2068 | 57 |
| Capot Chemical Co.,Ltd. | +86-（0）57185586718 +86-13336195806 | sales@capot.com | China | 29791 | 60 |
| Shanghai Daken Advanced Materials Co.,Ltd | +86-371-66670886 | info@dakenam.com | China | 18751 | 58 |
| Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21634 | 55 |
| Shanghai Time Chemicals CO., Ltd. | +86-021-57951555 +8617317452075 | jack.li@time-chemicals.com | China | 1803 | 55 |
Related articles
- Tri-tert-butylphosphine tetrafluoroborate: Applications in Synthesis of Multisubstituted Indoles and its Synthesis Method
- Tri-tert-butylphosphonium tetrafluoroborate is a white solid, melting point 261 ℃, is used as an organic intermediate.
- Nov 20，2024
- Tri-tert-butylphosphine tetrafluoroborate: Overview and Role in Catalytic Reaction
- Tri-tert-butylphosphine tetrafluoroborate catalyzes reactions, like α-arylation and Sonogashira coupling, with stability and s....
- Oct 22，2024
- Tri-tert-butylphosphine tetrafluoroborate: properties, applications and safety
- Tri-tert-butylphosphine tetrafluoroborate is a white crystalline solid used as a ligand in transition metal-catalyzed reaction....
- Sep 18，2023
View Lastest Price from Tri-tert-butylphosphine tetrafluoroborate manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2024-12-17 | Tri-tert-butylphosphine tetrafluoroborate
131274-22-1
|
US $0.00-0.00 / KG | 1KG | 0.99 | 500kg | XINXIANG RUNYU MATERIAL CO., LTD. | |
 |
2024-11-25 | Tri-tert-butylphosphine tetrafluoroborate
131274-22-1
|
US $0.00-0.00 / KG | 1KG | 99% | 20 mt | Hebei Weibang Biotechnology Co., Ltd | |
 |
2024-11-01 | Tri-tert-butylphosphonium tetrafluoroborate
131274-22-1
|
US $12.00-260.00 / g | 25g | 0.98 | 25kg | Shanghai UCHEM Inc. |
-
- Tri-tert-butylphosphine tetrafluoroborate
131274-22-1
- US $0.00-0.00 / KG
- 0.99
- XINXIANG RUNYU MATERIAL CO., LTD.
-
- Tri-tert-butylphosphine tetrafluoroborate
131274-22-1
- US $0.00-0.00 / KG
- 99%
- Hebei Weibang Biotechnology Co., Ltd
-
- Tri-tert-butylphosphonium tetrafluoroborate
131274-22-1
- US $12.00-260.00 / g
- 0.98
- Shanghai UCHEM Inc.
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131274-22-1
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Phosphorus Compounds
Phosphine Ligands
Catalysis and Inorganic Chemistry
P-BF4
organometallic complex
Organophosphine salt
Basic Phosphine LigandsCatalysis and Inorganic Chemistry
Catalysis and Inorganic Chemistry
Cross-Coupling
Phosphine Ligands
Phosphorus Compounds
Ligand