Tri-tert-butylphosphine tetrafluoroborate
Reaction- Product Name
- 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
- Formula Weight
- 290.13
- MOL File
- 131274-22-1.mol
Tri-tert-butylphosphine tetrafluoroborate Property
- 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
- 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
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- 578940
- Product name
- Tri-tert-butylphosphonium tetrafluoroborate
- Purity
- 97%
- Packaging
- 1g
- Price
- $104
- Updated
- 2024/03/01
- Product number
- 578940
- Product name
- Tri-tert-butylphosphonium tetrafluoroborate
- Purity
- 97%
- Packaging
- 5g
- Price
- $221
- Updated
- 2024/03/01
- Product number
- T2584
- Product name
- Tri-tert-butylphosphonium Tetrafluoroborate
- Purity
- >98.0%(T)
- Packaging
- 1g
- Price
- $60
- Updated
- 2024/03/01
- Product number
- T2584
- Product name
- Tri-tert-butylphosphonium Tetrafluoroborate
- Purity
- >98.0%(T)
- Packaging
- 5g
- Price
- $177
- Updated
- 2024/03/01
- Product number
- L19752
- Product name
- Tri-tert-butylphosphonium tetrafluoroborate, 97%
- Packaging
- 1g
- Price
- $97.65
- Updated
- 2024/03/01
Tri-tert-butylphosphine tetrafluoroborate Chemical Properties,Usage,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
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.
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.
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.
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.
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.
Tri-tert-butylphosphine tetrafluoroborate Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Tri-tert-butylphosphine tetrafluoroborate manufacturers
- Product
- Tri-tert-butylphosphine tetrafluoroborate 131274-22-1
- Price
- US $50.00-1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2023-12-22
- Product
- Tri-tert-butylphosphonium tetrafluoroborate 131274-22-1
- Price
- US $12.00-260.00/g
- Min. Order
- 25g
- Purity
- 0.98
- Supply Ability
- 25kg
- Release date
- 2023-10-26
- Product
- Tri-tert-butylphosphine tetrafluoroborate 131274-22-1
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 99.0%min
- Supply Ability
- 800kg
- Release date
- 2023-06-09