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

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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)

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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

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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.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 578940
Product name: Tri-tert-butylphosphonium tetrafluoroborate
Purity: 97%
Packaging: 1g
Price: $104
Updated: 2024/03/01

Sigma-Aldrich

Product number: 578940
Product name: Tri-tert-butylphosphonium tetrafluoroborate
Purity: 97%
Packaging: 5g
Price: $221
Updated: 2024/03/01

TCI Chemical

Product number: T2584
Product name: Tri-tert-butylphosphonium Tetrafluoroborate
Purity: >98.0%(T)
Packaging: 1g
Price: $60
Updated: 2024/03/01

TCI Chemical

Product number: T2584
Product name: Tri-tert-butylphosphonium Tetrafluoroborate
Purity: >98.0%(T)
Packaging: 5g
Price: $177
Updated: 2024/03/01

Alfa Aesar

Product number: L19752
Product name: Tri-tert-butylphosphonium tetrafluoroborate, 97%
Packaging: 1g
Price: $97.65
Updated: 2024/03/01

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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

Hexane tert-Butyllithium Ethanol 2-Chloro-2-methylpropane Phosphorus trichloride Tetrahydrofuran Fluoroboric acid Ethyl acetate 2-Bromo-2-methylpropane Magnesium

Preparation Products

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Tri-tert-butylphosphine tetrafluoroborate Suppliers

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View Lastest Price from Tri-tert-butylphosphine tetrafluoroborate manufacturers

XINXIANG RUNYU MATERIAL CO., LTD.

Product: Tri-tert-butylphosphine tetrafluoroborate 131274-22-1
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 0.99
Supply Ability: 500kg
Release date: 2021-11-30

Hebei Weibang Biotechnology Co., Ltd

Product: Tri-tert-butylphosphine tetrafluoroborate 131274-22-1
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 20 mt
Release date: 2024-11-25

Shanghai UCHEM Inc.

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

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BF4C12H27PH

C12H28BF4P2

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C12H27BF4P

C16H36PCH4

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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