Tri-tert-butylphosphine tetrafluoroborate

Tri-tert-butylphosphine tetrafluoroborate
  • CAS No.:131274-22-1
Other grades of this product :
Tri-tert-butylphosphine tetrafluoroborate Basic information
Reaction
Product Name:Tri-tert-butylphosphine tetrafluoroborate
Synonyms:Tri-t-butylphosphoniumtetrafluoroborate,99%;fluoroboric acid tri-tert-butylphosphine adduct;tri-tert-butylphosphine fluoroboric acid adduct;Tri-tert-butylphosphonium tetrafluoroborate, 97+%;Tri-tert-butylphosphonium tetrafluoroborate,99%;Tri-tert-butylphosphoniuM tetrafluoroborate, 97+% 1GR;Tri-tert-butylphosphine tetrafluoborate;Tri-tert-butylphosphoniuM tetr
CAS:131274-22-1
MF:C12H28P.BF4
MW:290.13
EINECS:672-603-2
Product Categories:P-BF4;organometallic complex;Basic Phosphine LigandsCatalysis and Inorganic Chemistry;Catalysis and Inorganic Chemistry;Cross-Coupling;Organophosphine salt;Ligand;Phosphine Ligands;Phosphorus Compounds;Achiral Phosphine;Alkyl Phosphine
Mol File:131274-22-1.mol
Tri-tert-butylphosphine tetrafluoroborate Chemical Properties
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
InChIKeyYSTLBJVHZMEEAC-UHFFFAOYSA-N
CAS DataBase Reference131274-22-1(CAS DataBase Reference)
Safety Information
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
MSDS Information
ProviderLanguage
ACROS English
ALFA English
Tri-tert-butylphosphine tetrafluoroborate Usage And Synthesis
Reaction
  1. Air-stable, non-pyrophoric precursor of the Tri-t-butylphosphine ligand which is used in a variety of catalytic processes.
  2. Ligand for Suzuki cross-couplings.
  3. Ligand for Heck Reactions.
  4. Ligand for Stille Cross-couplings.
  5. Ligand for α-Arylation and vinylation of arylmandelic acid derivatives.
  6. Ligand for direct arylation of hetercycles
  7. Synthesis of benzocyclobutenes by C-H activation.
  8. Cross-coupling of Grignard reagents and aryl bromides.
  9. Palladium catalyzed annulation of haloanilines.
  10. Palladium-Catalyzed Acylation.
  11. Palladium Catalyzed Carbonylative Heck Reaction.
  12. Palladium-catalyzed aminosulfonylation.
  13. Palladium-catalyzed intramolecular C–O bond formation.
  14. Ruthenium-catalyzed cross-coupling of aldehydes with arylboronic acid.
Chemical Propertieswhite to light yellow crystal powde
Usessuzuki reactionHindered 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.
UsesTri-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.
ApplicationTri-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.
Tri-tert-butylphosphine tetrafluoroborate Preparation Products And Raw materials
Raw materialsEthanol-->Ethyl acetate-->Tetrahydrofuran-->Hexane-->Magnesium-->Phosphorus trichloride-->Fluoroboric acid-->tert-Butyllithium-->2-Chloro-2-methylpropane-->2-Bromo-2-methylpropane

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