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643777 Sigma-Aldrich

Di-tert-butyl(methyl)phosphonium tetrafluoroborate

97%

Synonym: (t-Bu)2PMeHBF4, Bis(1,1-dimethylethyl)methylphosphine tetrafluoroborate

  • CAS Number 870777-30-3

  • Empirical Formula (Hill Notation) C9H22BF4P

  • Molecular Weight 248.05

  •  MDL number MFCD03840579

  •  PubChem Substance ID 24883295

  •  NACRES NA.22

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Properties

Related Categories Basic Phosphine Ligands, Catalysis and Inorganic Chemistry, Chemical Synthesis, Cross-Coupling, Phosphine Compounds,
assay   97%
pH   1.79 (1% in solution)
mp   >230 °C (lit.)
functional group   phosphine
reaction suitability   reaction type: Buchwald-Hartwig Cross Coupling Reaction
  reaction type: Heck Reaction
  reaction type: Hiyama Coupling
  reaction type: Negishi Coupling
  reaction type: Sonogashira Coupling
  reaction type: Stille Coupling
  reaction type: Suzuki-Miyaura Coupling
  reagent type: ligand
reaction type: Cross Couplings
SMILES string   F[B-](F)(F)F.C[PH+](C(C)(C)C)C(C)(C)C
InChI   1S/C9H21P.BF4/c1-8(2,3)10(7)9(4,5)6;2-1(3,4)5/h1-7H3;/q;-1/p+1
InChI key   BRDLRXCAHKUWJS-UHFFFAOYSA-O

Description

Application

Di-tert-butyl(methyl)phosphonium tetrafluoroborate may be used in the preparation of a precursor for nantenine analogs bearing a C4 phenyl substituent, which shows an affinity for 5-HT2B receptor. It may also be used in the palladium-catalyzed borylation of primary alkyl electrophiles (bromides, iodides or tosylates) using bis(pinacolato)diboron or bis(neopentyl glycolato)diboron as the boron source.

The phosphonium salt is used for Pd catalyzed cross coupling reaction.

Packaging

1, 5 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS05  GHS05
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 3261 8 / PGII
WGK Germany 
3

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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