Basic information Uses Reactions Safety Supplier Related
ChemicalBook >  Product Catalog >  Organic Chemistry >  Phosphines >  2-DI-TERT-BUTYLPHOSPHINO-2',4',6'-TRIISOPROPYLBIPHENYL

2-DI-TERT-BUTYLPHOSPHINO-2',4',6'-TRIISOPROPYLBIPHENYL

Basic information Uses Reactions Safety Supplier Related

2-DI-TERT-BUTYLPHOSPHINO-2',4',6'-TRIISOPROPYLBIPHENYL Basic information

Product Name:
2-DI-TERT-BUTYLPHOSPHINO-2',4',6'-TRIISOPROPYLBIPHENYL
Synonyms:
  • 2-DI-T-BUTYLPHOSPHINO-2',4',6'-TRI-I-PROPYL-1,1'-BIPHENYL
  • 2-Di-tert-butylphosphino-2',4',6'-trisopropylbinphenyl
  • tBuXPhos 97%
  • 2-Di-tert-butyL
  • phosphino-2',4',6'-triisopropyL
  • phosphine, bis(1,1-diMethylethyl)[2',4',6'-tris(1-Methylethyl)[1,1'-biphenyl]-2-yl]-
  • t-Bu XPhos
  • tBuXPhos
CAS:
564483-19-8
MF:
C29H45P
MW:
424.64
EINECS:
639-817-8
Product Categories:
  • Achiral Phosphine
  • Aryl Phosphine
  • Buchwald Ligands Series
  • Buchwald Ligands&Precatalysts
Mol File:
564483-19-8.mol
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2-DI-TERT-BUTYLPHOSPHINO-2',4',6'-TRIISOPROPYLBIPHENYL Chemical Properties

Melting point:
148-151 °C(lit.)
Boiling point:
493.5±45.0 °C(Predicted)
solubility 
soluble in Toluene
form 
Crystalline Powder
color 
White
InChIKey
SACNIGZYDTUHKB-UHFFFAOYSA-N
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36/37/39
WGK Germany 
3
TSCA 
No
HS Code 
29310099

MSDS

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2-DI-TERT-BUTYLPHOSPHINO-2',4',6'-TRIISOPROPYLBIPHENYL Usage And Synthesis

Uses

tBuXPhos [2-Di-tert-butylphosphino-2′,4′,6′-triisopropylbiphenyl] is an air-stable, electron-rich biaryl phosphine ligand developed by the Buchwald group to enhance the reactivity of palladium catalysis during cross-coupling reactions. tBuXPhos has been used in the preparation of [tBuXPhosAu(MeCN)]BAr4F, a gold catalyst for the intermolecular [2+2] cycloaddition of terminal arylalkynes with substituted alkenes to form functionalized cyclobutenes with high regioselectivity.
tBuXPhos is a ligand for Pd-catalyzed C-O and C-N bond formation.
It can be used in the following reactions:
• Palladium-catalyzed Tsuji-Trost substitution and cross-coupling of benzylic fluorides.
• Palladium-catalyzed C-N cross-coupling of sulfinamides and aryl halides.
• Palladium-catalyzed rapid methoxylation and deuteriomethoxylation of bromo-chalcones.

Reactions

  • Effective ligand for the Pd-catalyzed arylation of pyrazoles, indazoles and amino heterocycles.
  • Ligand used in the Pd-catalyzed synthesis of phenols from aryl halides and KOH.
  • Ligand used in the Pd-catalyzed of benzoic acids from aryl halides and CO2.
  • Ligand used in the Pd-catalyzed trifluoromethylation of vinyl sulfonates.
  • Ligand used in the Pd-catalyzed arylation of nitroacetates.
  • Ligand used in the Pd-catalyzed Suzuki−Miyaura cross-coupling of allylboronates and aryl halides.
  • Ligand used in the Pd-catalyzed cyanation of (hetero)arylchlorides and bromides.
  • Ligand used in the Pd-catalyzed C–N cross coupling of sulfinamides and aryl halides.
  • Ligand used in the Pd-catalyzed arylation of cyanamides. 
 

Chemical Properties

White to pale yellow

Uses

Effective ligand for the Pd-catalyzed arylation of pyrazoles, indazoles and amino heterocycles

Uses

tBuXPhos is a ligand for Pd-catalyzed C-O and C-N bond formation.
It can be used in the following reactions:

  • Palladium-catalyzed Tsuji-Trost substitution and cross-coupling of benzylic fluorides.
  • Palladium-catalyzed C-N cross-coupling of sulfinamides and aryl halides.
  • Palladium-catalyzed rapid methoxylation and deuteriomethoxylation of bromo-chalcones.

Uses

suzuki reaction

General Description

tBuXPhos [2-Di-tert-butylphosphino-2′,4′,6′-triisopropylbiphenyl] is an air-stable, electron-rich biaryl phosphine ligand developed by the Buchwald group to enhance the reactivity of palladium catalysis during cross-coupling reactions.

2-DI-TERT-BUTYLPHOSPHINO-2',4',6'-TRIISOPROPYLBIPHENYLSupplier

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