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

InChI

InChI=1S/C29H45P/c1-19(2)22-17-24(20(3)4)27(25(18-22)21(5)6)23-15-13-14-16-26(23)30(28(7,8)9)29(10,11)12/h13-21H,1-12H3

InChIKey

SACNIGZYDTUHKB-UHFFFAOYSA-N

SMILES

P(C(C)(C)C)(C(C)(C)C)C1=CC=CC=C1C1=C(C(C)C)C=C(C(C)C)C=C1C(C)C

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

• Language:English Provider:SigmaAldrich

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. 

2-DI-TERT-BUTYLPHOSPHINO-2',4',6'-TRIISOPROPYLBIPHENYL(564483-19-8)Related Product Information

• 2-DICYCLOHEXYLPHOSPHINO-2',6'-DIISOPROPOXYBIPHENYL
• 2-(Dicyclohexylphosphino)-2'-methylbiphenyl
• 2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl
• 2-(Dicyclohexylphosphino)biphenyl
• 2'-(dicyclohexylphosphino)-6-methoxy-N,N-dimethylbiphenyl-2-amine
• 2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl
• 2-(Dicyclohexylphosphino)-2'-methoxybiphenyl
• 2-(Dicyclohexylphosphino)-3,6-dimethoxy-2'-4'-6'-tri-i-propyl-1,1'-biphenyl, min. 98% BrettPhos
• X-PHOS
• 2-Dicyclohexylphosphino-2',6'-bis(diMethylaMino)-1,1'-biphenyl, Min. 98% Cphos
• Tri-tert-butylphosphine tetrafluoroborate
• 2-(Di-tert-butylphosphino)biphenyl
• 2-DI-TERT-BUTYLPHOSPHINO-2',4',6'-TRIISOPROPYLBIPHENYL
• 2-(DI-T-BUTYLPHOSPHINO)-2'-METHYLBIPHENYL
• DI-TERT-BUTYLPHENYLPHOSPHINE
• 2-DI-TERT-BUTYLPHOSPHINO-3,4,5,6-TETRAM&