CPhos Chemical Properties

Melting point:

111-113°C

Boiling point:

592.8±50.0 °C(Predicted)

storage temp. 

Inert atmosphere,Room Temperature

solubility 

Chloroform (Slightly), Methanol (Slightly)

pka

5.04±0.28(Predicted)

form 

crystal

color 

yellow-orange

InChI

InChI=1S/C28H41N2P/c1-29(2)25-19-13-20-26(30(3)4)28(25)24-18-11-12-21-27(24)31(22-14-7-5-8-15-22)23-16-9-6-10-17-23/h11-13,18-23H,5-10,14-17H2,1-4H3

InChIKey

DRNAQRXLOSUHBQ-UHFFFAOYSA-N

SMILES

C1(C2=CC=CC=C2P(C2CCCCC2)C2CCCCC2)=C(N(C)C)C=CC=C1N(C)C

CAS DataBase Reference

1160556-64-8

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26

WGK Germany 

3

CPhos Usage And Synthesis

Reactions

Preparation of aryl sulfonamides via palladium-catalyzed chlorosulfonylation of arylboronic acids.

Description

CPhos, the full name of which is 2'-(Dicyclohexylphosphino)-N2,N2,N6,N6-tetramethyl(1,1'-biphenyl)-2,6-diamine, is a highly efficient palladium catalyst with excellent cross-coupling activity and is widely used in organic synthesis and materials science.

Uses

CPhos, is used as a catalyst in the synthetic preparation of palladium-catalyzed Negishi coupling of secondary alkylzinc halides with aryl bromides and chlorides.

Uses

CPhos can be used:

• As a ligand in the Pd-catalyzed synthesis of 3-cyclopentylindole derivatives, dihydrobenzofurans and trans-bicyclic sulfamides.
• To synthesize palladacycle precatalysts for Negishi coupling of secondary alkylzinc.

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

CPhos(1160556-64-8)Related Product Information

• 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
• 2-DI-TERT-BUTYLPHOSPHINO-2',4',6'-TRIISOPROPYLBIPHENYL
• X-PHOS
• 2-DICYCLOHEXYLPHOSPHINO-2',6'-DIISOPROPOXYBIPHENYL
• 2-(Dicyclohexylphosphino)-2'-methylbiphenyl
• 2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl
• 2'-(Dicyclohexylphosphino)-N,N-dimethyl[1,1'-biphenyl]-4-amine
• 2-DICYCLOHEXYLPHOSPHINO-2',4',6'-TRIISO&
• 2-DI-T-BUTYLPHOSPHINO-2'-(N,N-DIMETHYLAMINO)BIPHENYL
• 2-Diphenylphosphino-2'-(N,N-dimethylamino)biphenyl
• 2-DIPHENYLPHOSPHINO-6-METHYLPYRIDINE