2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl CAS NO.213697-53-1

Product Name:    2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl
Synonyms:    DAVEPHOS;2-DICYCLOHEXYLPHOSPHINO-2'-(N,N-DIMETHY&;2-(DICYCLOHEXYLPHOSPHINO)-2'-(DIMETHYLAMINO)BIPHENYL;2-DICYCLOHEXYLPHOSPHINO-2'-(N,N-DIMETHYLAMINO)BIPHENYL;2-Dicyclohexylphosphino-2'-(N,;2-(Dicyclohexylphosphino)-2'-(N,N-dimethylamino)biphenyl,98%DavePhos;2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)-;[1,1''-BIPHENYL]-2-AMINE, 2''-(DICYCLOHEXYLPHOSPHINO)-N,N-DIMETHYL-
CAS:    213697-53-1
MF:    C26H36NP
MW:    393.54
EINECS:    606-749-5
Product Categories:    Buchwald Ligands&Precatalysts;Achiral Phosphine;Phosphines;Biphenyl & Diphenyl ether;Aryl Phosphine;Buchwald Ligands Series;Phosphine Ligands;Synthetic Organic Chemistry
Mol File:    213697-53-1.mol

Melting point     121-124 °C(lit.)
Boiling point     539.6±43.0 °C(Predicted)
form     crystal
pka    5.04±0.18(Predicted)
color     white
Water Solubility     Insoluble
Sensitive     Air Sensitive
InChIKey    ZEMZPXWZVTUONV-UHFFFAOYSA-N
CAS DataBase Reference    213697-53-1(CAS DataBase Reference)
Safety Information
Hazard Codes     Xi,Xn
Risk Statements     36/37/38-22
Safety Statements     26-36/37/39
WGK Germany     3
TSCA     No
HazardClass     AIR SENSITIVE
HS Code     29310099
MSDS Information
Provider    Language
SigmaAldrich    English
ACROS    English
2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl Usage And Synthesis
Reaction    
Ligand used in the Pd-catalyzed Suzuki coupling and animation of unactivated aryl chlorides. The reactions generally occur at room temperature and give high yields of product.
Ligand used in Pd-catalyzed C-N bond formation. A general synthesis of N6-aryl-2'deoxyadenosine analogues.
Ligand used in Pd-catalyzed N-arylation of indoles.
Ligand used in Pd-catalyzed synthesis of aryl-tert-butyl ethers.
Effective ligand in the Pd-catalyzed arylation of ester enolates.
Ligand employed in arylation of ketone enolates using ortho-halo nitrobenezenes.
Ligand employed in the amination of aryl nonaflates using Pd catalysts.
Ligand used for cascade alkenyl amination/Heck reaction for the synthesis of indoles.
Ligand used in Pd-catalyzed Kumada-Corriu cross coupling at low temperatures.
Ligand used in Rh-catalyzed intramolecular hydroamination of unactivated terminal and internal alkenes with primary and secondary amines.

Chemical Properties    white to light yellow crystals or
Uses    suzuki reaction
Uses    Effective ligand in the Pd-catalyzed arylation of ester enolates
Uses    2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl can act as ligand used in the palladium-catalyzed Suzuki coupling and amination of unactivated aryl chlorides.
2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl Preparation Products And Raw materials
Raw materials    Ethyl acetate-->Diethyl ether-->Tetrahydrofuran-->DCM-->Ammonium hydroxide-->Dimethyl sulfate-->Iodomethane-->Magnesium-->Phosphorus trichloride-->Copper(I) chloride-->Diethylamine-->Cyclohexane-->1,2-Dibromoethane-->2-Chloroaniline-->4-Bromotoluene-->Chlorocyclohexane-->Bromocyclohexane-->2-Bromochlorobenzene-->2-Bromoaniline-->5-Bromo-m-xylene

Product Name:    2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl
Synonyms:    DAVEPHOS;2-DICYCLOHEXYLPHOSPHINO-2'-(N,N-DIMETHY&;2-(DICYCLOHEXYLPHOSPHINO)-2'-(DIMETHYLAMINO)BIPHENYL;2-DICYCLOHEXYLPHOSPHINO-2'-(N,N-DIMETHYLAMINO)BIPHENYL;2-Dicyclohexylphosphino-2'-(N,;2-(Dicyclohexylphosphino)-2'-(N,N-dimethylamino)biphenyl,98%DavePhos;2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)-;[1,1''-BIPHENYL]-2-AMINE, 2''-(DICYCLOHEXYLPHOSPHINO)-N,N-DIMETHYL-
CAS:    213697-53-1
MF:    C26H36NP
MW:    393.54
EINECS:    606-749-5
Product Categories:    Buchwald Ligands&Precatalysts;Achiral Phosphine;Phosphines;Biphenyl & Diphenyl ether;Aryl Phosphine;Buchwald Ligands Series;Phosphine Ligands;Synthetic Organic Chemistry
Mol File:    213697-53-1.mol

Melting point     121-124 °C(lit.)
Boiling point     539.6±43.0 °C(Predicted)
form     crystal
pka    5.04±0.18(Predicted)
color     white
Water Solubility     Insoluble
Sensitive     Air Sensitive
InChIKey    ZEMZPXWZVTUONV-UHFFFAOYSA-N
CAS DataBase Reference    213697-53-1(CAS DataBase Reference)
Safety Information
Hazard Codes     Xi,Xn
Risk Statements     36/37/38-22
Safety Statements     26-36/37/39
WGK Germany     3
TSCA     No
HazardClass     AIR SENSITIVE
HS Code     29310099
MSDS Information
Provider    Language
SigmaAldrich    English
ACROS    English
2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl Usage And Synthesis
Reaction    
Ligand used in the Pd-catalyzed Suzuki coupling and animation of unactivated aryl chlorides. The reactions generally occur at room temperature and give high yields of product.
Ligand used in Pd-catalyzed C-N bond formation. A general synthesis of N6-aryl-2'deoxyadenosine analogues.
Ligand used in Pd-catalyzed N-arylation of indoles.
Ligand used in Pd-catalyzed synthesis of aryl-tert-butyl ethers.
Effective ligand in the Pd-catalyzed arylation of ester enolates.
Ligand employed in arylation of ketone enolates using ortho-halo nitrobenezenes.
Ligand employed in the amination of aryl nonaflates using Pd catalysts.
Ligand used for cascade alkenyl amination/Heck reaction for the synthesis of indoles.
Ligand used in Pd-catalyzed Kumada-Corriu cross coupling at low temperatures.
Ligand used in Rh-catalyzed intramolecular hydroamination of unactivated terminal and internal alkenes with primary and secondary amines.

Chemical Properties    white to light yellow crystals or
Uses    suzuki reaction
Uses    Effective ligand in the Pd-catalyzed arylation of ester enolates
Uses    2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl can act as ligand used in the palladium-catalyzed Suzuki coupling and amination of unactivated aryl chlorides.
2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl Preparation Products And Raw materials
Raw materials    Ethyl acetate-->Diethyl ether-->Tetrahydrofuran-->DCM-->Ammonium hydroxide-->Dimethyl sulfate-->Iodomethane-->Magnesium-->Phosphorus trichloride-->Copper(I) chloride-->Diethylamine-->Cyclohexane-->1,2-Dibromoethane-->2-Chloroaniline-->4-Bromotoluene-->Chlorocyclohexane-->Bromocyclohexane-->2-Bromochlorobenzene-->2-Bromoaniline-->5-Bromo-m-xylene