2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl

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Names

[ Name ]:
2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl

[Synonym ]:
Buchwald's DavePhos ligand
(2'-dicyclohexylphosphanyl-biphenyl-2-yl)-dimethyl-amine
2-dicyclohexylphosphino-2'-(N,N'-di-methylamino)biphenyl
2-Dicyclohexylphosphino-2‘-(N,N-dimethylamino)biphenyl
N-[2'-(dicyclohexylphosphino)-1,1'-biphenyl-2-yl]-N,N-dimethylamine
2'-(Dicyclohexylphosphino)-N,N-dimethyl-2-biphenylamine
2-dimethylamino-2'-(dicyclohexylphosphino)biphenyl
2-[2-(dicyclohexylphosphanyl)phenyl]-N,N-dimethylaniline
[1,1'-Biphenyl]-2-amine, 2'-(dicyclohexylphosphino)-N,N-dimethyl-
2-Dimethylamino-2'-dicyclohexylphosphinobiphenyl
2-(Dicyclohexylphosphino)-2'-(dimethylamino)biphenyl
2'-(n,n-dimethylamino)-2-(dicyclohexylphosphino)biphenyl
2-(3-METHOXYPROPOXY)-5-METHYLANILINE
2'-Dicyclohexylphosphino-2-(N,N-Dimethylamino)Biphenyl
2'-(Dicyclohexylphosphino)-N,N-dimethylbiphenyl-2-amine
DavePhos
MFCD02183572
2'-(dicyclohexylphosphanyl)-N,N-dimethylbiphenyl-2-amine
2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl

Chemical & Physical Properties

[ Boiling Point ]:
539.6±43.0 °C at 760 mmHg

[ Melting Point ]:
121-124 °C(lit.)

[ Molecular Formula ]:
C₂₆H₃₆NP

[ Molecular Weight ]:
393.54

[ Flash Point ]:
280.1±28.2 °C

[ Exact Mass ]:
393.258545

[ PSA ]:
16.83000

[ LogP ]:
8.56

[ Vapour Pressure ]:
0.0±1.4 mmHg at 25°C

[ Water Solubility ]:
Insoluble

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xn:Harmful;

[ Risk Phrases ]:
R22;R36/37/38

[ Safety Phrases ]:
S26-S36/37/39

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

2-Bromochlorobenzene
2-Chloro-N,N-dimethylaniline
Dicyclohexylphosphinous chloride
2-Bromo-N,N-dimethylaniline
chlorocyclohexylmagnesium
2-Chloroaniline
Chlorocyclohexane

DownStream

4-Morpholinobenzonitrile
1-(6-methylpyridin-2-yl)-2-quinolin-6-ylethanone
2-(2-Chloro-4-(trifluoromethyl)phenyl)acetic acid
2-chloro-4-(trifluoromethyl)phenylacetic acid tert-butyl-ester
TERT-BUTYL 5-METHYL-6-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1H-BENZO[D]IMIDAZOLE-1-CARBOXYLATE

Articles

Palladium-catalyzed Suzuki-Miyaura cross-coupling reactions employing dialkylbiaryl phosphine ligands.

Acc. Chem. Res. 41 , 1461, (2008)

The cores of many types of polymers, ligands, natural products, and pharmaceuticals contain biaryl or substituted aromatic structures, and efficient methods of synthesizing these structures are crucia...

Biaryl phosphane ligands in palladium-catalyzed amination.

Angew. Chem. Int. Ed. Engl. 47 , 6338, (2008)

Palladium-catalyzed amination reactions of aryl halides have undergone rapid development in the last 12 years, largely driven by the implementation of new classes of ligands. Biaryl phosphanes have pr...

Dialkylbiaryl Phosphines in Pd-Catalyzed Amination: A User's Guide.

Chem. Sci. 2 , 27, (2011)

Dialkylbiaryl phosphines are a valuable class of ligand for Pd-catalyzed amination reactions and have been applied in a range of contexts. This review attempts to aid the reader in the selection of th...

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