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2-(Dicyclohexylphosphino)biphenyl

Catalog Number
ACM247940063-1
Product Name
2-(Dicyclohexylphosphino)biphenyl
Structure
2-(Dicyclohexylphosphino)biphenyl
CAS
247940-06-3
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Synonyms
Cyclohexyl JohnPhos
IUPAC Name
dicyclohexyl-(2-phenylphenyl)phosphane
Molecular Weight
350.48
Molecular Formula
C24H31P
Canonical SMILES
C1CCC(CC1)P(C2CCCCC2)C3=CC=CC=C3C4=CC=CC=C4;
InChI
LCSNDSFWVKMJCT-UHFFFAOYSA-N
InChI Key
InChI=1S/C24H31P/c1-4-12-20(13-5-1)23-18-10-11-19-24(23)25(21-14-6-2-7-15-21)22-16-8-3-9-17-22/h1,4-5,10-13,18-19,21-22H,2-3,6-9,14-17H2
Boiling Point
499.5±24.0 °C(Predicted)
Melting Point
102-106 °C(lit.)
Purity
98%
Appearance
Solid
Complexity
356
Covalently-Bonded Unit Count
1
EC Number
480-030-2
Exact Mass
350.216g/mol
Heavy Atom Count
25
Isomeric SMILES
C1CCC(CC1)P(C2CCCCC2)C3=CC=CC=C3C4=CC=CC=C4
Monoisotopic Mass
350.216g/mol
Rotatable Bond Count
4
Topological Polar Surface Area
0A^2
Application
Ligand used in the palladium-catalyzed synthesis of aromatic amines from aryl chlorides, bromides and triflates.

Ligand employed in Suzuki coupling reactions involving aryl chlorides, bromides and triflates.

Useful ligand for the Pd-catalyzed oxidation of alcohols in the presence of chlorobenzenes.

Useful ligand for the Pd-catalyzed amination with ammonia equivalents.

Ligand for the gold(I)-catalyzed intramolecular [4+2] cycloadditions involving 1,3-enynes and arylalkynes with alkenes.

Ligand used in the palladium-catalyzed borylation of aryl bromdies.

Ligand used in the palladium-catalyzed siliylation of aryl chlorides.
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