695262

Sigma-Aldrich

MePhos

97%

Synonym(s):
2-Methyl-2′-dicyclohexylphosphinobiphenyl, 2-Dicyclohexylphosphino-2′-methylbiphenyl, MebiphPCy2
Empirical Formula (Hill Notation):
C25H33P
CAS Number:
Molecular Weight:
364.50
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

reaction suitability

reagent type: ligand
reaction type: Arylations

reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction

reagent type: ligand
reaction type: Suzuki-Miyaura Coupling

mp

105-109 °C

functional group

phosphine

SMILES string

Cc1ccccc1-c2ccccc2P(C3CCCCC3)C4CCCCC4

InChI

1S/C25H33P/c1-20-12-8-9-17-23(20)24-18-10-11-19-25(24)26(21-13-4-2-5-14-21)22-15-6-3-7-16-22/h8-12,17-19,21-22H,2-7,13-16H2,1H3

InChI key

GPVWUKXZFDHGMZ-UHFFFAOYSA-N

Packaging

1, 5, 50 g in glass bottle

Legal Information

Usage subject to US Patents 6307087 and 6395916.

Hazard Statements

Precautionary Statements

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

David S Surry et al.
Angewandte Chemie (International ed. in English), 47(34), 6338-6361 (2008-07-30)
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 proven to provide especially active catalysts in this context. This Review discusses...
Ruben Martin et al.
Accounts of chemical research, 41(11), 1461-1473 (2008-07-16)
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 crucial to the work of a broad spectrum of organic chemists. Recently, Pd-catalyzed carbon-carbon...
David S Surry et al.
Chemical science, 2(1), 27-50 (2011-01-01)
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 the best choice of reaction conditions and ligand...
Articles
Buchwald phosphine ligands for C-C, C-N, and C-O bond formation.
Read More

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