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695262

Sigma-Aldrich

MePhos

97%

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

Quality Level

assay

97%

form

solid

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

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MePhos 97%

695262

MePhos

DavePhos 97%

638021

DavePhos

CPhos 98%

759171

CPhos

tBuMePhos

695211

tBuMePhos

assay

97%

assay

97%

assay

98%

assay

-

form

solid

form

-

form

solid

form

solid

functional group

phosphine

functional group

phosphine

functional group

phosphine

functional group

phosphine

Quality Level

100

Quality Level

200

Quality Level

100

Quality Level

100

mp

105-109 °C

mp

121-124 °C (lit.)

mp

108-113 °C

mp

90-95 °C

Legal Information

Usage subject to US Patents 6307087 and 6395916.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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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
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
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

Articles

Buchwald phosphine ligands for C-C, C-N, and C-O bond formation.

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