Skip to Content
Merck
All Photos(2)

Documents

695211

Sigma-Aldrich

tBuMePhos

Synonym(s):

2-Di-tert-butylphosphino-2′-methylbiphenyl, t-Butyl MePhos

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C21H29P
CAS Number:
Molecular Weight:
312.43
MDL number:
UNSPSC Code:
12352002
PubChem Substance ID:
NACRES:
NA.22

form

solid

Quality Level

reaction suitability

reagent type: ligand
reaction type: Arylations

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

reagent type: ligand
reaction type: Heck Reaction

reagent type: ligand
reaction type: Reductions

mp

90-95 °C

functional group

phosphine

SMILES string

Cc1ccccc1-c2ccccc2P(C(C)(C)C)C(C)(C)C

InChI

1S/C21H29P/c1-16-12-8-9-13-17(16)18-14-10-11-15-19(18)22(20(2,3)4)21(5,6)7/h8-15H,1-7H3

InChI key

UJONYAVMBYXBJQ-UHFFFAOYSA-N

Legal Information

Usage subject to US Patents 6307087 and 6395916.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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.
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

Articles

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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service