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695211

Sigma-Aldrich

tBuMePhos

solid

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C21H29P
CAS Number:
255837-19-5
Molecular Weight:
312.43
MDL number:
MFCD03453047
UNSPSC Code:
12352002
PubChem Substance ID:
329761725
NACRES:
NA.22

Key Documents

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Product Name

tBuMePhos,

form

solid

Quality Level

100

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

Related Categories

Application

Learn more about Buchwald Phosphine Ligands

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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Certificates of Analysis (COA)

Lot/Batch Number
SHBM8315
SHBJ1374
SHBB7539
46696HM
13324MH

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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
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

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