Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

Safety Information

695882

Sigma-Aldrich

PhDave-Phos

97%

Synonym(s):

2-Diphenylphosphino-2′-(N,N-dimethylamino)biphenyl, 2′-(Diphenylphosphino)-N,N′-dimethyl-(1,1′-biphenyl)-2-amine, PhDavePhos

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C26H24NP
CAS Number:
240417-00-9
Molecular Weight:
381.45
MDL number:
MFCD03094578
UNSPSC Code:
12352116
PubChem Substance ID:
329761783
NACRES:
NA.22

Quality Level

100

Assay

97%

form

powder

reaction suitability

reaction type: Cross Couplings
reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction
reagent type: ligand
reaction type: C-C Bond Formation

mp

122-126 °C

functional group

phosphine

SMILES string

CN(C)c1ccccc1-c2ccccc2P(c3ccccc3)c4ccccc4

InChI

1S/C26H24NP/c1-27(2)25-19-11-9-17-23(25)24-18-10-12-20-26(24)28(21-13-5-3-6-14-21)22-15-7-4-8-16-22/h3-20H,1-2H3

InChI key

JGFXUYLYPITYGR-UHFFFAOYSA-N

Application

Learn more about Buchwald Phosphine Ligands

Dialkylbiaryl phosphine ligand often used for Pd-catalyzed reactions in a range of contexts.

Legal Information

Usage subject to US Patents 6307087 and 6395916.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

695882-VAR:
695882-BULK:
695882-1G:
695882-5G:

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
SHBM8316
SHBJ3094
SHBG7841V
SHBG7735V
SHBF1978V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

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

Visit the Document Library

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

Articles

Buchwald Phosphine Ligands

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