Key Documents

View All Documentation

638021

DavePhos

Name: DavePhos
Brand: ALDRICH

97%

Synonym(s):

2-Dicyclohexylphosphino-2′-(N,N-dimethylamino)biphenyl

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):

C₂₆H₃₆NP

CAS Number:

213697-53-1

Molecular Weight:

393.54

NACRES:

NA.22

PubChem Substance ID:

24882905

UNSPSC Code:

12352116

MDL number:

MFCD02183572

Technical Service

Need help? Our team of experienced scientists is here for you.

Let Us Assist

Properties

Quality Level

200

product line

Buchwald Ligand

assay

97%

reaction suitability

reaction type: Cross Couplings, reagent type: ligand
reaction type: Arylations, reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction, reagent type: ligand
reaction type: Hydroaminations, reagent type: ligand
reaction type: Kumada Coupling, reagent type: ligand
reaction type: Negishi Coupling, reagent type: ligand
reaction type: Suzuki-Miyaura Coupling

mp

121-124 °C (lit.)

functional group

phosphine

SMILES string

CN(C)c1ccccc1-c2ccccc2P(C3CCCCC3)C4CCCCC4

InChI

1S/C26H36NP/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/h9-12,17-22H,3-8,13-16H2,1-2H3

InChI key

ZEMZPXWZVTUONV-UHFFFAOYSA-N

Description

Application

DavePhos may be used as a ligand in the following reactions:

Palladium catalyzed sp³ arylation of 2-substituted-N-iminopyridinium ylides with different aryl chlorides to yield functionalized pyridines.
Preparation of functionalized benzylic sulfones via palladium-catalyzed Negishi cross-coupling between alkyl sulfones and aryl halides.
C-C Coupling of 3-haloquinolines with aryl sulfinates via palladium-catalyzed desulfitative arylation to form the corresponding biaryl compounds.

Ligand used in a Pd-catalyzed Suzuki aryl-aryl coupling leading to benzodioxepines.

Learn more about Buchwald Phosphine Ligands

Useful ligand for Pd-catalyzed C-N bond formation; amination of aryl halides containing hydroxyl, amide, or enolizable ketones.

Legal Information

Usage subject to US Patents 6307087 and 6395916.

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

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

Articles

Buchwald Phosphine Ligands

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