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DavePhos

ALDRICH/638021 - 97%

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

CAS Number: 213697-53-1
Empirical Formula (Hill Notation): C26H36NP
Molecular Weight: 393.54
MDL Number: MFCD02183572
Linear Formula: C26H36NP
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-638021-1G 1 g
$79.70
1/EA
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45-638021-5G 5 g
$137.00
1/EA
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45-638021-25G 25 g
$407.00
1/EA
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45-638021-100G 100 g
$1470.00
1/EA
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This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 638021-100G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 638021-25G

 

assay 97%
functional group phosphine
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
mp 121-124 °C (lit.)
Quality Level 200 
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
SMILES string CN(C)c1ccccc1-c2ccccc2P(C3CCCCC3)C4CCCCC4
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.
Application: Ligand used in a Pd-catalyzed Suzuki aryl-aryl coupling leading to benzodioxepines.

Learn more about Buchwald Phosphine Ligands 
Application: 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.
Packaging: 1, 5, 25, 100 g in glass bottle
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity 97%
mp 121-124 °C (lit.)
UNSPSC 12352116

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