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V697230

[1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium(II)

powder, Vetec™

Synonym(s):

Pd(dppf)Cl2

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About This Item

Linear Formula:
(C17H14P)2Fe · PdCl2
CAS Number:
72287-26-4
Molecular Weight:
731.70
UNSPSC Code:
12352300
PubChem Substance ID:
329761901
NACRES:
NA.22
MDL number:
MFCD00015757
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Product Name

[1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium(II), Vetec™

Quality Level

100

form

powder

reaction suitability

core: palladium, reaction type: Buchwald-Hartwig Cross Coupling Reaction, reaction type: Cross Couplings, reaction type: Heck Reaction, reaction type: Hiyama Coupling, reaction type: Negishi Coupling, reaction type: Sonogashira Coupling, reaction type: Stille Coupling, reaction type: Suzuki-Miyaura Coupling

mp

266-283 °C (lit.)

storage temp.

room temp

SMILES string

[Fe].Cl[Pd]Cl.[CH]1[CH][CH][C]([CH]1)P(c2ccccc2)c3ccccc3.[CH]4[CH][CH][C]([CH]4)P(c5ccccc5)c6ccccc6

InChI

1S/2C17H14P.2ClH.Fe.Pd/c2*1-3-9-15(10-4-1)18(17-13-7-8-14-17)16-11-5-2-6-12-16;;;;/h2*1-14H;2*1H;;/q;;;;;+2/p-2

InChI key

JCWIWBWXCVGEAN-UHFFFAOYSA-L

Application

Pd(dppf)Cl2 may be used as an effective palladium catalyst in the following reactions:

  • Cross-coupling of sec-alkyl and n-alkyl Grignard reagents with high yield and selectivity.
  • Suzuki coupling of aryl boronic esters with [11C]methyl iodide to form functionalized [11C]toluene derivatives
  • Kumada cross-coupling of 1,3,5-tribromobenzene with Grignard reagents to form star-shaped oligothiophenes
For small scale and high throughput uses, product is also available as ChemBeads (919780)
Application Guide for Palladium Catalyzed Cross-Coupling Reactions
Catalyst for C-C and C-N coupling reaction.

Legal Information

Vetec is a trademark of Merck KGaA, Darmstadt, Germany

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Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF5893V
WXBF5183V

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Ján Cvengros et al.
Angewandte Chemie (International ed. in English), 48(33), 6148-6151 (2009-07-11)
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Global Trade Item Number

SKUGTIN
V697230-5G04065273099096
V697230-100G04065272440097
V697230-25G04065273099089
V697230-500G04065272440103