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Key Documents

931217

Sigma-Aldrich

CX93

Umicore

Synonym(s):

[1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium(II), Dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium(II), Pd(dppf)Cl2

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About This Item

Linear Formula:
(C17H14P)2Fe · PdCl2
CAS Number:
Molecular Weight:
731.70
MDL number:
UNSPSC Code:
12352103
NACRES:
NA.21

Quality Level

form

powder

mp

266-283 °C (lit.)

storage temp.

2-8°C

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

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Application

CX93 is a catalyst for C-C and C-N coupling reaction. 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)

Storage and Stability

Do not store above 25 °C (77 °F). Store in a tightly closed original container under dry inert gas, protected from direct sunlight in a dry, cool and well-ventilated area.

Legal Information

Product of Umicore

This product, its manufacturing or use, is the subject of one or more issued or pending U.S. Patents (and foreign equivalents) owned or controlled by Umicore PMC. The purchase of this product from Umicore PMC through Sigma-Aldrich, its affiliates or their authorized distributors conveys to the buyer a limited, one-time, non-exclusive, non-transferable, non-assignable license. Buyer′s use of this product may infringe patents owned or controlled by third parties. It is the sole responsibility of buyer to ensure that its use of the product does not infringe the patent rights of third parties or exceed the scope of the license granted herein.

Additional information available at www.pmc.umicore.com

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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