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697230

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

powder

Sustainability features

Synonym(s):

Pd(dppf)Cl2

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1 g

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$85.20
5 g

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$261.00
25 g

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$1,090.00
250 g

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$10,990.00

About This Item

Linear Formula:
(C17H14P)2Fe · PdCl2
CAS Number:
72287-26-4
Molecular Weight:
731.70
NACRES:
NA.22
PubChem Substance ID:
329761901
UNSPSC Code:
12161600
EC Number:
460-040-3
MDL number:
MFCD00015757

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Product Name

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

form

powder

Quality Segment

reaction suitability

core: palladium, 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, reagent type: catalyst
reaction type: Buchwald-Hartwig Cross Coupling Reaction

sustainability

Sustainability features

mp

266-283 °C (lit.)

greener alternative category

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

General description

We are committed to bringing you Greener Alternative Products, which adhere to one of the four categories of Greener Alternatives. This palladium-dppf catalyst complex is used for cross-coupling reactions, delivering exceptional activity and selectivity in organic synthesis, offering a greener, potentially more sustainable option for advanced chemical transformations. Click here for more information.

Application

Application Guide for Palladium Catalyzed Cross-Coupling Reactions
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)

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

Sigma-Aldrich

697230

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Sigma-Aldrich

470554

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

description

-

description

Umicore

description

-

description

97%

reaction suitability

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

reaction suitability

-

reaction suitability

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

reaction suitability

reagent type: catalyst, core: nickel

form

powder

form

powder

form

solid

form

solid

Quality Level

200

Quality Level

100

Quality Level

200

Quality Level

100

mp

266-283 °C (lit.)

mp

266-283 °C (lit.)

mp

275-280 °C

mp

285 °C (dec.) (lit.)

sustainability

Greener Alternative Product

sustainability

Greener Alternative Product

sustainability

Greener Alternative Product

sustainability

-

greener alternative category

Aligned

greener alternative category

Aligned

greener alternative category

Aligned

greener alternative category

-

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Storage Class

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

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    Certificates of Analysis (COA)

    Lot/Batch Number
    0000002334
    0000006574
    0000095636
    0000120789
    0000006573

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    Questions

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    1. How can I determine the shelf life / expiration / retest date of this product?

      1 answer

      1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
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        For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
        For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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      1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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