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177261

DPPF

greener alternative

97%, powder

Synonym(s):

1,1′-Ferrocenediyl-bis(diphenylphosphine), dppf

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Pack SizeSKUAvailabilityPrice
1 g

Available to ship TODAYfromMILWAUKEE

$42.00
10 g

Available to ship TODAYfromMILWAUKEE

$233.00
25 g

Available to ship TODAYfromMILWAUKEE

$401.00

About This Item

Empirical Formula (Hill Notation):
C34H28FeP2
CAS Number:
Molecular Weight:
554.38
UNSPSC Code:
12350000
PubChem Substance ID:
NACRES:
NA.22
MDL number:

$42.00


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Product Name

DPPF, 97%

assay

97%

form

powder

reaction suitability

reaction type: Cross Couplings, reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction, reagent type: ligand
reaction type: Carbonylations, reagent type: ligand
reaction type: Ene Reaction, reagent type: ligand
reaction type: Heck Reaction, reagent type: ligand
reaction type: Negishi Coupling, reagent type: ligand
reaction type: Sonogashira Coupling, reagent type: ligand
reaction type: Stille Coupling, reagent type: ligand
reaction type: Suzuki-Miyaura Coupling, reagent type: ligand
reaction type: Tsuji-Trost Reaction

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

mp

181-182 °C (dec.) (lit.)

functional group

phosphine

greener alternative category

SMILES string

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

InChI

1S/2C17H14P.Fe/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;

InChI key

HPXNTHKXCYMIJL-UHFFFAOYSA-N

General description

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for catalytic efficiency. Click here for more information.
Novel functionalized furan derivatives were prepared via Pd-phosphine sequential C-C and C-O bond formation.

Application

Ligand used in a Pd(II)-catalyzed cross-coupling synthesis of oxazepine ring systems.
Ligand for ruthenium-catalyzed greener amine synthesis from amines and alcohols by hydrogen-borrowing.

Ruthenium-Catalyzed N-Alkylation of Amines and Sulfonamides Using Borrowing Hydrogen Methodology

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This Item
936669695149578940
reaction suitability

reaction type: Cross Couplings, reagent type: ligand
reaction type: Carbonylations, reagent type: ligand
reaction type: Heck Reaction, reagent type: ligand
reaction type: Sonogashira Coupling, reagent type: ligand
reaction type: Suzuki-Miyaura Coupling, reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction, reagent type: ligand
reaction type: Negishi Coupling, reagent type: ligand
reaction type: Tsuji-Trost Reaction, reagent type: ligand
reaction type: Stille Coupling, reagent type: ligand
reaction type: Ene Reaction

reaction suitability

-

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: Indole Forming Reactions, reagent type: ligand
reaction type: Suzuki-Miyaura Coupling

reaction suitability

reaction type: Cross Couplings, reagent type: ligand
reaction type: Addition Reactions, reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction, reagent type: ligand
reaction type: Carbonylations, reagent type: ligand
reaction type: Heck Reaction, reagent type: ligand
reaction type: Negishi Coupling, reagent type: ligand
reaction type: Sonogashira Coupling, reagent type: ligand
reaction type: Stille Coupling, reagent type: ligand
reaction type: Suzuki-Miyaura Coupling

assay

97%

assay

-

assay

-

assay

97%

form

powder

form

solid

form

solid

form

solid

functional group

phosphine

functional group

-

functional group

phosphine

functional group

phosphine

Quality Level

200

Quality Level

100

Quality Level

100

Quality Level

100

mp

181-182 °C (dec.) (lit.)

mp

181-182 °C (dec.) (lit.)

mp

73-75 °C

mp

261 °C (lit.)


Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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Related Content

Phosphine Ligand Application Guide


Palucki, M.;Wolfe, J. P.; Buchwald, S.-L.
Journal of the American Chemical Society, 118, 10333-10333 (1996)
Driver, M. S.; Hartwig, J. F.
Journal of the American Chemical Society, 118, 7217-7217 (1996)
Wolfe, J. P.; Buchwald, S. L.
Journal of the American Chemical Society, 119, 6054-6054 (1997)



Global Trade Item Number

SKUGTIN
177261-25G04061833544839
177261-10G04061838753182
177261-250G04061833472729
177261-1G04061838753199

Questions

1–2 of 2 Questions  
  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.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      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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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    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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