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Sigma-Aldrich

Tetrakis(acetonitrile)palladium(II) tetrafluoroborate

Synonym(s):

NSC 307191, Palladium(II) tetrafluoroborate tetraacetonitrile complex

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250 MG
$71.30
1 G
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About This Item

Linear Formula:
Pd(CH3CN)4(BF4)2
CAS Number:
21797-13-7
Molecular Weight:
444.24
MDL number:
MFCD00043297
UNSPSC Code:
12161600
PubChem Substance ID:
24860675
NACRES:
NA.22

$71.30

Available to ship onMay 01, 2025Details

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form

solid

Quality Level

100

reaction suitability

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
reagent type: catalyst
core: palladium
reagent type: ligand

mp

230 °C (dec.) (lit.)

SMILES string

[Pd++].CC#N.CC#N.CC#N.CC#N.F[B-](F)(F)F.F[B-](F)(F)F

InChI

1S/4C2H3N.2BF4.Pd/c4*1-2-3;2*2-1(3,4)5;/h4*1H3;;;/q;;;;2*-1;+2

InChI key

YWMRPVUMBTVUEX-UHFFFAOYSA-N

General description

Tetrakis(acetonitrile)palladium(II) tetrafluoroborate is a stronger Lewis acid.[1] It participates in the preparation of 2:1 complex [Pd(1,2-bis(2′-pyridylethynyl)benzene)2](BF4]2, by Sonogashira cross-coupling reaction.[2]

Application

Application Guide for Palladium Catalyzed Cross-Coupling Reactions

Reactant involved in:
  • Reactions where it plays a role as the metal source due to weakly coordinated acetonitrile ligands

Precursor for:
  • Synthesis of dendritic SCS-pincer palladium complexes
  • Palladium complexes of click ligands
  • Dipalladium catalysts for use in Heck cross-coupling, Suzuki cross-coupling, and aldehyde olefination

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H332

Hazard Classifications

Acute Tox. 4 Inhalation

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCX5425
MKCV9966
MKCW9036
MKCV4236
MKCT7562

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Adam M Johns et al.
Journal of the American Chemical Society, 128(6), 1828-1839 (2006-02-09)
We report a catalyst for intermolecular hydroamination of vinylarenes that is substantially more active for this process than catalysts published previously. With this more reactive catalyst, we demonstrate that additions of amines to vinylarenes and dienes occur in the presence
Gorman, C. B.; Vest, R. W. et al.
Macromolecules, 32, 4157-4157 (1999)
Takashi Nishikata et al.
Journal of the American Chemical Society, 132(14), 4978-4979 (2010-03-24)
Cationic palladium(II) catalyst realized facile C-H activation of aryl urea with arylboronic acids at room temperature. This reaction is extremely mild to carry out aromatic C-H activations through electrophilic substitution.
Yun Fu Chan et al.
Dalton transactions (Cambridge, England : 2003), (32)(32), 3538-3545 (2007-08-08)
Extended-chain complexes containing multiple transition metal centres linked by conjugated micro-cyanodiazenido(1-) ligands [N=N-C[triple bond, length as m-dash]N]- have been obtained by reaction of trans-[BrW(dppe)2(N2CN)], , [dppe=1,2-bis(diphenylphosphino)ethane] with dirhodium(II) tetra-acetate, bis(benzonitrile)palladium(II) dichloride, and bis(aqua)M(II) bis(hexafluoroacetylacetonate) (M=Mn, Ni, Cu, Zn): stronger Lewis
Unique 2:1 complex with a trans-chelating bis-pyridine ligand.
Yi-Zhen Hu et al.
Inorganic chemistry, 41(8), 2296-2300 (2002-04-16)
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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.
      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/449/386/product-dating-information-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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  3. What is the purity of this chemical? And how much percentage of chloride (Cl-) or bromide ion (Br-) is contented in this chemical?

    1 answer

    1. The purity of this item is not tested for this item. The percentage of Chloride and Bromide is not on the COA and not tested for.

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