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8.14761

Sigma-Aldrich

Tetrakis(triphenylphosphine)-palladium(0)

for synthesis

Synonym(s):

Tetrakis(triphenylphosphine)-palladium(0)

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About This Item

Linear Formula:
Pd(P(C6H5)3)4
CAS Number:
Molecular Weight:
1155.56
MDL number:
UNSPSC Code:
12352103
EC Index Number:
238-086-9
NACRES:
NA.22
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Quality Level

form

powder

reaction suitability

reagent type: catalyst
reaction type: Cross Couplings

mp

103-107 °C

storage temp.

2-8°C

SMILES string

[Pd]([P](c%12ccccc%12)(c%11ccccc%11)c%10ccccc%10)([P](c9ccccc9)(c8ccccc8)c7ccccc7)([P](c6ccccc6)(c5ccccc5)c4ccccc4)[P](c3ccccc3)(c2ccccc2)c1ccccc1

InChI

1S/4C18H15P.Pd/c4*1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;/h4*1-15H;

InChI key

NFHFRUOZVGFOOS-UHFFFAOYSA-N

General description

Tetrakis(triphenylphosphine)-palladium(0) can be used to catalyze the formation of carbon-carbon bonds, the reduction of functional groups, the formation of carbon-metal bonds, and the deprotection of allyloxycarbonyl groups[1].

Application

  • Preparation of tricationic tris(pyridylpalladium(II)) metallacyclophane as an anion receptor.: This research explores the synthesis of a tricationic tris(pyridylpalladium(II)) metallacyclophane, showcasing its potential as an anion receptor. The study emphasizes the versatility of palladium complexes in developing new molecular structures for various applications (Danjo et al., 2022).
  • A Ligand-Enabled Palladium-Catalyzed Highly para-Selective Difluoromethylation of Aromatic Ketones.: This study demonstrates the use of a palladium catalyst for highly selective difluoromethylation of aromatic ketones, highlighting the catalyst′s efficiency in organic synthesis and its potential for developing pharmaceuticals (Tu et al., 2018).
  • Viable pathways for the oxidative addition of iodobenzene to palladium(0)-triphenylphosphine-carbonyl complexes: a theoretical study.: This theoretical investigation explores the oxidative addition mechanisms of iodobenzene to palladium(0)-triphenylphosphine-carbonyl complexes, providing insights into the reactivity and applications of palladium catalysts in organic synthesis (Pálinkás et al., 2017).
  • Morita-Baylis-Hillman Reaction of α,β-Unsaturated Ketones with Allylic Acetates by the Combination of Transition-Metal Catalysis and Organomediation.: The paper discusses a novel Morita-Baylis-Hillman reaction facilitated by palladium(0) catalysts, demonstrating its utility in constructing complex molecular architectures for pharmaceutical synthesis (Li et al., 2016).
  • Synthesis of a sterically crowded atropisomeric 1,8-diacridylnaphthalene for dual-mode enantioselective fluorosensing.: This research highlights the synthesis of a novel atropisomeric compound using palladium(0) catalysts, focusing on its application in enantioselective fluorosensing, crucial for biochemical analyses (Mei et al., 2006).

Analysis Note

Assay (ICP-OES): ≥ 97.0 %

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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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/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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