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205869

Sigma-Aldrich

Palladium(II) acetate

reagent grade, 98%

Synonym(s):

Pd(OAc)2, [Pd(OAc)2]3

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About This Item

Linear Formula:
Pd(OCOCH3)2
CAS Number:
3375-31-3
Molecular Weight:
224.51
Beilstein:
6086766
EC Number:
222-164-4
MDL number:
MFCD00012453
UNSPSC Code:
12161600
PubChem Substance ID:
24852356
NACRES:
NA.22

grade

reagent grade

Quality Level

200

Assay

98%

form

powder

reaction suitability

core: palladium
reaction type: Buchwald-Hartwig Cross Coupling Reaction
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

mp

216.3-223.7 °C (dec.)

SMILES string

CC(O[Pd]OC(C)=O)=O

InChI

1S/2C2H4O2.Pd/c2*1-2(3)4;/h2*1H3,(H,3,4);/q;;+2/p-2

InChI key

YJVFFLUZDVXJQI-UHFFFAOYSA-L

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General description

[Pd(OAc)2]3 is a palladium coordination complex and a heterogenous metal catalyst that is widely used in organic synthesis such as transmetalation, insertion, oxidative addition, direct homocoupling of aryl halides, Buchwald-Hartwig reaction of C-N bond formation, reduction of alkynes, and reductive elimination reactions. It is also employed as a starting material for the synthesis of other Pd(II) compounds as well as for the preparation of active palladium catalysts for Suzuki-Miyaura cross-coupling and C-H functionalization reactions.

Application

Application Guide for Palladium Catalyzed Cross-Coupling Reactions
[Pd(OAc)2]3 can be used as a:
  • Catalyst for the regioselective anti-hydrochlorination of the terminal and internal alkynes.
  • Precursor to prepare a heterogeneous palladium complex catalyst for the Heck-Coupling reaction and Sonogashira cross-coupling reaction.

related product

Product No.
Description
Pricing

Signal Word

Danger

Hazard Statements

H317,H318,H410

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Skin Sens. 1A

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Polystyrene-Anchored Palladium (II) Schiff Base Complex: A Reusable Catalyst for Phosphine-Free and Copper-Free Sonogashira Cross-Coupling Reaction in Aqueous Medium
Islam M, et al.
Synthetic Communications, 41, 2583-2593 (2011)
Mesoporous Palladium N, N?-Bis (3-Allylsalicylidene) o-Phenylenediamine-Methyl Acrylate Resins as Heterogeneous Catalysts for the Heck Coupling Reaction
Mella C, et al.
MATERIALS, 12, 2612-2612 (2019)
Synthesis and characterization of bis (amine) palladium (ii) carboxylate complexes as precursors of palladium nanoparticles
Zakrzewska J and Uznanski P
Dalton Transactions, 50, 6933-6948 (2021)
Palladium (II) Acetate
Grennberg H, et al
eEROS (Encyclopedia of Reagents for Organic Synthesis) (2001)
Palladium (II) Acetate [Pd (OAc)2]: A Versatile Catalyst
Vats R
Synlett, 2006, 329-330 (2006)
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