CAS 3375-31-3 Palladium(II) acetate - Catalysts / Alfa Chemistry

Synonyms

Aceticacid,palladium(2+)salt

IUPAC Name

Palladium(2+);diacetate

Molecular Weight

224.51

Molecular Formula

C12H18O12Pd3

Canonical SMILES

CC(=O)[O-].CC(=O)[O-].[Pd+2]

InChI

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

InChI Key

YJVFFLUZDVXJQI-UHFFFAOYSA-L

Melting Point

205 °C

Purity

95%+

Solubility

Insoluble in water

Appearance

Reddish-brown solid

Storage

Store below +30 °C

Color Form

powder

Complexity

25.5

Covalently-Bonded Unit Count

Defined Atom Stereocenter Count

Defined Bond Stereocenter Count

EC Number

222-164-4/243-333-9

Empirical Formula

[Pd(OAc)2]3

Exact Mass

223.93009

H-Bond Acceptor

H-Bond Donor

Heavy Atom Count

Metal Content

Monoisotopic Mass

223.93009

Physical State

Solid

Rotatable Bond Count

223.93009

Topological Polar Surface Area

80.3 Å²

Undefined Atom Stereocenter Count

Undefined Bond Stereocenter Count

UNII

Application

Palladium(II) acetate, appearing as brown needles, serves as a highly versatile catalyst in various chemical reactions. Primarily soluble in benzene and toluene while insoluble in ether and alcohol, this compound is best stored in the dark and refrigerated to maintain its efficacy. Its primary use is in facilitating Suzuki-Miyaura cross-coupling and intramolecular coupling reactions, and it is essential in the chemoselective reduction of nitroarenes. Featuring a trimeric structure with D3h symmetry, each palladium atom is intricately linked via double acetate bridges, which enhances its function as a homogeneous oxidation catalyst. This unique arrangement aids in the activation of alkenic and aromatic compounds for oxidative nucleophilic reactions. Additionally, when microencapsulated in polyurea, palladium(II) acetate becomes a versatile heterogeneous catalyst useful for phosphine-free reactions. It plays a crucial role in the Heck coupling reaction, enabling efficient arylation of olefins and acting as a catalyst for C-H activation processes. Moreover, it functions as a precatalyst in the enantioselective decarboxylative protonation of allyl β-ketoesters, highlighting its extensive applicability in complex organic synthesis.

January 7, 2025

Reliable Catalyst for Cross-Coupling and C-H Activation

Palladium(II) acetate from Alfa Chemistry enhanced our Suzuki-Miyaura and Heck reactions. Its solubility in benzene and trimeric crystal structure make it effective and consistent for our aromatic compound activations. Efficient and versatile!