CAS 14024-61-4 Palladium(II) Acetylacetonate

Synonyms

Bis(2,4-pentanedionato-O,O')palladium(II)

IUPAC Name

(Z)-4-Hydroxypent-3-en-2-one;palladium

Molecular Weight

306.65

Molecular Formula

C10H16O4Pd

Canonical SMILES

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

InChI

InChI=1S/2C5H8O2.Pd/c2*1-4(6)3-5(2)7;/h2*3,6H,1-2H3;/b2*4-3-;

InChI Key

BABLLCDZHABSRT-FDGPNNRMSA-N

Melting Point

190 °C

Purity

95%+

Solubility

Soluble in benzene and chloroform

Appearance

Yellow to orange solution

Storage

Store below +30 °C

Complexity

239

Covalently-Bonded Unit Count

Defined Atom Stereocenter Count

Defined Bond Stereocenter Count

EC Number

237-859-8

Exact Mass

306.00834

Formal Charge

H-Bond Acceptor

H-Bond Donor

Heavy Atom Count

Isomeric SMILES

C/C(=C/C(=O)C)/O.C/C(=C/C(=O)C)/O.[Pd]

Metal Content

0.092

Monoisotopic Mass

306.00834

Physical State

Solid

Rotatable Bond Count

306.00834

Topological Polar Surface Area

74.6 Å²

Undefined Atom Stereocenter Count

Undefined Bond Stereocenter Count

UNII

Application

Palladium(II) Acetylacetonate, appearing as yellow-orange needles, serves multiple roles primarily as an active anticancer agent with a more pronounced growth inhibitory effect on certain cancer cells compared to cisplatin, particularly in H460 cells. In addition to its medical applications, it is widely utilized as a catalyst in various organic transformations. This includes its use in high-temperature organic solution protocols for creating monodisperse CuPd alloy nanoparticles, and the preparation of [(NHC)Pd(acac)L] complexes, which effectively catalyze the Heck reaction of activated aryl bromides. It also acts as a catalyst in the decarboxylative cross-coupling of arylcarboxylic acids with aryl halides. As a metal-organic complex, the sublimation properties of Palladium(II) Acetylacetonate have been studied using thermogravimetry and XRD, identifying a sublimation temperature range of 100-160°C in an inert helium environment without thermal decomposition.

February 15, 2025

Essential Catalyst for Organic Transformations

Palladium(II) Acetylacetonate is highly effective in research, particularly for synthesizing CuPd nanoparticles and catalyzing Heck reactions. Its versatility and efficacy made a significant impact in my work.