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Palladium(II) Acetylacetonate

Catalog Number
ACM14024614-7
CAS Number
14024-61-4
Product Name
Palladium(II) Acetylacetonate
Structure
Category
Solution Deposition Precursors
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
Application
Palladium(II) Acetylacetonate serves as a versatile catalyst in numerous chemical reactions, offering significant applications in the synthesis of various organic compounds. It is prominently utilized in high-temperature organic solution phase protocols to prepare monodisperse CuPd alloy nanoparticles and is instrumental in forming [(NHC)Pd(acac)L] complexes, which facilitate the efficient Heck reaction of activated aryl bromides. Furthermore, Palladium(II) Acetylacetonate acts as a catalyst in the decarboxylative cross-coupling of arylcarboxylic acids with aryl halides and plays a crucial role in several palladium-catalyzed coupling reactions, including the Buchwald-Hartwig, Heck, Hiyama, Negishi, Sonogashira, Stille, and Suzuki-Miyaura reactions, showcasing its broad utility in advancing synthetic organic chemistry.
Storage
Store below +30 °C
Complexity
239
Covalently-Bonded Unit Count
3
Defined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
2
EC Number
237-859-8
Exact Mass
306.00834
Formal Charge
0
Heavy Atom Count
15
Isomeric SMILES
C/C(=C/C(=O)C)/O.C/C(=C/C(=O)C)/O.[Pd]
Monoisotopic Mass
306.00834
Rotatable Bond Count
306.00834
Topological Polar Surface Area
74.6 Ų
Undefined Atom Stereocenter Count
0
Undefined Bond Stereocenter Count
0
UNII
2
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