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209015

Sigma-Aldrich

Palladium(II) acetylacetonate

99%

Synonyme(s) :

Palladium(II) 2,4-pentanedionate, Pd(acac)2

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About This Item

Formule linéaire :
Pd(C5H7O2)2
Numéro CAS:
14024-61-4
Poids moléculaire :
304.64
Numéro Beilstein :
4136188
Numéro CE :
237-859-8
Numéro MDL:
MFCD00000025
Code UNSPSC :
12352103
ID de substance PubChem :
24852227
Nomenclature NACRES :
NA.23

Pureté

99%

Forme

powder

Pertinence de la réaction

core: aluminum
reagent type: catalyst

Pf

200-251 °C (dec.)

Chaîne SMILES 

CC(=O)\C=C(\C)O[Pd]O\C(C)=C/C(C)=O

InChI

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

Clé InChI

JKDRQYIYVJVOPF-FDGPNNRMSA-L

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Description générale

Palladium(II) acetylacetonate (Pd(acac)2) is a metal-organic complex. Sublimation of Pd(acac)2 has been investigated by thermogravimetry and XRD. The temperature range for the sublimation of Pd(acac)2, without undergoing thermal decomposition, was determined to be 100-160°C in the presence of inert gas helium.

Application

Application Guide for Palladium Catalyzed Cross-Coupling Reactions
Palladium(II) acetylacetonate (Pd(acac)2) was used in the following studies:
  • Typical high-temperature organic solution phase protocol for the preparation of monodisperse CuPd alloy nanoparticles (NPs).
  • Preparation of [(NHC)Pd(acac)L] (where L=Me, NHC = N-heterocyclic carbene) complexes. These complexes efficiently catalyze the Heck reaction of activated aryl bromides.
  • As catalyst in the decarboxylative cross-coupling of arylcarboxylic acids with aryl halides.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H319

Classification des risques

Eye Irrit. 2

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

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Lukas J Goossen et al.
Journal of the American Chemical Society, 129(15), 4824-4833 (2007-03-23)
A new strategy for the regiospecific construction of unsymmetrical biaryls is presented, in which easily available salts of carboxylic acids are decarboxylated in situ to give arylmetal species that serve as the nucleophilic component in a catalytic cross-coupling reaction with
Sublimation and deposition behaviour of palladium (II) acetylacetonate.
Cominos V and Gavriilidis A.
The European Physical Journal - Applied Physics, 15(01), 23-33 (2001)
Nicolas Marion et al.
Accounts of chemical research, 41(11), 1440-1449 (2008-09-09)
Metal-catalyzed cross-coupling reactions, notably those permitting C-C bond formation, have witnessed a meteoritic development and are now routinely employed as a powerful synthetic tool both in academia and in industry. In this context, palladium is arguably the most studied transition
Sümeyra Diyarbakir et al.
ACS applied materials & interfaces, 7(5), 3199-3206 (2015-01-17)
Monodisperse CuPd alloy nanoparticles (NPs) were prepared by using a typical high-temperature organic solution phase protocol comprising the coreduction of copper(II) acetylacetonate and palladium(II) acetylacetonate by morpholine-borane complex in oleylamine and 1-octadecene solution at 80 °C. The presented synthesis protocol
Paul Chatelain et al.
Angewandte Chemie (International ed. in English), 58(42), 14959-14963 (2019-08-24)
Ideal organic syntheses involve the rapid construction of C-C bonds, with minimal use of functional group interconversions. The Suzuki-Miyaura cross-coupling (SMC) is a powerful way to form biaryl linkages, but the relatively similar reactivity of electrophilic partners makes iterative syntheses

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