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514365

Sigma-Aldrich

Copper(II) acetylacetonate

≥99.9% trace metals basis

Synonym(s):

2,4-Pentanedione copper(II) derivative, Bis(2,4-pentanedionato)copper(II), Cu(acac)2, Cupric acetylacetonate

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About This Item

Linear Formula:
Cu(C5H7O2)2
CAS Number:
13395-16-9
Molecular Weight:
261.76
Beilstein:
4157957
EC Number:
236-477-9
MDL number:
MFCD00000016
UNSPSC Code:
12352103
PubChem Substance ID:
24873754
NACRES:
NA.23

Assay

≥99.9% trace metals basis

form

powder

reaction suitability

core: copper

mp

284-288 °C (dec.) (lit.)

SMILES string

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

InChI

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

InChI key

QYJPSWYYEKYVEJ-FDGPNNRMSA-L

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General description

Copper(II) acetylacetonate is an organometallic coordination compound widely used as a catalyst for several organic reactions, including oxidation, cross-coupling, and polymerization reactions. It is also a precursor to fabricate metal organic frameworks(MOFs) and nanomaterials.

Application

Copper(II) acetylacetonate can be used as:
  • A precursor for atomic layer deposition of copper oxide for all-oxide photovoltaics.
  • A catalyst for the aziridination of styrene.
  • A catalyst for Huisgen-Click reaction to synthesize 1,2,3-triazoles.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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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Copper(II) acetylacetonate anchored onto an activated carbon as a heterogeneous catalyst for the aziridination of styrene
Ana Rosa Silva, et al.
Catalysis Today, 102-103, 154-159 (2005)
Atomic layer deposition of copper oxide using copper (II) acetylacetonate and ozone
Mari Endresen Alnes, et al.
Chem. Vap. Deposition, 18, 173-178 (2012)
Channa R De Silva et al.
Journal of the American Chemical Society, 131(18), 6336-6337 (2009-04-17)
Nearly monodisperse lanthanide-doped magnetite nanoparticles were obtained by thermally decomposing a mixture of Fe(acac)(3) and Ln(acac)(3) (acac = acetylacetonate; Ln = Sm, Eu, Gd) in the presence of passivating surfactants. Magnetic studies revealed room-temperature ferromagnetic behaviors of these doped nanoparticles
Nan Tian et al.
Dalton transactions (Cambridge, England : 2003), 39(37), 8613-8615 (2010-08-19)
The design, synthesis, photophysical and significantly improved electrooptical properties of a series of red emitting cyclometalated iridium(iii) complexes containing carbazolyl-acetylacetonate ligands are described.
Yi Wang et al.
Journal of medicinal chemistry, 56(23), 9601-9611 (2013-11-28)
Current precious-metal-containing anticancer agents are mostly chelated with N-containing ligands and function by interacting with DNA. In the present study, Pd(acac)2, a Pd(II) complex containing four O-donor ligands, has been evaluated as an active anticancer agent. Pd(acac)2 showed no interaction
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