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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

Quality Level

100

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)

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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)
Zhan'ao Tan et al.
Physical chemistry chemical physics : PCCP, 14(42), 14589-14595 (2012-09-28)
A solution-processed vanadium oxide (s-VO(x)) anode buffer layer on an indium-tin-oxide (ITO) electrode was used instead of PEDOT:PSS for improving the stability and photovoltaic performance of the polymer solar cells (PSCs). The s-VO(x) layer was prepared by spin-coating a vanadyl
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
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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