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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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Atomic layer deposition of copper oxide using copper (II) acetylacetonate and ozone
Mari Endresen Alnes, et al.
Chem. Vap. Deposition, 18, 173-178 (2012)
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)
David N Paglia et al.
Journal of orthopaedic research : official publication of the Orthopaedic Research Society, 30(12), 1971-1978 (2012-06-02)
This study quantified the effects of local intramedullary delivery of an organic vanadium salt, which may act as an insulin-mimetic on fracture healing. Using a BB Wistar rat femoral fracture model, local vanadyl acetylacetonate (VAC) was delivered to the fracture
Chih-Chia Huang et al.
Chemical communications (Cambridge, England), (23)(23), 3360-3362 (2009-06-09)
A general approach involving a solvothermal method was developed to synthesize a series of silicate nanoshells (<100 nm) where both Gd silicate and Gd silicate:Eu nanoshells were further demonstrated to exhibit dual-modality MRI and optical imaging functions.
Ik-Soo Shin et al.
The Analyst, 136(10), 2151-2155 (2011-03-25)
Though recently Ir(III) complexes have attracted much interest in electrochemiluminescent (ECL) analysis due to their high emission in various wavelengths, there were a few studies reported on its analytical applications. In this study, we evaluate the ECL from (pq)(2)Ir(acac) (pq
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