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Merck

514365

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
UNSPSC Code:
12352103
NACRES:
NA.23
PubChem Substance ID:
24873754
EC Number:
236-477-9
Beilstein/REAXYS Number:
4157957
MDL number:
MFCD00000016

Key Documents

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InChI key

QYJPSWYYEKYVEJ-FDGPNNRMSA-L

InChI

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

SMILES string

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

assay

≥99.9% trace metals basis

form

powder

reaction suitability

core: copper

mp

284-288 °C (dec.) (lit.)

Quality Level

100

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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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ8067
MKCW7886
MKCT0857
MKCR4479
MKCQ4190

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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)
Gui-Ge Hou et al.
Chemical communications (Cambridge, England), 47(38), 10731-10733 (2011-08-27)
Two NbO-type MOFs based on ditopic pyridyl substituted diketonate ligands were reported. One exhibits a reversible SC-SC water encapsulation, while the other shows an interesting guest-driven luminescent property based on M(III) acetylacetonate (M = Eu and Fe) guest species.
Yanfang Li et al.
Dalton transactions (Cambridge, England : 2003), 41(13), 3807-3816 (2012-02-24)
Biscyclometalated iridium(III) complexes with an ancillary acetylacetone ligand, Ir(L)(2)(acac), (L = 2-(benzo[b]thiophen-2-yl)pyridine (btp), 1-phenylisoquinoline (piq), 2-phenylbenzothiazole (bt), 2-phenylpyridine (ppy), acac = deprotonated acetylacetone), demonstrate spectroscopic changes in their UV-Vis absorption and luminescent emission under acidic conditions. Such changes were found
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
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