Copper(II) acetylacetonate
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| Names | |
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| IUPAC name
Bis(acetylacetonato)copper(II)
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| Systematic IUPAC name
Bis[(Z)-4-oxopent-2-en-2-olato-κ2O,O′]copper(II) | |
Other names
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| Identifiers | |
CAS Number
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3D model (JSmol)
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| ChemSpider | |
| ECHA InfoCard | 100.033.147 |
| EC Number |
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PubChem CID
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| UNII | |
CompTox Dashboard (EPA)
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InChI
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SMILES
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| Properties | |
Chemical formula
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Cu(C5H7O2)2 |
| Molar mass | 261.764 g·mol−1 |
| Appearance | blue solid |
| Density | 0.721 g/cm3 |
| Melting point | 245 °C (473 °F; 518 K)[1] (decomposes) |
| Boiling point | 160 °C (320 °F; 433 K)[1] at 9.8 mmHg |
| Vapor pressure | 0.13 hPa at 163 °C (325 °F; 436 K)[1] |
| Hazards | |
| GHS labelling:[2] | |
Pictograms
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Signal word
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Warning |
Hazard statements
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H315, H319, H335 |
Precautionary statements
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P261, P264, P271, P280, P302+P352, P304+P340+P312, P305+P351+P338, P332+P313, P337+P313, P362, P403+P233, P405, P501 |
| NFPA 704 (fire diamond) | 
2
1
0 |
Autoignition
temperature |
250 °C (482 °F; 523 K)[1] |
Threshold limit value (TLV)
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1 mg/m3[1] (TWA) |
| Lethal dose or concentration (LD, LC): | |
LD50 (median dose)
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| NIOSH (US health exposure limits):[1] | |
REL (Recommended)
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1 mg/m3 (TWA)[2] |
IDLH (Immediate danger)
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100 mg/m3 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
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Copper(II) acetylacetonate is the coordination compound with the formula Cu(CH3C(O)CHC(O)CH3)2. It is the homoleptic acetylacetonate complex of copper(II). The compound, a bright blue paramagnetic solid, is insoluble in water but dissolves in some organic solvents.
Structure
According to X-ray crystallography and spectra recorded on single crystals, the Cu center is square planar.[3] The flexibility is attributed to the nature of the intermolecular forces.[4] Crystals of exhibit the unusual property of being flexible.[5]
Synthesis
Copper(II) acetylacetonate may be prepared by reaction of copper(II) salts and acetylacetone in the presence of a base:[6]
- CuCl2 + 2 CH3C(O)CH2C(O)CH3 + 2 NaOH → Cu(CH3C(O)CHC(O)CH3)2 + 2 NaCl + 2 H2O
Uses
Thermal decomposition of copper(II) acetylacetonate at low pressure and high temperature in a hydrogen / water atmosphere may be used to produce nano-particles of copper(I) oxide (Cu2O) or copper (Cu2) depending on the temperature and pressure parameters.[7]
References
- ^ a b c d e f g "SDS - Copper(II) acetylacetonate". fishersci.com. Thermo Fisher Scientific. 24 December 2021. Retrieved 3 November 2025.
- ^ a b c Sigma-Aldrich Co., Copper(II) acetylacetonate.
- ^ Ferguson, J. (1961). "Crystal Spectra of Metal Coordination Compounds. IV. Bis- Acetylacetonato-Copper (II". J. Chem. Phys. 34 (5): 1609. doi:10.1063/1.1701053.
- ^ Brock, Aidan J.; Whittaker, Jacob J.; Powell, Joshua A.; Pfrunder, Michael C.; Grosjean, Arnaud; Parsons, Simon; McMurtrie, John C.; Clegg, Jack K. (2018). "Elastically Flexible Crystals have Disparate Mechanisms of Molecular Movement Induced by Strain and Heat". Angew. Chem. Int. Ed. 57 (35): 11325–11328. doi:10.1002/anie.201806431. PMID 29998602.
- ^ Worthy, Anna; Grosjean, Arnaud; Pfrunder, Michael C.; Xu, Yanan; Yan, Cheng; Edwards, Grant; Clegg, Jack K.; McMurtrie, John C. (2017). "Atomic resolution of structural changes in elastic crystals of copper(II) acetylacetonate". Nature Chemistry. 10 (2018): 65–69. doi:10.1038/nchem.2848.
- ^ Fernelius, W. Conard; Bryant, Burl E. (1957). "Preparation of Metal Derivatives of 1,3-Diketones". Inorganic Syntheses. Vol. 5. pp. 105–113. doi:10.1002/9780470132364.ch29.
- ^ Nasibulin, Albert G.; Kauppinen, Esko I.; Brown, David P.; Jokiniemi, Jorma K. (1 November 2001). "Nanoparticle Formation via Copper (II) Acetylacetonate Vapor Decomposition in the Presence of Hydrogen and Water" (PDF). The Journal of Physical Chemistry B. 105 (45): 11067–11075. doi:10.1021/jp0114135. Retrieved 3 November 2025.