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Copper(II) acetylacetonate

Chemical compound From Wikipedia, the free encyclopedia

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.

Quick facts Names, Identifiers ...
Copper(II) acetylacetonate
Names
IUPAC name
Bis(acetylacetonato)copper(II)
Systematic IUPAC name
Bis[(Z)-4-oxopent-2-en-2-olato-κ2O,O′]copper(II)
Other names
  • Bis(2,4-pentanedionato)copper
  • Cupric acetylacetonate
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.033.147 Edit this at Wikidata
EC Number
  • 236-477-9
UNII
  • InChI=1S/2C5H8O2.Cu/c2*1-4(6)3-5(2)7;/h2*3,6H,1-2H3;
    Key: ZKXWKVVCCTZOLD-UHFFFAOYSA-N
  • CC(=CC(=O)C)O.CC(=CC(=O)C)O.[Cu]
Properties
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]
GHS07: Exclamation mark
Warning
H315, H319, H335
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)
[1]
NFPA 704 four-colored diamondHealth 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
2
1
0
250 °C (482 °F; 523 K)[1]
1 mg/m3[1] (TWA)
Lethal dose or concentration (LD, LC):
NIOSH (US health exposure limits):[1]
REL (Recommended)
 1 mg/m3 (TWA)[2]
IDLH (Immediate danger)
 100 mg/m3
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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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]

Flexibility of Copper(II) acetylacetonate crystals shown under the microscope.

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

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