Copper(II) acetylacetonate

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Copper(II) acetylacetonate
Palladium(II) acetylacetonate 3D ball.png
Copper(II) acetylacetonate 02.jpg
Names
Other names
Bi(2,4-pentanedionato)copper; Cupric acetylacetonate
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.033.147 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 236-477-9
PubChem CID
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
C10H14CuO4
Molar mass 261.764 g·mol−1
Appearanceblue solid
Density 0.721 g/cm3
Melting point 279–283 °C (534–541 °F; 552–556 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Copper(II) acetylacetonate is the coordination compound with the formula Cu(O2C5H7)2. It is the homoleptic acetylacetonate complex of copper(II). It is insoluble within water and exists as a bright blue solid. According to X-ray crystallography, the Cu center is square planar. [1] Single crystals of this compound exhibit the unusual property of being highly flexible, allowing the formation of knots. The flexibility is attributed to the nature of the intermolecular forces. [2]

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<span class="mw-page-title-main">Copper(II) oxide</span> Chemical compound – an oxide of copper with formula CuO

Copper(II) oxide or cupric oxide is an inorganic compound with the formula CuO. A black solid, it is one of the two stable oxides of copper, the other being Cu2O or copper(I) oxide (cuprous oxide). As a mineral, it is known as tenorite. It is a product of copper mining and the precursor to many other copper-containing products and chemical compounds.

<span class="mw-page-title-main">Copper(I) chloride</span> Chemical compound

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<span class="mw-page-title-main">Copper(I) iodide</span> Chemical compound

Copper(I) iodide is the inorganic compound with the formula CuI. It is also known as cuprous iodide. It is useful in a variety of applications ranging from organic synthesis to cloud seeding.

<span class="mw-page-title-main">Copper(II) fluoride</span> Chemical compound

Copper(II) fluoride is an inorganic compound with the chemical formula CuF2. The anhydrous form is a white, ionic, crystalline, hygroscopic salt with a distorted rutile-type crystal structure, similar to other fluorides of chemical formulae MF2 (where M is a metal). The dihydrate, CuF2·2H2O, is blue in colour.

<span class="mw-page-title-main">Copper monosulfide</span> Chemical compound

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<span class="mw-page-title-main">Copper(I) cyanide</span> Chemical compound

Copper(I) cyanide is an inorganic compound with the formula CuCN. This off-white solid occurs in two polymorphs; impure samples can be green due to the presence of Cu(II) impurities. The compound is useful as a catalyst, in electroplating copper, and as a reagent in the preparation of nitriles.

<span class="mw-page-title-main">Copper(II) bromide</span> Chemical compound

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<span class="mw-page-title-main">Organocopper chemistry</span> Compound with carbon to copper bonds

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<span class="mw-page-title-main">Copper(I) fluoride</span> Chemical compound

Copper(I) fluoride or cuprous fluoride is an inorganic compound with the chemical formula CuF. Its existence is uncertain. It was reported in 1933 to have a sphalerite-type crystal structure. Modern textbooks state that CuF is not known, since fluorine is so electronegative that it will always oxidise copper to its +2 oxidation state. Complexes of CuF such as [(Ph3P)3CuF] are, however, known and well characterised.

Metal acetylacetonates are coordination complexes derived from the acetylacetonate anion (CH
3
COCHCOCH
3
) and metal ions, usually transition metals. The bidentate ligand acetylacetonate is often abbreviated acac. Typically both oxygen atoms bind to the metal to form a six-membered chelate ring. The simplest complexes have the formula M(acac)3 and M(acac)2. Mixed-ligand complexes, e.g. VO(acac)2, are also numerous. Variations of acetylacetonate have also been developed with myriad substituents in place of methyl (RCOCHCOR). Many such complexes are soluble in organic solvents, in contrast to the related metal halides. Because of these properties, acac complexes are sometimes used as catalyst precursors and reagents. Applications include their use as NMR "shift reagents" and as catalysts for organic synthesis, and precursors to industrial hydroformylation catalysts. C
5
H
7
O
2
in some cases also binds to metals through the central carbon atom; this bonding mode is more common for the third-row transition metals such as platinum(II) and iridium(III).

<span class="mw-page-title-main">Dicarbonyl(acetylacetonato)rhodium(I)</span> Chemical compound

Dicarbonyl(acetylacetonato)rhodium(I) is an organorhodium compound with the formula Rh(O2C5H7)(CO)2. The compound consists of two CO ligands and an acetylacetonate. It is a dark green solid that dissolves in acetone and benzene, giving yellow solutions. The compound is used as a precursor to homogeneous catalysts.

<span class="mw-page-title-main">Copper(II) glycinate</span> Chemical compound

Copper(II) glycinate (IUPAC suggested name: bis(glycinato)copper(II)) refers to the coordination complex of copper(II) with two equivalents of glycinate, with the formula [Cu(glycinate)2(H2O)x] where x = 1 (monohydrate) or 0 (anhydrous form). The complex was first reported in 1841, and its chemistry has been revisited many times, particularly in relation to the isomerisation reaction between the cis and trans forms which was first reported in 1890.

<span class="mw-page-title-main">Chromium(II) acetylacetonate</span> Chemical compound

Chromium(II) acetylacetonate is the coordination compound with the formula Cr(O2C5H7)2. It is the homoleptic acetylacetonate complex of chromium(II). It is an air-sensitive, paramagnetic yellow brown solid. According to X-ray crystallography, the Cr center is square planar. In contrast to the triplet ground state for this complex, the bis(pyridine) adduct features noninnocent acac2- ligand attached to Cr(III).

<span class="mw-page-title-main">Platinum(II) bis(acetylacetonate)</span> Chemical compound

Platinum(II) bis(acetylacetonate) is the coordination compound with the formula Pt(O2C5H7)2, abbreviated Pt(acac)2. The homoleptic acetylacetonate complex of platinum(II), it is a yellow, benzene-soluble solid. According to X-ray crystallography, the Pt center is square planar. The compound is a widely used precursor to platinum-based catalysts.

<span class="mw-page-title-main">Transition metal pyridine complexes</span>

Transition metal pyridine complexes encompass many coordination complexes that contain pyridine as a ligand. Most examples are mixed-ligand complexes. Many variants of pyridine are also known to coordinate to metal ions, such as the methylpyridines, quinolines, and more complex rings.

<span class="mw-page-title-main">Transition metal dithiocarbamate complexes</span>

Transition metal dithiocarbamate complexes are coordination complexes containing one or more dithiocarbamate ligand, which are typically abbreviated R2dtc. Many complexes are known. Several homoleptic derivatives have the formula M(R2dtc)n where n = 2 and 3.

References

  1. Vreshch, Volodimir D.; Yang, Jen-Hsien; Zhang, Haitao; Filatov, Alexander S.; Dikarev, Evgeny V. (2010). "Monomeric Square-Planar Cobalt(II) Acetylacetonate: Mystery or Mistake?". Inorg. Chem. 49 (18): 8430–8434. doi:10.1021/ic100963r. PMID   20795642.
  2. Aidan J. Brock, Jacob J. Whittaker, Joshua A. Powell, Michael C. Pfrunder, Arnaud Grosjean, Simon Parsons, John C. McMurtrie, Jack K. Clegg (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.{{cite journal}}: CS1 maint: multiple names: authors list (link)