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Vanadyl acetylacetonate



Vanadyl acetylacetonate
Other names VO(acac)2
Identifiers
CAS number 3153-26-2
PubChem 24880742
Properties
Molecular formula C10H14O5V
Molar mass 265.16
Appearance blue-green
Melting point

256-259 °C (dec.)

Solubility in water CHCl3, CH2Cl2, Benzene
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

Vanadyl(acetylacetonate) is the chemical compound with the formula VO(C5H7O2)2. This blue-green coordination complex consists of the vanadyl group, VO2+, bound to two acetylacetonate anions, acac. Like other charge-neutral acetylacetonates, this complex is soluble in organic solvents.

Additional recommended knowledge

Synthesis

The complex is prepared from vanadium(IV) or vanadium(V) precursors, the latter being more convenient:[1]

2 V2O5 + 9 C5H8O2 → 4 VO(C5H7O2)2 + (CH3CO)2O + 5 H2O

Structure and properties

The complex has a square pyramidal structure with a short V=O bond. This d1 compound is paramagnetic. Its optical spectrum exhibits two transtions. It is a weak Lewis acid, forming adducts with pyridine and methylamine.[1]

Applications

It is used in organic chemistry as a reagent in the epoxidation of allylic alcohols in combination with tert-butylhydroperoxide (TBHP). The VO(acac)2-TBHP system is exclusively epoxidizes geraniol at the allylic alcohol position. For comparison, another epoxidizing agent m-CPBA, reacts exclusively with the other alkene group. TBHP oxidizes VO(acac)2 to a vanadium(V) species which coordinates the alcohol of the substrate and the hydroperoxide.[2]

 
This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Vanadyl_acetylacetonate". A list of authors is available in Wikipedia.
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