Vanadium(III) acetylacetonate

Last updated
Vanadium(III) acetylacetonate
V(acac)3.png
Names
Other names
  • Vanadium tris(2,4-pentanedionate)
  • Tris(2,4-pentanedionato) vanadium
  • Vanadium acetylacetonate
  • Vanadium tris(acetylacetonate)
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.033.403 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 236-759-1
PubChem CID
  • InChI=1S/3C5H8O2.V/c3*1-4(6)3-5(2)7;/h3*3,6H,1-2H3;/b3*4-3-;
    Key: MFWFDRBPQDXFRC-LNTINUHCSA-N
  • CC(=CC(=O)C)O.CC(=CC(=O)C)O.CC(=CC(=O)C)O.[V]
Properties
C15H21O6V
Molar mass 348.269 g·mol−1
AppearanceBrown solid
Density 1.334 g/cm3
Melting point 184 °C (363 °F; 457 K)
Hazards
GHS labelling:
GHS-pictogram-acid.svg GHS-pictogram-skull.svg GHS-pictogram-exclam.svg
Danger
H301, H311, H315, H318, H319, H330, H335
P260, P261, P264, P270, P271, P280, P284, P301+P310, P302+P352, P304+P340, P305+P351+P338, P310, P312, P320, P321, P322, P330, P332+P313, P337+P313, P361, P362, P363, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Vanadium(III) acetylacetonate is the coordination compound with the formula V(C5H7O2)3, sometimes designated as V(acac)3. It is an orange-brown solid that is soluble in organic solvents.

Contents

Structure and synthesis

The complex has idealized D3 symmetry. [1] Like other V(III) compounds, it has a triplet ground state.

The compound is prepared by reduction of ammonium vanadate in the presence of acetylacetone. [2]

Applications and research

V(acac)3 is a common precatalyst for the production of EPDM polymers. [3]

It has also been shown to be a precursor to vanadium pentoxide nanostructures. [4]

Related Research Articles

<span class="mw-page-title-main">Vanadium</span> Chemical element, symbol V and atomic number 23

Vanadium is a chemical element with the symbol V and atomic number 23. It is a hard, silvery-grey, malleable transition metal. The elemental metal is rarely found in nature, but once isolated artificially, the formation of an oxide layer (passivation) somewhat stabilizes the free metal against further oxidation.

<span class="mw-page-title-main">Group 5 element</span> Group of elements in the periodic table

Group 5 is a group of elements in the periodic table. Group 5 contains vanadium (V), niobium (Nb), tantalum (Ta) and dubnium (Db). This group lies in the d-block of the periodic table. This group is sometimes called the vanadium group or vanadium family after its lightest member; however, the group itself has not acquired a trivial name because it belongs to the broader grouping of the transition metals.

Sulfur trioxide (alternative spelling sulphur trioxide, also known as nisso sulfan) is the chemical compound with the formula SO3. It has been described as "unquestionably the most important economically" sulfur oxide. It is prepared on an industrial scale as a precursor to sulfuric acid.

<span class="mw-page-title-main">Dinitrogen pentoxide</span> Chemical compound

Dinitrogen pentoxide is the chemical compound with the formula N2O5. It is one of the binary nitrogen oxides, a family of compounds that only contain nitrogen and oxygen. It exists as colourless crystals that sublime slightly above room temperature, yielding a colorless gas.

<span class="mw-page-title-main">Vanadium(V) oxide</span> Precursor to vanadium alloys and industrial catalyst

Vanadium(V) oxide (vanadia) is the inorganic compound with the formula V2O5. Commonly known as vanadium pentoxide, it is a brown/yellow solid, although when freshly precipitated from aqueous solution, its colour is deep orange. Because of its high oxidation state, it is both an amphoteric oxide and an oxidizing agent. From the industrial perspective, it is the most important compound of vanadium, being the principal precursor to alloys of vanadium and is a widely used industrial catalyst.

<span class="mw-page-title-main">Phosphorus pentoxide</span> Chemical compound

Phosphorus pentoxide is a chemical compound with molecular formula P4O10 (with its common name derived from its empirical formula, P2O5). This white crystalline solid is the anhydride of phosphoric acid. It is a powerful desiccant and dehydrating agent.

<span class="mw-page-title-main">Vanadate</span> Coordination complex of vanadium

In chemistry, a vanadate is an anionic coordination complex of vanadium. Often vanadate refers to oxoanions of vanadium, most of which exist in its highest oxidation state of +5. The complexes [V(CN)6]3− and [V2Cl9]3− are referred to as hexacyanovanadate(III) and nonachlorodivanadate(III), respectively.

<span class="mw-page-title-main">Tantalum pentoxide</span> Chemical compound

Tantalum pentoxide, also known as tantalum(V) oxide, is the inorganic compound with the formula Ta
2
O
5
. It is a white solid that is insoluble in all solvents but is attacked by strong bases and hydrofluoric acid. Ta
2
O
5
is an inert material with a high refractive index and low absorption, which makes it useful for coatings. It is also extensively used in the production of capacitors, due to its high dielectric constant.

<span class="mw-page-title-main">Antimony pentoxide</span> Chemical compound

Antimony pentoxide (molecular formula: Sb2O5) is a chemical compound of antimony and oxygen. It contains antimony in the +5 oxidation state.

<span class="mw-page-title-main">Vanadyl sulfate</span> Chemical compound

Vanadyl(IV) sulfate describes a collection of inorganic compounds of vanadium with the formula, VOSO4(H2O)x where 0 ≤ x ≤ 6. The pentahydrate is common. This hygroscopic blue solid is one of the most common sources of vanadium in the laboratory, reflecting its high stability. It features the vanadyl ion, VO2+, which has been called the "most stable diatomic ion".

<span class="mw-page-title-main">Vanadium compounds</span>

Vanadium compounds are compounds formed by the element vanadium (V). The chemistry of vanadium is noteworthy for the accessibility of the four adjacent oxidation states 2–5, whereas the chemistry of the other group 5 elements, niobium and tantalum, are somewhat more limited to the +5 oxidation state. In aqueous solution, vanadium forms metal aquo complexes of which the colours are lilac [V(H2O)6]2+, green [V(H2O)6]3+, blue [VO(H2O)5]2+, yellow-orange oxides [VO(H2O)5]3+, the formula for which depends on pH. Vanadium(II) compounds are reducing agents, and vanadium(V) compounds are oxidizing agents. Vanadium(IV) compounds often exist as vanadyl derivatives, which contain the VO2+ center.

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

Ruthenium(III) acetylacetonate is a coordination complex with the formula Ru(O2C5H7)3. O2C5H7 is the ligand called acetylacetonate. This compound exists as a dark violet solid that is soluble in most organic solvents. It is used as a precursor to other compounds of ruthenium.

<span class="mw-page-title-main">Tris(acetylacetonato)iron(III)</span> Chemical compound

Tris(acetylacetonato) iron(III), often abbreviated Fe(acac)3, is a ferric coordination complex featuring acetylacetonate (acac) ligands, making it one of a family of metal acetylacetonates. It is a red air-stable solid that dissolves in nonpolar organic solvents.

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">Vanadyl acetylacetonate</span> Chemical compound

Vanadyl acetylacetonate is the chemical compound with the formula VO(acac)2, where acac is the conjugate base of acetylacetone. It is a blue-green solid that dissolves in polar organic solvents. The coordination complex consists of the vanadyl group, VO2+, bound to two acac ligands via the two oxygen atoms on each. Like other charge-neutral acetylacetonate complexes, it is not soluble in water.

<span class="mw-page-title-main">Vanadyl nitrate</span> Chemical compound

Vanadyl nitrate, also called vanadium oxytrinitrate or vanadium oxynitrate is an inorganic compound of vanadium in the +5 oxidation state with nitrate ligands and oxygen. The formula is VO(NO3)3. It is a pale yellow viscous liquid.

<span class="mw-page-title-main">Vanadyl perchlorate</span> Chemical compound

Vanadyl perchlorate or vanadyl triperchlorate is a golden yellow coloured liquid or crystalline compound of vanadium, oxygen and perchlorate group. The substance consists of molecules covalently bound and is quite volatile; it ignites organic solvents on contact and explodes at temperatures above 80 °C.

Vanadium phosphates are inorganic compounds with the formula VOxPO4 as well related hydrates with the formula VOxPO4(H2O)n. Some of these compounds are used commercially as catalysts for oxidation reactions.

<span class="mw-page-title-main">Holmium acetylacetonate</span> Chemical compound

Holmium acetylacetonate is a coordination complex, with the chemical formula of Ho(C5H7O2)3 or Ho(acac)3. It can be obtained via the reaction between metallic holmium or holmium(III) hydride with acetylacetone, or via the reaction between holmium(III) chloride and ammonium acetylacetonate. Its anhydrous form is stable in a dry atmosphere but forms a hydrate in humid air.

Protactinium compounds are compounds containing the element protactinium. These compounds usually have protactinium in the +5 oxidation state, although these compounds can also exist in the +2, +3 and +4 oxidation states.

References

  1. C. A. L. Filgueiras; A. Horn Jr.; R. A. Howie; J. M. S. Skakle; J. L. Wardell (2001). "α-Form of tris(2,4-pentanedionato-O,O')vanadium(III), re-refinement against new intensity data". Acta Crystallogr. E. 57: m157–m158. doi:10.1107/S1600536801004391.
  2. S. Dilli; E. Patsalides (1976). "A convenient new Method for the preparation of vanadium(III) β-diketonates". Australian Journal of Chemistry. 29 (11): 2389–2393. doi:10.1071/CH9762389.
  3. Ma, Yinlin; Reardon, Damien; Gambarotta, Sandro; Yap, Glenn; Zahalka, Hayder; Lemay, Catherine (1999). "Vanadium-Catalyzed Ethylene-Propylene Copolymerization: The Question of the Metal Oxidation State in Ziegler-Natta Polymerization Promoted by (β-diketonate)3V". Organometallics. 18: 2773–2781. doi:10.1021/om9808763.
  4. Cao, An-Min; Hu, Jin-Song; Liang, Han-Pu; Wan, Li-Jun (2005). "Self-assembled vanadium pentoxide (V2O5) hollow microspheres from nanorods and their application in lithium-ion batteries". Angewandte Chemie International Edition. 44 (28): 4391–4395. doi:10.1002/anie.200500946. PMID   15942965.