3153-26-2

Basic information

• Product Name: Vanadyl acetylacetonate
• Synonyms: VANADIUMOXY ACETYLACETONATE;VANADIUM(IV)OXY ACETYLACETONATE;VANADIUM(IV)-OXY ACETYLACETONATE BOUND TO POLYANILINE;VANADIUM(IV)-BIS(2,4-PENTANEDIONATO)OXIDE;VANADIUM(IV)BIS(ACETYLACETONATO)OXIDE;VANADIUM(IV) OXIDE ACETYLACETONATE;VANADIUM(IV) OXIDE BIS(2,4-PENTANEDIONATE);VANADYL PENTANEDIONATE
• CAS NO: 3153-26-2
• Molecular Formula: C₁₀H₁₄O₅V
• Molecular Weight: 265.16
• EINECS: 221-590-8
• Product Categories: Classes of Metal Compounds;Environmentally-friendly Oxidation;Synthetic Organic Chemistry;Transition Metal Complexes (Environmentally-friendly Oxidation);Transition Metal Compounds;V (Vanadium) Compounds;metal beta-diketonate complexes
• Mol File: 3153-26-2.mol
• Article Data: 16

Chemical Properties

• Melting Point: 235 °C (dec.)(lit.)
• Boiling Point: 140°C 13mm
• Flash Point: 79 °C
• Appearance: Green to blue-green/Crystalline Powder
• Density: 1,4 g/cm3
• Vapor Pressure: 0.174mmHg at 25°C
• Storage Temp.: Store below +30°C.
• Solubility: Moderately soluble in acetone, ether and chloroform. Soluble in
• Water Solubility: practically insoluble
• Stability: Stable, but air sensitive. May discolour upon exposure to air. Incompatible with strong oxidizing agents.
• BRN: 4138236
• CAS DataBase Reference: Vanadyl acetylacetonate(CAS DataBase Reference)
• NIST Chemistry Reference: Vanadyl acetylacetonate(3153-26-2)
• EPA Substance Registry System: Vanadyl acetylacetonate(3153-26-2)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38-20/21/22
• Safety Statements: 22-26-36-36/37/39
• RIDADR: 3285
• WGK Germany: 3
• TSCA: Yes
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 3153-26-2(Hazardous Substances Data)

Usage

Reaction

Catalyst for the hydroxyl-directed epoxidation of olefins. Catalyst for the asymmetric oxidation of disulfides. Catalyst for the Mannich reaction. Catalyst for sulfoxidation of alkanes.

Chemical Properties

powder

Uses

Different sources of media describe the Uses of 3153-26-2 differently. You can refer to the following data:
1. Vanadium(IV) Oxide Acetylacetonate is used as a catalyst in organic chemistry and is also an intermediate in synthetic reactions, such as the synthesis of novel oxovanadium complexes that display antitumor activity.
2. Vanadyl acetylacetonate may be used as a precursor for the preparation of vanadium dioxide thin films for applications in “intelligent” window coating and data storage.

Flammability and Explosibility

Notclassified

Purification Methods

It crystallises from acetone. [cf Fernelius & Bryant Inorg Synth V 105 1957, Beilstein 1 IV 3672.]

InChI:InChI=1/2C5H8O2.O.V/c2*1-4(6)3-5(2)7;;/h2*3,6H,1-2H3;;/q;;;+2/p-2/b2*4-3-;;/r2C5H8O2.OV/c2*1-4(6)3-5(2)7;1-2/h2*3,6H,1-2H3;/q;;+2/p-2/b2*4-3-;

Synthetic route

vanadia + acetylacetone (123-54-6) → bis(acetylacetonate)oxovanadium (3153-26-2)

Conditions	Yield
With dihydrogen peroxide In water dissolving V2O5 in a mixture of 30% H2O2 and water, stirring in a beaker, ice bath temp.; dropwise addn. of acetylacetone to the resultant red soln., stirring; cooling of hot mixture to room temp.; warming over boiling water bath, 15min; pptn.;; filtration; washing with water (3-4times); drying in vac. over fused CaCl2; elem. anal.;;	86%
With dihydrogen peroxide In water H2O2 added dropwise to aq. suspn. of V2O5 under cooling and stirring; acetylacetone added under stirring; mixt. heated at 70°C for 15 minunder vigorous stirring; soln. concd. on steam bath; ppt. filtered, washed with acetone and dried under vac. over fused CaCl2;	80%
With sulfuric acid; sodium carbonate In ethanol; water V2O5 dissolved in distd. water, H2SO4 and EtOH; heated slowly on hot plate with stirring; filtered; ligand (4.5 equiv.) added to filtrate; Na2CO3 soln. added; filtered; ppt. dried over silica gel under reduced pressure; recrystd. from CH2Cl2;	70%

vanadium (7440-62-2) + acetylacetone (123-54-6) → bis(acetylacetonate)oxovanadium (3153-26-2)

Conditions	Yield
With tert-butylammonium hexafluorophosphate(V) In acetylacetone Electrochem. Process; tetra-n-butylammonium hexafluorophosphate added to dry acetylacetone, V electrode, 300 V, 10-50 mA, ca. 10 h; evapd. under vac., solid washed twice with hexane and twice with petroleum ether;	47.7%

vanadia + acetylacetone (123-54-6) → tris(acetylacetonato)vanadium(III) (13476-99-8) + bis(acetylacetonate)oxovanadium (3153-26-2)

Conditions	Yield
byproducts: H2O, H2; evaporation of V2O3; IR, MS;	A 23% B 4.1%

vanadia → bis(acetylacetonate)oxovanadium (3153-26-2)

Conditions	Yield
With CH3COCH2COCH3 In toluene refluxed with stoichiometric amt. of acac for 24-30 h; filtering; elem. anal.;

oxovanadium(IV) sulfate → bis(acetylacetonate)oxovanadium (3153-26-2)

Conditions	Yield
With sodium acetate; acetylacetone In methanol; water (N2); a soln. of VOSO4 in water added to a soln. of acetylacetone in methanol and stirred for 10 min; a soln. of sodium acetate in water added over 10 min and stirred for 1 h; pptd.; filtered; washed with methanol and water; dried in vacuo;

oxovanadium(IV) sulfate + acetylacetone (123-54-6) → bis(acetylacetonate)oxovanadium (3153-26-2)

Conditions	Yield
With potassium carbonate In methanol; water an aq. sol. of VOSO4 added to the stirred mixt. of Hacac in MeOH/H2O (1/1), stirred for 5 min, an aq. sol. of K2CO3 added over 1 h, pptn.; filtered, washed (water), dried, extd. by Soxhlet (Et2O), sublimed in vac. (170°C/0.1 mm Hg);
In water shaking a solution of VOSO4 in H2O with acetylacetone in presence of Na2CO3;;
In sulfuric acid addition of a solution of acetylacetone in ethanol to a solution of VOSO4 in aq. H2SO4 and neutralization with 10 % Na2CO3;;

oxo acetylacetonato vanadium (IV) (1+) + acetylacetone (123-54-6) → bis(acetylacetonate)oxovanadium (3153-26-2)

Conditions	Yield
In water byproducts: H(1+); reaction in water;;
In water byproducts: H(1+); reaction in water;;

oxovanadium(II) dihydroxide + acetylacetone (123-54-6) → bis(acetylacetonate)oxovanadium (3153-26-2)

Conditions	Yield
solvation of VO(OH)2 in warm acetylacetone and cooling down;; crystallization; washing with alcohol;;
solvation of VO(OH)2 in warm acetylacetone and cooling down;; crystallization; washing with alcohol;;

oxo dichloro acetylacetonato vanadium (V) → bis(acetylacetonate)oxovanadium (3153-26-2)

vanadyl(IV) sulfate hydrate → bis(acetylacetonate)oxovanadium (3153-26-2)

Conditions	Yield
With CH3COCH2COCH3 In water 1:2 mol ratio V-compd.:acac; dropwise mixing for 30 min; agitating for 15 min; filtering; neutralizing the filtrate with aq. Na2CO3; elem. anal.;
With CH3COCH2COCH3 In ethanol 1:2 mol ratio V-compd.:acac ; dropwise mixing for 30 min; agitating for 15 min; filtering; neutralizing the filtrate with aq. Na2CO3; elem. anal.;

dichloro bis-acetylacetonato vanadium (IV) → bis(acetylacetonate)oxovanadium (3153-26-2)

Conditions	Yield
hydrolysis;;
hydrolysis;;
With H2O hydrolysis on moist air;;

bis-acetylacetonato oxo ammonia vanadium (IV) → bis(acetylacetonate)oxovanadium (3153-26-2) + ammonia (7664-41-7)

oxo bis-acetylacetonato chloro vanadium (V) → bis(acetylacetonate)oxovanadium (3153-26-2)

bis-acetylacetonato oxo methylamine vanadium (IV) → bis(acetylacetonate)oxovanadium (3153-26-2) + methylamine (74-89-5)

bis-acetylacetonato oxo tert.-butylamine vanadium (IV) → bis(acetylacetonate)oxovanadium (3153-26-2) + tert-butylamine (75-64-9)

bis-acetylacetonato oxo ethylamine vanadium (IV) → bis(acetylacetonate)oxovanadium (3153-26-2) + ethylamine (75-04-7)

ammonia-bis(acetylacetonato)-oxovanadium(IV) → bis(acetylacetonate)oxovanadium (3153-26-2)

Conditions	Yield
In neat (no solvent, solid phase) Kinetics; byproducts: NH3; under flowing nitrogen atmosphere; heating rate of 1 or 10°C/min; TG; IR;

pyridine-bis(acetylacetonato)-oxovanadium(IV) → bis(acetylacetonate)oxovanadium (3153-26-2)

Conditions	Yield
In neat (no solvent, solid phase) Kinetics; byproducts: pyridine; under flowing nitrogen atmosphere; heating rate of 1 or 10 °C/min; TG; IR; DSC;

(4-CH3-pyridine)-bis(acetylacetonato)-oxovanadium(IV) → bis(acetylacetonate)oxovanadium (3153-26-2)

Conditions	Yield
In neat (no solvent, solid phase) Kinetics; byproducts: 4-CH3-pyridine; under flowing nitrogen atmosphere; heating rate of 1 or 10 °C/min; TG; IR;

(4-CN-pyridine)-bis(acetylacetonato)-oxovanadium(IV) → bis(acetylacetonate)oxovanadium (3153-26-2)

Conditions	Yield
In neat (no solvent, solid phase) Kinetics; byproducts: 4-CN-pyridine; under flowing nitrogen atmosphere; heating rate of 1 or 10°C/min; TG; IR;

(4-C2H5-pyridine)-bis(acetylacetonato)-oxovanadium(IV) → bis(acetylacetonate)oxovanadium (3153-26-2)

Conditions	Yield
In neat (no solvent, solid phase) Kinetics; byproducts: 4-C2H5-pyridine; under flowing nitrogen atmosphere; heating rate of 1 or 10°C/min; TG; IR;

(3-Br-pyridine)-bis(acetylacetonato)-oxovanadium(IV) → bis(acetylacetonate)oxovanadium (3153-26-2)

Conditions	Yield
In neat (no solvent, solid phase) Kinetics; byproducts: 3-Br-pyridine; under flowing nitrogen atmosphere; heating rate of 1 or 10°C/min; TG; IR;

oxo dichloro acetylacetonato vanadium (V) → bis(acetylacetonate)oxovanadium (3153-26-2)

Conditions	Yield
prolonged storing;;

tris(acetylacetonato)vanadium(III) (13476-99-8) → bis(acetylacetonate)oxovanadium (3153-26-2)

Conditions	Yield
oxydation on moist air;;
oxydation on moist air;;

vanadium(IV) cation + acetylacetone (123-54-6) → bis(acetylacetonate)oxovanadium (3153-26-2)

Conditions	Yield
In not given addition of acetylacetone to a V(4+) salt solution and neutralization with Na2CO3;; precipitation;;
In water byproducts: (VO(C5H7O2))(1+);

vanadyl (20644-97-7) + acetylacetone (123-54-6) → bis(acetylacetonate)oxovanadium (3153-26-2)

Conditions	Yield
extraction with acetylacetone or acetylacetone/CHCl3 (1 : 1);;

VO(acetylacetonate)(3,5-di-tert.-butyl-catecholate) hemihydrate → bis(acetylacetonate)oxovanadium (3153-26-2)

Conditions	Yield
With air In dichloromethane byproducts: 3,5-di-tert.-butylquinone, muconic acid anhydride, 2-pyrone; keeping soln. in air for 15 min.; IR, ESR; not isolated;

antimony(III) trioxide + dichloro bis-acetylacetonato vanadium (IV) → bis(acetylacetonate)oxovanadium (3153-26-2)

Conditions	Yield
In o-xylene byproducts: SbCl3; under reflux for 24 h; filtering off; distilling off; sublimation;

bis-acetylacetonato oxo isopropylamine vanadium (IV) → bis(acetylacetonate)oxovanadium (3153-26-2) + isopropylamine (75-31-0)

(3-CN-pyridine)-bis(acetylacetonato)-oxovanadium(IV) → bis(acetylacetonate)oxovanadium (3153-26-2)

Conditions	Yield
In neat (no solvent, solid phase) Kinetics; byproducts: 3-CN-pyridine; under flowing nitrogen atmosphere; heating rate of 1 or 10°C/min; TG; IR;

bis(acetylacetonate)oxovanadium (3153-26-2) + 2-hydroxyacetophenone semicarbazone (22107-30-8) → (2-hydroxyacetophenone semicarbazone)dioxovanadium(IV)

Conditions	Yield
In dichloromethane soln. of semicarbazone in CH2Cl2 added to soln. of V compd. in CH2Cl2; stored at room temp. for 24 h;	100%
In methanol soln. of semicarbazone in CH3OH added to soln. of V compd. in CH3OH; mixt. stirred for 20 min; concd.; stored at room temp. for 24 h; crystals filtered off; dried under vac.; elem. anal.;	41%

bis(acetylacetonate)oxovanadium (3153-26-2) + tris(pentafluorophenyl)borate (1109-15-5) → [V(OB(C6F5)3)(CH3COCHCOCH3)2]*C7H8 (190662-81-8)

Conditions	Yield
In toluene (N2); stirring (room temp., 2 h); removal of solvent (vac.), washing (pentane), extn. (toluene), concn., crystn. upon cooling to -20°C; elem. anal.;	99%

bis(acetylacetonate)oxovanadium (3153-26-2) + 1-((2-hydroxyphenylimino)methyl)naphth-2-ol (894-93-9) → [O(VO(C17H11NO2))2]

Conditions	Yield
With air In acetone byproducts: acetylacetone; stirring (2 d); filtration, washing (acetone), drying (vac.);	98%

bis(acetylacetonate)oxovanadium (3153-26-2) + 2-(1H-benzo[d][1,2,3]triazol-1-yl)-4-methylphenol (125110-41-0) → (VO(CH3COCHCOCH3)(CH3C6H3OC6H4N3))2

Conditions	Yield
In toluene (N2); mixing hot solutions; pptn. on standing (room temp.), filtn., washing (toluene), drying; elem.anal.;	98%

2-hydroxypyridin (142-08-5) + bis(acetylacetonate)oxovanadium (3153-26-2) → [VO(acetylacetonate)2(pyrid-2-one)]

Conditions	Yield
In methanol at 20℃; for 2h;	98%

bis(acetylacetonate)oxovanadium (3153-26-2) + dipotassium propane-1,3-dithiolate → K4(acac)2[VO(C3H6S2)2]

Conditions	Yield
In acetonitrile at 20℃; for 4h; Inert atmosphere;	97.2%

bis(acetylacetonate)oxovanadium (3153-26-2) + 1R(+)-3-(4-(trifluoromethyl)benzoyl)camphor → (+)-bis(3-(4-trifluoromethylbenzoyl)camphorato)oxovanadium(IV)

Conditions	Yield
In 1,2,5-trimethyl-benzene heating (2 h, 180°C); evapn. (vac., 80-90°C), dissoln. (pentane), cooling (0°C), filtration, washing (cold pentane), drying (vac.); elem. anal.;	97%

bis(acetylacetonate)oxovanadium (3153-26-2) + Na(1+)*Fe(2+)*3C6H5N2C(C6H5)NO(1-)*H2O=NaFe(C6H5N2C(C6H5)NO)3*H2O → (acetylacetonato)oxotris(μ-α-phenylazobenzaldehyde oximato)iron(II)vanadium(IV)

Conditions	Yield
In dichloromethane byproducts: sodium acetylacetonate; addn. V compd. to soln. of Fe compd., stirring (1 h, room temp.); evapn. (air), filtered off, washing (ice cold H2O), drying (vac., P4O10); elem. anal.;	97%

bis(acetylacetonate)oxovanadium (3153-26-2) + N,N'-bis(3,5-dichlorosalicylidene)-1,2-ethylenediamine (77463-79-7) → (N,N'-ethylenebis(3,5-dichlorosalicylideneaminate))oxovanadium(IV)

Conditions	Yield
In acetonitrile (N2); reflux; filtration while hot, washing (cold MeCN; Et2O);	97%
In acetonitrile (N2); reflux (20 min); filtration while hot, washing (MeCN; Et2O); elem. anal.;	96%

bis(acetylacetonate)oxovanadium (3153-26-2) + 1-(2-hydroxyphenyl)ethanone benzoylhydrazone (22233-86-9) + diethylamine (109-89-7) → (diethylamineH)(cis-VO2(C6H4(O)CMeNNCOPh))

Conditions	Yield
In methanol to warm MeOH soln. of hydrazone deriv. added MeOH soln. of VO(acac)2 with stirring; then MeOH soln. of amine added with stirring at room temp.; mixt. stirred for 1 h at 60°C; slowly evapd. at room temp.; ppt. filtered, washed with MeOH; dried oversilica gel; elem. anal.;	96%

8-quinolinol (148-24-3) + bis(acetylacetonate)oxovanadium (3153-26-2) → oxidobis(quinolin-8-olato)vanadium(IV) (38686-47-4, 42169-45-9, 593278-97-8, 15006-57-2)

Conditions	Yield
In acetone at 20℃;	96%
In toluene Inert atmosphere; Schlenk technique;
In dichloromethane at 30℃; for 2h;

methanol (67-56-1) + bis(acetylacetonate)oxovanadium (3153-26-2) + N,N’-(1,2-phenylene)bis(2-hydroxybenzamide) (103528-00-3) + sodium hydroxide (1310-73-2) → Na2[VO(1,2-bis(2-hydroxybenzamido)benzenato)]*3CH3OH

Conditions	Yield
for 12h; Reflux;	96%

bis(acetylacetonate)oxovanadium (3153-26-2) + ethylenediamine (107-15-3) + 2-hydroxynaphthalene-1-carbaldehyde (708-06-5) → oxo (bis-(2-hydroxo naphthyl-(1) methylene) ethylene diamine) vanadium (IV) (335151-37-6, 61121-01-5)

Conditions	Yield
at 50℃; for 0.666667h; Sonication; Irradiation;	95.4%

bis(acetylacetonate)oxovanadium (3153-26-2) → dichlorobis(2,4-pentanedionato)vanadium(IV)*0.25CH2Cl2

Conditions	Yield
With thionyl chloride; CH2Cl2 In dichloromethane addn. of SOCl2 to a suspension of VO(CH3COCHCOCH3)2 in CH2Cl2 with vigorous stirring; stirring for about 4 h;; filtration; washed with ether (three times); dried in vac. over P4O10; elem. anal.;;	95%

bis(acetylacetonate)oxovanadium (3153-26-2) + N,N'-bis(salicylidene)-o-phenylenediamine (3946-91-6) → N,N′-bis(salicylidene)-o-phenylenediamine vanadium(IV) oxide complex

Conditions	Yield
In ethanol at 20℃; for 24h;	95%
In methanol a soln. of ligand added to a soln. of V complex, refluxed for 1 h; crystd. for 2 d, filtered off, washed (MeOH), dried (vac.); elem. anal.;	55%

bis(acetylacetonate)oxovanadium (3153-26-2) + dithiobis(acetylacetone) (31655-66-0) → {oxo(dithiobis(2,4-pentanedionato)vanadium(IV))(dimethyl sulphoxide)}3

Conditions	Yield
With dimethyl sulfoxide In dimethyl sulfoxide addn. of VO(acac)2 and ((CH3CO)2CH)2S2 (molar ratio 1:1 or 1.5:1) to DMSO, stirring (until completly dissolved), heating, 45°C; vac. evapn. to dryness, washed (benzene, three times), filtered, vac. dried (room temp.), recrystd. (DMSO), washed (Et2O), vac. dried (room temp.), elem. anal.;	95%

bis(acetylacetonate)oxovanadium (3153-26-2) + o-chloranil (1198-55-6) → V(O)(2,2`-bipyridine)(tetrachlorocatecholate) (143493-60-1)

Conditions	Yield
With 2,2'-bipyridine In tetrahydrofuran stirring for several h; filtered; elem. anal.;	95%

chloro-trimethyl-silane (75-77-4) + bis(acetylacetonate)oxovanadium (3153-26-2) + 1,4,7-trithiacyclononane (6573-11-1) → [VOCl2(C6H12S3)]

Conditions	Yield
In methanol; toluene (N2); addn. of Me3SiCl and MeOH to VO(acac)2 in toluene, addn. of the ligand, refkux (45 min); filtration, washing (CH2Cl2; THF; Et2O), drying (vac.); elem. anal.;	95%

1,10-Phenanthroline (66-71-7) + bis(acetylacetonate)oxovanadium (3153-26-2) + salicylic acid (69-72-7) → (VO(C6H4OCO2)(C6H4N)2)2

Conditions	Yield
In benzene byproducts: acetylacetone; stirring (room temp., 1 h), pptn.; filtration, washing (methanol), drying (vac.); elem. anal;	95%

bis(acetylacetonate)oxovanadium (3153-26-2) + N,N’-(1,2-phenylene)bis(2-hydroxybenzamide) (103528-00-3) + sodium hydroxide (1310-73-2) → sodium [1,2-bis(2-hydroxybenzamido)benzenato]oxovanadate(IV) * 3 CH3OH

Conditions	Yield
In methanol Ar-atmosphere; stirring ligand with NaOH to dissoln., addn. of V-complex, refluxing for 3 h; concn., pptn. on Et2O addn., collection (filtration), washing (Et2O), drying (vac.); elem. anal.;	95%

bis(acetylacetonate)oxovanadium (3153-26-2) + N,N'-bis(3-ethoxysalicylidene)-(R,S)(S,R)-1,2-diphenyl-1,2-ethanediamine (199683-39-1) → endo-(N,N'-di-3-ethoxysalicylidene-meso-1,2-diphenyl-1,2-ethanediamine)oxovanadium(IV)

Conditions	Yield
In dichloromethane equimolar amts., stirring for 5 h; evapn., washing (ether); elem. anal.;	95%

bis(acetylacetonate)oxovanadium (3153-26-2) + 2-(((3-(((2-hydroxybenzyl)(2-(dimethylamino)ethyl)amino)methyl)-2-hydroxy-5-methylbenzyl)(2-(dimethylamino)ethyl)amino)methyl)phenol (845862-48-8) → [V2O3(2,6-bis[(((2-hydroxybenzyl)(N',N'-(dimethylamino)ethyl))amino)methyl]-4-methylphenol(-3H))]

Conditions	Yield
In acetone (N2); ligand added to a stirred soln. of V complex, stirred for 2 h at ambient temp.; filtered, washed (acetone), dried (vac., CaCl2); elem. anal.;	95%

8-quinolinol (148-24-3) + bis(acetylacetonate)oxovanadium (3153-26-2) + pentanoic acid salicylidene hydrazide → [VO(pentanoic acid salicylidene hydrazide(-2H)(8-hydroxyquinoline(-H))]

Conditions	Yield
In methanol soln. of ligand (1 mmol) added to stirred suspn. of V compd. (1 mmol), refluxed for 2 h with stirring, methanolic soln. of 8-hydroxyquinoline (1mmol) added dropwise, refluxed with stirring for 30 min; evapd., redissolved (methanol), crystd. on storage overnight, dried in air, elem. anal.;	95%

8-quinolinol (148-24-3) + bis(acetylacetonate)oxovanadium (3153-26-2) + 2-hydroxy-5-chloroacetophenone benzoylhydrazone (1092399-74-0) + oxygen (80937-33-3) → [VO(benzoylhydrazone of 5-chloro-2-hydroxyacetophenone(-2H))(8-hydroxyquinoline(-H))]

Conditions	Yield
In methanol under aerobic atm., soln. of ligand (1 mmol) added dropwise to soln. of V compd., refluxed for 2 h, cooled to room temp., soln. of 8-hydroxyquinoline (1 mmol) added with stirring, stirred at room temp. for 1 h; crystd., filtered off, washed (methanol), dried over SiO2, elem. anal.;	95%

methanol (67-56-1) + bis(acetylacetonate)oxovanadium (3153-26-2) + tris(benzoylhydrazide(1+)) benzene-1,3,5-tricarboxylate → (VO(OCH3)OCCH3CHCCH3NNCOC6H5)2

Conditions	Yield
With air In methanol byproducts: water, acetylacetone, benzene-1,3,5-tricarboxylic acid; addn. of vanadium complex to a soln. of hydrazide salt in methanol, stirring under reflux for 4 h, cooling to room temp.; filtration, washing ppt. with methanol, drying in air; elem. anal.;	95%

8-quinolinol (148-24-3) + bis(acetylacetonate)oxovanadium (3153-26-2) + salicylaldehyde anthranilic acid (122630-45-9, 150063-91-5, 7361-93-5) → (8-quinolinato){N-(2-carboxyphenyl)salicylaldiminato}oxovanadium(V) (150153-71-2)

Conditions	Yield
In methanol refluxing V compd. and salicylaldimine in methanol, 2h; addn. of quinoline; heating, 1h; standing in air; crystn.; elem. anal.;	94.2%

bis(acetylacetonate)oxovanadium (3153-26-2) + Na(1+)*Fe(2+)*3C6H5N2C(CH3)NO(1-)*H2O=NaFe(C6H5N2C(CH3)NO)3*H2O → {Fe(μ-α-phenylazoacetaldehyde oximato)3VO(acetylacetonate)

Conditions	Yield
In dichloromethane byproducts: sodium acetylacetonate; addn. V compd. to soln. of Fe compd., stirring (1 h, room temp.); evapn. (air), filtered off, washing (ice cold H2O), drying (vac., P4O10); elem. anal.;	94%

bis(acetylacetonate)oxovanadium (3153-26-2) + N-(2-(4-phenyl-4-oxobut-2-en-2-ylamino)phenyl)pyridine-2-carboxamide (141170-91-4) → (N-{2-(4-phenyl-4-oxobut-2-en-2-ylamino)phenyl}pyridine-2-carboxamido)oxovanadium(IV) (141170-93-6)

Conditions	Yield
In methanol byproducts: acetylacetone; Ar-atmosphere; refluxing (1 d, pptn.); cooling to room temp., filtration, washing (MeOH, Et2O), drying (vac., over P2O5); elem. anal.;	94%

bis(acetylacetonate)oxovanadium (3153-26-2) + 2,6-bis[(((5-chloro-2-hydroxybenzyl)(N',N'-(dimethylamino)ethyl))amino)methyl]-4-methylphenol (845862-51-3) → [V2O3(2,6-bis[(((5-chloro-2-hydroxybenzyl)(N',N'-(dimethylamino)ethyl))amino)methyl]-4-methylphenol(-3H))]

Conditions	Yield
In acetone (N2); ligand added to a stirred soln. of V complex, stirred at ambient temp.; filtered, washed (acetone), dried (vac., CaCl2); elem. anal.;	94%

8-quinolinol (148-24-3) + bis(acetylacetonate)oxovanadium (3153-26-2) + benzoylhydrazone of 2-hydroxy-5-methoxyacetophenone + oxygen (80937-33-3) → [VO(benzoylhydrazone of 2-hydroxy-5-methoxylacetophenone(-2H))(8-hydroxyquinoline(-H))]

Conditions	Yield
In methanol under aerobic atm., soln. of ligand (1 mmol) added dropwise to soln. of V compd., refluxed for 2 h, cooled to room temp., soln. of 8-hydroxyquinoline (1 mmol) added with stirring, stirred at room temp. for 1 h; crystd., filtered off, washed (methanol), dried over SiO2, elem. anal.;	94%

Upstream product

• 7440-62-2 vanadium 
• 123-54-6 acetylacetone 
• 7732-18-5 water 
• 12440-03-8 vanadium(IV) oxide sulfate hydrate 
• 110-86-1 pyridine 
• 190662-81-8 [V(OB(C₆F₅)3)(CH₃COCHCOCH₃)2]*C₇H₈ 
• 20644-97-7 vanadyl 
• 22541-76-0 vanadium(IV) cation 
• 13476-99-8 tris(acetylacetonato)vanadium(III) 

Downstream Products

• 13476-99-8 tris(acetylacetonato)vanadium(III) 
• 149153-31-1 oxovanadium(V)triethanolaminate 
• 93253-80-6 bis(anthranilato)oxovanadium(IV) 
• 167277-68-1 H₃NC(CH₃)2CH₂OH⁽¹⁺⁾*VO₂⁽¹⁺⁾*H⁽¹⁺⁾*C₆H₃(O)2CNHC(CH₃)2CH₂O^(3-)=[H₃NC(CH₃)2CH₂OH][VO₂(C₆H₃(O)(OH)CNHC(CH₃)2CH₂O)] 
• 324536-12-1 VO⁽³⁺⁾*O₂NC₆H₄(CO)NNC(CH₃)CH(CO)CH₃^(2-)*OCH₃^(1-) = [VO(O₂NC₆H₄(CO)NNC(CH₃)CH(CO)CH₃)(OCH₃)] 
• 324536-16-5 VO⁽³⁺⁾*O₂NC₆H₄(CO)NNC(CH₃)CH(CO)CH₃^(2-)*(OCH₂CH₃)^(1-) = [VO(O₂NC₆H₄(CO)NNC(CH₃)CH(CO)CH₃)(OCH₂CH₃)] 
• 180091-92-3 VO⁽³⁺⁾*C₁₁H₁₃NO₂^(2-)*C₉H₆NO^(1-) = [VO(C₁₁H₁₃NO₂)(C₉H₆NO)] 

Relevant articles and documents

Selective oxidation of sulfides to sulfoxides in water using 30% hydrogen peroxide catalyzed with a recoverable VO(acac)2 exchanged sulfonic acid resin catalyst

Various types of sulfides are selectively oxidized to sulfoxides in good to excellent yields in aqueous media using 30% aqueous hydrogen peroxide as an oxidant in the presence of catalytic amounts of a VO(acac)2-exchanged strongly acidic polymeric resin catalyst in water at room temperature. The catalyst can be recovered and reused at least five times without loss of activity and selectivity.

Volatility and thermal stability of vanadyl β-diketonate complexes

Thermal behavior and thermodynamic characteristics of vanadyl β-diketonates—acetylacetonate VO(acac)2, dipivaloylmethanate VO(thd)2, and tris-hexafluoroacetylacetonate VO(hfa)2 (Hacac, 2,4-pentanedione; Hthd, 2,2,6,6-tetra

Giant spin-phonon bottleneck effects in evaporable vanadyl-based molecules with long spin coherence

Vanadium(iv) complexes have recently shown record quantum spin coherence times that in several circumstances are limited by spin-lattice relaxation. The role of the environment and vibronic properties in the low temperature dynamics is here investigated by a comparative study of the magnetization dynamics as a function of crystallite size and the steric hindrance of the β-diketonate ligands in VO(acac)2 (1), VO(dpm)2 (2) and VO(dbm)2 (3) evaporable complexes (acac- = acetylacetonate, dpm- = dipivaloylmethanate, and dbm- = dibenzoylmethanate). A pronounced crystallite size dependence of the relaxation time is observed at unusually high temperatures (up to 40 K), which is associated with a giant spin-phonon bottleneck effect. We model this behaviour by an ad hoc force field approach derived from density functional theory calculations, which evidences a correlation of the intensity of the phenomenon with ligand dimensions and the unit cell size.

Performance of a non-aqueous vanadium acetylacetonate prototype redox flow battery: Examination of separators and capacity decay

Non-aqueous electrolytes are stable over wide electrochemical potential windows, generally a critical component that to a great extent determines the performance of RFB systems for practical applications. In this work, the performance of a RFB was evaluated with Nafion 1035 membranes and Daramic 175 SLImicroporous separators. The non-aqueous electrolyte was based on vanadium (III) acetylacetonate. This chemistry possesses two couples over ～2.2 V. Charge-discharge cycles were performed in a RFB at a current density of 10 mA cm-2. Coulombic and energy efficiencies of 91% and 80% were achieved using the Nafion membrane. A similar RFB using the Daramic microporous separator achieved columbic and energy efficiencies of 73% and 68%, respectively. The source of capacity decay during multiple charge-discharge cycles was also investigated. The loss in the capacity was related to the poor chemical stability of the vanadium acetylacetonate in the positive electrolyte during battery cycling.

Oxovanadium(IV), copper(II) or cobalt(II) acetylacetone complexes immobilized on amino-functionalized CMK-3 for the aerobic epoxidation of styrene

Oxovanadium(IV), copper(II) and cobalt(II) acetylacetone complexes have been grafted onto amino-modified CMK-3-O (VO-NH2-CMK-3, Cu-NH2-CMK-3 and Co-NH2-CMK-3,respectively) and the materials thus prepared were used as heterogeneous catalysts for the aerobic oxidation of styrene. X-ray diffraction, nitrogen adsorption-desorption and transmission electron microscopy measurements confirmed the structural integrity of the mesoporous hosts, and spectroscopic characterization techniques (Fourier transform infrared, X-ray photoelectron, Raman) and thermogravimetry confirmed the ligands and the successful anchoring of the acetylacetone complexes to the modified mesoporous support. VO-NH2-CMK-3 displayed a relatively good catalytic performance with 94.6% of styrene conversion using air as oxidant, while Cu-NH2-CMK-3 gave 99.6% of styrene conversion using tert-butyl hydroperoxide as oxidant.