ChemicalBook--->CAS DataBase List--->3153-26-2

3153-26-2

3153-26-2 Structure

3153-26-2 Structure
IdentificationMore
[Name]

Vanadyl acetylacetonate
[CAS]

3153-26-2
[Synonyms]

ACETYLACETONE VANADIUM(IV)OXY SALT
ACETYLACETONE, VANADYL DERIVATIVE
BIS(2,4-PENTANEDIONATO)VANADIUM(4) OXIDE
BIS(2,4-PENTANEDIONATO)VANADIUM(IV) OXIDE
BIS(ACETYLACETONATO)VANADIUM(IV) OXIDE
VANADIUM(IV)-BIS(2,4-PENTANEDIONATO)OXIDE
VANADIUM(IV)BIS(ACETYLACETONATO)OXIDE
VANADIUM(IV) OXIDE ACETYLACETONATE
VANADIUM(IV) OXIDE BIS(2,4-PENTANEDIONATE)
VANADIUM(IV)OXY ACETYLACETONATE
VANADIUM(IV)-OXY ACETYLACETONATE BOUND TO POLYANILINE
VANADIUMOXY ACETYLACETONATE
VANADYL 2,4-PENTANEDIONATE
VANADYL ACETYLACETONATE
VANADYL ACETYLACETONATE BOUND TO POLYANILINE
VANADYL ACETYLACETONE
VANADYL(IV)-ACETYLACETONATE
VANADYL PENTANEDIONATE
4-pentanedionato-o,o’)-oxobis((sp-5-21)-vanadiu
Bis(acetylacetonato)oxovanadium
[EINECS(EC#)]

221-590-8
[Molecular Formula]

C10H14O5V
[MDL Number]

MFCD00000032
[Molecular Weight]

265.16
[MOL File]

3153-26-2.mol
Chemical PropertiesBack Directory
[Appearance]

powder
[Melting point ]

235 °C (dec.)(lit.)
[Boiling point ]

140°C 13mm
[bulk density]

450kg/m3
[density ]

1,4 g/cm3
[vapor pressure ]

0Pa at 20℃
[Fp ]

79 °C
[storage temp. ]

Store below +30°C.
[solubility ]

Moderately soluble in acetone, ether and chloroform. Soluble in ethanol and benzene
[form ]

Crystalline Powder
[color ]

Green to blue-green
[Specific Gravity]

1.4
[Stability:]

Stable, but air sensitive. May discolour upon exposure to air. Incompatible with strong oxidizing agents.
[Water Solubility ]

practically insoluble
[Hydrolytic Sensitivity]

4: no reaction with water under neutral conditions
[Detection Methods]

HPLC,SPECTRA CHEMICAL ANALYSIS,IR
[BRN ]

4138236
[Exposure limits]

NIOSH: Ceiling 0.05 mg/m3
[InChI]

1S/2C5H8O2.O.V/c2*1-4(6)3-5(2)7;;/h2*3,6H,1-2H3;;/q;;;+2/p-2/b2*4-3-;;
[InChIKey]

JFHJZWAQYMGNBE-SUKNRPLKSA-L
[SMILES]

CC(=O)\C=C(\C)O[V](=O)O\C(C)=C/C(C)=O
[LogP]

0.4 at 20℃
[CAS DataBase Reference]

3153-26-2(CAS DataBase Reference)
[NIST Chemistry Reference]

Bis(2,4-pentanedionato)oxovanadium(iv)(3153-26-2)
[Storage Precautions]

Air sensitive
[EPA Substance Registry System]

3153-26-2(EPA Substance)
Questions And AnswerBack Directory
[Synthesis]

Using concentrated sulfuric acid, ethanol, and vanadium pentoxide as raw materials, the reaction process involves a large amount of concentrated sulfuric acid, requiring sophisticated equipment and generating pollution. The yield is 71%. The specific process is as follows:

Synthesis of 3153-26-2

Oxidation of double bonds: Sharpless et al. reported that in nonpolar solvents such as toluene or dichloroethane, the vanadium peroxide organic complex formed by tert-butyl hydroperoxide (t-BuOOH) and Vanadyl acetylacetonate [VO(acac)2] exhibits ideal oxidation effect on allyl alcohols, with rapid reaction, stereoselectivity, mild conditions, and high yield.

The following reactions confirm this mechanism and also demonstrate the superior performance of Vanadyl acetylacetonate as an oxidation co-catalyst. This complex can also be prepared from tetravalent vanadium compounds, such as vanadium oxysulfate (IV): VOSO4 + 2Hacac → VO(acac)2 + H2SO4 It can also be prepared via a redox reaction of vanadium pentoxide and acetylacetone. However, a portion of the acetylacetone will be oxidized to acetic anhydride.
[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. Reactions of 3153-26-2_1
Reactions of 3153-26-2_2
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P264-P270-P301+P312-P302+P352-P305+P351+P338
[Hazard Codes ]

Xn
[Risk Statements ]

R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
[Safety Statements ]

S22:Do not breathe dust .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
[RIDADR ]

3285
[WGK Germany ]

3
[TSCA ]

Yes
[REACH Registrations]

Active
[HazardClass ]

6.1
[PackingGroup ]

III
[HS Code ]

29420000
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Ethanol-->Sulfuric acid-->Dichloromethane-->Sodium carbonate-->Chloroform-->Acetone-->Sodium sulfite-->Activated carbon-->Acetylacetone-->Vanadium(V) oxide-->1-Chlorobutane-->[1,1'-Bis(diphenylphosphino)ferrocene]dichloropalladium(II)-->Oxalic acid dihydrate-->Vanadium
[Preparation Products]

(R)-(+)-2-Methyl-2-propanesulfinamide-->2-Oxetanone
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Vanadium(IV)-oxy acetylacetonate(3153-26-2).msds
Hazard InformationBack Directory
[Chemical Properties]

powder
[Uses]

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.
[Flammability and Explosibility]

Notclassified
[reaction suitability]

reagent type: catalyst
[Purification Methods]

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

The initial threshold screening level (ITSL) for vanadium oxide bis (2,4-pentanedionate) is 0.1 μg/m3 based on annual averaging time.
Spectrum DetailBack Directory
[Spectrum Detail]

Vanadyl acetylacetonate(3153-26-2)MS
Vanadyl acetylacetonate(3153-26-2)IR1
Vanadyl acetylacetonate(3153-26-2)IR2
Well-known Reagent Company Product InformationBack Directory
[Alfa Aesar]

Vanadium(IV) oxide bis(2,4-pentanedionate), 99%(3153-26-2)
[TCI AMERICA]

Bis(2,4-pentanedionato)vanadium(IV) Oxide,>95.0%(T)(3153-26-2)
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