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P7754

Sigma-Aldrich

Acetilacetone

ReagentPlus®, ≥99%

Sinonimo/i:

2,4-pentanedione

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About This Item

Formula condensata:
CH3COCH2COCH3
Numero CAS:
123-54-6
Peso molecolare:
100.12
Beilstein:
741937
Numero CE:
204-634-0
Numero MDL:
MFCD00008787
Codice UNSPSC:
12352115
eCl@ss:
39021208
ID PubChem:
329820317
NACRES:
NA.21

Densità del vapore

3.5 (vs air)

Livello qualitativo

200

Tensione di vapore

6 mmHg ( 20 °C)

Nome Commerciale

ReagentPlus®

Saggio

≥99%

Forma fisica

liquid

Temp. autoaccensione

662 °F

Limite di esplosione

11.4 %

Indice di rifrazione

n20/D 1.452 (lit.)

pH

6 (20 °C, 200 g/L)

P. eboll.

140.4 °C (lit.)

Punto di fusione

−23 °C (lit.)

Densità

0.975 g/mL at 25 °C (lit.)

Stringa SMILE

CC(=O)CC(C)=O

InChI

1S/C5H8O2/c1-4(6)3-5(2)7/h3H2,1-2H3
YRKCREAYFQTBPV-UHFFFAOYSA-N

Informazioni sul gene

human ... ACHE(43) , BCHE(590) , CES1(1066)

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Descrizione generale

Acetylacetone (2,4-pentanedione) is an organic compound containing two carbonyl groups and one active methylene group. It is mainly used as an intermediate in the synthesis of various chemical derivatives. It can also be used as a modifier for polyolefins, corrosion inhibitors, and labeling of radiotracers.

Applicazioni

Acetylacetone can be used as:
  • A multifunctional ligand in the synthesis and feasible functionalization of gold nanoparticles (AuNPs).
  • A reactant to synthesize 9,10-dihydroacridines by reacting with methyl acetoacetate and Morita-Baylis-Hillman acetates.
  • A reagent in the synthesis of ZrO2(zirconium dioxide) via hydrolysis of Zr(OC3H7n)4. Acetylacetone controls the hydrolysis and condensation rates of alkoxides and thus, the nucleation and growth rates of oxides.

Confezionamento

Packaged in glass bottles

Note legali

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Pittogrammi

FlameSkull and crossbones
GHS02,GHS06

Avvertenze

Danger

Indicazioni di pericolo

H226,H302,H311 + H331

Classi di pericolo

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Flam. Liq. 3

Codice della classe di stoccaggio

3 - Flammable liquids

Classe di pericolosità dell'acqua (WGK)

WGK 1

Punto d’infiammabilità (°F)

95.0 °F - closed cup

Punto d’infiammabilità (°C)

35 °C - closed cup

Certificati d'analisi (COA)

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Giuliano Alagona et al.
Physical chemistry chemical physics : PCCP, 12(35), 10173-10188 (2010-08-03)
The catalytic effect of explicit water molecules on the keto-enol tautomerism in a system of biological interest (enolpyruvate) has been investigated at the B3LYP/6-31++G** level by exploring the potential energy surface in the presence of 1 or 2 water molecules
Ivelina Georgieva et al.
Journal of molecular modeling, 18(6), 2409-2422 (2011-10-13)
Theoretical and spectroscopic studies of a series of monomeric and dimeric complexes formed through the modification of a zirconium butoxide precursor with acetylacetone and subsequent hydrolysis and/or condensation have been performed by applying DFT/B3LYP/6-31++G(d) and highly accurate RI-ADC(2) methods as
Zhenkun Sun et al.
Journal of the American Chemical Society, 134(42), 17653-17660 (2012-10-02)
The organization of different nano objects with tunable sizes, morphologies, and functions into integrated nanostructures is critical to the development of novel nanosystems that display high performances in sensing, catalysis, and so on. Herein, using acetylacetone as a chelating agent
Heaweon Park et al.
Inorganic chemistry, 50(23), 11978-11989 (2011-11-01)
A series of high-spin iron(II) β-diketonato complexes have been prepared and characterized with the intent of modeling the substrate-bound form of the enzyme acetylacetone dioxygenase (Dke1). The Dke1 active site features an Fe(II) center coordinated by three histidine residues in
Rolando R Lozada-García et al.
Physical chemistry chemical physics : PCCP, 14(10), 3450-3459 (2012-02-07)
The photochemistry of the chelated enol form of acetylacetone (AcAc) was investigated by UV excitation of the S(2) state at 266 nm in parahydrogen matrices, complemented by experiments in neon and normal hydrogen matrices. Infrared (IR) spectroscopy, combined with theoretical
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