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P7754

Sigma-Aldrich

Acetilacetona

ReagentPlus®, ≥99%

Sinónimos:

2,4-Pentanodiona

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About This Item

Fórmula lineal:
CH3COCH2COCH3
Número de CAS:
123-54-6
Peso molecular:
100.12
Beilstein:
741937
Número CE:
204-634-0
Número MDL:
MFCD00008787
Código UNSPSC:
12352115
eCl@ss:
39021208
ID de la sustancia en PubChem:
329820317
NACRES:
NA.21

densidad de vapor

3.5 (vs air)

Nivel de calidad

200

presión de vapor

6 mmHg ( 20 °C)

Línea del producto

ReagentPlus®

Análisis

≥99%

formulario

liquid

temp. de autoignición

662 °F

lim. expl.

11.4 %

índice de refracción

n20/D 1.452 (lit.)

pH

6 (20 °C, 200 g/L)

bp

140.4 °C (lit.)

mp

−23 °C (lit.)

densidad

0.975 g/mL at 25 °C (lit.)

cadena SMILES

CC(=O)CC(C)=O

InChI

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

Clave InChI

YRKCREAYFQTBPV-UHFFFAOYSA-N

Información sobre el gen

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

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Descripción general

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.

Aplicación

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.

Envase

Packaged in glass bottles

Información legal

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

Pictogramas

FlameSkull and crossbones
GHS02,GHS06

Palabra de señalización

Danger

Frases de peligro

H226,H302,H311 + H331

Clasificaciones de peligro

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

Código de clase de almacenamiento

3 - Flammable liquids

Clase de riesgo para el agua (WGK)

WGK 1

Punto de inflamabilidad (°F)

95.0 °F - closed cup

Punto de inflamabilidad (°C)

35 °C - closed cup

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Kyoji Tsuchikama et al.
The Journal of organic chemistry, 76(17), 6981-6989 (2011-06-18)
Bacteria have developed a cell-to-cell communication system, termed quorum sensing (QS), which allows for the population-dependent coordination of their behavior via the exchange of chemical signals. Autoinducer-2 (AI-2), a class of QS signals derived from 4,5-dihydroxy-2,3-pentandione (DPD), has been revealed
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
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
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
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