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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/REAXYS Number:
741937
EC Number:
204-634-0
MDL number:
MFCD00008787
UNSPSC Code:
12352115
eCl@ss:
39021208
PubChem Substance ID:
329820317
NACRES:
NA.21

vapor density

3.5 (vs air)

Quality Level

200

vapor pressure

6 mmHg ( 20 °C)

product line

ReagentPlus®

assay

≥99%

form

liquid

autoignition temp.

662 °F

expl. lim.

11.4 %

refractive index

n20/D 1.452 (lit.)

pH

6 (20 °C, 200 g/L)

bp

140.4 °C (lit.)

mp

−23 °C (lit.)

density

0.975 g/mL at 25 °C (lit.)

SMILES string

CC(=O)CC(C)=O

InChI

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

InChI key

YRKCREAYFQTBPV-UHFFFAOYSA-N

Gene Information

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

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General description

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.

Application

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.

Packaging

Packaged in glass bottles

Legal Information

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

pictograms

FlameSkull and crossbones
GHS02,GHS06

signalword

Danger

Hazard Classifications

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

Storage Class

3 - Flammable liquids

wgk_germany

WGK 1

flash_point_f

95.0 °F - closed cup

flash_point_c

35 °C - closed cup

Certificados de análisis (COA)

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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
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
Senthil Narayanaperumal et al.
Ultrasonics sonochemistry, 20(3), 793-798 (2012-12-12)
A task-specific ionic liquid (TSIL) has been introduced as a recyclable catalyst in Michael addition. A series of nitroalkenes and various C-based nucleophiles were reacted in the presence of 30mol% of recyclable basic-functionalized ionic liquid. Good to excellent yields were
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
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