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Safety Information

P7754

Sigma-Aldrich

Acetylacetone

ReagentPlus®, ≥99%

Synonym(s):

2,4-Pentanedione

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About This Item

Linear Formula:
CH3COCH2COCH3
CAS Number:
123-54-6
Molecular Weight:
100.12
Beilstein:
741937
EC Number:
204-634-0
MDL number:
MFCD00008787
UNSPSC Code:
12352115
eCl@ss:
39021208
PubChem Substance ID:
329820317
NACRES:
NA.21
Assay:
≥99%
bp:
140.4 °C (lit.)
vapor pressure:
6 mmHg ( 20 °C)

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

Signal Word

Danger

Hazard Statements

H226,H302,H311 + H331

Hazard Classifications

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

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

95.0 °F - closed cup

Flash Point(C)

35 °C - closed cup

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

PRTR

Class I Designated Chemical Substances

FSL

Group 4: Flammable liquids
Type 2 petroleums
Hazardous rank III
Water insoluble liquid

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

P7754-5L-A:
P7754-2.5L-A:
P7754-500ML-A:4548173991436
P7754-100ML-A:4548173991443
P7754-VAR-A:
P7754-5ML-A:
P7754-250ML-A:
P7754-1L-A:4548173991429
P7754-BULK-A:

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Certificates of Analysis (COA)

Lot/Batch Number
STBL1280
STBK6143
STBK9761
STBK3429
STBK0576

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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
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
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
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
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