P7754
Acetylacetone
ReagentPlus®, ≥99%
Synonym(s):
2,4-Pentanedione
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About This Item
Linear Formula:
CH3COCH2COCH3
CAS Number:
Molecular Weight:
100.12
Beilstein/REAXYS Number:
741937
EC Number:
MDL number:
UNSPSC Code:
12352115
eCl@ss:
39021208
PubChem Substance ID:
NACRES:
NA.21
assay:
≥99%
bp:
140.4 °C (lit.)
vapor pressure:
6 mmHg ( 20 °C)
Recommended Products
vapor density
3.5 (vs air)
Quality Level
vapor pressure
6 mmHg ( 20 °C)
product line
ReagentPlus®
assay
≥99%
form
liquid
autoignition temp.
662 °F
expl. lim.
11.4 %
dilution
(for general lab use)
refractive index
n20/D 1.452 (lit.)
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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
signalword
Danger
hcodes
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
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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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