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
NACRES:
NA.21
PubChem Substance ID:
eCl@ss:
39021208
UNSPSC Code:
12352115
EC Number:
204-634-0
MDL number:
Beilstein/REAXYS Number:
741937
Assay:
≥99%
Bp:
140.4 °C (lit.)
Vapor pressure:
6 mmHg ( 20 °C)
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)
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)
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
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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
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
Global Trade Item Number
| SKU | GTIN |
|---|---|
| P7754-100ML-A | 04061834397304 |
| P7754-500MG | 04061834397335 |
| P7754-1G | 04061826757765 |
| P7754-1L-A | 04061837230462 |
| P7754-500ML-A | 04061834397359 |