Acetylacetone

Acetylacetone
Ball-and-stick model of the enol tautomer	Ball-and-stick model of the keto tautomer
Space-filling model of the enol tautomer	Space-filling model of the keto tautomer
Names
	IUPAC names (3Z)-4-Hydroxy-3-penten-2-one (enol form); Pentane-2,4-dione (keto form)
	Other names Hacac; 2,4-Pentanedione;
Identifiers
CAS Number	123-54-6 ;
3D model (JSmol)	Interactive image; Interactive image; Enol form: Interactive image;
Beilstein Reference	741937
ChEBI	CHEBI:14750 ;
ChEMBL	ChEMBL191625 ;
ChemSpider	29001 ;
ECHA InfoCard	100.004.214
EC Number	204-634-0;
Gmelin Reference	2537
KEGG	C15499 ;
PubChem CID	31261;
RTECS number	SA1925000;
UNII	46R950BP4J ;
UN number	2310
CompTox Dashboard (EPA)	DTXSID4021979 ;
	InChI InChI=1S/C5H8O2/c1-4(6)3-5(2)7/h3H2,1-2H3 Key: YRKCREAYFQTBPV-UHFFFAOYSA-N ; InChI=1/C5H8O2/c1-4(6)3-5(2)7/h3H2,1-2H3 Key: YRKCREAYFQTBPV-UHFFFAOYAO;
	SMILES O=C(C)CC(=O)C; CC(=O)CC(=O)C; Enol form: CC(O)=CC(=O)C;
Properties
Chemical formula	C5H8O2
Molar mass	100.117 g·mol−1
Appearance	Colorless liquid
Density	0.975 g/mL
Melting point	−23 °C (−9 °F; 250 K)
Boiling point	140 °C (284 °F; 413 K)
Solubility in water	16 g/(100 mL)
Magnetic susceptibility (χ)	−54.88·10−6 cm3/mol
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H226, H302, H311, H320, H331, H335, H341, H370, H412
Precautionary statements	P201, P202, P210, P233, P240, P241, P242, P243, P260, P261, P264, P270, P271, P273, P280, P281, P301+P312, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P307+P311, P308+P313, P311, P312, P321, P322, P330, P337+P313, P361, P363, P370+P378, P403+P233, P403+P235, P405, P501
NFPA 704 (fire diamond)	2 2 0
Flash point	34 °C (93 °F; 307 K)
Autoignition; temperature	340 °C (644 °F; 613 K)
Explosive limits	2.4–11.6%
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Acetylacetone is an organic compound with the chemical formula CH₃−C(=O)−CH₂−C(=O)−CH₃. It is classified as a 1,3-diketone. It exists in equilibrium with a tautomer CH₃−C(=O)−CH=C(−OH)−CH₃. The mixture is a colorless liquid. These tautomers interconvert so rapidly under most conditions that they are treated as a single compound in most applications.^[2] Acetylacetone is a building block for the synthesis of many coordination complexes as well as heterocyclic compounds.

^ "05581: Acetylacetone". Sigma-Aldrich.
^ Thomas M. Harris (2001). "2,4-Pentanedione". e-EROS Encyclopedia of Reagents for Organic Synthesis. doi:10.1002/047084289X.rp030. ISBN 0471936235.

[1] "05581: Acetylacetone". Sigma-Aldrich.

[2] Thomas M. Harris (2001). "2,4-Pentanedione". e-EROS Encyclopedia of Reagents for Organic Synthesis. doi:10.1002/047084289X.rp030. ISBN 0471936235.

[1]

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