Acetoacetic acid

Acetoacetic acid
Names
	Preferred IUPAC name 3-Oxobutanoic acid
	Systematic IUPAC name 3-Oxobutyric acid
	Other names Acetoacetic acid; Diacetic acid; Acetylacetic acid; Acetonecarboxylic acid
Identifiers
CAS Number	541-50-4 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:15344 ;
ChEMBL	ChEMBL1230762 ;
ChemSpider	94 ;
DrugBank	DB01762 ;
KEGG	C00164 ;
PubChem CID	96;
UNII	4ZI204Y1MC ;
CompTox Dashboard (EPA)	DTXSID00202441 ;
	InChI InChI=1S/C4H6O3/c1-3(5)2-4(6)7/h2H2,1H3,(H,6,7) Key: WDJHALXBUFZDSR-UHFFFAOYSA-N ; InChI=1/C4H6O3/c1-3(5)2-4(6)7/h2H2,1H3,(H,6,7) Key: WDJHALXBUFZDSR-UHFFFAOYAH;
	SMILES O=C(C)CC(=O)O;
Properties
Chemical formula	C4H6O3
Molar mass	102.089 g·mol−1
Appearance	Colorless, oily liquid
Melting point	36.5 °C (97.7 °F; 309.6 K)
Boiling point	Decomposes
Solubility in water	Soluble
Solubility in organic solvents	Soluble in ethanol, ether
Acidity (pKa)	3.58
	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

Acetoacetic acid (IUPAC name: 3-oxobutanoic acid, also known as acetonecarboxylic acid or diacetic acid) is the organic compound with the formula CH₃COCH₂COOH. It is the simplest beta-keto acid, and like other members of this class, it is unstable. The methyl and ethyl esters, which are quite stable, are produced on a large scale industrially as precursors to dyes. Acetoacetic acid is a weak acid.

Names


Preferred IUPAC name 3-Oxobutanoic acid
Systematic IUPAC name 3-Oxobutyric acid
Other names Acetoacetic acid Diacetic acid Acetylacetic acid Acetonecarboxylic acid
Identifiers
CAS Number	541-50-4^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:15344^Y
ChEMBL	ChEMBL1230762^N
ChemSpider	94^Y
DrugBank	DB01762^N
KEGG	C00164^Y
PubChem CID	96
UNII	4ZI204Y1MC^Y
CompTox Dashboard (EPA)	DTXSID00202441
InChI InChI=1S/C4H6O3/c1-3(5)2-4(6)7/h2H2,1H3,(H,6,7)^Y Key: WDJHALXBUFZDSR-UHFFFAOYSA-N^Y InChI=1/C4H6O3/c1-3(5)2-4(6)7/h2H2,1H3,(H,6,7) Key: WDJHALXBUFZDSR-UHFFFAOYAH
SMILES O=C(C)CC(=O)O
Properties
Chemical formula	C₄H₆O₃
Molar mass	102.089 g·mol⁻¹
Appearance	Colorless, oily liquid
Melting point	36.5 °C (97.7 °F; 309.6 K)
Boiling point	Decomposes
Solubility in water	Soluble
Solubility in organic solvents	Soluble in ethanol, ether
Acidity (pK_a)	3.58
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is ^YN ?) Infobox references