Back حمض أسيتو الأسيتيك Arabic اسید استواستیک AZB Àcid 3-oxobutanoic Catalan Kyselina acetyloctová Czech Acetoeddikesyre Danish Acetessigsäure German Aceto-acetata acido Esperanto Ácido acetoacético Spanish اسید استواستیک Persian Asetoetikkahappo Finnish

Acetoacetic acid

Acetoacetic acid
Names
Preferred IUPAC name
3-Oxobutanoic acid[1]
Systematic IUPAC name
3-Oxobutyric acid
Other names
Acetoacetic acid
Diacetic acid
Acetylacetic acid
Acetonecarboxylic acid
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
DrugBank
KEGG
UNII
  • InChI=1S/C4H6O3/c1-3(5)2-4(6)7/h2H2,1H3,(H,6,7) checkY
    Key: WDJHALXBUFZDSR-UHFFFAOYSA-N checkY
  • InChI=1/C4H6O3/c1-3(5)2-4(6)7/h2H2,1H3,(H,6,7)
    Key: WDJHALXBUFZDSR-UHFFFAOYAH
  • O=C(C)CC(=O)O
Properties
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
Soluble
Solubility in organic solvents Soluble in ethanol, ether
Acidity (pKa) 3.58[2]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

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.[3]

  1. ^ "Front Matter". Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. p. 748. doi:10.1039/9781849733069-FP001. ISBN 978-0-85404-182-4.
  2. ^ Dawson, R. M. C., et al., Data for Biochemical Research, Oxford, Clarendon Press, 1959.
  3. ^ Cite error: The named reference Ullmann was invoked but never defined (see the help page).

Developed by StudentB