3,5-Dioxohexanoic acid

HCID 5459844

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Basic information

CAS: 2140-49-0
Standard SMILES: CC(=O)CC(=O)CC(=O)O
InChIKey: ILJSQTXMGCGYMG-UHFFFAOYSA-N
Molecular formula: C6H8O4
Average molar mass: 144.12 g/mol
Monoisotopic mass: 144.04225874

Overview

Triacetic acid is a dioxo monocarboxylic acid comprising hexanoic acid with the two oxo groups placed at the 3- and 5-positions. It is a dioxo monocarboxylic acid and a beta-diketone. It is a conjugate acid of a triacetate(1-).

Names & identifiers

Preferred name: 3,5-Dioxohexanoic acid
IUPAC: 3,5-dioxohexanoic acid
English name: 4-Acetyl-3-oxobutanoic Acid
Molecular formula: C6H8O4
Molecular weight: 144.13

Names & synonyms

3,5-dioxohexanoic acid2140-49-0Hexanoic acid, 3,5-dioxo-DTXSID20175668RefChem:899009DTXCID3098159Triacetic acidTriacetate3,5-dioxo-hexanoic acid4-Acetyl-3-oxobutanoic AcidSCHEMBL28887CHEBI:16558

Show more names

4-Acetylacetoacetic Acid

ILJSQTXMGCGYMG-UHFFFAOYSA-NAKOS006379392C01757Q27101972

Database identifiers

CAS: 2140-49-0
PubChem CID: 5459844
DTXSID: DTXSID20175668
ChEBI: CHEBI:16558
Nikkaji: J1.321.355K

Properties

Computed structural properties

XLogP: -0.5
Topological polar surface area: 71.4 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 4
Rotatable bonds: 4
Heavy atoms: 10
Formal charge: 0
Complexity: 171

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Organic Acids

Safety & regulation

Hazard information

Hazards SummarySee Caproic acid.

Chemistry & industry

Applications

UsesTriacetic Acid is a metabolite of two species of Penicillium. Triacetic Acid is an intermediate in the fermentation of trihydroxybenzenes to acetate.