3,5-dioxohexanoic acid

• ChemBase ID: 178844
• Molecular Formular: C6H8O4
• Molecular Mass: 144.12532
• Monoisotopic Mass: 144.04225874
• SMILES: C(=O)(CC(=O)CC(=O)O)C
• Canonical SMILES: CC(=O)CC(=O)CC(=O)O
• InChI: InChI=1S/C6H8O4/c1-4(7)2-5(8)3-6(9)10/h2-3H2,1H3,(H,9,10)
• InChIKey: ILJSQTXMGCGYMG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,5-dioxohexanoic acid
• IUPAC Traditional name: triacetic acid
• Synonyms: 3,5-Dioxohexanoic Acid; 4-Acetylacetoacetic Acid; 4-Acetyl-3-oxobutanoic Acid; Triacetic Acid

Database IDs

• CAS Number: 2140-49-0
• PubChem SID: 164234754
• PubChem CID: 5459844

CALCULATED PROPERTIES

• Acid pKa: 3.9047713
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -1.3809437
• LogD (pH = 7.4): -3.00747
• Log P: 0.22036222
• Molar Refractivity: 32.4341 cm^3
• Polarizability: 12.605609 Å^3
• Polar Surface Area: 71.44 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - T720800

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

REFERENCES

• Light, R.J. et al.: BIochemistry, 5, 4037 (1966)
• Brune, A. et al.: Arch. MIcrobiol., 157, 417 (1966)