3-acetyl-7-hydroxy-2H-chromen-2-one

• ChemBase ID: 119508
• Molecular Formular: C11H8O4
• Molecular Mass: 204.17882
• Monoisotopic Mass: 204.04225874
• SMILES: c1(c(=O)oc2c(c1)ccc(c2)O)C(=O)C
• Canonical SMILES: Oc1ccc2c(c1)oc(=O)c(c2)C(=O)C
• InChI: InChI=1S/C11H8O4/c1-6(12)9-4-7-2-3-8(13)5-10(7)15-11(9)14/h2-5,13H,1H3
• InChIKey: BRQZHMHHZLRXOO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-acetyl-7-hydroxy-2H-chromen-2-one
• IUPAC Traditional name: 3-acetyl-7-hydroxychromen-2-one
• Synonyms: 3-acetyl-7-hydroxy-2H-chromen-2-one; 3-Acetyl-7-hydroxycoumarin; 3-Acetyl-umbelliferone

Database IDs

• CAS Number: 10441-27-7
• MDL Number: MFCD00037379
• Beilstein Number: 172401
• PubChem SID: 24844892; 162107826
• PubChem CID: 5392139

CALCULATED PROPERTIES

• Acid pKa: 7.3190017
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.3901659
• LogD (pH = 7.4): 1.0565691
• Log P: 1.396663
• Molar Refractivity: 53.1549 cm^3
• Polarizability: 20.092659 Å^3
• Polar Surface Area: 63.6 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 234 °C(lit.)
• pKa: 6.6
• Fluorescence: λex 370 nm; λem 455 nm in 0.1 M Tris

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Gene Information: human ... MIF(4282)

Product Information

• Purity: ≥98.0% (HPCE)
• Grade: for fluorescence
• Empirical Formula (Hill Notation): C11H8O4

DETAILS

Sigma Aldrich - 01545

Application
suitable as pH-indicator
Other Notes
Properties1