6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol

• ChemBase ID: 128055
• Molecular Formular: C6H10O5
• Molecular Mass: 162.1406
• Monoisotopic Mass: 162.05282342
• SMILES: OC1C2COC(O2)C(O)C1O
• Canonical SMILES: OC1C(O)C2COC(C1O)O2
• InChI: InChI=1S/C6H10O5/c7-3-2-1-10-6(11-2)5(9)4(3)8/h2-9H,1H2
• InChIKey: TWNIBLMWSKIRAT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol
• IUPAC Traditional name: levoglucosan
• Synonyms: 1,6-Anhydro-beta-glucopyranoseLeucoglucosan; Levoglucosan

Database IDs

• CAS Number: 498-07-7
• EC Number: 207-855-0
• Beilstein Number: 80998
• PubChem SID: 162222371
• PubChem CID: 2724705; 79029
• CHEBI ID: 30997
• Chemspider ID: 9587432
• MeSH Name: 1,6-Anhydro-beta-glucopyranose
• Wikipedia Title: Levoglucosan

CALCULATED PROPERTIES

• Acid pKa: 12.212605
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -1.7708358
• LogD (pH = 7.4): -1.7708423
• Log P: -1.7708356
• Molar Refractivity: 32.4133 cm^3
• Polarizability: 13.814454 Å^3
• Polar Surface Area: 79.15 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Colorless crystals
• Melting Point: 182 - 184°C
• Boiling Point: 384°C (predicted)
• Flash Point: 185.9°C (366.62°F) (predicted)
• Density: 1.688 g·cm^-3 (predicted)
• Vapor Pressure: 24.1 μPa (predicted)
• Partition Coefficient: -0.04 (predicted)