2-(hydroxymethyl)-3,4-dihydro-2H-pyran-3,4-diol

• ChemBase ID: 169538
• Molecular Formular: C6H10O4
• Molecular Mass: 146.1412
• Monoisotopic Mass: 146.0579088
• SMILES: C1(C(C=COC1CO)O)O
• Canonical SMILES: OCC1OC=CC(C1O)O
• InChI: InChI=1S/C6H10O4/c7-3-5-6(9)4(8)1-2-10-5/h1-2,4-9H,3H2
• InChIKey: YVECGMZCTULTIS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(hydroxymethyl)-3,4-dihydro-2H-pyran-3,4-diol
• IUPAC Traditional name: 2-(hydroxymethyl)-3,4-dihydro-2H-pyran-3,4-diol
• Synonyms: 1,5-Anhydro-2-deoxy-D-arabinohex-1-enitol; 1,2-Dideoxy-D-arabinohex-1-enopyranose; Glucal; D-(+)-Glucal; D-Glucal; 2,6-Anhydro-5-deoxy-D-arabino-hex-5-enitol; 1,2-Dideoxy-D-lyxo-hex-1-enopyranose; D-Galactal

Database IDs

• CAS Number: 13265-84-4; 21193-75-9
• PubChem SID: 162263670
• PubChem CID: 89465

CALCULATED PROPERTIES

• Acid pKa: 12.961105
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -1.6373401
• LogD (pH = 7.4): -1.6373413
• Log P: -1.6373401
• Molar Refractivity: 33.7791 cm^3
• Polarizability: 13.478408 Å^3
• Polar Surface Area: 69.92 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White Solid
• Melting Point: 57-59°C; 98-103°C

Safety Information

• Storage Condition: -20°C Freezer; Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - G412500

D-Glucal is an important building block for both solution- and solid-phase synthesis of oligosaccharides.

Toronto Research Chemicals - G151000

D-Galactal is an important building block for both solution- and solid-phase synthesis of oligosaccharides.

REFERENCES

• Gilkes, N., et al.: J. Biol. Chem., 259, 10455 (1984)
• Street, I., et al.: Biochemistry, 31, 9970 (1984)
• Crout, D., et al.: Curr. Opin. Chem. Biol., 2, 98 (1984)