(2R,3S)-2-(hydroxymethyl)oxolane-3,4-diol

• ChemBase ID: 160703
• Molecular Formular: C5H10O4
• Molecular Mass: 134.1305
• Monoisotopic Mass: 134.0579088
• SMILES: [C@@H]1([C@H](OCC1O)CO)O
• Canonical SMILES: OC[C@H]1OCC([C@H]1O)O
• InChI: InChI=1S/C5H10O4/c6-1-4-5(8)3(7)2-9-4/h3-8H,1-2H2/t3?,4-,5+/m1/s1
• InChIKey: KZVAAIRBJJYZOW-KSFOROOFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S)-2-(hydroxymethyl)oxolane-3,4-diol
• IUPAC Traditional name: (2R,3S)-2-(hydroxymethyl)oxolane-3,4-diol
• Synonyms: 1,4-Anhydro-D-xylitol

Database IDs

• CAS Number: 53448-53-6
• PubChem SID: 162254838
• PubChem CID: 45254006

CALCULATED PROPERTIES

• Acid pKa: 12.884398
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -1.9379803
• LogD (pH = 7.4): -1.9379817
• Log P: -1.9379803
• Molar Refractivity: 28.931 cm^3
• Polarizability: 11.923472 Å^3
• Polar Surface Area: 69.92 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A659780

Used in the synthesis of all positional isomers of methylated and acetylated or benzoylated 1,4-anhydro-D-xylitol.

REFERENCES

• Birch, G.G., et al.: J. Food Sci., 38, 665 1974, Lescrinier, E., et al.: Helv. Chim. Acta, 83, 1291 (2000)