(2S,3R,5R)-2,5-bis(hydroxymethyl)oxolane-3,4-diol

• ChemBase ID: 160669
• Molecular Formular: C6H12O5
• Molecular Mass: 164.15648
• Monoisotopic Mass: 164.06847348
• SMILES: [C@@H]1(C([C@H](O[C@H]1CO)CO)O)O
• Canonical SMILES: OC[C@@H]1O[C@@H](C([C@@H]1O)O)CO
• InChI: InChI=1S/C6H12O5/c7-1-3-5(9)6(10)4(2-8)11-3/h3-10H,1-2H2/t3-,4+,5-,6?/m0/s1
• InChIKey: MCHWWJLLPNDHGL-AMVSKUEXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,5R)-2,5-bis(hydroxymethyl)oxolane-3,4-diol
• IUPAC Traditional name: (2S,3R,5R)-2,5-bis(hydroxymethyl)oxolane-3,4-diol
• Synonyms: 2,5-Anhydro-D-sorbitol; 2,5-Anhydrosorbitol; 2,5-Anhydro-D-glucitol

Database IDs

• CAS Number: 27826-73-9
• PubChem SID: 162254804
• PubChem CID: 46783459

CALCULATED PROPERTIES

• Acid pKa: 12.753447
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -2.5683153
• LogD (pH = 7.4): -2.5683172
• Log P: -2.5683153
• Molar Refractivity: 34.8935 cm^3
• Polarizability: 14.43744 Å^3
• Polar Surface Area: 90.15 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: Colourless Thick Oil

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - A648005

An intermediate for the production of phosphate derivatives of 2,5-Anhydro-D-glucitol. (See catalogue numbers A648020 and A648040).

REFERENCES

• Dayan, F., et al.: J. Chem. Ecol., 26, 2079 (2000)