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

• ChemBase ID: 151246
• Molecular Formular: C4H8O3
• Molecular Mass: 104.10452
• Monoisotopic Mass: 104.04734412
• SMILES: C1[C@H]([C@H](CO1)O)O
• Canonical SMILES: O[C@@H]1COC[C@@H]1O
• InChI: InChI=1S/C4H8O3/c5-3-1-7-2-4(3)6/h3-6H,1-2H2/t3-,4+
• InChIKey: SSYDTHANSGMJTP-ZXZARUISSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,4S)-oxolane-3,4-diol
• IUPAC Traditional name: (3R,4S)-oxolane-3,4-diol
• Synonyms: (3R,4S)-Tetrahydrofuran-3,4-diol; (3S,4R)-Tetrahydrofuran-3,4-diol; Erythritan; Erythritol-1,4-anhydride; cis-3,4-Dihydroxyoxolane; cis-3,4-Dihydroxytetrahydrofuran; cis-Oxolane-3,4-diol; cis-Tetrahydrofuran-3,4-diol; meso-3,4-Dihydroxytetrahydrofuran; 1,4-Anhydroerythritol; 1,4-Anhydroerythritol; 1,4-酐-赤藓糖醇

Database IDs

• CAS Number: 4358-64-9
• EC Number: 224-433-1
• MDL Number: MFCD00075210
• PubChem SID: 162245402; 24860877
• PubChem CID: 641773

CALCULATED PROPERTIES

• Acid pKa: 13.0593405
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.3076454
• LogD (pH = 7.4): -1.3076464
• Log P: -1.3076454
• Molar Refractivity: 22.9685 cm^3
• Polarizability: 9.41032 Å^3
• Polar Surface Area: 49.69 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Flash Point: >113 °C; >235.4 °F
• Density: 1.27 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.477(lit.)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves

Product Information

• Purity: 95%
• Empirical Formula (Hill Notation): C4H8O3

DETAILS

Sigma Aldrich - 340928

Packaging
5, 25 g in glass bottle

Toronto Research Chemicals - A638900

1,4-Anhydroerythritol is a tetrahydrofuran derivative used as a heterocyclic building block in epoxy resins and other polymers. 1,4-Anhydroerythritol is also used in the preparation of nucleotide analogs as potential antiviral and anticancer agents.

REFERENCES

• Lapienis, G. et al.: J. Polym. Sci. Polym. Chem., 28, 1743 (1987)
• Liboska R.: Coll. Czech. Chem. Comm., 61, S72 (1987)
• Wachenfeld, E. et al.: Polymer, 28, 817 (1987)