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

• ChemBase ID: 127565
• Molecular Formular: C6H10O4
• Molecular Mass: 146.1412
• Monoisotopic Mass: 146.0579088
• SMILES: C1=CO[C@@H]([C@H]([C@@H]1O)O)CO
• Canonical SMILES: OC[C@H]1OC=C[C@H]([C@@H]1O)O
• InChI: InChI=1S/C6H10O4/c7-3-5-6(9)4(8)1-2-10-5/h1-2,4-9H,3H2/t4-,5-,6+/m1/s1
• InChIKey: YVECGMZCTULTIS-PBXRRBTRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4R)-2-(hydroxymethyl)-3,4-dihydro-2H-pyran-3,4-diol
• IUPAC Traditional name: glucal
• Synonyms: 1,5-Anhydro-2-deoxy-D-arabino-hex-1-enitol; D-Glucal; (2R,3S,4R)-2-(Hydroxymethyl)-3,4-dihydro-2H-pyran-3,4-diol; Glucal; (2R,3S,4R)-2-(HydroxyMethyl)-3,4-dihydro-2H-pyran-3,4-diol; D-己烯糖; D-葡萄烯糖

Database IDs

• CAS Number: 13265-84-4
• EC Number: 236-259-3
• MDL Number: MFCD09039277
• PubChem SID: 162221884; 24870132
• PubChem CID: 2734736
• Chemspider ID: 2016480
• Wikipedia Title: Glucal

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

• Melting Point: 58-60 °C(lit.); 58–60 °C; 58-60°C
• Optical Rotation: [α]21/D -7°, c = 1.9 in H2O; -7 (c=1.9 in water)

Safety Information

• Storage Warning: Moisture Sensitive
• German water hazard class: -
• Safety Statements: 22-24/25; S22 S24/25
• TSCA Listed: 否
• Storage Temperature: 2-8°C

Product Information

• Purity: 96%; 97%; 98%
• Impurities: <1% methyl alcohol
• Empirical Formula (Hill Notation): C6H10O4

DETAILS

Sigma Aldrich - 464058

Application
Important building block for both solution- and solid-phase synthesis of oligosaccharides.1
Packaging
1, 10 g in glass bottle