(3aR,4R,7aR)-4-(hydroxymethyl)-2H,3aH,4H,7aH-[1,3]dioxolo[4,5-c]pyran-2-one

• ChemBase ID: 136978
• Molecular Formular: C7H8O5
• Molecular Mass: 172.13542
• Monoisotopic Mass: 172.03717336
• SMILES: C1=CO[C@@H]([C@H]2[C@@H]1OC(=O)O2)CO
• Canonical SMILES: OC[C@H]1OC=C[C@@H]2[C@H]1OC(=O)O2
• InChI: InChI=1S/C7H8O5/c8-3-5-6-4(1-2-10-5)11-7(9)12-6/h1-2,4-6,8H,3H2/t4-,5-,6-/m1/s1
• InChIKey: WFLPBXPPOHMBIT-HSUXUTPPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aR,4R,7aR)-4-(hydroxymethyl)-2H,3aH,4H,7aH-[1,3]dioxolo[4,5-c]pyran-2-one
• IUPAC Traditional name: (3aR,4R,7aR)-4-(hydroxymethyl)-3aH,4H,7aH-[1,3]dioxolo[4,5-c]pyran-2-one
• Synonyms: D-Galactal cyclic 3,4-carbonate

Database IDs

• CAS Number: 149847-26-7
• MDL Number: MFCD01863498
• PubChem SID: 24870137; 162231245
• PubChem CID: 10888372

CALCULATED PROPERTIES

• Acid pKa: 14.569884
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.05834647
• LogD (pH = 7.4): -0.0583465
• Log P: -0.05834647
• Molar Refractivity: 36.2929 cm^3
• Polarizability: 14.897017 Å^3
• Polar Surface Area: 64.99 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: -34 °C(lit.)
• Optical Rotation: [α]23/D -51°, c = 1.2 in chloroform

Safety Information

• German water hazard class: 3

Product Information

• Contains: ≤10% ethyl acetate as stabilizer
• Empirical Formula (Hill Notation): C7H8O5