(3aS,6aR)-2H,3H,3aH,6H,6aH-cyclopenta[b]furan-2-one

• ChemBase ID: 137622
• Molecular Formular: C7H8O2
• Molecular Mass: 124.13722
• Monoisotopic Mass: 124.0524295
• SMILES: C1C=C[C@H]2[C@@H]1OC(=O)C2
• Canonical SMILES: O=C1O[C@H]2[C@@H](C1)C=CC2
• InChI: InChI=1S/C7H8O2/c8-7-4-5-2-1-3-6(5)9-7/h1-2,5-6H,3-4H2/t5-,6-/m1/s1
• InChIKey: RYBPGUMSFWGGLP-PHDIDXHHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aS,6aR)-2H,3H,3aH,6H,6aH-cyclopenta[b]furan-2-one
• IUPAC Traditional name: (3aS,6aR)-3H,3aH,6H,6aH-cyclopenta[b]furan-2-one
• Synonyms: (1R,5S)-2-Oxabicyclo[3.3.0]oct-6-en-3-one; (3aS,6aR)-3,3a,6,6a-Tetrahydro-2H-1-oxapentalen-2-one; (3aS,6aR)-3,3a,6,6a-Tetrahydro-2H-cyclopenta[b]furan-2-one; (1R,5S)-(+)-2-Oxabicyclo[3.3.0]oct-6-en-3-one; (1R,5S)-2-氧杂二环[3.3.0]辛-6-烯-3-酮; (3aS,6aR)-3,3a,6,6a-四氢-2H-1-氧杂环戊二烯-2-酮; (3aS,6aR)-3,3a,6,6a-四氢-2H-环戊并[b]呋喃-2-酮; (1R,5S)-(+)-2-氧杂二环[3.3.0]辛-6-烯-3-酮

Database IDs

• CAS Number: 54483-22-6
• MDL Number: MFCD00135976
• PubChem SID: 162231884
• PubChem CID: 11073412

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 0.627974
• LogD (pH = 7.4): 0.627974
• Log P: 0.627974
• Molar Refractivity: 33.0369 cm^3
• Polarizability: 12.703787 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 45-48 °C(lit.)
• Flash Point: 113 °C; 235.4 °F
• Optical Rotation: [α]20/D +102.5°, c = 1 in methanol

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 99%
• Empirical Formula (Hill Notation): C7H8O2

DETAILS

Sigma Aldrich - 279927

Application
Building block for the synthesis of carbocyclic nucleosides.1