(3aS,6aR)-1H,3H,3aH,6H,6aH-cyclopenta[c]furan-1-one

• ChemBase ID: 152817
• Molecular Formular: C7H8O2
• Molecular Mass: 124.13722
• Monoisotopic Mass: 124.0524295
• SMILES: C1C=C[C@H]2[C@@H]1C(=O)OC2
• Canonical SMILES: O=C1OC[C@@H]2[C@H]1CC=C2
• InChI: InChI=1S/C7H8O2/c8-7-6-3-1-2-5(6)4-9-7/h1-2,5-6H,3-4H2/t5-,6-/m1/s1
• InChIKey: XYRFGFRTVXZAIU-PHDIDXHHSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 128946-78-1
• MDL Number: MFCD05664713
• Beilstein Number: 4661660
• PubChem SID: 162246960; 24886859
• PubChem CID: 10909564

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 0.67643154
• LogD (pH = 7.4): 0.67643154
• Log P: 0.67643154
• Molar Refractivity: 33.2696 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

• Optical Rotation: [α]20/D 53±2°, c = 0.5% in methanol

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95.0% (GC)
• Empirical Formula (Hill Notation): C7H8O2

DETAILS

Sigma Aldrich - 75653

Other Notes
Chiral building block; e.g. for pheromone synthesis1
Packaging
100 mg in glass bottle