(1R,5S)-1-phenyl-3-oxabicyclo[3.1.0]hexan-2-one

• ChemBase ID: 176609
• Molecular Formular: C11H10O2
• Molecular Mass: 174.1959
• Monoisotopic Mass: 174.06807956
• SMILES: [C@]12([C@@H](COC1=O)C2)c1ccccc1
• Canonical SMILES: O=C1OC[C@@H]2[C@]1(C2)c1ccccc1
• InChI: InChI=1S/C11H10O2/c12-10-11(6-9(11)7-13-10)8-4-2-1-3-5-8/h1-5,9H,6-7H2/t9-,11+/m1/s1
• InChIKey: WZGFIZUMKYUMRN-KOLCDFICSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,5S)-1-phenyl-3-oxabicyclo[3.1.0]hexan-2-one
• IUPAC Traditional name: (1R,5S)-1-phenyl-3-oxabicyclo[3.1.0]hexan-2-one
• Synonyms: (+/-)-2-Oxo-1-phenyl-3-oxabicyclo[3.1.0]hexane; (1R,5S)-rel-2-Oxo-1-phenyl-3-oxabicyclo[3.1.0]hexane; rac 1-Phenyl-2-oxo-3-oxabicyclo[3.1.0]hexane

Database IDs

• PubChem SID: 164232519
• PubChem CID: 11344280

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 1.8390341
• LogD (pH = 7.4): 1.8390341
• Log P: 1.8390341
• Molar Refractivity: 47.547 cm^3
• Polarizability: 18.837843 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Pale Brown Solid

DETAILS

Toronto Research Chemicals - P335845

Intermediate in the preparation of cyclopropane derivatives.

REFERENCES

• Yamaguchi, K., et al.: Bioorg. Med. Chem., 16, 8875 (2008)