(3aR,4R,5R,6aS)-4-formyl-2-oxo-hexahydro-2H-cyclopenta[b]furan-5-yl benzoate

• ChemBase ID: 145375
• Molecular Formular: C15H14O5
• Molecular Mass: 274.26866
• Monoisotopic Mass: 274.08412355
• SMILES: c1ccc(cc1)C(=O)O[C@@H]1C[C@H]2[C@@H]([C@H]1C=O)CC(=O)O2
• Canonical SMILES: O=C[C@H]1[C@@H](C[C@H]2[C@@H]1CC(=O)O2)OC(=O)c1ccccc1
• InChI: InChI=1S/C15H14O5/c16-8-11-10-6-14(17)19-12(10)7-13(11)20-15(18)9-4-2-1-3-5-9/h1-5,8,10-13H,6-7H2/t10-,11-,12+,13-/m1/s1
• InChIKey: NDHMOBCVFGMXRK-FVCCEPFGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aR,4R,5R,6aS)-4-formyl-2-oxo-hexahydro-2H-cyclopenta[b]furan-5-yl benzoate
• IUPAC Traditional name: (3aR,4R,5R,6aS)-4-formyl-2-oxo-hexahydrocyclopenta[b]furan-5-yl benzoate
• Synonyms: Corey aldehyde benzoate; [3aR(3aα,4α,5β,6aα)]-(-)-5-(Benzoyloxy)hexahydro-2-oxo-2H-cyclopenta[b]furan-4-carboxaldehyde; 苯甲酰 Corey 醛; [3aR(3aα,4α,5β,6aα)]-(-)-5-(苯甲酰氧基)六氢-2-氧代-2H-环戊并[b]呋喃-4-甲醛

Database IDs

• CAS Number: 39746-01-5
• PubChem SID: 24871690; 162239581
• PubChem CID: 11000244

CALCULATED PROPERTIES

• Acid pKa: 11.257806
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.2457179
• LogD (pH = 7.4): 1.2456589
• Log P: 1.2457187
• Molar Refractivity: 68.5287 cm^3
• Polarizability: 27.080032 Å^3
• Polar Surface Area: 69.67 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 128-138 °C(lit.)
• Optical Rotation: [α]23/D -85°, c = 1 in methanol

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Empirical Formula (Hill Notation): C15H14O5

DETAILS

Sigma Aldrich - 480517

Packaging
1 g in glass bottle
250 mg in glass bottle