(4R,5S)-4,5-diphenyl-1,3-oxazolidin-2-one

• ChemBase ID: 147323
• Molecular Formular: C15H13NO2
• Molecular Mass: 239.26922
• Monoisotopic Mass: 239.09462866
• SMILES: c1ccc(cc1)[C@@H]1[C@@H](OC(=O)N1)c1ccccc1
• Canonical SMILES: O=C1N[C@@H]([C@@H](O1)c1ccccc1)c1ccccc1
• InChI: InChI=1S/C15H13NO2/c17-15-16-13(11-7-3-1-4-8-11)14(18-15)12-9-5-2-6-10-12/h1-10,13-14H,(H,16,17)/t13-,14+/m1/s1
• InChIKey: LTENIVFVXMCOQI-KGLIPLIRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R,5S)-4,5-diphenyl-1,3-oxazolidin-2-one
• IUPAC Traditional name: (4R,5S)-4,5-diphenyl-1,3-oxazolidin-2-one
• Synonyms: (4R,5S)-(+)-cis-4,5-Diphenyl-2-oxazolidinone; (4R,5S)-4,5-二苯基唑烷-2-酮

Database IDs

• CAS Number: 86286-50-2
• MDL Number: MFCD00674023
• PubChem SID: 162241513; 24868932
• PubChem CID: 10868374

CALCULATED PROPERTIES

• Acid pKa: 12.485818
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 3.2096343
• LogD (pH = 7.4): 3.2096312
• Log P: 3.2096343
• Molar Refractivity: 67.5828 cm^3
• Polarizability: 26.611261 Å^3
• Polar Surface Area: 38.33 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 227-230 °C(lit.)
• Optical Rotation: [α]20/D 57±4°, c = 2 in methanol

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 98%
• Empirical Formula (Hill Notation): C15H13NO2

DETAILS

Sigma Aldrich - 454540

Application
Versatile chiral auxiliary for asymmetric synthesis. For a recent review, see Aldrichimica Acta .1
Packaging
1 g in glass bottle