(4S)-5,5-dimethyl-4-phenyl-1,3-oxazolidin-2-one

• ChemBase ID: 145644
• Molecular Formular: C11H13NO2
• Molecular Mass: 191.22642
• Monoisotopic Mass: 191.09462866
• SMILES: CC1([C@@H](NC(=O)O1)c1ccccc1)C
• Canonical SMILES: O=C1N[C@H](C(O1)(C)C)c1ccccc1
• InChI: InChI=1S/C11H13NO2/c1-11(2)9(12-10(13)14-11)8-6-4-3-5-7-8/h3-7,9H,1-2H3,(H,12,13)/t9-/m0/s1
• InChIKey: HSQRCAULDOQKPF-VIFPVBQESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-5,5-dimethyl-4-phenyl-1,3-oxazolidin-2-one
• IUPAC Traditional name: (4S)-5,5-dimethyl-4-phenyl-1,3-oxazolidin-2-one
• Synonyms: (S)-(+)-5,5-Dimethyl-4-phenyl-2-oxazolidinone; (s)-5,5-dimethyl-4-phenyl-2-oxazolidinone; (S)-(+)-5,5-二甲基-4-苯基-2-噁唑烷酮

Database IDs

• CAS Number: 168297-84-5
• MDL Number: MFCD00274262
• PubChem SID: 24868262; 162239848
• PubChem CID: 2733820

CALCULATED PROPERTIES

• Acid pKa: 12.614569
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 2.1225457
• LogD (pH = 7.4): 2.1225436
• Log P: 2.1225457
• Molar Refractivity: 52.357 cm^3
• Polarizability: 20.703234 Å^3
• Polar Surface Area: 38.33 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 151-156 °C(lit.)
• Optical Rotation: [α]25/D +71°, c = 2 in chloroform

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%
• Optical Purity: ee: 99% (HPLC)
• Empirical Formula (Hill Notation): C11H13NO2

DETAILS

Sigma Aldrich - 450715

Packaging
1 g in glass bottle
250 mg in glass bottle