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

• ChemBase ID: 145662
• Molecular Formular: C12H15NO2
• Molecular Mass: 205.253
• Monoisotopic Mass: 205.11027873
• SMILES: CC1([C@@H](NC(=O)O1)Cc1ccccc1)C
• Canonical SMILES: O=C1N[C@H](C(O1)(C)C)Cc1ccccc1
• InChI: InChI=1S/C12H15NO2/c1-12(2)10(13-11(14)15-12)8-9-6-4-3-5-7-9/h3-7,10H,8H2,1-2H3,(H,13,14)/t10-/m0/s1
• InChIKey: AEEGFEJKONZGOH-JTQLQIEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-4-benzyl-5,5-dimethyl-1,3-oxazolidin-2-one
• IUPAC Traditional name: (4S)-4-benzyl-5,5-dimethyl-1,3-oxazolidin-2-one
• Synonyms: (S)-(-)-4-Benzyl-5,5-dimethyl-2-oxazolidinone; (S)-4-Benzyl-5,5-dimethyloxazolidin-2-one; (s)-(-)-4-benzyl-5,5-dimethyl-2-oxazolidinone; (S)-(-)-4-苄基-5,5-二甲基-2-噁唑烷酮

Database IDs

• CAS Number: 168297-85-6
• MDL Number: MFCD00674020
• PubChem SID: 24868260; 162239866
• PubChem CID: 10921652

CALCULATED PROPERTIES

• Acid pKa: 13.053386
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 2.411207
• LogD (pH = 7.4): 2.4112062
• Log P: 2.411207
• Molar Refractivity: 57.112 cm^3
• Polarizability: 22.546469 Å^3
• Polar Surface Area: 38.33 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 65-68 °C(lit.)
• Optical Rotation: [α]22/D -98°, 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: 95+%; 98%
• Optical Purity: ee: 99% (HPLC)
• Empirical Formula (Hill Notation): C12H15NO2

DETAILS

Sigma Aldrich - 450693

Packaging
500 mg in glass bottle