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

• ChemBase ID: 147979
• Molecular Formular: C12H12ClNO3
• Molecular Mass: 253.68158
• Monoisotopic Mass: 253.05057093
• SMILES: c1ccc(cc1)C[C@H]1COC(=O)N1C(=O)CCl
• Canonical SMILES: ClCC(=O)N1C(=O)OC[C@@H]1Cc1ccccc1
• InChI: InChI=1S/C12H12ClNO3/c13-7-11(15)14-10(8-17-12(14)16)6-9-4-2-1-3-5-9/h1-5,10H,6-8H2/t10-/m0/s1
• InChIKey: DVPUBLCBQBQPOU-JTQLQIEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-4-benzyl-3-(2-chloroacetyl)-1,3-oxazolidin-2-one
• IUPAC Traditional name: (4S)-4-benzyl-3-(2-chloroacetyl)-1,3-oxazolidin-2-one
• Synonyms: (N-Chloroacetyl)-(4S)-benzyl-2-oxazolidinone; (S)-4-Benzyl-3-chloroacetyl-2-oxazolidinone; (S)-4-Benzyl-3-(2-chloroacetyl)oxazolidin-2-one; (N-氯乙酰基)-(4S)-苄基-2-噁唑烷酮; (S)-4-苄基-3-氯乙酰基-2-噁唑烷酮

Database IDs

• CAS Number: 104324-16-5
• MDL Number: MFCD00269662
• PubChem SID: 162242159; 24878061
• PubChem CID: 10879628

CALCULATED PROPERTIES

• Acid pKa: 17.900412
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.2400074
• LogD (pH = 7.4): 2.2400074
• Log P: 2.2400074
• Molar Refractivity: 62.3741 cm^3
• Polarizability: 24.510975 Å^3
• Polar Surface Area: 46.61 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 75-79 °C(lit.)
• Optical Rotation: [α]20/D +70°, c = 1 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: 97%; 98%
• Empirical Formula (Hill Notation): C12H12ClNO3

DETAILS

Sigma Aldrich - 534943

Packaging
500 mg in glass bottle