(4S)-4-(1H-indol-3-ylmethyl)-1,3-oxazolidin-2-one

• ChemBase ID: 151102
• Molecular Formular: C12H12N2O2
• Molecular Mass: 216.23588
• Monoisotopic Mass: 216.08987763
• SMILES: c1ccc2c(c1)c(c[nH]2)C[C@H]1COC(=O)N1
• Canonical SMILES: O=C1OC[C@@H](N1)Cc1c[nH]c2c1cccc2
• InChI: InChI=1S/C12H12N2O2/c15-12-14-9(7-16-12)5-8-6-13-11-4-2-1-3-10(8)11/h1-4,6,9,13H,5,7H2,(H,14,15)/t9-/m0/s1
• InChIKey: LGXHODFXCOIGGJ-VIFPVBQESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-4-(1H-indol-3-ylmethyl)-1,3-oxazolidin-2-one
• IUPAC Traditional name: (4S)-4-(1H-indol-3-ylmethyl)-1,3-oxazolidin-2-one
• Synonyms: (S)-(+)-4-(1H-Indol-3-ylmethyl)-2-oxazolidinone; (S)-(+)-4-(1H-吲哚-3-甲基)-2-噁唑烷酮

Database IDs

• CAS Number: 152153-01-0
• MDL Number: MFCD01076165
• PubChem SID: 24873013; 162245260
• PubChem CID: 10775090

CALCULATED PROPERTIES

• Acid pKa: 13.140952
• H Acceptors: 1
• H Donor: 2
• LogD (pH = 5.5): 1.8128173
• LogD (pH = 7.4): 1.8128166
• Log P: 1.8128173
• Molar Refractivity: 59.1415 cm^3
• Polarizability: 24.064817 Å^3
• Polar Surface Area: 54.12 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 157-160 °C(lit.)
• Optical Rotation: [α]21/D +9°, c = 1 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): C12H12N2O2

DETAILS

Sigma Aldrich - 496049

Packaging
1 g in glass bottle