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

• ChemBase ID: 151329
• 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-/m1/s1
• InChIKey: LGXHODFXCOIGGJ-SECBINFHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R)-4-(1H-indol-3-ylmethyl)-1,3-oxazolidin-2-one; (4R)-4-[(1H-indol-3-yl)methyl]-1,3-oxazolidin-2-one
• IUPAC Traditional name: (4R)-4-(1H-indol-3-ylmethyl)-1,3-oxazolidin-2-one
• Synonyms: (R)-(-)-4-(1H-Indol-3-ylmethyl)-2-oxazolidinone; (R)-(-)-4-(3-Indolylmethyl)-2-oxazolidinone; (R)-4-((1H-Indol-3-yl)Methyl)oxazolidin-2-one; (R)-(-)-4-(1H-吲哚-3-甲基)-2-噁唑烷酮; (R)-(-)-4-(3-吲哚氧基甲基)-2-恶唑烷酮

Database IDs

• CAS Number: 157636-81-2
• MDL Number: MFCD01863583
• PubChem SID: 24873012; 162245484
• PubChem CID: 16213659

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 -12°, c = 1 in methanol

Safety Information

• Storage Warning: Air Sensitive
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 97%; 98%
• Empirical Formula (Hill Notation): C12H12N2O2

DETAILS

Sigma Aldrich - 496030

Packaging
1 g in glass bottle