(4S)-5,5-diphenyl-4-(propan-2-yl)-1,3-oxazolidin-2-one

• ChemBase ID: 144722
• Molecular Formular: C18H19NO2
• Molecular Mass: 281.34896
• Monoisotopic Mass: 281.14157885
• SMILES: CC(C)[C@H]1C(OC(=O)N1)(c1ccccc1)c1ccccc1
• Canonical SMILES: CC([C@@H]1NC(=O)OC1(c1ccccc1)c1ccccc1)C
• InChI: InChI=1S/C18H19NO2/c1-13(2)16-18(21-17(20)19-16,14-9-5-3-6-10-14)15-11-7-4-8-12-15/h3-13,16H,1-2H3,(H,19,20)/t16-/m0/s1
• InChIKey: PHTOJBANGYSTOH-INIZCTEOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-5,5-diphenyl-4-(propan-2-yl)-1,3-oxazolidin-2-one
• IUPAC Traditional name: (4S)-4-isopropyl-5,5-diphenyl-1,3-oxazolidin-2-one
• Synonyms: (S)-(-)-4-Isopropyl-5,5-diphenyl-2-oxazolidinone; (s)-(-)-4-isopropyl-5,5-diphenyl-2-oxazolidinone; (S)-(-)-4-异丙基-5,5-二苯基-2-噁唑烷酮

Database IDs

• CAS Number: 184346-45-0
• MDL Number: MFCD03093556
• PubChem SID: 24879198; 162238934
• PubChem CID: 9838646

CALCULATED PROPERTIES

• Acid pKa: 12.813211
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 4.2389865
• LogD (pH = 7.4): 4.238985
• Log P: 4.2389865
• Molar Refractivity: 81.4176 cm^3
• Polarizability: 32.139595 Å^3
• Polar Surface Area: 38.33 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 252-255 °C(lit.)
• Optical Rotation: [α]24/D -220°, c = 1% in chloroform

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 98%
• Empirical Formula (Hill Notation): C18H19NO2

DETAILS

Sigma Aldrich - 551104

Packaging
1, 5 g in glass bottle