(4R)-4-(propan-2-yl)-1,3-oxazolidin-2-one

• ChemBase ID: 92244
• Molecular Formular: C6H11NO2
• Molecular Mass: 129.15704
• Monoisotopic Mass: 129.0789786
• SMILES: N1[C@@H](COC1=O)C(C)C
• Canonical SMILES: CC([C@@H]1COC(=O)N1)C
• InChI: InChI=1S/C6H11NO2/c1-4(2)5-3-9-6(8)7-5/h4-5H,3H2,1-2H3,(H,7,8)/t5-/m0/s1
• InChIKey: YBUPWRYTXGAWJX-YFKPBYRVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R)-4-(propan-2-yl)-1,3-oxazolidin-2-one
• IUPAC Traditional name: (4R)-4-isopropyl-1,3-oxazolidin-2-one
• Synonyms: (R)-4-Isopropyl-2-oxazolidinone; (4S)-4-(Prop-2-yl)-1,3-oxazolidin-2-one; (4S)-2-Oxo-4-(prop-2-yl)-1,3-oxazolidine; (4S)-4-Isopropyl-1,3-oxazolidin-2-one; (R)-(+)-4-Isopropyl-2-oxazolidinone; (4r)-(+)-4-isopropyl-2-oxazolidinone; (r)-(+)-4-isopropyl-2-oxazolidinone; (4R)-(+)-4-Isopropyl-2-oxazolidinone; (R)-4-异丙基-2-噁唑烷酮; (R)-(+)-4-异丙基-2-噁唑烷酮; (4R)-(+)-4-异丙基-2-噁唑啉酮

Database IDs

• CAS Number: 95530-58-8; 17016-83-0
• MDL Number: MFCD00075172; MFCD00010847
• Beilstein Number: 5376658
• PubChem SID: 24881637; 162078942; 24860748
• PubChem CID: 641505

CALCULATED PROPERTIES

• Acid pKa: 13.160297
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 0.94522417
• LogD (pH = 7.4): 0.9452235
• Log P: 0.94522417
• Molar Refractivity: 32.4316 cm^3
• Polarizability: 12.991205 Å^3
• Polar Surface Area: 38.33 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 70-72 °C(lit.); 70-73 °C; 70-73°C; 70-74°C
• Optical Rotation: [α]20/D +17°, c = 6 in ethanol; [α]20/D -14±1°, c = 7% in chloroform; +17 (c=6 in ethanol)

Safety Information

• Storage Warning: Irritant
• German water hazard class: 3
• TSCA Listed: 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥99.0% (sum of enantiomers, GC); 97%; 98%; 98+%; 99%
• Grade: purum
• Optical Purity: ee: 99% (GLC)
• Empirical Formula (Hill Notation): C6H11NO2

DETAILS

Sigma Aldrich - 339946

Packaging
1, 2.5 g in glass bottle