[(2S,3S)-3-methyloxiran-2-yl]methyl 4-nitrobenzoate

• ChemBase ID: 134446
• Molecular Formular: C11H11NO5
• Molecular Mass: 237.20874
• Monoisotopic Mass: 237.06372246
• SMILES: C[C@H]1[C@@H](O1)COC(=O)c1ccc(cc1)[N+](=O)[O-]
• Canonical SMILES: C[C@@H]1O[C@H]1COC(=O)c1ccc(cc1)[N+](=O)[O-]
• InChI: InChI=1S/C11H11NO5/c1-7-10(17-7)6-16-11(13)8-2-4-9(5-3-8)12(14)15/h2-5,7,10H,6H2,1H3/t7-,10-/m0/s1
• InChIKey: BPOPJHHLTDEVBN-XVKPBYJWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2S,3S)-3-methyloxiran-2-yl]methyl 4-nitrobenzoate
• IUPAC Traditional name: [(2S,3S)-3-methyloxiran-2-yl]methyl 4-nitrobenzoate
• Synonyms: (2S,3S)-(-)-3-Methylglycidyl 4-nitrobenzoate; (2S,3S)-trans-3-Methyloxirane-2-methyl 4-nitrobenzoate; (2S,3S)-(-)-3-甲基缩水甘油基 4-硝基苯甲酸酯; (2S,3S)-反-3-甲基噁丙环-2-甲基 4-硝基苯甲酸酯

Database IDs

• CAS Number: 106268-97-7
• MDL Number: MFCD00135184
• Beilstein Number: 6274744
• PubChem SID: 24885715; 162228722
• PubChem CID: 150175

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 2.1745486
• LogD (pH = 7.4): 2.1745486
• Log P: 2.1745486
• Molar Refractivity: 58.5715 cm^3
• Polarizability: 22.210783 Å^3
• Polar Surface Area: 84.65 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 103-105 °C
• Optical Rotation: [α]20/D -46±2°, c = 2.5% in chloroform

Safety Information

• RTECS: RR0510330
• 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
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.0% (sum of enantiomers, HPLC)
• Empirical Formula (Hill Notation): C11H11NO5

DETAILS

Sigma Aldrich - 68249

Other Notes
Protected epoxy alcohol which can be directly substituted at C-31