(2R)-oxiran-2-ylmethyl 4-nitrobenzoate

• ChemBase ID: 148991
• Molecular Formular: C10H9NO5
• Molecular Mass: 223.18216
• Monoisotopic Mass: 223.04807239
• SMILES: c1cc(ccc1C(=O)OC[C@H]1CO1)[N+](=O)[O-]
• Canonical SMILES: O=C(c1ccc(cc1)[N+](=O)[O-])OC[C@@H]1OC1
• InChI: InChI=1S/C10H9NO5/c12-10(16-6-9-5-15-9)7-1-3-8(4-2-7)11(13)14/h1-4,9H,5-6H2/t9-/m1/s1
• InChIKey: MUWIANZPEBMVHH-SECBINFHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-oxiran-2-ylmethyl 4-nitrobenzoate
• IUPAC Traditional name: (2R)-oxiran-2-ylmethyl 4-nitrobenzoate
• Synonyms: (R)-(-)-Glycidyl 4-nitrobenzoate; (R)-(-)-Glycidyl 4-nitrobenzoate; (R)-(-)-Oxirane-2-methanol 4-nitrobenzoate; (2R)-(-)-Glycidyl 4-nitrobenzoate; (R)-(-)-缩水甘油基 4-硝基苯甲酸酯; (R)-(-)-环氧乙烷-2-甲醇 4-硝基苯甲酸酯; (R)-(-)-缩水甘油基 4-硝基苯甲酸酯; (2R)-(-)-缩水甘油基 4-硝基苯甲酸酯

Database IDs

• CAS Number: 106268-95-5
• MDL Number: MFCD00010835
• Beilstein Number: 5278590
• PubChem SID: 24858094; 162243161
• PubChem CID: 10867905

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 1.7579736
• LogD (pH = 7.4): 1.7579736
• Log P: 1.7579736
• Molar Refractivity: 54.1527 cm^3
• Polarizability: 20.391794 Å^3
• Polar Surface Area: 84.65 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 60-62 °C; 60-62 °C(lit.)
• Optical Rotation: [α]19/D -37°, c = 1.08 in chloroform; [α]20/D -37±2°, c = 1% in chloroform

Safety Information

• RTECS: RR0511000
• 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% (HPLC); 98%
• Grade: purum
• Empirical Formula (Hill Notation): C10H9NO5

DETAILS

Sigma Aldrich - 300438

Packaging
1 g in glass bottle

Sigma Aldrich - 50037

Other Notes
Chiral building block reacting at C3 with nucleophiles1,2