2-(benzyloxy)-1-methoxy-4-[(E)-2-nitroethenyl]benzene

• ChemBase ID: 92760
• Molecular Formular: C16H15NO4
• Molecular Mass: 285.2946
• Monoisotopic Mass: 285.10010797
• SMILES: [N+](=O)([O-])/C=C/c1cc(c(cc1)OC)OCc1ccccc1
• Canonical SMILES: COc1ccc(cc1OCc1ccccc1)/C=C/[N+](=O)[O-]
• InChI: InChI=1S/C16H15NO4/c1-20-15-8-7-13(9-10-17(18)19)11-16(15)21-12-14-5-3-2-4-6-14/h2-11H,12H2,1H3
• InChIKey: JNMKPRLNICRRIV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(benzyloxy)-1-methoxy-4-[(E)-2-nitroethenyl]benzene; 2-(benzyloxy)-1-methoxy-4-(2-nitroethenyl)benzene
• IUPAC Traditional name: 2-(benzyloxy)-1-methoxy-4-(2-nitroethenyl)benzene; 2-(benzyloxy)-1-methoxy-4-[(E)-2-nitroethenyl]benzene
• Synonyms: 1-Methoxy-4-(2-nitroethenyl)-2-(phenylmethoxy)benzene; NSC 31391; 3-Benzyloxy-4-methoxy-β-nitrostyrene; 3-Benzyloxy-4-methoxy-beta-nitrostyrene; trans-3-Benzyloxy-4-methoxy-β-nitrostyrene

Database IDs

• CAS Number: 63909-29-5; 55507-05-6
• MDL Number: MFCD00100844
• PubChem SID: 24864487; 162079458
• PubChem CID: 688198

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 3.5364785
• LogD (pH = 7.4): 3.5364785
• Log P: 3.5364785
• Molar Refractivity: 79.5873 cm^3
• Polarizability: 30.367392 Å^3
• Polar Surface Area: 64.28 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetic Acid; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Yellow Solid
• Melting Point: 128-131 °C(lit.); 129-130°C

Safety Information

• 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

Product Information

• Purity: 99%
• Linear Formula: C6H5CH2OC6H3(OCH3)CH=CHNO2

REFERENCES

• Bermejo, A., et al.: J. Med. Chem., 45, 5058 (2002)
• Ma, D., et al.: Bioorg. Med. Chem. Lett., 14, 47 (2002)