1,2-bis(benzyloxy)-4-[(1Z)-2-nitroprop-1-en-1-yl]benzene

• ChemBase ID: 166944
• Molecular Formular: C23H21NO4
• Molecular Mass: 375.41714
• Monoisotopic Mass: 375.14705816
• SMILES: c1(c(ccc(c1)/C=C(/C)\[N+](=O)[O-])OCc1ccccc1)OCc1ccccc1
• Canonical SMILES: C/C(=C/c1ccc(c(c1)OCc1ccccc1)OCc1ccccc1)/[N+](=O)[O-]
• InChI: InChI=1S/C23H21NO4/c1-18(24(25)26)14-21-12-13-22(27-16-19-8-4-2-5-9-19)23(15-21)28-17-20-10-6-3-7-11-20/h2-15H,16-17H2,1H3/b18-14-
• InChIKey: PEDOADQHWFZFKP-JXAWBTAJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,2-bis(benzyloxy)-4-[(1Z)-2-nitroprop-1-en-1-yl]benzene
• IUPAC Traditional name: 1,2-bis(benzyloxy)-4-[(1Z)-2-nitroprop-1-en-1-yl]benzene
• Synonyms: 1,2-Bis(benzyloxy)-4-(2-nitropropenyl)benzene; 4-(2-Nitro-1-propenyl)-1,2-bis(phenylmethoxy)benzene; 4-(2-Nitro-1-propen-1-yl)-1,2-bis(phenylmethoxy)benzene; 1-(3,4-Dibenzyloxyphenyl)-2-nitropropene

Database IDs

• CAS Number: 62932-96-1
• PubChem SID: 162261077
• PubChem CID: 71315931

CALCULATED PROPERTIES

• LogD (pH = 5.5): 5.333291
• LogD (pH = 7.4): 5.333291
• Log P: 5.333291
• Molar Refractivity: 110.019 cm^3
• Polarizability: 41.800613 Å^3
• Polar Surface Area: 64.28 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false
• H Acceptors: 4
• H Donor: 0

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: Orange Solid

DETAILS

Toronto Research Chemicals - D422690

Intermediate in the preparation of 3,4-Methylenedioxymethamphetamine and its metabolites.

REFERENCES

• Pizarro, N., et al.: Bioorg. Med. Chem., 10, 1085 (2002)
• Milhazes, N., et al.: Chem. Res. Toxicol., 19, 1294 (2002)