5-ethyl-6-phenyl-3,8-bis(prop-2-enamido)phenanthridin-5-ium bromide

• ChemBase ID: 151911
• Molecular Formular: C27H24BrN3O2
• Molecular Mass: 502.40236
• Monoisotopic Mass: 501.10518902
• SMILES: CC[n+]1c2cc(ccc2c2ccc(cc2c1c1ccccc1)NC(=O)C=C)NC(=O)C=C.[Br-]
• Canonical SMILES: C=CC(=O)Nc1ccc2c(c1)[n+](CC)c(c1c2ccc(c1)NC(=O)C=C)c1ccccc1.[Br-]
• InChI: InChI=1S/C27H23N3O2.BrH/c1-4-25(31)28-19-12-14-21-22-15-13-20(29-26(32)5-2)17-24(22)30(6-3)27(23(21)16-19)18-10-8-7-9-11-18;/h4-5,7-17H,1-2,6H2,3H3,(H,28,31);1H
• InChIKey: VVSGFSHAUFPBFM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-ethyl-6-phenyl-3,8-bis(prop-2-enamido)phenanthridin-5-ium bromide
• IUPAC Traditional name: 5-ethyl-6-phenyl-3,8-bis(prop-2-enamido)phenanthridin-5-ium bromide
• Synonyms: 3,8-Bisacrylamido-5-ethyl-6-phenylphenanthridinium bromide; 3,8-Bisacryloyl ethidium bromide; Ethidium bromide-N,N′-bisacrylamide; 3,8-双丙烯酰胺-5-乙基-6-苯基菲啶溴化物; 3,8-双丙烯酰基溴化乙啶; 溴化乙啶-N,N′-双丙烯酰胺

Database IDs

• CAS Number: 480438-67-3
• MDL Number: MFCD01075053
• PubChem SID: 162246057; 24879941
• PubChem CID: 16217182

CALCULATED PROPERTIES

• Acid pKa: 13.494733
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 0.7326008
• LogD (pH = 7.4): 0.7326005
• Log P: 0.73260087
• Molar Refractivity: 131.6181 cm^3
• Polarizability: 52.40985 Å^3
• Polar Surface Area: 62.08 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 248-252 °C(lit.)
• Absorption Wavelength: λmax 304 nm; λmax 418 nm (2nd)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US)
• Storage Temperature: 2-8°C

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C27H24BrN3O2

DETAILS

Sigma Aldrich - 565121

Application
Fluorescent monomer
Packaging
100 mg in glass bottle