1-[4-(2-phenyldiazen-1-yl)phenyl]-2,5-dihydro-1H-pyrrole-2,5-dione

• ChemBase ID: 158710
• Molecular Formular: C16H11N3O2
• Molecular Mass: 277.27744
• Monoisotopic Mass: 277.08512661
• SMILES: c1ccc(cc1)/N=N/c1ccc(cc1)N1C(=O)C=CC1=O
• Canonical SMILES: O=C1C=CC(=O)N1c1ccc(cc1)/N=N/c1ccccc1
• InChI: InChI=1S/C16H11N3O2/c20-15-10-11-16(21)19(15)14-8-6-13(7-9-14)18-17-12-4-2-1-3-5-12/h1-11H
• InChIKey: DVNPYLMPVFDKGZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[4-(2-phenyldiazen-1-yl)phenyl]-2,5-dihydro-1H-pyrrole-2,5-dione
• IUPAC Traditional name: 1-[4-(2-phenyldiazen-1-yl)phenyl]pyrrole-2,5-dione
• Synonyms: 4-(N-Maleimido)azobenzene; 4-Phenylazomaleinanil; 4-苯氮霉素

Database IDs

• CAS Number: 16201-96-0
• EC Number: 240-330-4
• MDL Number: MFCD00005506
• Beilstein Number: 236610
• PubChem SID: 162252846; 24898251
• PubChem CID: 85328

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 3.6516223
• LogD (pH = 7.4): 3.6516252
• Log P: 3.6516252
• Molar Refractivity: 82.3447 cm^3
• Polarizability: 29.220938 Å^3
• Polar Surface Area: 62.1 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 162-165 °C(lit.); 162-165°C

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A

Product Information

• Purity: 95%; 97%
• Empirical Formula (Hill Notation): C16H11N3O2

DETAILS

Sigma Aldrich - P18608

Packaging
1 g in glass bottle

REFERENCES

• Dienophile with the azobenzene chromophore, useful for the isolation of dienes as colored crystalline adducts: J. Chem. Soc., 2970 (1955).