6,10-diazatricyclo[7.4.0.02,7]trideca-1(9),2,4,6,10,12-hexaen-8-one

• ChemBase ID: 85889
• Molecular Formular: C11H6N2O
• Molecular Mass: 182.17814
• Monoisotopic Mass: 182.04801282
• SMILES: n1cccc2c1C(=O)c1ncccc21
• Canonical SMILES: O=C1c2ncccc2c2c1nccc2
• InChI: InChI=1S/C11H6N2O/c14-11-9-7(3-1-5-12-9)8-4-2-6-13-10(8)11/h1-6H
• InChIKey: FOSUVSBKUIWVKI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6,10-diazatricyclo[7.4.0.0^2,^7]trideca-1(9),2,4,6,10,12-hexaen-8-one; 6,10-diazatricyclo[7.4.0.0^2,^7]trideca-1(9),2(7),3,5,10,12-hexaen-8-one; 6,10-diazatricyclo[7.4.0.0^{2,7}]trideca-1(9),2,4,6,10,12-hexaen-8-one
• IUPAC Traditional name: 6,10-diazatricyclo[7.4.0.0^2,^7]trideca-1(9),2,4,6,10,12-hexaen-8-one; 1,8-diazafluoren-9-one; 6,10-diazatricyclo[7.4.0.0^{2,7}]trideca-1(9),2,4,6,10,12-hexaen-8-one
• Synonyms: DFO; 9H-1,8-Diazafluoren-9-one; 9H-Cyclopenta[1,2-b:4,3-b']dipyridin-9-one; 1,8-Diazafluoren-9-one; Cyclopenta[1,2-b:4,3-b’]dipyridin-9-one; 1,8-Diazafluoren-9-one; 9H-Pyrido[3',2':3,4]cyclopenta[1,2-b]pyridin-9-one; 1,8-Diaza-9H-fluoren-9-one

Database IDs

• CAS Number: 54078-29-4
• MDL Number: MFCD00082335
• Beilstein Number: 134499
• PubChem SID: 24860261; 162073005
• PubChem CID: 725961
• Chemspider ID: 633891
• Wikipedia Title: 1,8-Diazafluoren-9-one

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.4428008
• LogD (pH = 7.4): 1.4429325
• Log P: 1.4429342
• Molar Refractivity: 50.6539 cm^3
• Polarizability: 20.847403 Å^3
• Polar Surface Area: 42.85 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: acetic acid: soluble10 mg/mL, clear
• Melting Point: 229-233 °C
• Fluorescence: λex 470 nm; λem 570 nm

Safety Information

• Storage Warning: Irritant
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Empirical Formula (Hill Notation): C11H6N2O
• Classification: Rare Derivatives of Natural Compounds

DETAILS

Sigma Aldrich - 33484

Other Notes
Reagent forming highly fluorescent derivatives with amino acids (excitation ~470 nm; emission ~570 nm). Used for the detection of latent fingerprints on paper with high sensitivity.1