1,8-Diazafluoren-9-one

1,8-Diazafluoren-9-one (DFO) is an aromatic ketone first synthesized in 1950. It is used to find fingerprints on porous surfaces. It makes fingerprints glow when they are lit by blue-green light.

1,8-Diazafluoren-9-one
Names
Preferred IUPAC name
9H-Cyclopenta[1,2-b:4,3-b]dipyridin-9-one
Other names
DFO
9H-1,8-Diazafluoren-9-one
9H-Pyrido[3,2:3,4]cyclopenta[1,2-b]pyridin-9-one
Identifiers
3D model (JSmol)
ChemSpider
PubChem CID
UNII
  • InChI=1S/C11H6N2O/c14-11-9-7(3-1-5-12-9)8-4-2-6-13-10(8)11/h1-6H Y
    Key: FOSUVSBKUIWVKI-UHFFFAOYSA-N Y
  • InChI=1/C11H6N2O/c14-11-9-7(3-1-5-12-9)8-4-2-6-13-10(8)11/h1-6H
    Key: FOSUVSBKUIWVKI-UHFFFAOYAH
SMILES
  • O=C1C3=C(C=CC=N3)C2=C1N=CC=C2
  • O=C3c1ncccc1c2c3nccc2
Properties
C11H6N2O
Molar mass 182.182 g·mol−1
Appearance Yellow powder
Melting point 229–233 °C (444–451 °F; 502–506 K)
Hazards
GHS labelling:
NFPA 704 (fire diamond)
2
1
0
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

DFO reacts with amino acids present in the fingerprint to form highly fluorescent derivatives. Excitation with light at ~470 nm results in emission at ~570 nm.

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