1,8-diazafluoren-9-one

1,8-Diazafluoren-9-one
Names
	Preferred IUPAC name 9H-Cyclopentadipyridin-9-one
	Other names DFO; 9H-1,8-Diazafluoren-9-one; 9H-Pyridocyclopentapyridin-9-one
Identifiers
CAS Number	54078-29-4 ;
3D model (JSmol)	Interactive image; Interactive image;
ChemSpider	633891 ;
PubChem CID	725961;
UNII	V3B9KD3X5K ;
CompTox Dashboard (EPA)	DTXSID10352406 ;
	InChI InChI=1S/C11H6N2O/c14-11-9-7(3-1-5-12-9)8-4-2-6-13-10(8)11/h1-6H Key: FOSUVSBKUIWVKI-UHFFFAOYSA-N ; 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
Chemical formula	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:
Pictograms
NFPA 704 (fire diamond)	2 1 0
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). verify (what is ?) Infobox references

1,8-Diazafluoren-9-one (DFO) is an aromatic ketone first synthesized in 1950. It is used to find fingerprints on porous surfaces.^[1]^[2] It makes fingerprints glow when they are lit by blue-green light.^[2]

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.^[2]

References

^ Lewkowicz, Aneta; Baranowska, Karolina; Bojarski, Piotr; Józefowicz, Marek (2019). "Solvent dependent spectroscopic properties of fingerprint reagent - 1,8-Diazafluoren-9-one". Journal of Molecular Liquids. 285: 754–765. doi:10.1016/j.molliq.2019.04.110. S2CID 149852434.
^ ^a ^b ^c Pounds, C. Anthony; Grigg, Ronald; Mongkolaussavaratana, Theeravat (1 January 1990). "The Use of 1,8-Diazafluoren-9-one (DFO) for the Fluorescent Detection of Latent Fingerprints on Paper. A Preliminary Evaluation". Journal of Forensic Sciences. 35 (1): 169–175. doi:10.1520/JFS12813J.

External links

RCMP report on 1,8-diazafluoren-9-one

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[1] Lewkowicz, Aneta; Baranowska, Karolina; Bojarski, Piotr; Józefowicz, Marek (2019). "Solvent dependent spectroscopic properties of fingerprint reagent - 1,8-Diazafluoren-9-one". Journal of Molecular Liquids. 285: 754–765. doi:10.1016/j.molliq.2019.04.110. S2CID 149852434.

[:0-2] Pounds, C. Anthony; Grigg, Ronald; Mongkolaussavaratana, Theeravat (1 January 1990). "The Use of 1,8-Diazafluoren-9-one (DFO) for the Fluorescent Detection of Latent Fingerprints on Paper. A Preliminary Evaluation". Journal of Forensic Sciences. 35 (1): 169–175. doi:10.1520/JFS12813J.

[1]

[2]

Names

Preferred IUPAC name 9H-Cyclopentadipyridin-9-one
Other names DFO 9H-1,8-Diazafluoren-9-one 9H-Pyridocyclopentapyridin-9-one
Identifiers
CAS Number	54078-29-4^Y
3D model (JSmol)	Interactive image Interactive image
ChemSpider	633891^Y
PubChem CID	725961
UNII	V3B9KD3X5K^Y
CompTox Dashboard (EPA)	DTXSID10352406
InChI 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
Chemical formula	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:
Pictograms
NFPA 704 (fire diamond)	2 1 0
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). N verify (what is ^YN ?) Infobox references