Chemistry:1,8-Diazafluoren-9-one

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1,8-Diazafluoren-9-one
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
UNII
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 pictograms GHS07: Harmful
NFPA 704 (fire diamond)
Flammability code 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilHealth code 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformReactivity (yellow): no hazard codeSpecial hazards (white): no codeNFPA 704 four-colored diamond
1
2
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references
Tracking categories (test):

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

  1. Lewkowicz, Aneta; Baranowska, Karolina; Bojarski, Piotr; Józefowicz, Marek (2019). "Solvent dependent spectroscopic properties of fingerprint reagent - 1,8-Diazafluoren-9-one" (in en). Journal of Molecular Liquids 285: 754–765. doi:10.1016/j.molliq.2019.04.110. https://linkinghub.elsevier.com/retrieve/pii/S0167732219313479. 
  2. 2.0 2.1 2.2 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. 

External links