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33484

Sigma-Aldrich

1,8-Diazafluoren-9-one

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Synonym(s):
Cyclopenta[1,2-b:4,3-b’]dipyridin-9-one
Empirical Formula (Hill Notation):
C11H6N2O
CAS Number:
Molecular Weight:
182.18
Beilstein:
134499
MDL number:
PubChem Substance ID:
NACRES:
NA.32

Quality Level

mp

229-233 °C

solubility

acetic acid: 10 mg/mL, clear

fluorescence

λex 470 nm; λem 570 nm

storage temp.

2-8°C

SMILES string

O=C1c2ncccc2-c3cccnc13

InChI

1S/C11H6N2O/c14-11-9-7(3-1-5-12-9)8-4-2-6-13-10(8)11/h1-6H

InChI key

FOSUVSBKUIWVKI-UHFFFAOYSA-N

Application

1,8-Diazafluoren-9-one (DFO) is used in forensic science to detect latent fingerprints on paper and other materials. DFO forms highly fluorescent derivatives with amino acids (excitation ~470 nm; emission ~570 nm).

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Aneta Lewkowicz et al.
Materials (Basel, Switzerland), 13(13) (2020-07-10)
The investigation of innovative label-free α-amino acids detection methods represents a crucial step for the early diagnosis of several diseases. While 1,8-diazafluoren-9-one (DFO) is known in forensic application because of the fluorescent products by reacting with the amino acids present
C.A. Pounds et al.
Journal of Forensic Sciences, 35, 169-169 (1990)
D Wilkinson
Forensic science international, 109(2), 87-103 (2000-03-08)
This paper describes the study of the reaction between 1, 8-diazafluoren-9-one (DFO) with the amino acid L-alanine in methyl alcohol. Particular interest was paid to the possible role of the solvent which appears to react with the DFO to form
Danna E Bicknell et al.
Journal of forensic sciences, 53(5), 1108-1116 (2008-07-22)
1,2-Indanedione belongs to a class of compounds which have demonstrated great potential in the processing of latent prints, particularly in the area of fluorescence. However, variability in results achieved worldwide has precluded it from being used extensively. In order to
J P Caldwell et al.
Journal of forensic sciences, 46(6), 1332-1341 (2001-11-21)
The utilization of the lanthanide shift reagent tris (6,6,7,7,8,8,8-heptafluoro-2,2-dimethyl-3,5-octanedionato) europium (III) [Eu(fod)3] as a simple one-step reagent for the luminescent visualization of latent fingerprints has been investigated. UV excitation of Eu(fod)3-treated prints, achieved by using a hand-held UV lamp or

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