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Revision as of 00:30, 6 March 2011 editWikitanvirBot (talk | contribs)144,145 editsm r2.7.1) (robot Adding: hu:1,8-Diazafluorén-9-on← Previous edit Latest revision as of 05:23, 9 December 2024 edit undo115.23.150.109 (talk) →External links 
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{{chembox {{chembox
| Section7 = {{Chembox Hazards
⚫ | verifiedrevid = 399186614
| AutoignitionPt =
⚫ | Name = 1,8-Diazafluoren-9-one
| ExploLimits =
⚫ | ImageFile = Diazaflourenone.png
| ImageSize = 150px | FlashPt =
| LD50 =
⚫ | ImageName = 1,8-Diazafluoren-9-one
| LC50 =
| IUPACName = 9H-pyridocyclopentapyridin-9-one
| MainHazards =
⚫ | OtherNames = DFO<br />9H-1,8-Diazafluoren-9-one<br />9H-Cyclopentadipyridin-9-one
| NFPA-H = 2
⚫ | Section1 = {{Chembox Identifiers
| NFPA-F = 1
⚫ | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| NFPA-I = 0
| NFPA-S =
| GHSPictograms = {{GHS07}}
| HPhrases =
| PPhrases =
}}
| Verifiedfields = changed
| Watchedfields = changed
⚫ | verifiedrevid = 477206756
⚫ | Name = 1,8-Diazafluoren-9-one
⚫ | ImageFile = Diazaflourenone.png
| ImageSize = 150px
⚫ | ImageName = 1,8-Diazafluoren-9-one
⚫ | PIN = 9''H''-Cyclopentadipyridin-9-one
| OtherNames = DFO<br />9''H''-1,8-Diazafluoren-9-one<br />9''H''-Pyridocyclopentapyridin-9-one
⚫ | Section1 = {{Chembox Identifiers
⚫ | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 633891 | ChemSpiderID = 633891
| InChI = 1/C11H6N2O/c14-11-9-7(3-1-5-12-9)8-4-2-6-13-10(8)11/h1-6H | InChI = 1/C11H6N2O/c14-11-9-7(3-1-5-12-9)8-4-2-6-13-10(8)11/h1-6H
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = FOSUVSBKUIWVKI-UHFFFAOYSA-N | StdInChIKey = FOSUVSBKUIWVKI-UHFFFAOYSA-N
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo = 54078-29-4 | CASNo = 54078-29-4
| UNII_Ref = {{fdacite|correct|FDA}}
⚫ | SMILES = O=C1C3=C(C=CC=N3)C2=C1N=CC=C2
| UNII = V3B9KD3X5K
| PubChem = 725961
⚫ | SMILES = O=C1C3=C(C=CC=N3)C2=C1N=CC=C2
}} }}
| Section2 = {{Chembox Properties | Section2 = {{Chembox Properties
|C=11| H=6 | N=2 |O=1
| Formula = C<sub>11</sub>H<sub>6</sub>N<sub>2</sub>O<sub></sub>
| MolarMass = 182.18 g/mol | Appearance = Yellow powder
| Density = | Density =
| MeltingPt = 229-233 °C | MeltingPtC = 229-233
}} }}
}} }}


'''1,8-Diazafluoren-9-one''', also known as '''DFO''', is a chemical that is used to find ]s on porous surfaces. It makes fingerprints glow when they are lit by blue-green light. '''1,8-Diazafluoren-9-one''' ('''DFO''') is an ] ] first synthesized in 1950. It is used to find ]s on porous surfaces.<ref>{{Cite journal |last1=Lewkowicz |first1=Aneta |last2=Baranowska |first2=Karolina |last3=Bojarski |first3=Piotr |last4=Józefowicz |first4=Marek |date=2019 |title=Solvent dependent spectroscopic properties of fingerprint reagent - 1,8-Diazafluoren-9-one |url=https://linkinghub.elsevier.com/retrieve/pii/S0167732219313479 |journal=Journal of Molecular Liquids |language=en |volume=285 |pages=754–765 |doi=10.1016/j.molliq.2019.04.110|s2cid=149852434 }}</ref><ref name=":0" /> It makes fingerprints glow when they are lit by blue-green light.<ref name=":0" />


DFO reacts with ]s present in the fingerprint to form highly ] derivatives. Excitation with light at ~470 nm results in emission at ~570 nm.<ref>{{cite journal | author = C.A. Pounds et al. | journal = J. Forensic Sci. | volume = 35 | pages = 169 | year = 1990}}</ref> DFO reacts with ]s present in the fingerprint to form highly ] derivatives. Excitation with light at ~470&nbsp;nm results in emission at ~570&nbsp;nm.<ref name=":0">{{cite journal|last1=Pounds|first1=C. Anthony|last2=Grigg|first2=Ronald|last3=Mongkolaussavaratana|first3=Theeravat|title=The Use of 1,8-Diazafluoren-9-one (DFO) for the Fluorescent Detection of Latent Fingerprints on Paper. A Preliminary Evaluation|journal=Journal of Forensic Sciences|date=1 January 1990|volume=35|issue=1|pages=169–175|doi=10.1520/JFS12813J}}</ref>


==References== ==References==
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==External links== ==External links==
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{{DEFAULTSORT:Diazafluoren-9-one, 1,8-}} {{DEFAULTSORT:Diazafluoren-9-one, 1, 8-}}
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{{aromatic-stub}} {{aromatic-stub}}
{{forensics-stub}} {{forensics-stub}}

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Latest revision as of 05:23, 9 December 2024

1,8-Diazafluoren-9-one
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
3D model (JSmol)
ChemSpider
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C11H6N2O/c14-11-9-7(3-1-5-12-9)8-4-2-6-13-10(8)11/h1-6HKey: FOSUVSBKUIWVKI-UHFFFAOYSA-N
  • InChI=1/C11H6N2O/c14-11-9-7(3-1-5-12-9)8-4-2-6-13-10(8)11/h1-6HKey: 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
Appearance Yellow powder
Melting point 229–233 °C (444–451 °F; 502–506 K)
Hazards
GHS labelling:
Pictograms GHS07: Exclamation mark
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
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  ?) Infobox references
Chemical compound

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.

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.

References

  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.
  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


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