| Identification | Back Directory | [Name]
4,5-DIAZAFLUOREN-9-ONE | [CAS]
50890-67-0 | [Synonyms]
Dafo
50890-67-0
AKOS BBS-00000188
4,5-DIAZAFLUOREN-9-O
4,5-DIAZAFLUOREN-9-ONE
4,5-Diaza-9-fluorenone
4,5-DIAZAFLUORENE-9-ONE
4,5-Diazafluoren-9-one 97%
4,5-Diaza-9H-fluoren-9-one
4,5-Diazafluoren-9-one, 98+%
4,5-Diaza-9H-fluoren-9-one 97%
5H-Cyclopenta[1,2-b:5,4-b']dipyridin-5-one
5H-Cyclopenta[2,1-b:3,4-b']dipyridin-5-one
5H-PYRIDO[3',2':4,5]CYCLOPENTA[1,2-B]PYRIDIN-5-ONE | [Molecular Formula]
C11H6N2O | [MDL Number]
MFCD00046892 | [MOL File]
50890-67-0.mol | [Molecular Weight]
182.18 |
| Chemical Properties | Back Directory | [Melting point ]
214-217 °C(lit.)
| [Boiling point ]
396.3±17.0 °C(Predicted) | [density ]
1.387±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
Soluble in dichloromethane, tetrahydrofuran, chloroform, benzene, toluene and polar organic solvents. Insoluble in diethyl ether and alkanes. | [form ]
powder to crystal | [pka]
1.22±0.20(Predicted) | [color ]
Light yellow to Yellow to Orange | [λmax]
340nm(H2O)(lit.) | [InChIKey]
PFMTUGNLBQSHQC-UHFFFAOYSA-N | [CAS DataBase Reference]
50890-67-0 |
| Hazard Information | Back Directory | [Chemical Properties]
Yellow crystal | [Uses]
4,5-Diazafluoren-9-one behaves like cyclopentadienones and reacts with [Cp*Co(C2H4)2] to form air -stable sandwich-type complexes [Cp*Co(η4-2)]. | [Synthesis]
The general procedure for the synthesis of 4,5-diazafluoren-9-one from 1,10-phenanthroline was as follows: 1,10-phenanthroline (4.0 g, 22.2 mmol) and potassium hydroxide (KOH, 4.0 g, 71.3 mmol) were dissolved in water (250 mL), heated to boiling and maintained for 1 hour. Subsequently, a hot solution of potassium permanganate (KMnO4, 10.0 g, 63.3 mmol) dissolved in water (150 mL) was added slowly and dropwise over about 1 hour. The reaction mixture was continued to be boiled for 2 hours and then thermally filtered. After cooling the orange colored filtrate, it was extracted with chloroform. The organic extracts were combined and dried with anhydrous sodium sulfate (Na2SO4). After removal of solvent, the crude product was obtained. Further purification was carried out by silica gel column chromatography using acetone/petroleum ether (2:1, v/v) as eluent, resulting in pure 4,5-diazafluoren-9-one as a yellow solid (2 g, 50% yield).1H NMR (CDCl3) data were as follows: δ= 8.80 (d, 2H), 7.96 (d, 2H), 7.35 (d, 2H). | [References]
[1] Organic Letters, 2005, vol. 7, # 10, p. 1979 - 1982
[2] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 2000, # 6, p. 971 - 980
[3] Doklady Chemistry, 2012, vol. 442, # 2, p. 50 - 56
[4] Polyhedron, 2015, vol. 87, p. 135 - 140
[5] Chemistry of Materials, 2012, vol. 24, # 4, p. 643 - 650 |
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