Topic
Fluorenone
About: Fluorenone is a research topic. Over the lifetime, 1067 publications have been published within this topic receiving 17162 citations. The topic is also known as: Diphenylene ketone & 9-Oxofluorene.
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Patent•
19 Nov 1985
TL;DR: In this paper, the authors proposed using a specific catalyst containing vanadium oxide and titanium oxide as main components, in preparing the titled compound useful as a raw material for agricultural chemicals, medicines and functional high polymers, etc.
Abstract: PURPOSE:To improve the yield stably with a long catalyst life, by using a specific catalyst containing vanadium oxide and titanium oxide as main components, in preparing the titled compound useful as a raw material for agricultural chemicals, medicines and functional high polymers, etc. through vapor-phase catalytic oxidation of fluorene. CONSTITUTION:Fluorene is catalytically oxidized in the vapor phase with a molecular oxygen-containing gas, using a catalyst mainly containing vanadium oxide and titanium oxide and optionally containing at least one alkali metal compound, preferably in amounts of 100pts.wt. titanium oxide (calculated as TiO2), within 1-100pts.wt., particularly 1-50pts.wt. range vanadium oxide (calculated as V2O5) and within 0.05-15pts.wt. range alkali metal compound (calculated as each oxide), to obtain the titled compound. Preferred reaction conditions are 330-450 deg.C reaction temperature, 800-8,000hr space velocity and 10- 100g/Nm -flowing gas concentration of the fluorene.
3 citations
TL;DR: This article describes the preparation of 9-fluorenol in a sequence that first oxidizes fluorene to9-fluorenone, followed by reduction of the ketone to 9- fluorenol.
Abstract: A two-step reaction sequence in the beginning organic laboratory provides a useful introduction to the importance of multistep synthesis. In addition to introducing several common synthetic methods and techniques, a two-step preparation can quickly establish the importance of testing alternative reactions in order to optimize intermediate yields. This article describes the preparation of 9-fluorenol in a sequence that first oxidizes fluorene to 9-fluorenone, followed by reduction of the ketone to 9-fluorenol. The entire experiment occurs over three lab periods. Air oxidation of fluorene under basic conditions is compared with an alternative oxidation using acidic chromate conditions. Students use semiquantitative TLC and product recoveries from column chromatography to determine which procedure provides the better yield of fluorenone. A final sodium borohydride reduction of the fluorenone then provides 9-fluorenol. All isolated products can be characterized using a variety of methods including melting poi...
3 citations
TL;DR: In this article, the hydrogen-bonding of fluorenone (FN) and FN derivatives (FODs) in hydrogen-donating methanol solvent has been investigated using time-dependent density functional theory (TDDFT) method.
Abstract: The time-dependent density functional theory (TDDFT) method has been carried out to study the hydrogen-bonding of fluorenone (FN) and FN derivatives (FODs) in hydrogen-donating methanol solvent. The ground-state geometry structure optimizations, electronic excitation energies and corresponding oscillation strengths of the low-lying electronically excited states for the isolated FN, FODs and methanol monomers and their corresponding complexes have been calculated using DFT and TDDFT methods respectively. Comparing FODs with FN, we have obtained the strength change of the hydrogen bonds and the electronic spectral shift in different excited states. At the same time, the nature of the FODs in the electronic excited states and the influence of the different substituent group have been summed up.
3 citations
TL;DR: Electron transfer to perfluoro-1,3-dimethylcyclohexane in moist THF has yielded two quite different products, one of which gives a tetrabutylammonium enolate, but potassium fluorenone ketyl affords a cyclohexenyl anion.
Abstract: Electron transfer to perfluoro-1,3-dimethylcyclohexane in moist THF has yielded two quite different products. Tetrabutylammonium iodide irradiated with ultraviolet light gives a tetrabutylammonium enolate, but potassium fluorenone ketyl affords a cyclohexenyl anion. This allylic anion was isolated as its conjugate acid, a rather strong carbon acid. Ring inversion in the anion, measured by (19)F NMR line shape analysis, is characterized by these activation parameter values: DeltaH(++) = 8.84 +/-0.14 kcal/mol and DeltaS(++) = 0.81 +/- 0.6 cal mol(-1) K(-1).
3 citations
TL;DR: Low temperature cyclic voltammetry shows that the reduction of 9-diazofluorene at a platinum cathode to give fluorenone azine probably does not involve the intermediate formation of a carbene radical anion as mentioned in this paper.
Abstract: Low temperature cyclic voltammetry shows that the reduction of 9-diazofluorene at a platinum cathode to give fluorenone azine probably does not involve the intermediate formation of a carbene radical anion.
3 citations