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Synthesis Reference(s) |
The Journal of Organic Chemistry, 60, p. 3934, 1995 DOI: 10.1021/jo00118a002Synthetic Communications, 6, p. 285, 1976 DOI: 10.1080/00397917608063524 |
Purification Methods |
Crystallise 9-fluorenone from absolute EtOH, MeOH or *benzene/pentane. [Ikezawa J Am Chem Soc 108 1589 1986.] Also recrystallise it twice from toluene and sublime it in a vacuum [Saltiel J Am Chem Soc 108 2674 1986]. It can be distilled under high vacuum. [Beilstein 7 H 465, 7 III 2330, 7 IV 1629.] |
General Description |
9-Fluorenone is a polycyclic aromatic ketone with a planar structure, serving as a core component in the synthesis of chiral bent cyclophanes and polyaryl derivatives. It exhibits notable optoelectronic properties, including high fluorescence quantum yields when incorporated into rigid cyclophane structures, and can be selectively functionalized through metal-catalyzed C–O bond activation for applications in materials science, such as organic light-emitting devices and liquid crystals. |
Application |
9-Fluorenone has been extensively used as a precursor to synthesize a variety of organic electronic materials. Some of the general examples are:Synthesis of host for the blue and green phosphorescent organic light emitting diodes (PHOLEDs).Synthesis of fluorene-based molecular motors.Synthesis of open-shell Chichibabin′s hydrocarbons as potential organic spintronic materials.It also acts as a sensitizer in the formation of picene via photosensitization of 1,2-di(1-naphthyl)ethane. |
Definition |
ChEBI: The simplest member of the class fluoren-9-ones that is 9H-fluorene bearing an oxo substituent at position 9. |
InChI:InChI=1/C13H8O/c14-13-11-7-3-1-5-9(11)10-6-2-4-8-12(10)13/h1-8H
17H-Tetrabenzo[a,c,g,i]fluoren-17-one po...
A quantitative method is reported for th...
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Oxidation by sodium perborate of selecte...
A mild and efficient method for the prep...
1-hydoxyphosphonates in the presence of ...
The ruthenium-catalyzed oxidation of alk...
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The tricarbonyl chromium complexes 7-9 a...
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The hydrolysis of 9-(dinitromethyl)-9-al...
"Chemical Equation Presented" A study co...
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Cyclic voltammetry, chronoamperometry, c...
9-Fluorenylidenemalononitrile reacts wit...
Arenes are oxidized into ketones within ...
We studied the formation of 2,2′-diacyl-...
Manganese(II) and manganese(IV) oxides a...
Introduction of 2,2′-dilithiobiphenyl to...
On the basis that thiacalix[4]arene (H4T...
The design of efficient catalysts for th...
The substitution of 9-(α-bromo-α-arylmet...
The environmental impact of chemical pro...
Treatment of fluorenone or 4-azafluoren-...
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The diazoalkane complexes [Ru(η5-C5Me5)(...
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Previous attempts to synthesize and isol...
It war found by x-ray diffraction analys...
The tetrathiane ring of the title compou...
A transition metal-free synthesis of mul...
The diamagnetic monomer dianion of fluor...
Nitrogen, phosphorus, and oxygen codoped...
Nanosized manganese oxides have recently...
Three rigid metal porous organic polymer...
A rare metal-free nucleophilic nitrosoar...
9H-fluoren-9-yl bromide
C9H7N2O3(1-)*Ag(1+)
9-fluorenone
(Z)-2,3-bis(4-methoxyphenyl)but-2-enedinitrle
4-methoxybenzoic acid
9-fluorenyl(4-methoxyphenyl)(nitro)acetonitrile
Conditions | Yield |
---|---|
In
benzene;
for 55h;
Ambient temperature;
|
45% 4.5% 26% 37% |
(9-Hydroxy-9H-fluoren-9-yl)-phosphonic acid diisopropyl ester
9-fluorenone
diisopropyl hydrogenphosphonate
Conditions | Yield |
---|---|
With
triethylamine;
Rate constant;
other reagents (n-butyl- and t-butylamine);
|
tetrachloromethane
methyl 9-fluoreneglyoxylate
9,9'-bis-(2-nitro-phenylsulfanyl)-[9,9']bifluorenyl
Perbenzoic acid
benzaldehyde
9-(pyridin-2-yl)-9H-fluoren-9-ol
9-(2-chloro-phenyl)-fluoren-9-ol
9-ethyl-9H-fluoren-9-ol