486-25-9
- Product Name：9-Fluorenone
- Molecular Formula：C13H8O
- Purity：99%
- Molecular Weight：180.206
Product Details
Cost-effective customized wholesale 9-Fluorenone 486-25-9
- Molecular Formula:C13H8O
- Molecular Weight:180.206
- Appearance/Colour:yellow flakes, chips or crystalline powder
- Vapor Pressure:8.01E-05mmHg at 25°C
- Melting Point:80-83 °C(lit.)
- Refractive Index:1.667
- Boiling Point:341.499 °C at 760 mmHg
- Flash Point:144.142 °C
- PSA：17.07000
- Density:1.244 g/cm3
- LogP:2.89800
9-Fluorenone(Cas 486-25-9) Usage
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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 |
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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.] |
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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. |
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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. |
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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
486-25-9 Relevant articles
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17H-Tetrabenzo[a,c,g,i]fluoren-17-one po...
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A quantitative method is reported for th...
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Schiessler,Eldred
, p. 3958 (1948)
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Schoenberg,Awad
, p. 788 (1950)
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Chromium-assisted oxidations with sodium perborate by phase transfer catalysis
Muzart,N'Ait Ajjou
, p. 575 - 580 (1991)
Oxidation by sodium perborate of selecte...
Synthesis of fluorovinyl pyrazolyl (thio)ethers by the reaction of gem-difluoroalkenes with pyrazolin-5-ones (thiones)
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, p. 61 - 68 (2016)
A mild and efficient method for the prep...
Retro Abramov vs. Rearrangement path competition in hydroxyphosphonate decomposition
Gancarz, Roman,Gancarz, Irena,Deron, Agnieszka
, p. 61 - 69 (2000)
1-hydoxyphosphonates in the presence of ...
Ruthenium-catalyzed cytochrome P-450 type oxidation of alkanes with alkyl hydroperoxides
Murahashi,Oda,Naota,Kuwabara
, p. 1299 - 1302 (1993)
The ruthenium-catalyzed oxidation of alk...
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Wade et al.
, p. 3724 (1979)
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Tetracyclic arenes by benzannulation of tricyclic carbene complexes of chromium with alkynes: Chemo-, regio-, and stereoselectivity
Pfeiffer, Juergen,Nieger, Martin,Doetz, Karl Heinz
, p. 1843 - 1857 (1998)
The tricarbonyl chromium complexes 7-9 a...
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Huntress,Hershberg,Cliff
, p. 2720,2724 (1931)
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Substituent and pH Effects on the Hydrolysis Modes of 9-(dinitromethyl)-9-alkoxylfluorenes
Hoz, Shmaryahu,Perach, Sara Sima
, p. 4056 - 4059 (1982)
The hydrolysis of 9-(dinitromethyl)-9-al...
On the mechanism of the directed ortho and remote metalation reactions of N,N-dialkylbiphenyl 2-carboxamides
Tilly, David,Fu, Jian-Min,Zhao, Bao-Ping,Alessi, Manlio,Castanet, Anne-Sophie,Snieckus, Victor,Mortier, Jacques
, p. 68 - 71 (2010)
"Chemical Equation Presented" A study co...
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Metz
, p. 612 (1972)
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C-OH bond cleavage initiated by electron transfer: Electroreduction of 9-fluorenol
Mendkovich, Andrey S.,Syroeshkin, Mikhail A.,Nasybullina, Darya V.,Mikhailov, Mikhail N.,Gultyai, Vadim P.,Elinson, Mikhail N.,Rusakov, Alexander I.
, p. 962 - 973 (2016)
Cyclic voltammetry, chronoamperometry, c...
Novel photo-induced coupling reaction of 9-fluorenylidenemalononitrile with 10-methyl-9,10-dihydroacridine
Jiang, Hong,Liu, You-Cheng,Li, Jing,Wang, Guan-Wu,Wu, Yun-Dong,Wang, Quan-Ming,Mak, Thomas C. W.
, p. 882 - 883 (2002)
9-Fluorenylidenemalononitrile reacts wit...
Selective Oxidation of Arenes in Dry Media under Focused Microwaves
Oussaid, Abdelouahad,Loupy, Andre
, p. 342 - 343 (1997)
Arenes are oxidized into ketones within ...
Different Z/E-selectivity depending upon the length of the acyl side chain in the formation of 2,2′-diacyl-9,9′-bifluorenylidene
Oota, Atsushi,Imai, Toshinobu,Yamazaki, Ayumi,Oba, Toru,Karikomi, Michinori,Minabe, Masahiro
, p. 333 - 335 (2006)
We studied the formation of 2,2′-diacyl-...
Oxidative carbonylation of aromatic hydrocarbons in the system containing Pd or Rh compound, trifluoroacetic acid and its anhydride, and MnO2 or Mn2O3
Kalinovskii,Pogorelov,Gelbshtein,Akhmetov
, p. 1457 - 1462 (2001)
Manganese(II) and manganese(IV) oxides a...
Evidence for rhenaphenanthrene formation and its conversion to fluorenone
Mike, Carl A.,Ferede, Roman,Allison, Neil T.
, p. 1457 - 1459 (1988)
Introduction of 2,2′-dilithiobiphenyl to...
Surface-inspired molecular vanadium oxide catalysts for the oxidative dehydrogenation of alcohols: Evidence for metal cooperation and peroxide intermediates
Werncke, C. Gunnar,Limberg, Christian,Knispel, Christina,Mebs, Stefan
, p. 12129 - 12135 (2011)
On the basis that thiacalix[4]arene (H4T...
CeO2–δ-Modified CuFe2O4 with Enhanced Oxygen Transfer as Efficient Catalysts for Selective Oxidation of Fluorene under Mild Conditions
Huang, Xiubing,Wang, Peng,Zhang, Hean,Guo, Zhengwei,Liu, Jijia,Lu, Guilong,Pang, Guangsheng,Wang, Ge
, p. 91 - 97 (2019)
The design of efficient catalysts for th...
Substitution of 9-(α-bromo-α-arylmethylene)fluorenes by thiolate ions in aqueous acetonitrile
Rappoport, Zvi,Shainyan, Bagrat A.
, p. 871 - 878 (1997)
The substitution of 9-(α-bromo-α-arylmet...
Vitamin B12 supported on graphene oxide: As a bio-based catalyst for selective aerobic oxidation of alcohols
Shaabani, Ahmad,Rashidi Vahid, Adina,Shaabani, Shabnam,Mohammadian, Reza,Nazeri, Mohammad Taghi,Keramati Nejad, Mina
, (2018)
The environmental impact of chemical pro...
Indolopyridines with a bridging heteroatom. 9. Synthesis, structure, and thermolysis of 5-hydroxy-5-(2-pyridyl)-fluorene and -4-azafluorene
Soldatenkov,Kolyadina,Kuleshova,Khrustalev
, p. 817 - 821 (1996)
Treatment of fluorenone or 4-azafluoren-...
Carbene-to-carbene oxygen atom transfer
Kovacs, Dalila,Lee, Ming-Shi,Olson, David,Jackson, James E.
, p. 8144 - 8145 (1996)
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Pentamethylcyclopentadienyl Half-Sandwich Diazoalkane Complexes of Ruthenium: Preparation and Reactivity
Albertin, Gabriele,Antoniutti, Stefano,Bortoluzzi, Marco,Botter, Alessandra,Castro, Jesús
, p. 5592 - 5602 (2016)
The diazoalkane complexes [Ru(η5-C5Me5)(...
Thermal and photochemical 1,3-dipolar cycloaddition of a sulfine (Fluorenethione S-oxide) to the strained triple bond of cyclooctyne
Adam, Waldemar,Froehling, Bettina,Weinkoetz, Stephan
, p. 9154 - 9155 (1998)
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Direct proof for a lower reactivity of monomeric vs. dimeric oxidovanadium complexes in alcohol oxidation
Werncke, C. Gunnar,Limberg, Christian,Metzinger, Ramona
, p. 2426 - 2432 (2013)
Previous attempts to synthesize and isol...
Structure of 9-(4-pyridylmethylene)fluorene and 9-(E)-benzylidene-1-azafluorene. Oxidation of 9-(4-pyridylmethylene)fluorene and its condensation with acetylenedicarboxylic acid diester
Kolyadina,Soldatenkov,Gridunova,Prostakov
, p. 833 - 836 (1998)
It war found by x-ray diffraction analys...
Dispiro[fluorene-9,5′-[1,2,3,4]tetrathiane-6′, 9″-fluorene]
Linden,Gebert,Heimgartner
, p. 764 - 766 (2001)
The tetrathiane ring of the title compou...
Synthesis of Substituted Quinazolin-4(3H)-imines from Aryldiazonium Salts, Nitriles and 2-Cyanoanilines via A Metal-Free Tandem Approach
Ramanathan, Mani,Liu, Yi-Hung,Peng, Shie-Ming,Liu, Shiuh-Tzung
, p. 5840 - 5843 (2017)
A transition metal-free synthesis of mul...
Fluorenone Monomer Dianion Studied by 1H and 13C NMR and Charge Density Distribution
Hirayama, Masatoshi,Ohhata, Hiroshi
, p. 2751 - 2756 (1987)
The diamagnetic monomer dianion of fluor...
Selective Aerobic Oxidation of Csp3-H Bonds Catalyzed by Yeast-Derived Nitrogen, Phosphorus, and Oxygen Codoped Carbon Materials
Ju, Zhao-Yang,Song, Li-Na,Chong, Ming-Ben,Cheng, Dang-Guo,Hou, Yang,Zhang, Xi-Ming,Zhang, Qing-Hua,Ren, Lan-Hui
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Nitrogen, phosphorus, and oxygen codoped...
Nanostructured Manganese Oxides within a Ring-Shaped Polyoxometalate Exhibiting Unusual Oxidation Catalysis
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supporting information, (2021/12/30)
Nanosized manganese oxides have recently...
[Fe(bpy)3]2+-based porous organic polymers with boosted photocatalytic activity for recyclable organic transformations
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Three rigid metal porous organic polymer...
Nitrosoarene-Catalyzed HFIP-Assisted Transformation of Arylmethyl Halides to Aromatic Carbonyls under Aerobic Conditions
Pradhan, Suman,Sharma, Vishali,Chatterjee, Indranil
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A rare metal-free nucleophilic nitrosoar...
486-25-9 Process route
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1940-57-4
9H-fluoren-9-yl bromide
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107985-36-4
C9H7N2O3(1-)*Ag(1+)
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486-25-9,952573-42-1
9-fluorenone
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4680-92-6
(Z)-2,3-bis(4-methoxyphenyl)but-2-enedinitrle
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100-09-4
4-methoxybenzoic acid
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107960-28-1
9-fluorenyl(4-methoxyphenyl)(nitro)acetonitrile
| Conditions | Yield |
|---|---|
|
In
benzene;
for 55h;
Ambient temperature;
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45% 4.5% 26% 37% |
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(9-Hydroxy-9H-fluoren-9-yl)-phosphonic acid diisopropyl ester
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486-25-9,952573-42-1
9-fluorenone
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1809-20-7
diisopropyl hydrogenphosphonate
| Conditions | Yield |
|---|---|
|
With
triethylamine;
Rate constant;
other reagents (n-butyl- and t-butylamine);
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486-25-9 Upstream products
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56-23-5
tetrachloromethane
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18083-81-3
methyl 9-fluoreneglyoxylate
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860588-41-6
9,9'-bis-(2-nitro-phenylsulfanyl)-[9,9']bifluorenyl
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93-59-4
Perbenzoic acid
486-25-9 Downstream products
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100-52-7
benzaldehyde
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64436-62-0
9-(pyridin-2-yl)-9H-fluoren-9-ol
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42074-47-5
9-(2-chloro-phenyl)-fluoren-9-ol
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7029-48-3
9-ethyl-9H-fluoren-9-ol
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