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      9-Fluorenone

      • Product Name: 9-Fluorenone
      • CAS: 486-25-9
      • Purity:
      • Appearance: yellow flakes, chips or crystalline powder

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      China cas 486-25-9 factory wholesale 9-Fluorenone at affordable price

      • 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

      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

      486-25-9 Relevant articles

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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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      Murahashi,Oda,Naota,Kuwabara

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      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.

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      Cyclic voltammetry, chronoamperometry, c...

      Novel photo-induced coupling reaction of 9-fluorenylidenemalononitrile with 10-methyl-9,10-dihydroacridine

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      Selective Oxidation of Arenes in Dry Media under Focused Microwaves

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      Different Z/E-selectivity depending upon the length of the acyl side chain in the formation of 2,2′-diacyl-9,9′-bifluorenylidene

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      Oxidative carbonylation of aromatic hydrocarbons in the system containing Pd or Rh compound, trifluoroacetic acid and its anhydride, and MnO2 or Mn2O3

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      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

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      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

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      Substitution of 9-(α-bromo-α-arylmethylene)fluorenes by thiolate ions in aqueous acetonitrile

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      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

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      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

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      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

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      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

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      It war found by x-ray diffraction analys...

      Dispiro[fluorene-9,5′-[1,2,3,4]tetrathiane-6′, 9″-fluorene]

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      Fluorenone Monomer Dianion Studied by 1H and 13C NMR and Charge Density Distribution

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      The diamagnetic monomer dianion of fluor...

      Selective Aerobic Oxidation of Csp3-H Bonds Catalyzed by Yeast-Derived Nitrogen, Phosphorus, and Oxygen Codoped Carbon Materials

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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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      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

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      A rare metal-free nucleophilic nitrosoar...

      486-25-9 Process route

      9H-fluoren-9-yl bromide
      1940-57-4

      9H-fluoren-9-yl bromide

      C<sub>9</sub>H<sub>7</sub>N<sub>2</sub>O<sub>3</sub><sup>(1-)</sup>*Ag<sup>(1+)</sup>
      107985-36-4

      C9H7N2O3(1-)*Ag(1+)

      9-fluorenone
      486-25-9,952573-42-1

      9-fluorenone

      (Z)-2,3-bis(4-methoxyphenyl)but-2-enedinitrle
      4680-92-6

      (Z)-2,3-bis(4-methoxyphenyl)but-2-enedinitrle

      4-methoxybenzoic acid
      100-09-4

      4-methoxybenzoic acid

      9-fluorenyl(4-methoxyphenyl)(nitro)acetonitrile
      107960-28-1

      9-fluorenyl(4-methoxyphenyl)(nitro)acetonitrile

      Conditions
      Conditions Yield
      In benzene; for 55h; Ambient temperature;
      45%
      4.5%
      26%
      37%
      (9-Hydroxy-9H-fluoren-9-yl)-phosphonic acid diisopropyl ester

      (9-Hydroxy-9H-fluoren-9-yl)-phosphonic acid diisopropyl ester

      9-fluorenone
      486-25-9,952573-42-1

      9-fluorenone

      diisopropyl hydrogenphosphonate
      1809-20-7

      diisopropyl hydrogenphosphonate

      Conditions
      Conditions Yield
      With triethylamine; Rate constant; other reagents (n-butyl- and t-butylamine);

      486-25-9 Upstream products

      • 56-23-5
        56-23-5

        tetrachloromethane

      • 18083-81-3
        18083-81-3

        methyl 9-fluoreneglyoxylate

      • 860588-41-6
        860588-41-6

        9,9'-bis-(2-nitro-phenylsulfanyl)-[9,9']bifluorenyl

      • 93-59-4
        93-59-4

        Perbenzoic acid

      486-25-9 Downstream products

      • 100-52-7
        100-52-7

        benzaldehyde

      • 64436-62-0
        64436-62-0

        9-(pyridin-2-yl)-9H-fluoren-9-ol

      • 42074-47-5
        42074-47-5

        9-(2-chloro-phenyl)-fluoren-9-ol

      • 7029-48-3
        7029-48-3

        9-ethyl-9H-fluoren-9-ol

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