| Identification | More | [Name]
9-Fluorenone | [CAS]
486-25-9 | [Synonyms]
9-FLUORENON
9-FLUORENONE
9H-FLUOREN-9-ONE
AURORA KA-7498
FLUOREN-9-ONE
FLUORENONE
FLUORENONE(9-)
9H-fluorene-9-one
9-oxofluorene
Diphenyleneketone
9-Fluoreneone
9-FLUORENONE PESTANAL, 250 MG
9-Fluorenone99%
9-Fluorenone,98%
Fluoren-9-one 98%
9-oxofluorine
fluorene ketone
9-FLUOROENONE
Dluoren-9-one | [EINECS(EC#)]
207-630-7 | [Molecular Formula]
C13H8O | [MDL Number]
MFCD00001141 | [Molecular Weight]
180.2 | [MOL File]
486-25-9.mol |
| Chemical Properties | Back Directory | [Appearance]
yellow flakes, chips or crystalline powder | [Melting point ]
80-83 °C (lit.) | [Boiling point ]
342 °C (lit.) | [density ]
0,9 g/cm3 | [vapor pressure ]
0.005-0.2Pa at 20-50℃ | [refractive index ]
1.6309 (estimate) | [Fp ]
163 °C
| [storage temp. ]
Store at RT. | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
Crystalline Powder or Flakes | [color ]
Yellow | [Stability:]
Stable. Combustible. Incompatible with strong oxidizing agents. | [Water Solubility ]
insoluble | [Detection Methods]
GC,NMR | [BRN ]
1636531 | [Henry's Law Constant]
6.4×100 mol/(m3Pa) at 25℃, Abraham and Jr. (2019) | [InChI]
1S/C13H8O/c14-13-11-7-3-1-5-9(11)10-6-2-4-8-12(10)13/h1-8H | [InChIKey]
YLQWCDOCJODRMT-UHFFFAOYSA-N | [SMILES]
O=C1c2ccccc2-c3ccccc13 | [LogP]
3.25 at 25℃ and pH7.7 | [Uses]
Intermediate. | [CAS DataBase Reference]
486-25-9(CAS DataBase Reference) | [NIST Chemistry Reference]
9H-Fluoren-9-one(486-25-9) | [EPA Substance Registry System]
486-25-9(EPA Substance) |
| Safety Data | Back Directory | [Symbol(GHS) ]
 
GHS07,GHS09 | [Signal word ]
Warning | [Hazard statements ]
H319-H411 | [Precautionary statements ]
P273-P305+P351+P338 | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S24/25:Avoid contact with skin and eyes .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S27:Take off immediately all contaminated clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
3
| [RTECS ]
LL8925000
| [Autoignition Temperature]
608 °C | [Hazard Note ]
Irritant | [TSCA ]
Yes | [REACH Registrations]
Active | [HS Code ]
29143900 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Aquatic Chronic 2
Eye Irrit. 2 | [Hazardous Substances Data]
486-25-9(Hazardous Substances Data) | [Toxicity]
LD50 orally in Rabbit: > 3900 mg/kg |
| Hazard Information | Back Directory | [Description]
9-fluorenone is an important intermediate for organic synthesis. It can be used to manufacture a variety of fine chemicals, mainly used as a modifier for the production of polymer materials, bisphenol fluorene, fluorenyl benzoxazine resin, acrylic resin, polyester, polycarbonate and epoxy resin. In the laboratory, fluorene was used as the raw material, dimethyl sulfoxide as the solvent, sodium hydroxide as the catalyst and oxygen as the oxidant. The oxidizing reaction was carried out by a tower packing reactor. The reaction solution was cooled and filtered to obtain a crude fluorenone. The content of crude fluorenone is 93%. We can recover 94% of the solvent and part of the crude fluorenone through distillation of the filtrate. The crude fluorenone is purified by directional crystallization to obtain yellow flaky fluorenone that have a purity of 99.8% or more. | [Chemical Properties]
yellow flakes, chips or crystalline powder; Soluble in ethanol and ether, insoluble in water. | [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. | [Preparation]
Fluorenone can be produced by catalytic oxidation of fluorene, or of fluorene fractions in the presence of a quarternary ammonium salt, or by catalytic oxidative cracking (oxicracking) of a suitable aromatic. | [Synthesis Reference(s)]
The Journal of Organic Chemistry, 60, p. 3934, 1995 DOI: 10.1021/jo00118a002
Synthetic 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.] |
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