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9-Fluorenone

CAS No.486-25-9
Chemical Name:9-Fluorenone
CBNumber:CB2304953
Molecular Formula:C13H8O
Formula Weight:180.2
MOL File:486-25-9.mol

9-Fluorenone Property

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)
Flash point 163 °C
storage temp. Store below +30°C.
solubility DMSO (Slightly), Methanol (Slightly)
form Crystalline Powder or Flakes
color Yellow
Water Solubility insoluble
BRN 1636531
Stability Stable. Combustible. Incompatible with strong oxidizing agents.
InChIKey YLQWCDOCJODRMT-UHFFFAOYSA-N
LogP 3.25 at 25℃ and pH7.7
CAS DataBase Reference 486-25-9(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII AZ9T83S2AQ
NIST Chemistry Reference 9H-Fluoren-9-one(486-25-9)
EPA Substance Registry System 9-Fluorenone (486-25-9)
UNSPSC Code 12352115
NACRES NA.22

Safety

Hazard Codes :Xi
Risk Statements :36/37/38
Safety Statements :24/25-36/37/39-27-26
WGK Germany :3
RTECS :LL8925000
Autoignition Temperature :608 °C
Hazard Note :Irritant
TSCA :Yes
HS Code :29143900
Hazardous Substances Data :486-25-9(Hazardous Substances Data)
Toxicity :LD50 orally in Rabbit: > 3900 mg/kg

NFPA 704:

	1
1		0

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordWarning
Hazard statements H319-H411
Precautionary statements P273-P305+P351+P338

9-Fluorenone Price More Price(14)

Brand: Sigma-Aldrich(India)
Product number: F1506
Product name : 9-Fluorenone
Purity: 98%
Packaging: 5G
Price: ₹2294.9
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Brand: Sigma-Aldrich(India)
Product number: F1506
Product name : 9-Fluorenone
Purity: 98%
Packaging: 100G
Price: ₹2976.88
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Brand: Sigma-Aldrich(India)
Product number: F1506
Product name : 9-Fluorenone
Purity: 98%
Packaging: 500G
Price: ₹10348.7
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Brand: Sigma-Aldrich(India)
Product number: 8.03977
Product name : 9-Fluorenone
Purity: for synthesis
Packaging: 250G
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Brand: ALFA India
Product number: ALF-A12910-36
Product name : 9-Fluorenone, 98+%
Purity:
Packaging: 500g
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9-Fluorenone Chemical Properties,Usage,Production

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.
Uses 9-Fluorenone is used in the preparation of antimalarial drugs. It is a fluorene derivative. Further, it is used in functional polymer and in dyes.
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: Fluoren-9-one is the simplest member of the class fluoren-9-ones that is 9H-fluorene bearing an oxo substituent at position 9. It has a role as a fungal xenobiotic metabolite.
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.]