Fluorenone

Fluorenone is an aromatic organic compound with the chemical formula C₁₃H₈O. It is used to make antimalaria drugs. It can be synthesised from fluorene with the addition of glacial acetic acid and sodium hypochlorite solution, undergoing an oxidation reaction. It is bright fluorescent yellow in color and is a solid at room temperature.

Not to be confused with fluorone, fluorene, or fluorine.

Fluorenone

Names
IUPAC name Fluoren-9-one
Other names 9-Fluorenone; 9H-Fluoren-9-one; 9-Oxofluorene; Diphenylene ketone
Identifiers
CAS Number	486-25-9^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:17922^Y
ChEMBL	ChEMBL571655^Y
ChemSpider	9824^Y
ECHA InfoCard	100.006.937
KEGG	C06712^Y
PubChem CID	10241
UNII	AZ9T83S2AQ^Y
CompTox Dashboard (EPA)	DTXSID6049307
InChI InChI=1S/C13H8O/c14-13-11-7-3-1-5-9(11)10-6-2-4-8-12(10)13/h1-8H^Y Key: YLQWCDOCJODRMT-UHFFFAOYSA-N^Y InChI=1/C13H8O/c14-13-11-7-3-1-5-9(11)10-6-2-4-8-12(10)13/h1-8H Key: YLQWCDOCJODRMT-UHFFFAOYAR
SMILES c1ccc2c(c1)-c3ccccc3C2=O
Properties
Chemical formula	C13H8O
Molar mass	180.206 g·mol^−1
Appearance	Yellow solid
Density	1.130 g/cm^3 (99 °C)[1]
Melting point	84.0 °C (183.2 °F; 357.1 K)[1]
Boiling point	341.5 °C (646.7 °F; 614.6 K)[1]
Solubility in water	Insoluble
Solubility	soluble in alcohol, acetone, benzene very soluble in ether, toluene
log P	3.58
Magnetic susceptibility (χ)	-99.4·10^−6 cm^3/mol
Refractive index (nD)	1.6309
Hazards
Main hazards	Irritant
Safety data sheet	External MSDS
NFPA 704 (fire diamond)	1 1 0
Flash point	163 °C (325 °F; 436 K)[1]
Autoignition temperature	608 °C (1,126 °F; 881 K)
Related compounds
Related compounds	Fluorene 1,8-Diazafluoren-9-one
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

According to UBC, the derivative compound fluorenone thiosemicarbazone (CAS number 68279-50-5) can be used to counterbalance androgens.[2]

It is used as a fragrance or odor agent in candles.

See also

• Fluorenol
• Chlorflurenol

References

1. Record in the GESTIS Substance Database of the Institute for Occupational Safety and Health
2. 1. 14205 U.S. Patent 20,170,183,319

External links

• Material Safety Data Sheet