Fluorenone is an
aromatic
In chemistry, aromaticity is a chemical property of cyclic ( ring-shaped), ''typically'' planar (flat) molecular structures with pi bonds in resonance (those containing delocalized electrons) that gives increased stability compared to satur ...
organic compound
In chemistry, organic compounds are generally any chemical compounds that contain carbon-hydrogen or carbon-carbon bonds. Due to carbon's ability to catenate (form chains with other carbon atoms), millions of organic compounds are known. The ...
with the chemical formula C
13H
8O. It is bright fluorescent yellow in color and is a solid at room temperature.
It can be synthesised from
fluorene with the addition of
glacial acetic acid
Acetic acid , systematically named ethanoic acid , is an acidic, colourless liquid and organic compound with the chemical formula (also written as , , or ). Vinegar is at least 4% acetic acid by volume, making acetic acid the main component ...
and
sodium hypochlorite
Sodium hypochlorite (commonly known in a dilute solution as bleach) is an Inorganic chemistry, inorganic chemical compound with the chemical formula, formula NaOCl (or NaClO), comprising a sodium cation () and a hypochlorite anion (or ). It may ...
solution, undergoing an oxidation reaction.
Several substituted fluorenones are biologically active as antibiotic, anticancer, antiviral, or neuromodulatory compounds.
Some substituted azafluorenones are biologically active, such as the naturally occurring antimicrobial compound
onychine (1-methyl-4-azafluorenone).
The compound
1,8-diazafluoren-9-one
1,8-Diazafluoren-9-one (DFO) is an aromatic ketone first synthesized in 1950. It is used to find fingerprints on porous surfaces. It makes fingerprints glow when they are lit by blue-green light.
DFO reacts with amino acids present in the finger ...
is used for fingerprint detection.
Medicine uses
Fluorenone has uses in medicinal chemistry, for example in the synthesis of
Paranyline, IPS-339
0979-28-4 Fanthridone, & SKF 550
8776-87-3among others.
A pair of patents was disclosed for an analog of
amitriptyline
Amitriptyline, sold under the brand name Elavil among others, is a tricyclic antidepressant primarily used to treat cyclic vomiting syndrome (CVS), major depressive disorder and a variety of pain syndromes from neuropathic pain to fibromyalgi ...
that relies on fluorenone starting material
684-13-3[Dr Kurt Stach, et al. DE1150976 (1963 to Roche Diagnostics GmbH).]
See also
*
Fluorenol
Fluorenol, also known as hydrafinil, is an alcohol derivative of fluorene. In the most significant isomer, fluoren-9-ol or 9-hydroxyfluorene, the hydroxy group is located on the bridging carbon between the two benzene rings. Hydroxyfluorene can be ...
*
Chlorflurenol
References
{{reflist
External links
Material Safety Data Sheet
Designer drugs