Fluorenone

• Fluoren- 9-one
• Diphenylenketon

Yellow scales

Fixed

0.9 g · cm -3 ( 20 ° C)

81-83 ° C

342 ° C

• Insoluble in water
• Insoluble in ethanol, acetone, diethyl ether and hot sulfuric acid

1.6309 ( 99 ° C)

Template: Infobox chemical / molecular formula search available

Fluorenone is a derivative of fluorene ( a polycyclic aromatic hydrocarbon ) and belongs to the group of aromatics and ketones. Unlike the fluorene, the keto group at the smaller five-membered ring ( in the 9-position ).

History

Derivatives of fluorenone were the first drugs worldwide with a proven efficacy against viruses ( Tilorone, since about 1970). Clinical application, however, was set on the basis of side effects.

Production and representation

Fluorenone is prepared by oxidation of fluorene in a basic medium:

Furthermore, it is formed ( such as fluorene ) in a low concentration even when the combustion of gasoline and diesel.

Properties

The pure material is a flammable, yellow, crystalline solid. Fluorenone in solution has a striking, intense color, which explains its use in chromatography. The darker compared to fluorene (yellow ) color results from the extension of the aromatic system of the oxygen atom ( with conjugated double bonds).

Use

Fluorenone is used as the dye in the column chromatography. Some derivatives have been used earlier as an anti -virus drugs ( antivirals ). Research currently underway for the development of new chemotherapeutic agents and anti-virals from fluorenone (analogous to the Tilorone ). By suitable substituents on the molecule is to maximize the effectiveness and the side effects are to be minimized. In addition, the growth regulator chlorflurenol from fluorenone is synthesized.

Safety

In contrast to fluorene fluorenone is not acutely toxic. It is a potent mitogen. Therefore, suspected carcinogenic properties can not be proven. The fluoro derivative 4- acetylaminofluorene (AAF ), however, acts on animal and human carcinogen.