8-Hydroxyquinoline is an organic compound with the formula C9H7NO. It is a derivative of the heterocycle quinoline by placement of an OH group on carbon number 8. This colorless compound is widely used commercially, although under a variety of names.
It is usually prepared from quinoline-8-sulfonic acid and from a Skraup synthesis from 2-aminophenol.
8-Hydroxyquinoline is a monoprotic bidentate chelating agent. Related ligands are the Schiff base...
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8-Hydroxyquinoline is an organic compound with the formula C9H7NO. It is a derivative of the heterocycle quinoline by placement of an OH group on carbon number 8. This colorless compound is widely used commercially, although under a variety of names.
It is usually prepared from quinoline-8-sulfonic acid and from a Skraup synthesis from 2-aminophenol.
8-Hydroxyquinoline is a monoprotic bidentate chelating agent. Related ligands are the Schiff bases derived from salicylaldehyde, such as salicylaldoxime and salen. In neutral solution, the hydroxyl is in the protonated form (pKa=9.89) and the nitrogen is not protonated (pKa=5.13). However, an excited-state zwitterionic isomer exists in which H is transferred from the oxygen (giving an oxygen anion) to the nitrogen (giving a protonated nitrogen cation).
The complexes as well as the heterocycle itself exhibit antiseptic, disinfectant, and pesticide properties, functioning as a transcription inhibitor. Its solution in alcohol is used as...
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