8-Hydroxyquinoline

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8-hydroxyquinoline

[¦āt hī¦dräk·sē′kwin·ə·lən]
(organic chemistry)
C9H6NOH White crystals or powder that darken on exposure to light, slightly soluble in water, soluble in benzene, melting at 73-75°C; used in preparing fungicides and in the separation of metals by acting as a precipitating agent. Also known as oxine; oxyquinoline; 8-quinolinol.

8-Hydroxyquinoline

 

(also oxyquinoline, oxine); light yellow crystals with a melting point of 75°–76°C. 8-hydroxy-quinoline has the following structural formula:

Organic solvents, alkalis, and acids are good solvents for 8-hydroxyquinoline, but the compound is only slightly soluble in water. 8-hydroxyquinoline forms crystalline chelates, such as Mg(C9H6ON)2 and Al (C9H6ON)3; these are only slightly soluble in aqueous solutions, including acetic acid and ammonia. The capacity of 8-hydroxyquinoline to form chelates is used to detect and isolate a number of metals, including aluminum, zinc, cadmium, and magnesium. Some 8-hydroxyquinoline derivatives are used as fungicides, for example, the copper salt Cu(C9H6ON)2. Others, for example, Quinosol, Entero-Septol, and Yatren, are used as surface antiseptics or to kill amoebas.

References in periodicals archive ?
Metabolism of halogenated hydroxyquinolines in Laboratory animals
1973, "The neurotoxicity of the halogenated hydroxyquinolines.
Recent work has concentrated on the substitution and redox reactions of aqueous iron(III) with organic ligands such as ascorbic acid, aromatic diols, and hydroxyquinoline derivatives.