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[¦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.



(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 ?
An 8-hydroxyquinoline method for labile and total aluminium in soil extracts.
002 mol/L 8-hydroxyquinoline solution for 3-6h before being fixed in Carnoy's solution (95% ethanol: glacial acetic acid=3:1) for 12-24 h; then they were hydrolyzed in 1 mol/L HC1 at 60[degrees]C for 10-15 min.
1% 8-hydroxyquinoline, 2% dimethyl sulfoxide (DMSO), and 10 mM tetrasodium EDTA, pH 13] was gently poured into the assembly to cover the slides to a height of approximately 6.
002 mol/L 8-hydroxyquinoline at about 25[degrees]C, then fixed for 1 hour in Carnoy's fluid (1 volume of pure acetic acid and 3 volumes of 95% ethanol) at about 4[degrees]C.
Toxicology and Carcinogenesis Studies of 8-Hydroxyquinoline (CAS No.
503-10, Diagnostic Chemical) that uses acyl amidohydrolase to cleave the amide bond in ACET but in which the formed p-aminophenol reacts with 8-hydroxyquinoline in the presence of manganese ions to form the colored compound 5-(4-iminophenol)8-quinolone, also failed to detect ACET in the sample.
Into noncoated tubes kept on melting ice were added consecutively 500 [micro]L of sample, 10 [micro]L of dimercaptol solution, 10 [micro]L of 8-hydroxyquinoline solution, and 1 mL of maleate buffer, pH 6.
The LEDs fabricated for the Bell Labs full color display contain 8-hydroxyquinoline aluminum (Alq), a compound patented by Eastman Kodak Company that normally emits only green light.
Copper 8-hydroxyquinoline has been studied in animals but is considered deficient for evaluation.