8-hydroxyquinolinate

Hydroxyquinoline ( oxine ). The technique adopted in this preparation is based upon the fact that, in general, the reactants glycerol, amine, nitro compound and sulphuric acid can be mixed with temperature control, and then maintained at any convenient temperature below 120° without any appreciable chemical reaction taking place. A pre-mix of the amine, glycerol and sulphuric acid, maintained at a temperature which keeps it fluid (60-90°), is added in portions to a reaction vessel containiug the nitro compound and warmed with stirring to 140-170° at which temperature the Skraup reaction takes place. 

Condensation of 2-amino-4-phenyithiazole with 8-hydroxyquinoline (73) through the intermediacy of the formaldehyde Mannich base illus-... 

Br , citrate, CE, CN , E, NH3, SCN , S20 , thiourea, thioglycolic acid, diethyldithiocarba-mate, thiosemicarbazide, bis(2-hydroxyethyl)dithiocarbamate Acetate, acetylacetone, BE4, citrate, C20 , EDTA, E , formate, 8-hydroxyquinoline-5-sul-fonic acid, mannitol, 2,3-mercaptopropanol, OH , salicylate, sulfosalicylate, tartrate, triethanolamine, tiron... 

The amount of iron and manganese in an alloy can be determined by precipitating the metals with 8-hydroxyquinoline, C9H7NO. After weighing the mixed precipitate, the precipitate is dissolved and the amount of 8-hydroxyquinoline determined by another method. In a typical analysis, a 127.3-mg sample of an alloy containing iron, manganese, and other metals was dissolved in acid and... 

Liquid—Liquid Extraction. Among the various extractants available for the recovery of metals from aqueous streams, only 8-hydroxyquinoline derivatives are effective for the recovery of galHum from Bayer Hquor. A process has been developed and patented (7—12). Production began in 1980 in Salindres, France, foUowed in 1989 in Pinjarra, western AustraHa. 

Copper quinolinolate (oxine copper) is the chelate of divalent copper and 8-hydroxyquinoline and shares most of its market with copper naphthenate, which is a complex copper salt of mixed naphthenic acids. The principal uses are in wood treatments and some military textiles, where the green color is not objectionable. Copper naphthenate has an odor but is cheaper than oxine. Both copper naphthenate and 2inc naphthenate have performed well in environment tests, with exposure to soil above-ground, as well as concrete (33). 

Corrosion Inhibitors. Steel-reinforcing wire and rods embedded in concrete containing quinoline or quinoline chromate are less susceptible to corrosion (72) (see Corrosion and corrosion control). Treating the surface of metals with 8-hydroxyquinoline [148-24-3] makes them resistant to tarnishing and corrosion (73). Ethylene glycol-type antifreeze may contain quinoline, 2-chloro-, 4-amino-, 8-nitro-, or 8-hydroxyquinoline to prevent corrosion (74). 

The extraction of metal ions depends on the chelating ability of 8-hydroxyquinoline. Modification of the stmcture can improve its properties, eg, higher solubility in organic solvents (91). The extraction of nickel, cobalt, copper, and zinc from acid sulfates has been accompHshed using 8-hydroxyquinohne in an immiscible solvent (92). In the presence of oximes, halo-substituted 8-hydroxyquinolines have been used to recover copper and zinc from aqueous solutions (93). Dilute solutions of heavy metals such as mercury, ca dmium, copper, lead, and zinc can be purified using quinoline-8-carboxyhc acid adsorbed on various substrates (94). 

Polymers containing 8-hydroxyquinoline appear to be selective adsorbents for tungsten in alkaline brines (95). In the presence of tartrate and citrate, quinaldic acid [93-10-7] allows the separation of zinc from gallium and indium (96). Either of these compounds can selectively separate lead and zinc from oxide ores as complexes (97). It is also possible to separate by extraction micro quantities of rhenium(VII), using quinoline in basic solution (98). The... 

Ca.ta.lysts, A small amount of quinoline promotes the formation of rigid foams (qv) from diols and unsaturated dicarboxyhc acids (100). Acrolein and methacrolein 1,4-addition polymerisation is catalysed by lithium complexes of quinoline (101). Organic bases, including quinoline, promote the dehydrogenation of unbranched alkanes to unbranched alkenes using platinum on sodium mordenite (102). The peracetic acid epoxidation of a wide range of alkenes is catalysed by 8-hydroxyquinoline (103). Hydroformylation catalysts have been improved using 2-quinolone [59-31-4] (104) (see Catalysis). 

---