8-Hydroxyquinoline 99% CAS NO.148-24-3

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8-Hydroxyquinoline Basic information
Product Name:    8-Hydroxyquinoline
Synonyms:    8-hydroxy-quinolin;8-OQ;8-Oxyquinolin;8-Quinol;8-Quinolol;Fennosan;Fennosan H 30;fennosanh30
CAS:    148-24-3
MF:    C9H7NO
MW:    145.16
EINECS:    205-711-1

8-Hydroxyquinoline Chemical Properties
Melting point     70-73 °C(lit.)
Boiling point     267 °C752 mm Hg(lit.)
density     1.0340
refractive index     1.4500 (estimate)
Fp     267°C
storage temp.     Store at RT.
solubility     0.56g/l
pka    5.017(at 20℃)
form     Liquid
color     White to pale yellow or light beige
Water Solubility     INSOLUBLE

8-Hydroxyquinoline Usage And Synthesis

Uses    Oxine is an almost universal complexing agent; it reacts with very many metal ions to give water-insoluble precipitates. It has been used so far for the determination of aluminium, antimony, beryllium, bismuth, cadmium, cerium, cobalt, chromium, copper, gallium, germanium, lanthanum, lithium, magnesium, manganese, molybdenum, nickel, ruthenium, thorium, titanium, uranium, vanadium, tungsten, zinc and zirconium.
With the exception of the aluminium, bismuth, gallium, indium, lead and thallium complexes, the oxinate precipitates contain water of crystallization. The majority of the complexes are of stoichiometric composition (either with or without water of crystallization), and therefore subsequent to drying at suitable temperature the precipitates are ready for direct weighing. The precipitates containing water of crystallization are usually dried at 100-105°C and weighed as such, or dried at 130-140°C when the water of crystallization is eliminated.
The complexes can be decomposed with strong acids, and the oxine liberated in an amount equivalent to the metal may be determined by bromatometric titration.
The electrically neutral oxinate complexes are sparingly soluble in water whereas they readily dissolve in apolar solvents immiscible with water, for instance chloroform. Hence this ligand is useful for the solvent extraction enrichment and the subsequent spectrophotometric determination of metal ions. The optimum pH range for complex formation is dependent upon the stabilities of the oxinate complexes. Accordingly, divalent metals are usually precipitated quantitatively in neutral or slightly alkaline media. Adjustment of the suitable pH may be made with various tartrate buffers, for example with ammonia-ammonium tartrate in the pH range 6-10, and with sodium hydroxidesodium tartrate buffers for the pH range 10-13. Complexes of tri- and tetravalent metals are more stable, and thus can be precipitated quantitatively even at about pH 4. In these cases the pH of the solution is adjusted to the desired value with acetic acid-sodium acetate buffers. The copper(II) and iron(III) complexes precipitate quantitatively even at pH 2.7, as does vanadium(V) as an oxinate complex of uncertain composition.
Uses    8-Hydroxyquinoline has a wide variety of uses. Primarily because of their metal chelating properties, 8-hydroxyquinoline and its salts, halogenated derivatives, and metal complexes have been used as analytical reagents (Hollingshead, 1954) and as antimicrobial agents in medicine, fungicides, and insecticides (Harvey, 1975). It is also used as a preservative in cosmetics and tobacco, a chemical intermediate in dye synthesis (IARC, 1977), and a precipitating reagent for uranium and other radioactive metals in nuclear power plant liquid waste effluent. It is used in nuclear medicine with indium-111 (Davis et al., 1978).
8-Hydroxyquinoline may be used as a chelating ligand in the preparation of tris-(8-hydroxyquinoline)aluminum (Alq3), an organic electroluminescent compound used in organic light-emitting devices (OLEDs).