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Copper quinolate
[CAS# 10380-28-6]

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Identification
ClassificationOrganic raw materials >> Organometallic compound >> Organic copper
NameCopper quinolate
SynonymsCupric 8-hydroxyquinolate; 8-Hydroxyquinoline copper complex; Bis(8-quinolinolato)copper; Oxine-copper
Molecular StructureCAS # 10380-28-6, Copper quinolate
Molecular FormulaC18H12CuN2O2
Molecular Weight351.85
CAS Registry Number10380-28-6
EC Number233-841-9
SMILESc1cc2cccnc2c(c1)O[Cu]Oc3cccc4c3nccc4
Properties
SolubilityInsoluble 0.07mg/L (water)
Safety Data
Hazard Symbolssymbol symbol symbol   GHS06;GHS07;GHS09 Danger  Details
Risk StatementsH315-H319-H330-H335-H400  Details
Safety StatementsP260-P261-P264-P264+P265-P271-P273-P280-P284-P302+P352-P304+P340-P305+P351+P338-P316-P319-P320-P321-P332+P317-P337+P317-P362+P364-P391-P403+P233-P405-P501  Details
Hazard Classification
up    Details
HazardClassCategory CodeHazard Statement
Eye irritationEye Irrit.2H319
Skin irritationSkin Irrit.2H315
Acute hazardous to the aquatic environmentAquatic Acute1H400
Acute toxicityAcute Tox.1H330
Specific target organ toxicity - single exposureSTOT SE3H335
Acute toxicityAcute Tox.4H302
Specific target organ toxicity - single exposureSTOT SE2H371
Acute toxicityAcute Tox.2H330
Acute toxicityAcute Tox.3H331
SDSAvailable
up Discovery and Applications
Copper quinolate, also known as copper(II) 8-hydroxyquinolate, is a coordination compound formed from copper and 8-hydroxyquinoline. The discovery of copper quinolate dates back to the early 20th century when the chelating properties of 8-hydroxyquinoline were being explored. Researchers found that it formed stable complexes with various metal ions, including copper. The unique properties of these complexes, particularly their antimicrobial and luminescent characteristics, have led to a variety of applications in different fields.

One of the primary applications of copper quinolate is its use as an antimicrobial agent. Copper and 8-hydroxyquinoline both have potent antimicrobial properties, and their combination enhances these effects. Copper quinolate is effective against a wide range of bacteria, fungi, and viruses, making it useful in medical and industrial settings. It is employed in antimicrobial coatings for medical devices, textiles, and surfaces to prevent the spread of infections.

In agriculture, copper quinolate is used as a fungicide and bactericide to protect crops from fungal and bacterial infections. It is applied to seeds, soil, and plants to prevent and treat diseases, thereby improving crop yield and quality. Its effectiveness in controlling plant pathogens helps reduce the reliance on synthetic chemicals, promoting more sustainable farming practices.

Copper quinolate is utilized in the development of luminescent materials, particularly in organic light-emitting diodes (OLEDs). Its ability to emit light upon excitation makes it valuable in the creation of OLED displays and lighting solutions. The stability and efficiency of copper quinolate complexes contribute to the advancement of modern display technologies, including screens for smartphones, televisions, and other electronic devices.

In analytical chemistry, copper quinolate is used as a reagent for the detection and quantification of copper ions. Its ability to form colored complexes with copper allows for the visual or spectrophotometric determination of copper concentrations in various samples, including environmental and biological specimens. This application is crucial in monitoring and managing copper levels in different contexts.

Copper quinolate also finds applications in catalysis. It is employed as a catalyst in various chemical reactions, including organic synthesis and polymerization processes. The catalytic properties of copper quinolate enhance reaction efficiency and selectivity, contributing to the development of more effective and sustainable chemical processes.

References

1985. Evidence that the mechanisms of fungitoxicity of 8-quinolinol and its bischelate with copper(II) are different. Canadian Journal of Microbiology, 31(8).
DOI: 10.1139/m85-134

2001. Role of reactive oxygen species in cupric 8-quinolinoxide-induced genotoxic effect. Mutation Research/Genetic Toxicology and Environmental Mutagenesis, 491(1-2).
DOI: 10.1016/s1383-5718(00)00169-8

2003. Electrokinetic remediation of clayey soils containing copper(II)-oxinate using humic acid as a surfactant. Journal of Hazardous Materials, 97(1-3).
DOI: 10.1016/s0304-3894(02)00168-1

2008. Optimization of dispersive liquid-liquid microextraction of copper (II) by atomic absorption spectrometry as its oxinate chelate: Application to determination of copper in different water samples. Talanta, 75(3).
DOI: 10.1016/j.talanta.2007.12.035

2019. Toxic effects of oxine-copper on development and behavior in the embryo-larval stages of zebrafish. Aquatic Toxicology, 210.
DOI: 10.1016/j.aquatox.2019.02.020
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