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Mechanistic and electrochemical investigation of catechol oxidation in the presence of thioacetamide: application for voltammetric determination of thioacetamide in aqueous media

Posted on 1. April, 2015.

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Organic sulfur compounds are commonly found in wastewater and sediments and are environmentally significant due to their hideous odour. Sulfur containing organic compounds such as thioacetamide CH3CSNH2 (TAM) have many industrial and non-industrial applications.

Other applications of TAM are as organic solvents in the leather, textile, and paper industries, as an accelerator in the vulcanisation of buna rubber (synthetic poly butadiene), as a stabiliser of motor fuel, as a replacement for hydrogen sulfide in qualitative analysis, as a reactant in making metal salt nanoparticles, as a herbicide, as a fungicide, as a corrosion inhibitor, and to control the decay of oranges.
On the other hand, the presence of TAM in waste waters and its toxic effects on the environment means it is considered as a pollutant. Also, TAM is a slow-acting hepato carcinogen. Acute and chronic administration leads to liver cirrhosis and tumours and it has been reported to inhibit protein synthesis at a concentration of 20 mg/l00g body wt.
Various methods such as, amperometric or coulometric titration, redox reactions, anodisation of mercury, and anodic voltammetry of TAM and its amperometric determination at boron-doped diamoned electrode has been used for the determination of TAM in different samples.
The electrochemical oxidation of o-diphenols (catechol) has been described and has shown that these compounds can be oxidised to o-quinones under a quasireversible process. 

To read the full article, go to  Progress in Reaction Kinetics and Mechanism, Volume 40, Number 1, 2015, pp. 95-103.

Authors: Alireza Asghari, Omid Ghaderi, Maryam Rajabi, Mohsen Ameri and Ali Amoozadeh
Department of Chemistry, Semnan University, Semnan 35195-363, Iran

Keywords: catechol, thioacetamide, cyclic voltammetry, differential pulse voltammetry, glassy carbon electrode

DOI:10.3184/146867815X14199576102955

Image: Cyclic voltammograms of 2 mmol L-1 catechol (1a) in the (a) absence and (b) presence 2 mmol L-1 of TAM at glassy carbon electrode, in phosphate buffer solution (0.2 mol L-1, pH=6.0). Scan rate: 50 mV s−1, T=25±1 °C