Original scientific paper
https://doi.org/10.5599/jese.555
Electroorganic synthesis of disulfonamide substituted p-benzoquinone by hydroquinone electrochemical oxidation
Seba Nassif
; Department of Chemistry, Faculty of Science, Al-Baath University, Homs, Syria
Deeb Bakeer
; Department of Chemistry, Faculty of Science, Al-Baath University, Homs, Syria
Rushdi Madwar
; Department of Chemistry, Faculty of Science, Al-Baath University, Homs, Syria
Waleed Khadam
; Faculty of Pharmacy, Al-Baath University, Homs, Syria
Abeer Nakhla
; Faculty of Pharmacy, Al-Baath University, Homs, Syria
Abstract
This study illustrates electrochemical behavior of hydroquinone and 4-amino-6-chlorobenzene-1,3-disulfonamide in the phosphate buffer solution evaluated by cyclic voltammetry. It was found that the peak of the hydroquinone oxidation potential in the presence of 4-amino-6-chlorobenzene-1,3-disulfonamide is shifted to more positive values compared to hydroquinone alone. Based on these results, the electrochemical synthesis of new disulfonamide substituted p-benzoquinone is proposed and carried out via electrochemical oxidation of hydroquinone in the presence of 4-amino-6-chlorobenzene-1,3-disulfonamide in the electrolytic cell. It has been concluded that hydroquinone is converted into disulfonamide substituted p-benzoquinone via an ECE mechanism. The successful electrochemical synthesis was conducted in the water/ethanol mixture under green conditions without any toxic reagents or solvents and with high atom economy.
Keywords
Cyclic voltammetry; electrochemical synthesis; hydroquinone; disulfonamide
Hrčak ID:
211784
URI
Publication date:
8.12.2018.
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