Mechanistic study of homogeneous reactions coupled with electrochemical oxidation of catechols

Nematollahi, Davood; Rafiee, Mohammad; Fotouhi, Lida

doi:10.1007/bf03246523

Cited by 72 publications

(63 citation statements)

References 84 publications

(125 reference statements)

Supporting

Mentioning

Contrasting

Order By: Relevance

“…One of the most successful in situ generations of reactive o-quinones species is electrochemical oxidation [4]. There are many reports on electro-oxidation of catechols that produce o-quinones as reactive intermediates in many useful homogeneous reactions [5]. The quinones formed are quite reactive and can be attacked by a variety of nucleophiles [4,5].…”

Section: Introductionmentioning

confidence: 99%

“…There are many reports on electro-oxidation of catechols that produce o-quinones as reactive intermediates in many useful homogeneous reactions [5]. The quinones formed are quite reactive and can be attacked by a variety of nucleophiles [4,5]. The mechanism is dependent on some parameters, such as the nature of nucleophile (electron withdrawing or donating), electrolysis medium (solvent, acidity or pH) and catechol type, etc.…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Study of Electrochemical Oxidation of Catechol in the Presence of Sulfanilic Acid at Different pH

Motin

Uddin

Dhar

et al. 2017

Port. Electrochim. Acta

View full text Add to dashboard Cite

The electrochemical behavior of catechol in the presence of sulfanilic acid has been examined in aqueous solution with numerous pH values, different electrodes and different concentration of sulfanilic acid, using cyclic voltammetry, controlled potential coulometry and differential pulse voltammetry. The reaction of o-benzoquinone with sulfanilic acid in the second scan of potential was observed. It is assumed that the reaction occurred between the sulfonate group of sulfanilic acid and quinone, rather than between the amino group of sulfanilic acid and quinone. The products derived from the reaction are associated with electrons transfer at more negative potentials than those from catechols. The significance of catechol's pH in presence of sulfanilic acid was studied by varying pH from 2 to 9. The concentration influence of sulfanilic acid with the fixed concentration of catechol (2 mM) was determined from 2 mM to 12 mM. The reaction was toughly affected by the pH, as well as by the concentration of sulfanilic acid. The reaction was mostly promising in 2 mM of sulfanilic acid and 2 mM of catechol at pH 7.

show abstract

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Study of Electrochemical Oxidation of Catechol in the Presence of Sulfanilic Acid at Different pH

Motin

Uddin

Dhar

et al. 2017

Port. Electrochim. Acta

View full text Add to dashboard Cite

show abstract

“…Such behaviors are good criterions for EC mechanism consists of an electron transfer reaction (E) followed by a chemical reaction (C) [17]. According to these results, electrochemical oxidation of quercetin causes the formation of related and was prevented by virtue of the presence of the electron-withdrawing nitrile group on catechol ring [18].…”

Section: Resultsmentioning

confidence: 87%

“…It is an important parameter in the study of homogeneous reactions coupled with electrode reactions [17]. Figure 2 shows the effect of the potential scan rate on voltammograms of quercetin in the presence of cyanide ion at pH 6.0.…”

Section: Resultsmentioning

confidence: 99%

Voltammetric study of the oxidation of quercetin and catechin in the presence of cyanide ion

2011

View full text Add to dashboard Cite

The reaction of electrochemically generated o-benzoquinones from oxidation of quercetin and catechin as Michael acceptors with cyanide ion as nucleophile has been studied using cyclic voltammetry. The reaction mechanism is believed to be EC; including oxidation of catechol moiety of these antioxidants followed by Michael addition of cyanide ion. The observed homogeneous rate constants (k obs ) for reactions were estimated by comparing the experimental voltammetric responses with the digitally simulated results based on the proposed mechanism. The effects of pH and nucleophile concentration on voltammetric behavior and the rate constants of chemical reactions were also described.

show abstract

“…It is also used in chemical laboratories for the detection and determination of many ions. Catechol, therefore, frequently contaminates wastewaters generated by several industries including rubbers, chemical, dye, photographic, pharmaceutical, cosmetics, and oil industry (9)(10)(11)(12).…”

Section: Introductionmentioning

confidence: 99%

Pyrocatechol Removal From Aqueous Solutions by Using Azolla Filiculoides

2013

View full text Add to dashboard Cite

Azolla with different biomass (0.3, 0.6, 0.9, 1.2 g) has been cultured in solutionwhichwas contained 5, 10, 25, and 50 ppm Pyrocatechol. Each exam repeated twice. Samples were collected every 2 days from all of containers. The analytical determination of Pyrocatechol was performed by using DR4000 spectrophotometer by analyzing the color resulting with the wavelength of 600nm. Results:The results showed that Azolla has high ability to remove Pyrocatechol from aqueous solutions. The Pyrocatechol removal was 60-90%. The removal efficiency wasincreasing with decreasing Pyrocatechol concentration, and increasing biomass amount, and vice versa. The removal efficiency was more than 90% when Pyrocatechol concentration was 5 ppm, and amount of biomass was 0.9 gr. Conclusions: It is concluded that Azolla is able to accumulate and remove Pyrocatechol from the aqueous solutions. Since conventional methods of Pyrocatechol removal need high cost and energy, Phytoremediation by Azolla as a natural treatment system can decrease those issues, and it can be a useful and beneficial method for theremoval of Pyrocatechol.

show abstract

Mechanistic study of homogeneous reactions coupled with electrochemical oxidation of catechols

Cited by 72 publications

References 84 publications

Study of Electrochemical Oxidation of Catechol in the Presence of Sulfanilic Acid at Different pH

Study of Electrochemical Oxidation of Catechol in the Presence of Sulfanilic Acid at Different pH

Voltammetric study of the oxidation of quercetin and catechin in the presence of cyanide ion

Pyrocatechol Removal From Aqueous Solutions by Using Azolla Filiculoides

Contact Info

Product

Resources

About