The oxidation of salicylic acid and acetylsalicylic acid by water-soluble colloidal manganese oxide in surfactant and polymer media: a kinetic and mechanistic approach

Dahadha, Adnan A.; Hassan, Mohammed; Al-Dhoun, Mohammad; Mfarej, Tamara; Abunuwar, Mohammad; Batineh, Yazan

doi:10.1007/s11144-021-02083-9

Cited by 5 publications

(3 citation statements)

References 35 publications

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“…It was reported by Perrin [15] that the employing of the normal first-order integrated equation is expected to deviate from linearity way at the final stages of the chemical reaction owing to the increase of error in evaluating the values of the absorbance with time. Our group has previously investigated some redox reactions by employing the suitable nonlinear obeying to estimate the k obs values and other kinetic parameters [16,17]. Fortunately, the curvature of the plot of the absorbance and time was found to fit to the following nonlinear equation with regression coefficients r 2 ≥ 0.9995.…”

Section: Kinetic Measurementsmentioning

confidence: 99%

The Catalytic Influence of Polymers and Surfactants on the Rate Constants of Reaction of Maltose with Cerium (IV) in Acidic Aqueous Medium

Dahadha

Hassan

Mfarej

et al. 2022

Journal of Chemistry

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Kinetics of the reaction of maltose with cerium ammonium sulfate were analyzed spectrophotometrically by observing the decrease of the absorbance of cerium (IV) at 385 nm in the presence and absence of polyethylene glycols (600, 1500, and 4000) and polyvinylpyrrolidone (PVP), in addition to anionic micelles of sodium dodecyl sulfate (SDS), cationic micelles of cetyltrimethylammonium bromide (CTAB) and non-ionic micelles of Tween 20 surfactants. Generally, there is little literature about using the polymers (PEGs and PVP) as catalysts in the oxidation-reduction reactions. Therefore, the major target of this work was to investigate the influence of the nature of polymers and surfactants on the oxidation rates of maltose by cerium (IV) in acidic aqueous media, as well as employing the Piszkiewicz model to explain the catalytic effect. The kinetic runs were derived by adaptation of the pseudo first-order reaction conditions with respect to the cerium (IV). The reaction was found to be first-order with respect to the oxidant and fractional-order to maltose and H2SO4. The reaction rates were enhanced in the presence of polymer and micellar catalysis. Indeed, the surfactants were found to work perfectly close to their critical micelle concentrations (CMC). Electrostatic interaction and H-bonding appear to play an influential role in binding maltose molecules to polymer/surfactant micelles, while oxidant ions remain at the periphery of the Stern layer within the micelle.

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Section: Kinetic Measurementsmentioning

confidence: 99%

The Catalytic Influence of Polymers and Surfactants on the Rate Constants of Reaction of Maltose with Cerium (IV) in Acidic Aqueous Medium

Dahadha

Hassan

Mfarej

et al. 2022

Journal of Chemistry

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“…Advanced oxidation [1] as well as electrochemical oxidation [2][3][4] have been proposed to degrade the unmetabolized aspirin in order to clean the biological effluents. Mechanism of reactions of aspirin with various oxidants in both alkaline [5][6][7][8][9] and acidic [10][11][12][13][14] medium have also been studied to understand the probable pathway of generation of the end products. Aspirin undergo hydrolysis [15,16] through uncatalyzed and acid as well as alkali catalyzed mechanism leading to the formation of salicylic acid.…”

Section: Introductionmentioning

confidence: 99%

“…Therefore, the mild oxidants like Fe 3+ [17] and Pt 4+ [18] with redox potentials of 0.783 V and 0.68 V, respectively form stable complexes with either salicylic acid or aspirin. The strong oxidants like colloidal MnO2 [10] and Ce 4+ [11] oxidize aspirin to the end product generally benzoquinone.…”

Section: Introductionmentioning

confidence: 99%

Waugh Type Polyoxometalate Enneamolybdomangate(IV) as an Acid Catalyst for Hydrolysis and as an Oxidant for Aspirin: A Kinetic Study

Mujawar,

Yalgudre,

Sutar

et al. 2023

ajc

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The oxidations of aspirin and salicylic acid by enneamolybdomanganate(IV) were studied in perchloric acid medium. The aspirin undergo hydrolysis prior to the oxidation to generate salicylic acid, which was found to be catalyzed by both HClO4 as well as the oxidant. The rate of hydrolysis of aspirin catalyzed by the oxidant was found to be lesser than that of HClO4. A mechanism based on the kinetic results is proposed for oxidation of both aspirin and salicylic acid. Initially, aspirin undergo hydrolysis to give salicylic acid, which is catalyzed by both the oxidant, which also acts as an acid catalyst and the HClO4 used. The salicylic acid generated in prior hydrolysis reacts with an oxidant undergoing oxidative decarboxylation by enneamolybdomanganate(IV) in a rate determining step generating phenol. Further oxidation of phenol by another oxidant molecule gives the final product p-benzoquinone in a fast step. The mechanism of oxidation of salicylic acid was also studied under identical conditions as that of aspirin and found to be similar except its prior hydrolysis. A plausible mechanism was proposed and the rate laws for both the substrates were derived. In order to understand the intervention of free radicals the reaction was studied in presence of added acrylonitrile. The formation of copious precipitate due to polymerization of added acrylonitrile was not observed and the values of kobs also remain constant in presence of added acrylonitrile. The formation of MnIII was also studied in presence of added tetrasodium pyrophosphate, which did not affect the values of kobs. Therefore, the formation of free radical and MnIII was excluded while proposing mechanisms for both the substrates. The effect of added products Mn2+ and molybdate also did not have any effects indicating no prior equilibria involving these two products. The effect of ionic strength and solvent polarity are in favour of the reaction between two neutral molecules. The activation parameters were determined and support an outer sphere reaction with formation of a weak precursor complex between the reactants was proposed for both aspirin and salicylic acid.

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The effect of mixed sodium dodecyl sulfate–polyethylene glycol systems on kinetic of oxidation of o-Cresol by cerium(IV) in H2SO4 medium

et al. 2022

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The oxidation of salicylic acid and acetylsalicylic acid by water-soluble colloidal manganese oxide in surfactant and polymer media: a kinetic and mechanistic approach

Cited by 5 publications

References 35 publications

The Catalytic Influence of Polymers and Surfactants on the Rate Constants of Reaction of Maltose with Cerium (IV) in Acidic Aqueous Medium

The Catalytic Influence of Polymers and Surfactants on the Rate Constants of Reaction of Maltose with Cerium (IV) in Acidic Aqueous Medium

Waugh Type Polyoxometalate Enneamolybdomangate(IV) as an Acid Catalyst for Hydrolysis and as an Oxidant for Aspirin: A Kinetic Study

The effect of mixed sodium dodecyl sulfate–polyethylene glycol systems on kinetic of oxidation of o-Cresol by cerium(IV) in H2SO4 medium

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