Kinetic and mechanistic investigations of mesotrione degradation in aqueous medium by Fenton process

Nasr Bensalah, Ahmed Khodary, Ahmed Abdel-Wahab

Research output: Contribution to journalArticle

24 Citations (Scopus)

Abstract

In this work, chemical oxidation of mesotrione herbicide by Fenton process in acidic medium (pH 3.5) was investigated. Total disappearance of mesotrione and up to 95% removal of total organic carbon (TOC) were achieved by Fenton's reagent under optimized initial concentrations of hydrogen peroxide (H2O2) and ferrous iron (Fe2+) at pH 3.5. The time-dependent degradation profiles of mesotrione were satisfactorily fitted by first-order kinetics. Competition kinetic model was used to evaluate a rate constant of 8.8(±0.2)×109M-1s-1 for the reaction of mesotrione with hydroxyl radicals. Aromatic and aliphatic intermediates of mesotrione oxidation were identified and quantified by high performance liquid chromatography (HPLC). It seems that the degradation of mesotrione by Fenton process begins with the rupture of mesotrione molecule into two moieties: cyclohexane-1,3-dione derivative and 2-nitro-4-methylsulfonylbenzoic acid. Hydroxylation and release of sulfonyl and/or nitro groups from 2-nitro-4-methylsulfonylbenzoic acid lead to the formation of polyhydroxylated benzoic acid derivatives which undergo an oxidative opening of benzene ring into carboxylic acids that end to be transformed into carbon dioxide.

Original languageEnglish
Pages (from-to)479-485
Number of pages7
JournalJournal of Hazardous Materials
Volume189
Issue number1-2
DOIs
Publication statusPublished - 15 May 2011
Externally publishedYes

Fingerprint

mesotrione
Derivatives
Degradation
kinetics
Oxidation
Hydroxylation
degradation
Kinetics
Acids
Benzoic acid
Herbicides
High performance liquid chromatography
Cyclohexane
Organic carbon
Carboxylic acids
Hydrogen peroxide
Rate constants
Benzene
Carbon dioxide
Iron

Keywords

  • Fenton process
  • Hydroxyl radicals
  • Kinetic analysis
  • TOC removal
  • Triketone herbicide

ASJC Scopus subject areas

  • Environmental Engineering
  • Environmental Chemistry
  • Waste Management and Disposal
  • Pollution
  • Health, Toxicology and Mutagenesis

Cite this

Kinetic and mechanistic investigations of mesotrione degradation in aqueous medium by Fenton process. / Bensalah, Nasr; Khodary, Ahmed; Abdel-Wahab, Ahmed.

In: Journal of Hazardous Materials, Vol. 189, No. 1-2, 15.05.2011, p. 479-485.

Research output: Contribution to journalArticle

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