Competition kinetics using the UV/H2O2 process: a structure reactivity correlation for the rate constants of hydroxyl radicals toward nitroaromatic compounds

Chemosphere. 2003 Oct;53(1):1-7. doi: 10.1016/S0045-6535(03)00388-6.

Abstract

The rate constants for hydroxyl radical reaction toward a set of nitroaromatic substrates kS, have been measured at 25 degrees C using competition experiments in the UV/H2O2 process. For a given pair of substrates S1 and S2, the relative reactivity beta (defined as kS1/kS2) was calculated from the slope of the corresponding double logarithmic plot, i.e., of ln[S1] vs. ln[S2]. This method is more accurate and remained linear for larger conversions in comparison with the plots of ln[S1] and ln[S2] against time. The rate constants measured ranged from 0.33 to 8.6 x 10(9) M(-1)s(-1). A quantitative structure-reactivity relationship was found using the Hammett equation. Assuming sigma values to be additive, a value of -0.60 was obtained for the reaction constant rho. This value agrees with the high reactivity and the electrophilic nature of HO* radical.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Environmental Pollutants / pharmacokinetics*
  • Hydrogen Peroxide / chemistry*
  • Hydroxyl Radical / chemistry*
  • Nitro Compounds / pharmacokinetics*
  • Photochemistry
  • Quantitative Structure-Activity Relationship
  • Ultraviolet Rays

Substances

  • Environmental Pollutants
  • Nitro Compounds
  • Hydroxyl Radical
  • Hydrogen Peroxide