Haloacetic acids (HAAs) are undesired
halogenated byproducts commonly
generated upon oxidation treatments carried out in drinking water
treatment plants. In this work, the removal of a representative group
of these hazardous species (monochloroacetic acid, dichloroacetic
acid, trichloroacetic acid, monobromoacetic acid, dibromoacetic acid,
and bromochloroacetic acid) by catalytic hydrodehalogenation (HDH)
was investigated and kinetic models were accordingly developed. Complete
dehalogenation of all these pollutants (0.05 mmol L–1) was achieved using a Pd/Al2O3 catalyst (0.5
g L–1), although it was found that their reactivity
depended on the nature and number of halogen substituents present
in the HAA molecule. In general, bromoacetic acids showed higher reactivity
than the chlorinated ones, which was attributed to the lower C-X bond
dissociation energy. On the other hand, while the chloroacetic acid
reactivity increased with the chlorination degree of the molecule,
particularly from one to two Cl substituents, the bromoacetic acids
did not show higher reaction rates with the increase in Br substituents.
Based on the results obtained, different reaction pathways, via stepwise
and/or concerted reactions, were proposed for the HDH of the HAAs.
Consistent with those pathways, kinetic models were also developed,
which allowed describing successfully the experimental data.
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