A new approach to neutralize the toxic effect of polycyclic aromatic hydrocarbons on the example of 9,10-dimethylanthracene: A kinetic aspect

Abstract

The rate constants of the Diels-Alder reaction of 9,10-dimethylanthracene with tetracyanoethylene, 4-phenyl-1,2,4-triazoline-3,5-dione, maleic anhydride, and N-phenylmaleimide in solution have been determined. It was found that tetracyanoethylene and 4-phenyl-1,2,4-triazoline-3,5-dione can react instantly with 9,10-dimethylanthracene, which is a representative of toxic polycyclic aromatic hydrocarbons. The kinetics of the reactions of 9,10-dimethylanthracene with tetracyanoethylene and N-phenylmaleimide in the solid phase without solvent has been studied. The rate of these reactions in the solid phase appeared to be significantly lower than that of the same reactions in the solution, since the rate of reactions in the solid phase strongly depends on the rate of renewal of contacts between the reagent molecules. The data obtained can be useful for the purification of water bodies and soil from polycyclic aromatic hydrocarbons.