The transformation of the herbicide bentazon in soil was investigated with
radiolabeled bentazon and its derivatives 8-hydroxybentazon, 8-methoxybenta
zon, and N-methylbentazon. Mineralization of bentazon was a microbial activ
ity which required the presence of oxygen and was impeded by additional car
bon substrates such as powdered alfalfa (Medicago sativa) residues. The for
mation of bound residues of bentazon in humic substance depended on microbi
al activity, too, and was stimulated by the presence of oxygen; however, th
ere was also a significant immobilization of bentazon in the absence of oxy
gen. A culture of the fungus Phanerochaete chrysosporium converted 8-hydrox
ybentazon to a dimeric derivative. The same dimer was formed by the action
of laccase. This dimer and the monomeric 8-OH-bentazon acted as key metabol
ites in the formation of bound residues from bentazon. The further minerali
zation of bound bentazon residues was a slow process, with 9.3% mineralizat
ion within 141 d.