The hydrolysis kinetics of iprodione in alkaline solutions of pH 8.3 to 12 at 25°C have been determined by ultraviolet spectrophotometry. Under these conditions, iprodione leads quantitatively and irreversibly to N‐(3,5‐dichloroanilinocarbonyl)‐N‐(isopropylaminocarbonyl)glycine. The reaction is not subject to a general basic catalysis and the rate law takes the form Kobs = KOH‐ [OH−1]. The activation entropy of ‐77 J mol−1deg−1, the value of the kinetic solvent isotope effect kOH−/kOD− of 0.79 and the value of 0.60 for the Hammett parameter σ, obtained for the hydrolysis of a series of 3‐aryl‐N‐isopropyl‐2,4‐dioxoimidazolidine‐1‐carboxamides are all in agreement with the rate‐determining attack by the hydroxyl ion on the carbonyl in the 4‐position of the hydantoin ring of the fungicide.
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