Reactivity trends in the base hydrolysis of 6-nitro-2H-chromen-2-one and 6-nitro-2H-chromen-2-one-3-carboxylic acid in binary mixtures of water with methanol and acetone at different temperatures

Kinetics of the base hydrolysis of 6-nitro-2H-chromen-2-one (NC) and 6-nitro-2H-chromen-2-one-3-carboxylic acid (NCC) in water-methanol and water-acetone mixtures was studied at temperature range from 283 to 313 K. The activation parameters of the reactions were evaluated and discussed. The change in the activation barrier of the investigated compounds from water to water-methanol and water-acetone mixtures were estimated from the kinetic data. The base hydrolysis of NC and NCC in the water-methanol and water-acetone mixtures follows a rate law with k _obs = k ₂[OH⁻] and k _obs = k ₁ + k ₂[OH⁻], respectively. The decrease in the rate constants of NC and NCC hydrolysis, as the proportion of methanol and acetone increases, is accounted for by the destabilization of the OH⁻ ion. The activation and thermodynamic parameters were determined.