Kinetic isotope effects and aliphatic diazo-compounds. Part V. Secondary isotope effects in general acid catalysis
Abstract
Data are reported for the secondary isotope effect on the reaction of 3-diazobutan-2-one with CL3CO2H and LCO2H. The data obtained by the differential method are accurate enough to determine an isotopic αHA from the relationship (kD/KH)=(KD/KH)αHA. The isotope substitution differentiates the Brønsted plot and the values of αHA agree with the αB found from the conventional Brønsted plot for the carboxylic acids.