Kirk, Alice

Kraft, Arno Manfred

Lebrun, Pauline

McStay, Andrew

This paper describes the study of the kinetic isotope effect for the reaction between cyclohexanone and iodine under acidic conditions that has been adapted for an advanced level undergraduate organic chemistry laboratory class. The kinetics of the reaction of iodine with cyclohexanone can be readily followed with a UV-Vis spectrophotometer or even a home-built colorimeter. The results are compared with the reaction of iodine with cyclohexanone-d4, a deuterated analog which students prepare by a simple and cheap deuteration. Thedeuterated cyclohexanone reacts more slowly than the non-deuterated cyclohexanone by a factor of 3.5 ± 1.2, which confirms that a C-H bond is broken in the rate-determining step and illustrates a primary kinetic isotopeeffect

A Laboratory Experiment for Illustrating the Kinetic Isotope Effect

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