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Activation parameters and kinetic isotope effect in the system tropaeolin O-OH−

✍ Scribed by Berta Perlmutter-Hayman; Ruth Shinar

Publisher
John Wiley and Sons
Year
1978
Tongue
English
Weight
423 KB
Volume
10
Category
Article
ISSN
0538-8066

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✦ Synopsis

The kinetics of the deprotonation of tropaeolin 0 by OHions was investigated between 9' and 3OoC, and by ODions at 24.7"C. The pH range was 10.7-12.5, and the ionic strength 0.1M throughout. A11 results were obtained by the temperature jump method. On the basis of a mechanism suggested earlier, rate constants k31 for the reaction between OLand the internally bonded weak acid and k32 for the opening of the internal hydrogen bond were evaluated. The activation energies in ordinary water were found to be A H f 3 1 = 3.6 kcal/mol, ASz31 = -19 eu, and A H f 3 2 = 27 kcal/mol, A S f 3 2 = 46 eu. The kinetic isotope effect was k31H20/k3,D20 -1.5 and k3,Hzo/k32D20 -0.9. The unusual results for reaction path @ * @ are discussed in terms of solvent participation.

We heated the solution with 22.5 joules in either case, but calculated the temperature effect to be different because of the difference in specific heat and density.

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