Journal of the Chemical Society. Perkin transactions II p. 1167 - 1170 (1991)
Update date:2022-08-03
Topics:
El-Dusouqui, Osman M. E.
Mahmud, Karima A. M.
Sulfab, Yousif
The kinetics of molecular chlorination of twelve benzenoid compounds has been studied at 25 deg C in pure acetic acid as solvent, and over a wide range of initial substrate concentrations.For each kinetic run the rate coefficient remains constant to within experimental error.However, in the case of eleven of these compounds a significant sustained decrease in the rate coefficient of the substrate is observed to follow a regular increase in initial substrate concentration.For example, the rate constant of p-xylene decreases steadily to effect a 55percent rate drop (k2 = 3.42-1.55 * 10-3 dm3 mol-1 s-1) over a tenfold increase in initial xylene concentration (0.191-1.98 mol dm-3).The results obtained in the present kinetic study are amenable to: (i) qualitative interpretation in terms of a differential effect of solvent on incipient charged moieties associated with the transition state of the reaction; and (ii) quantitative rationalization when a pathway is accepted in which a pre-equilibrium ?-complex precedes the transition state, and with the kinetic rate equation incorporating both the equilibrium constant of the complex and its specific rate of further reaction.
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