Some observations relating to substituent effects in halogenation. Part VII. The kinetics and reactions of toluene and o- and p-xylene with chlorine acetate in aqueous acetic acid and acetic acid–perchloric acid

Abstract

The reactions of toluene and o- and p-xylene with chlorine acetate and its protonated form in aqueous acetic acid have been investigated at 25°. The relative rates and product compositions determined by isotopic dilution and g.l.c. allow calculations of the partial rate factors in the various positions for the chlorination. The values obtained for o- and p-xylenes are well correlated by those obtained for the individual positions in toluene on the basis of additivity.