Problem

(a) Draw a detailed mechanism for the FeBr3-catalyzed reaction of ethylbenzene with...

(a) Draw a detailed mechanism for the FeBr3-catalyzed reaction of ethylbenzene with bromine, and show why the sigma complex (and the transition state leading to it) is lower in energy for substitution at the ortho and para positions than it is for substitution at the meta position.

(b) Explain why m-xylene undergoes nitration 100 times faster than p-xylene.

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