Which position in the following molecule is the benzylic position?

Show the products you expect when each compound reacts with NBS with light shining on the reaction.

(d)

Predict the major products of treating the following compounds with hot, concentrated potassium permanganate, followed by acidification with dilute HCl.

(a) isopropylbenzene

(b) p-xylene

(c)

Predict the product of the following benzylic bromination reactions.

(a)

A radical reaction, as it progressed through its propagation steps, involved the following radical species. Suggest which products might form in all possible termination steps (six products are possible).

Predict the major products when the following compounds are irradiated by light and treated with (1) 1 equivalent of Br₂ and (2) excess Br₂.

(a) isopropylbenzene

(b)

Propose a mechanism for the bromination of ethylbenzene shown below.