Chemistry 9701 · AS & A Level · Hydroxy compounds

Hydroxy compounds — practice question

(a)[3]

Explain why bromination happens much more readily for phenol than for benzene.

(b)[1]

Iodine monobromide, $\text{I-Br}$, reacts with benzene in the presence of an $\text{AlBr}_3$ catalyst. Decide whether the organic product will be bromobenzene or iodobenzene. Explain your answer.

(c(i))[1]

Fig. 7.1 shows several reactions of phenol. Give an equation for the reaction of phenol with $\text{Na(s)}$.

(c)

Fig. 7.1 illustrates several reactions of phenol.

(c(ii))[1]

Draw the structure of the organic product, $R$, produced when phenol reacts with excess $\text{Br}_2(\text{aq})$.

(c(iii))[2]

State the reagents and conditions for reaction 1 and for reaction 2 in Fig. 7.1.

Worked solution & mark scheme

This 8-mark question has a full step-by-step worked solution and mark scheme. One marking point: Lone pair on O delocalised into the ring, raising the $\pi$ density

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