Chemistry 9701 · AS & A Level · 6.1

6.1 — practice question

(a)[2]

Explain why amides are considerably weaker bases than amines.

(b(i))[2]

Fig. 9.1 shows the preparation of 2-phenylethylamine, $\text{C}_6\text{H}_5\text{CH}_2\text{CH}_2\text{NH}_2$, by three different routes. Suggest structures for compounds M and N, and draw them in the boxes in Fig. 9.1.

(b(ii))[1]

Give the reagents and conditions used for reaction 1.

(c)[1]

Fig. 9.2 shows compound H, which is a helpful starting material in organic synthesis. H contains an alkene and an amine functional group. Name the other functional group and state the classification of the amine group in H.

(d(i))[2]

Ozonolysis is the oxidative cleavage of a $\text{C=C}$ bond in alkenes using ozone, $\text{O}_3$, as shown in Fig. 9.3. Fig. 9.4 displays the first stage of this reaction, which involves formation of an ozonide intermediate. On Fig. 9.4, draw three curly arrows to complete the mechanism for this stage.

(d(ii))[1]

L is formed from alkene K, $\mathrm{C_8H_{14}}$, by a similar reaction to that shown in Fig. 9.3. Suggest the structure of K.

Worked solution & mark scheme

This 9-mark question has a full step-by-step worked solution and mark scheme. One marking point: (basicity related to) capacity of lone pair / p-orbital to accept / coordinate with a proton / H+

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