Fig. 9.1 illustrates how 2-phenylethylamine, $\mathrm{C_6H_5CH_2CH_2NH_2}$, can be made by three separate routes. Fig. 9.2 presents compound H, a helpful starting compound in organic synthesis. H has an alkene functional group and an amine functional group. Ozonolysis is the oxidative splitting of a $\mathrm{C=C}$ bond in alkenes with ozone, $\mathrm{O_3}$, as shown in Fig. 9.3.
(a)[2]
Explain why amides are much weaker bases than amines.
(b(i))[2]
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 for reaction 1.
(c)[1]
H contains an alkene and an amine functional group. Name the other functional group and give the classification of the amine group in H.
(d(i))[2]
On Fig. 9.4, draw three curly arrows to complete the mechanism of this step.
(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
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