Chemistry 9701 · AS & A Level · States of matter

States of matter — practice question

Fig. 4.1 shows compounds F and J.
(a(i))[2]

Both F and J contain the arene functional group. Identify the other functional groups present in F and J.

(a(ii))[1]

State the number of chiral centres in a molecule of F and in a molecule of J.

(b(i))[3]

A student suggests a multistep synthesis of F from benzene, as shown in Table 4.1. Complete Table 4.1 by giving the reagents and conditions for steps 1 and 4, and the structure of product D.

(b(ii))[2]

In a second multistep synthesis, the student changes the order in which the reagents and conditions are used. The reaction scheme is shown in Fig. 4.2. G is the major product of this synthesis. Draw the structure of G. Explain why G is the major product of the synthesis rather than E.

(c(i))[1]

Give the molecular formula for L.

(c(ii))[2]

State the two reaction types that occur when J reacts with NaOH(aq).

(d(i))[1]

Write an equation for the formation of M in reaction 1.

(d(ii))[1]

Draw N, the product formed in reaction 2.

(d(iii))[2]

Explain why phenol is a weaker acid than K.

(e)[3]

Explain why the reagents and conditions for these two reactions are different.

Worked solution & mark scheme

This 18-mark question has a full step-by-step worked solution and mark scheme. One marking point: F: phenylamine and carboxylic acid; J: phenol and ester

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