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CAIE A Level Chemistry 33 Carboxylic Acids & Derivatives

Practise acid-strength explanations, oxidation tests and interconversions of acids, acyl chlorides and derivatives, selecting reagents, conditions and mechanisms for each route.

Syllabus
2028–2030
Course
Chemistry 9701
Level
A2

33. Carboxylic acids and derivatives question 1

[Maximum number: 3]

Question (a)

(a)

Benzophenone can be synthesised from benzoic acid in two steps as shown.

In step 1 compound J, a reactive reaction intermediate, is formed.
Compound J then reacts with an organic compound, K, to form benzophenone.

benzoic acid

benzoic acid

[ 1 ]

Question (i)

(i)

Suggest reagents and conditions for step 1.

[ 1 ]

Question (b)

(b)

Benzophenone can also be synthesised in two steps from bromomethylbenzene.

Figure for Question (b) — CAIE A-Level Chemistry A2
[ 2 ]

Question (i)

(i)

Name the mechanism of step 3 and suggest reagents and conditions for step 3 .
mechanism of step 3
reagents and conditions

[ 2 ]

33. Carboxylic acids and derivatives question 2

[Maximum number: 1]

P can be used to make compound Q in a single step reaction.

Figure for Question 33. Carboxylic acids and derivatives question 2 — CAIE A-Level Chemistry A2

Give the structural formula of the compound that is added to P to make Q and give the formula of the other product of this reaction.
compound added to P
other product

33. Carboxylic acids and derivatives question 3

[Maximum number: 3]

Benzene can be used to make benzoic acid in the two-step process shown in Fig. 7.1.

Fig. 7.1

Fig. 7.1

When treated with a chlorine-containing reagent under suitable conditions, benzoic acid forms compound L.

When treated with a different chlorine-containing reagent under different conditions, benzoic acid forms compound M.

Suggest and draw structures of compounds L and M in the boxes. The molecular formula of each product is given.

Table for Question 33. Carboxylic acids and derivatives question 3 — CAIE A-Level Chemistry A2

State the reagents and conditions to form compound M from benzoic acid.

33. Carboxylic acids and derivatives question 4

[Maximum number: 6]

Fig. 6.1 shows two reactions of ethanedioic acid, HOOCCOOH .

Fig. 6.1

Fig. 6.1

Question (a)

(a)

Draw the organic product G in the box in Fig. 6.1.

[ 1 ]

Question (b)

(b)

In Fig. 6.1, SOCl2\mathrm{SOCl}_{2} is given as the reagent that reacts with HOOCCOOH to produce G.

Identify a different reagent that also reacts with HOOCCOOH to produce G.

[ 1 ]

Question (c)

(c)

Identify two different reagents that oxidise HOOCCOOH to form carbon dioxide and water.

[ 2 ]

Question (d)

(d)

HOOCCOOH ionises as shown.

HOOCCOOHHOOCCOO+H+\mathrm{HOOCCOOH} \rightleftharpoons \mathrm{HOOCCOO}^{-}+\mathrm{H}^{+}

HOOCCOOH is a much stronger acid than methanoic acid, HCOOH .

Suggest an explanation for this difference in acidity.

[ 2 ]
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