May/June 2026 Paper 43

2026 · 9 questions · 63 parts · 100 marks

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7(a)(i)Aromatic Chemistry PhenolsEasy1 mark
Phenol, CHO, can be made from benzene, CH, in a four-step process, as shown in Figure 7.1.
State the reagents and conditions for step 1.

Answer

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7(a)(ii)Amines Nitriles Azo DyesEasy1 mark
State the reagents and conditions for step 3.

Answer

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7(a)(iii)Amines Nitriles Azo DyesEasy1 mark
Name the compound CHNCl formed in step 3.
7(b)(i)Molecular Shape PolarityMedium1 mark
Phenol reacts with propanone in the presence of an acid catalyst to form compound G, as shown in Figure 7.2.
Figure 7.2, phenol (a benzene ring with an OH group) plus propanone (CH3-CO-CH3) reacting over H+ to give G, a benzene ring with an OH group para to a C(CH3)2OH group
Complete Table 7.1 to show the number of sp, sp and sp hybridised carbon atoms in propanone and in G.
compoundspsp2sp3
propanone
G
7(b)(ii)Nmr Spectroscopy Structure ElucidationMedium1 mark
State the number of peaks in the carbon-13 NMR spectrum of G.

Answer

7(b)(iii)Aromatic Chemistry PhenolsMedium1 mark
The first stage of the mechanism for the reaction in Figure 7.2 involves the formation of ion J.
Complete the mechanism in Figure 7.3 to show the formation of J by adding dipoles and curly arrows, as appropriate.
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7(b)(iv)Aromatic Chemistry PhenolsHard3 marks
The next stage of the mechanism involves the reaction between J and phenol to form intermediate K. A proton is then lost from K to produce G.
Complete Figure 7.4 to show these stages of the mechanism. Include relevant curly arrows and charges.
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7(b)(v)Aromatic Chemistry PhenolsMedium2 marks
Benzene is mixed with propanone in the presence of H(aq). Predict whether benzene reacts with propanone more readily, as readily or less readily than phenol does under the same conditions. Explain your answer.

Answer

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7(c)(i)Aromatic Chemistry PhenolsMedium2 marks
G reacts with Br(aq) in the dark. The organic product of this reaction is compound H.
Complete the equation for this reaction in Figure 7.5.
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7(c)(ii)Aromatic Chemistry PhenolsEasy1 mark
Name the mechanism for this reaction.