May/June 2026 Paper 42

2026 · 9 questions · 56 parts · 100 marks

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6(a)(i)Aromatic Chemistry PhenolsEasy1 mark
Phenol reacts with Br(aq). State all the expected observations when Br(aq) is added dropwise to a solution of phenol.

Two answers required.

6(a)(ii)Aromatic Chemistry PhenolsMedium1 mark
Draw the structure of the organic product formed when phenol reacts with an excess of Br(aq).
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6(b)Aromatic Chemistry PhenolsMedium2 marks
Explain the relative acidities of phenol and water.

Answer

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6(c)(i)Addition PolymersMedium1 mark
Compound can undergo both addition and condensation polymerisation.
Figure 6.1, compound $C$: a benzene ring with an –OH group at one position and, on the adjacent (ortho) carbon, a –CH=CH–COOH side chain (a trans, E-configured propenoic-acid chain) — 2-hydroxycinnamic acid.
Draw one repeat unit of the addition polymer formed from .
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6(c)(ii)Condensation PolymersMedium2 marks
Compound can undergo both addition and condensation polymerisation.
Figure 6.1, compound $C$: a benzene ring with an –OH group at one position and, on the adjacent (ortho) carbon, a –CH=CH–COOH side chain (a trans, E-configured propenoic-acid chain) — 2-hydroxycinnamic acid.
Draw two repeat units of the condensation polymer formed from . The new functional group formed should be displayed.
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6(d)Organic SynthesisMedium2 marks
can react with LiAlH. can also react with an excess of H(g) with a nickel catalyst.
Draw the structure of the organic product formed in each reaction in Figure 6.2.
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6(e)(i)Organic SynthesisMedium2 marks
Compound can be synthesised from phenol in three steps, as shown in Figure 6.3.
Draw the structures of compounds and in the boxes in Figure 6.3.
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6(e)(ii)Organic SynthesisMedium3 marks
Compound can be synthesised from phenol in three steps, as shown in Figure 6.3.
Figure 6.3, a three-step synthesis: phenol reacts in step 1 to give compound $D$, $D$ reacts in step 2 to give compound $E$, and $E$ reacts in step 3 to give compound $F$ (shown: a benzene ring with an –O–C(=O)CH$_{3}$ (ethanoate ester) group at one position and a –COOH group on the adjacent carbon — aspirin).
Suggest reagents and conditions for steps 1 to 3 in Figure 6.3.
Step 1
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Step 2
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Step 3
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