May/June 2026 Paper 42

2026 · 9 questions · 56 parts · 100 marks

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7(a)(i)Optical IsomerismEasy1 mark
Alanine, CHCH(NH)COOH, is an amino acid that contains a chiral centre. Different synthetic routes to produce alanine can lead to the formation of an optically active sample or a racemic mixture. Describe what is meant by optically active.

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7(a)(ii)Optical IsomerismEasy1 mark
Describe what is meant by racemic mixture.

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7(b)(i)Amino Acids Proteins EnzymesEasy1 mark
Alanine has an isoelectric point of 6.11. Explain what is meant by isoelectric point.

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7(b)(ii)Amino Acids Proteins EnzymesMedium1 mark
Draw the structure of alanine at pH 10.
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7(c)Amino Acids Proteins EnzymesMedium2 marks
Alanine molecules can react together to form the tripeptide Ala–Ala–Ala. Draw the structure for this tripeptide. The functional groups formed should be displayed.
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7(d)(i)Organic SynthesisMedium2 marks
Compound can be synthesised from alanine in three steps, as shown in Figure 7.1.
Draw the structures of compounds and in the boxes in Figure 7.1.
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7(d)(ii)Organic SynthesisMedium3 marks
Compound can be synthesised from alanine in three steps, as shown in Figure 7.1.
Figure 7.1, a three-step synthesis: alanine (H$_{2}$N–CH(CH$_{3}$)–COOH) reacts in step 1 to give compound $G$, C$_{5}$H$_{9}$NO$_{3}$; $G$ reacts in step 2 to give compound $H$, C$_{5}$H$_{8}$NO$_{2}$Cl; and $H$ reacts in step 3 to give compound $J$ (shown: CH$_{3}$C(=O)–NH–CH(CH$_{3}$)–C(=O)–C$_{6}$H$_{5}$).
Suggest reagents and conditions for steps 1 to 3 in Figure 7.1.
Step 1
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Step 2
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Step 3
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