A Level · Chemistry 9701 · P4

A Level Chemistry Paper 4 · A Level Structured Questions practice papers

A Level · 100 marks · 2h. Each generated paper follows the 9701 Paper 4 · A Level Structured Questions format, with the same number and style of questions as the real exam, and comes with a Cambridge-style mark scheme.

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Sample Paper 4 · A Level Structured Questions questions

Question 1Structured · 11 marksA* challenge

Compound Y, C3H6O2, has the following proton NMR spectrum: δ 1.2 (3H, triplet), δ 2.4 (2H, quartet), δ 11.7 (1H, singlet). The peak at δ 11.7 disappears when D2O is added.

(a)

Identify Y, explaining each feature of the spectrum.

[5]
(b)

An isomer of Y, Z, shows only two singlets in its proton NMR spectrum. Identify Z and give the ratio of the peak areas.

[2]
(c)

How many peaks would be seen in the 13C NMR spectrum of each of Y and Z?

[2]
(d)

In thin-layer chromatography of a mixture, a spot travels 3.6 cm and the solvent front 8.0 cm. Calculate the Rf value and explain why spots are often viewed under UV light.

[2]
Show answers and mark scheme
PartAnswer and marking pointsMarks
(a)propanoic acid CH3CH2COOH; triplet: CH3 next to CH2; quartet: CH2 next to CH3; δ 11.7 COOH proton; D2O exchange confirms O–H
propanoic acid B1
triplet explained by n + 1 rule B1
quartet explained B1
δ 11.7 is carboxylic acid O–H B1
disappears with D2O (exchangeable proton) B1
5
(b)methyl ethanoate CH3COOCH3; 1 : 1
methyl ethanoate B1
1 : 1 B1
2
(c)Y 3, Z 3
3 B1
3 B1
2
(d)0.45; many organic compounds are colourless; they fluoresce/absorb UV
0.45 B1
colourless compounds made visible B1
2
Question 2Structured · 10 marksA* challenge

The initial rate of the reaction A + B → products is measured at constant temperature.

experiment[A] / mol dm−3[B] / mol dm−3initial rate / mol dm−3 s−1
10.100.101.2 × 10−4
20.200.104.8 × 10−4
30.100.201.2 × 10−4
Table 2.1
(a)

Deduce the order with respect to A and to B. Explain your reasoning.

[3]
(b)

Write the rate equation and calculate the rate constant, with units.

[3]
(c)

Calculate the initial rate when [A] = 0.30 mol dm−3 and [B] = 0.30 mol dm−3.

[1]
(d)

Suggest a two-step mechanism consistent with your rate equation, identifying the rate-determining step.

[2]
(e)

For a different first-order reaction, k = 3.5 × 10−4 s−1. Calculate its half-life.

[1]
Show answers and mark scheme
PartAnswer and marking pointsMarks
(a)order 2 w.r.t. A, 0 w.r.t. B
A doubled (exp 1→2): rate × 4, order 2 B1
B doubled (exp 1→3): rate × 1, order 0 B1
reasoning shown B1
3
(b)rate = k[A]2; k = 0.012 mol−1 dm3 s−1
correct rate equation B1
0.012 A1
correct units B1
3
(c)1.1 × 10−3
1.1 × 10−3 B1
1
(d)slow step involves the species in the rate equation in those numbers; fast second step completes the reaction
rate-determining step contains 2 A only B1
second (fast) step gives the overall equation B1
2
(e)1980 s
0.693 ÷ k = 1980 s B1
1
Question 3Structured · 12 marks

An alloy containing copper is dissolved in nitric acid; the excess acid is removed and the solution neutralised. Excess potassium iodide is added: 2Cu²⁺ + 4I⁻ → 2CuI + I₂. The iodine produced requires 24.80 cm3 of 0.0500 mol dm−3 sodium thiosulfate: I₂ + 2S₂O₃²⁻ → 2I⁻ + S₄O₆²⁻. The mass of alloy used was 0.150 g.

(a)

State the electronic configuration of Cu, Cu⁺ and Cu²⁺.

[3]
(b)

Explain why CuI is white whereas Cu²⁺ compounds are coloured.

[2]
(c)

Calculate the percentage by mass of copper in the alloy.

[4]
(d)

State the indicator used and the colour at the end-point, and explain why it is added near the end-point only.

[3]
Show answers and mark scheme
PartAnswer and marking pointsMarks
(a)[Ar]3d¹⁰4s¹; [Ar]3d¹⁰; [Ar]3d⁹
Cu: [Ar] 3d104s1 B1
Cu⁺: [Ar] 3d10 B1
Cu²⁺: [Ar] 3d9 B1
3
(b)Cu⁺ 3d¹⁰ full; no d–d transitions possible
Cu⁺ has a full 3d subshell B1
no electron can be promoted between split d orbitals, so no visible light is absorbed B1
2
(c)52.5%
moles S₂O₃²⁻ = 1.24 × 10−3 M1
moles I₂ = 6.20 × 10−4, moles Cu²⁺ = 1.24 × 10−3 M1
mass Cu = 0.0787 g M1
52.5% A1
4
(d)starch; blue-black to colourless (white ppt); added late to avoid starch–iodine complex not releasing iodine
starch B1
blue-black to colourless (white suspension of CuI) B1
added when the solution is pale yellow, because at high [I₂] a large amount of iodine is bound in the starch complex and released only slowly, so the end-point is not sharp B1
3
Question 4Structured · 12 marks

This question is about methylbenzene and its reactions.

(a)

Methylbenzene reacts with chlorine in two different ways depending on conditions. State the conditions and the organic product of each.

[4]
(b)

Explain why substitution in the ring occurs mainly at the 2- and 4-positions.

[2]
(c)

Methylbenzene is heated with alkaline KMnO₄, then acidified. Name the product and explain why benzene does not react.

[2]
(d)

Describe the mechanism of the Friedel–Crafts acylation of benzene with ethanoyl chloride and AlCl₃.

[4]
Show answers and mark scheme
PartAnswer and marking pointsMarks
(a)UV light: (chloromethyl)benzene, side-chain substitution; AlCl₃ catalyst: 2- and 4-chloromethylbenzene, ring substitution
UV light / heat B1
(chloromethyl)benzene C₆H₅CH₂Cl B1
AlCl₃ / FeCl₃ catalyst, room temperature B1
2-chloro- and 4-chloromethylbenzene B1
4
(b)methyl group electron-donating; activates 2,4 positions, stabilises intermediate
the methyl group donates electrons into the ring B1
it increases electron density at the 2- and 4-positions, stabilising the intermediate B1
2
(c)benzoic acid; benzene has no side chain, ring stable
benzoic acid B1
benzene has no alkyl side chain and the delocalised ring resists oxidation B1
2
(d)CH₃CO⁺ generated; electrophilic attack by ring; intermediate cation; H⁺ lost, AlCl₃ regenerated
CH₃COCl + AlCl₃ → CH₃CO⁺ + AlCl₄⁻ B1
curly arrow from ring to CH₃CO⁺ M1
intermediate with positive charge and broken delocalisation A1
loss of H⁺ restores ring, AlCl₃ + HCl regenerated A1
4
Question 5Structured · 3 marks

Phenol is more reactive than benzene.

Describe the reaction of phenol with bromine water and explain the difference from benzene.

[3]
Show answers and mark scheme
PartAnswer and marking pointsMarks
white precipitate 2,4,6-tribromophenol; lone pair donated into ring
decolourises and gives white precipitate B1
2,4,6-tribromophenol B1
lone pair on O delocalised into ring increases electron density B1
3
Question 6Structured · 12 marks

This question is about proteins and polyamides.

(a)

Describe the primary, secondary and tertiary structure of a protein.

[4]
(b)

Explain why heating a protein changes its shape but not its primary structure.

[2]
(c)

Compare the structure of a protein with that of nylon-6,6.

[2]
(d)

Explain why poly(lactic acid) is described as biodegradable and why this is an advantage.

[2]
(e)

Draw the repeat unit of the polymer formed from 2-hydroxypropanoic acid, CH₃CH(OH)COOH, and name the type of polymerisation.

[2]
Show answers and mark scheme
PartAnswer and marking pointsMarks
(a)sequence of amino acids; H bonding α-helix / β-sheet; folding by R-group interactions
primary: sequence of amino acids joined by peptide bonds B1
secondary: α-helix or β-pleated sheet held by hydrogen bonds between C=O and N–H B1
tertiary: overall folding held by R-group interactions B1
e.g. disulfide bridges, ionic bonds, hydrogen bonds, van der Waals B1
4
(b)breaks weaker H/ionic bonds; peptide covalent bonds intact
heat breaks the weaker hydrogen bonds and ionic interactions B1
the covalent peptide bonds (primary structure) are not broken B1
2
(c)both polyamides with amide linkages; protein from many different amino acids, nylon from two monomers
both contain amide (–CONH–) linkages B1
proteins are made from many different amino acids, nylon from two monomers (diamine and diacid) B1
2
(d)ester links hydrolysed by microorganisms; less persistent waste
its ester linkages are hydrolysed by water / microorganisms B1
it does not persist in landfill or oceans B1
2
(e)–O–CH(CH₃)–CO–; condensation
correct repeat unit with ester linkage B1
condensation polymerisation B1
2

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Original Cambridge-style practice questions written for mentorriyaz.in. These are not Cambridge past paper questions, and this site is not affiliated with or endorsed by Cambridge University Press & Assessment. Updated 2026-11-04. Paper generator · mentorriyaz.in