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Amines

Past-paper questions pack

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Questions are numbered; the mark schemes (the answer key) follow on separate pages so the question pages can be handed out alone. www.chemistryaleveltutor.com

OCR AS and A-level Chemistry past-paper questions since 2016 · 17 parts · mark schemes follow the questions · www.chemistryaleveltutor.com · Questions and mark schemes © OCR

1. June 2025 · Paper 2 · Q7 · 1 marks ·
7 What are the organic products of the acid hydrolysis of CH3CH2CONHCH3? A CH3CH2COO– + CH3NH3 + B CH3CH2COOH + CH3NH3 + C CH3CH2COOH + CH3NH2 D CH3CH2COO– + CH3NH2 Your answer [1]
2. June 2025 · Paper 2 · Q20(c)(iv) · 2 marks ·
(iv) In the production of a pesticide, compound G is reduced to amine H. Suggest suitable reagents and complete the equation for this reduction. Reagents .......................................................................................................................................... Equation: CH3 CH3 NO2 NH2 + .............[H] + ............. Compound G Amine H [2]
3. June 2024 · Paper 2 · Q18(b) · 9 marks ·
(b) Complete the flowchart by filling in each box. amine reagent(s) ............................................. reagent(s) H ............................................. H3C C Br H bromoethane alcohol reagent(s) .......................................................... H H3C C C N H nitrile reagent(s) reagent(s) .......................................................... ............................................. carboxylic acid amine [9]
4. June 2022 · Paper 2 · Q14 · 1 marks · AO1
14 Which species could react as a nucleophile? 1 NH3 2 OH– 3 CH3NH2 A 1, 2 and 3 B Only 1 and 2 C Only 2 and 3 D Only 1 Your answer [1]
5. June 2022 · Paper 2 · Q19(e) · 6 marks · AO3
(e)* A student intends to synthesise compound I. O O NH2 Compound I Plan a synthesis to prepare 9.36 g of compound I starting from 2-chloropropanoic acid, CH3CHCl COOH. The overall percentage yield of compound I from 2-chloropropanoic acid is 64%. In your answer, include starting mass of 2-chloropropanoic acid, reagents, conditions and equations where appropriate. [6] ................................................................................................................................................... ................................................................................................................................................... ................................................................................................................................................... ................................................................................................................................................... ................................................................................................................................................... ................................................................................................................................................... ................................................................................................................................................... ................................................................................................................................................... ................................................................................................................................................... ................................................................................................................................................... ................................................................................................................................................... ................................................................................................................................................... ................................................................................................................................................... ................................................................................................................................................... ................................................................................................................................................... ................................................................................................................................................... ................................................................................................................................................... ................................................................................................................................................... ................................................................................................................................................... ................................................................................................................................................... ................................................................................................................................................... ................................................................................................................................................... Additional answer space if required. ................................................................................................................................................... ................................................................................................................................................... ................................................................................................................................................... ................................................................................................................................................... ................................................................................................................................................... ...................................................................................................................................................
6. June 2022 · Paper 2 · Q20(d)(i) · 2 marks · AO1
(d) A two-stage synthesis of an amine from compound J is shown below. (i) Add the reagents for each stage of this synthesis. CH2CH2OH Compound J ............................ ............................ CH2CH2OH CH2CH2OH Reduction ............................ NO2 NH2 [2]
7. June 2022 · Paper 2 · Q20(d)(ii) · 1 marks · AO2
(ii) Fill in the equation for the reduction stage of this synthesis. CH2CH2OH + CH2CH2OH + ............... ............... NO2 NH2 [1]
8. November 2021 · Paper 2 · Q9 · 1 marks ·
9 Which reaction is not a reduction? A C6H5NO2 C6H5NH2 B CH3CN CH3CH2NH2 C CH3CH2Cl CH3CH2NH2 D CH3COCH3 CH3CHOHCH3 Your answer [1]
9. November 2021 · Paper 2 · Q18(b) · 7 marks · AO1, 2
(b) Complete the flowchart for two synthetic routes to the amino acid valine. ester C7H14O3 .................................................. O HO OH .................................. C5H10O3 acyl chloride C5H9O2Cl .................................................. O H2N OH ........................................... valine haloalkane C5H11NO2 C5H9BrO2 [7]
10. November 2021 · Paper 2 · Q18(d)(i) · 2 marks · AO3
(d) Tablets based on ibuprofen and lysine are now available from pharmacies. These tablets are claimed to act faster than ibuprofen by being absorbed into the body more quickly than ibuprofen alone. One type of these tablets contains a salt of ibuprofen and the amino acid lysine (R = –(CH2)4NH2) in a 1:1 molar proportion. (i) Suggest the structure of each ion in this lysine salt of ibuprofen, including the position of any charges. – ion + ion [2]
11. November 2020 · Paper 2 · Q17(c)(ii) · 5 marks · AO3
(ii) The chemist develops a three-stage synthesis of compound D from compound C. Complete the flowchart. Show structures for organic compounds. reagent: ...................................... catalyst: ...................................... compound C 1. Sn + HCl 2. Neutralise O HN reagent: ...................................... compound D [5]
12. November 2020 · Paper 2 · Q21(a) · 5 marks · AO2
21 This question is about organic compounds containing nitrogen. (a) Salt H, (CH3)2CHNH3Cl , is used in the manufacture of garden weedkillers. The flowchart shows the synthesis of the salt H from propanone. Complete the flowchart. Show structures for organic compounds. propanone NaBH4 reagent: ...................................... Br CH H3C CH3 reagent: ...................................... NH3Cl reagent: ...................................... CH H3C CH3 salt H [5]
13. June 2019 · Paper 2 · Q19(b)(iv) · 7 marks · AO2
(iv) Complete the flowchart for the synthesis of compounds D and E from phenylethanone. H3C O C NaBH4 phenylethanone NaCN(aq) / H+(aq) .................................................. H H C H C .................................................. CH3 compound D Br C CN .................................................. CH3 H2N C COOH .................................... compound E [7]
14. June 2018 · Paper 2 · Q17(b) · 2 marks ·
(b) The α-amino acid lysine (R = (CH2)4NH2) reacts with an excess of dilute hydrochloric acid to form a salt. Draw the structure of the salt formed in this reaction. [2]
15. June 2018 · Paper 3 · Q4(b)(ii) · 6 marks ·
(ii)* A chemist prepares a pure solid sample of paracetamol from 4-nitrophenol in two stages: H Stage 1 Stage 2 HO NO2 Intermediate HO N CH3COCl C CH3 4-nitrophenol paracetamol O Describe a two-stage synthesis of 5.00 g of pure paracetamol from 4-nitrophenol. The overall percentage yield of paracetamol from 4-nitrophenol is 40.0%. In your answer, include the mass of 4-nitrophenol required, the reagents and intermediate, and details of the purification of paracetamol. [6] ........................................................................................................................................... ........................................................................................................................................... ........................................................................................................................................... ........................................................................................................................................... ........................................................................................................................................... ........................................................................................................................................... ........................................................................................................................................... ........................................................................................................................................... ........................................................................................................................................... ........................................................................................................................................... ........................................................................................................................................... ........................................................................................................................................... ........................................................................................................................................... ........................................................................................................................................... ........................................................................................................................................... Additional answer space if required. ........................................................................................................................................... ........................................................................................................................................... ........................................................................................................................................... ...........................................................................................................................................
16. June 2017 · Paper 2 · Q17(c)(i) · 3 marks ·
(c) A student synthesises 3-bromophenylamine, shown below, starting from nitrobenzene. (i) Complete the flowchart showing the structure of the intermediate and the formulae of the reagents for each stage. NO2 bromination reagents: ............................................. reduction NH2 reagents: ............................................. Br 3-bromophenylamine intermediate [3]
17. June 2017 · Paper 2 · Q18(a)(iii) · 2 marks ·
(iii) Compound H reacts with dilute hydrochloric acid to form a salt. Explain why compound H can react with dilute hydrochloric acid and suggest a structure for the salt formed. Explanation ....................................................................................................................... ........................................................................................................................................... ........................................................................................................................................... ........................................................................................................................................... Structure [2]

Mark schemes

1. June 2025 · Paper 2 · Q7
Mark scheme June 2025 Paper 2 Q7
2. June 2025 · Paper 2 · Q20(c)(iv)
Mark scheme June 2025 Paper 2 Q20(c)(iv)
3. June 2024 · Paper 2 · Q18(b)
Mark scheme June 2024 Paper 2 Q18(b)
4. June 2022 · Paper 2 · Q14
Mark scheme June 2022 Paper 2 Q14
5. June 2022 · Paper 2 · Q19(e)
Mark scheme June 2022 Paper 2 Q19(e)
6. June 2022 · Paper 2 · Q20(d)(i)
Mark scheme June 2022 Paper 2 Q20(d)(i)
7. June 2022 · Paper 2 · Q20(d)(ii)
Mark scheme June 2022 Paper 2 Q20(d)(ii)
8. November 2021 · Paper 2 · Q9
Mark scheme November 2021 Paper 2 Q9
9. November 2021 · Paper 2 · Q18(b)
Mark scheme November 2021 Paper 2 Q18(b)
10. November 2021 · Paper 2 · Q18(d)(i)
Mark scheme November 2021 Paper 2 Q18(d)(i)
11. November 2020 · Paper 2 · Q17(c)(ii)
Mark scheme November 2020 Paper 2 Q17(c)(ii)
12. November 2020 · Paper 2 · Q21(a)
Mark scheme November 2020 Paper 2 Q21(a)
13. June 2019 · Paper 2 · Q19(b)(iv)
Mark scheme June 2019 Paper 2 Q19(b)(iv)
14. June 2018 · Paper 2 · Q17(b)
Mark scheme June 2018 Paper 2 Q17(b)
15. June 2018 · Paper 3 · Q4(b)(ii)
Mark scheme June 2018 Paper 3 Q4(b)(ii)
16. June 2017 · Paper 2 · Q17(c)(i)
Mark scheme June 2017 Paper 2 Q17(c)(i)
17. June 2017 · Paper 2 · Q18(a)(iii)
Mark scheme June 2017 Paper 2 Q18(a)(iii)