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Organic synthesis and analysis: Eduqas A‑Level Chemistry questions

Every Eduqas A-Level Chemistry exam question on OA4 Organic synthesis and analysis, 2016–2025, with its mark scheme and examiner’s report.

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1,513 questions

  1. Q1

    June 2025 · Component 2

    The whole paper ↗
    June 2025 Component 2, question 1: An aqueous solution of some α-amino acids is analysed by thin layer chromatography. 1 The Rf value for leucine is 0.73 when a particular solvent is used. If the
  2. Q6(c)

    June 2025 · Component 2

    The whole paper ↗
    June 2025 Component 2, question 6(c): State why stage 5 is described as addition polymerisation and not condensation polymerisation. [1]
  3. Q7(c)(ii)

    June 2025 · Component 2

    The whole paper ↗
    June 2025 Component 2, question 7(c)(ii): Unusually, calcium butanoate is less soluble in hot water than in cold water. You are given a sample of cold water and impure solid calcium butanoate. Suggest a
  4. Q8(d)(i)

    June 2025 · Component 2

    The whole paper ↗
    June 2025 Component 2, question 8(d)(i): State the name of the dicarboxylic acid that is reacted with the diamine to give this polyamide. [1]
  5. Q8(d)(ii)

    June 2025 · Component 2

    The whole paper ↗
    June 2025 Component 2, question 8(d)(ii): PA66 is a very stable polyamide and is resistant to many of the usual methods used to recycle polymers. A new method has recently been used to recycle PA66 It i
  6. Q9(a)(iii)

    June 2025 · Component 2

    The whole paper ↗
    June 2025 Component 2, question 9(a)(iii): 3-Nitrobenzoic acid obtained in stage 2 is contaminated with some 2-nitrobenzoic acid. State how the presence of this impurity would affect the melting temperat
  7. Q10(a)(iii)

    June 2025 · Component 2

    The whole paper ↗
    June 2025 Component 2, question 10(a)(iii): Suggest a method that can be used to separate these two isomers. [1]
  8. June 2025 Component 2, question 10(d): 3-Methylbutyl ethanoate is used as a banana flavouring in the food industry. When it is refluxed with aqueous sodium hydroxide it produces sodium ethanoate and
  9. Q12(a)(iii)

    June 2025 · Component 2

    The whole paper ↗
    June 2025 Component 2, question 12(a)(iii): I. Furfural can be hydrogenated in a number of stages to give pentane-1,5-diol. O HO OH H2 + O H Balance the equation by inserting the number of moles of hydrog
  10. Q12(b)

    June 2025 · Component 2

    The whole paper ↗
    June 2025 Component 2, question 12(b): You are given a sample of sodium benzoate that is contaminated with sodium hydroxide. Devise a method to produce pure benzoic acid from this sample. Describe ho
  11. Q3(a)

    June 2025 · Component 3

    The whole paper ↗
    June 2025 Component 3, question 3(a): Summarise the steps in the reaction scheme for the preparation of N-propylbenzamide from propanenitrile and benzenecarboxylic acid. No other organic compounds a
  12. Q3(b)

    June 2025 · Component 3

    The whole paper ↗
    June 2025 Component 3, question 3(b): Outline how impure N-propylbenzamide could be purified. [3]
  13. Q7(d)(iii)

    June 2024 · Component 2

    The whole paper ↗
    June 2024 Component 2, question 7(d)(iii): The progress of the reaction can be followed by using thin-layer chromatography. As the reaction proceeds the spot due to the dimethyl fumarate becomes more int
  14. Q7(d)(iv)

    June 2024 · Component 2

    The whole paper ↗
    June 2024 Component 2, question 7(d)(iv): At the end of the reaction, solid dimethyl fumarate is filtered off. The melting temperature of pure dimethyl fumarate is 104°C. A student carried out this reac
  15. Q8(d)(i)

    June 2024 · Component 2

    The whole paper ↗
    June 2024 Component 2, question 8(d)(i): Suggest why aqueous sodium hydroxide is added to the products. [2]
  16. Q8(d)(ii)

    June 2024 · Component 2

    The whole paper ↗
    June 2024 Component 2, question 8(d)(ii): Two layers are formed in the separating funnel. The trichloromethane layer is the lower layer. State why trichloromethane forms the lower layer. [1]
  17. Q10(b)(iii)

    June 2024 · Component 2

    The whole paper ↗
    June 2024 Component 2, question 10(b)(iii): Draw the repeating unit of nylon 6,10 [1]
  18. Q10(b)(iv)

    June 2024 · Component 2

    The whole paper ↗
    June 2024 Component 2, question 10(b)(iv): Nylon 6,10 is described as a condensation polymer. Give the meaning of condensation in this context. [1]
  19. Q11(b)(ii)

    June 2024 · Component 2

    The whole paper ↗
    June 2024 Component 2, question 11(b)(ii): The formula for the repeating unit of the polyester PTT is shown below. O O C C O (CH2)3 O State the name of the compound that reacts with propane-1,3-diol to g
  20. Q4(b)

    June 2024 · Component 3

    The whole paper ↗
    June 2024 Component 3, question 4(b): N-phenylethanamide is much more soluble in hot water than it is in cold water. Use this fact to outline how you would purify N-phenylethanamide to obtain a pure
All 74 questions on Organic synthesis and analysis, as a list
  1. June 2025, Component 2, Q1 (1 mark): An aqueous solution of some α-amino acids is analysed by thin layer chromatography. 1 The Rf value for leucine is 0.73 when a particular solvent is used. If the
  2. June 2025, Component 2, Q6(c) (1 mark): State why stage 5 is described as addition polymerisation and not condensation polymerisation. [1]
  3. June 2025, Component 2, Q7(c)(ii) (2 marks): Unusually, calcium butanoate is less soluble in hot water than in cold water. You are given a sample of cold water and impure solid calcium butanoate. Suggest a
  4. June 2025, Component 2, Q8(d)(i) (1 mark): State the name of the dicarboxylic acid that is reacted with the diamine to give this polyamide. [1]
  5. June 2025, Component 2, Q8(d)(ii) (3 marks): PA66 is a very stable polyamide and is resistant to many of the usual methods used to recycle polymers. A new method has recently been used to recycle PA66 It i
  6. June 2025, Component 2, Q9(a)(iii) (1 mark): 3-Nitrobenzoic acid obtained in stage 2 is contaminated with some 2-nitrobenzoic acid. State how the presence of this impurity would affect the melting temperat
  7. June 2025, Component 2, Q10(a)(iii) (1 mark): Suggest a method that can be used to separate these two isomers. [1]
  8. June 2025, Component 2, Q10(d) (6 marks): 3-Methylbutyl ethanoate is used as a banana flavouring in the food industry. When it is refluxed with aqueous sodium hydroxide it produces sodium ethanoate and
  9. June 2025, Component 2, Q12(a)(iii) (2 marks): I. Furfural can be hydrogenated in a number of stages to give pentane-1,5-diol. O HO OH H2 + O H Balance the equation by inserting the number of moles of hydrog
  10. June 2025, Component 2, Q12(b) (6 marks): You are given a sample of sodium benzoate that is contaminated with sodium hydroxide. Devise a method to produce pure benzoic acid from this sample. Describe ho
  11. June 2025, Component 3, Q3(a) (6 marks): Summarise the steps in the reaction scheme for the preparation of N-propylbenzamide from propanenitrile and benzenecarboxylic acid. No other organic compounds a
  12. June 2025, Component 3, Q3(b) (3 marks): Outline how impure N-propylbenzamide could be purified. [3]
  13. June 2024, Component 2, Q7(d)(iii) (1 mark): The progress of the reaction can be followed by using thin-layer chromatography. As the reaction proceeds the spot due to the dimethyl fumarate becomes more int
  14. June 2024, Component 2, Q7(d)(iv) (2 marks): At the end of the reaction, solid dimethyl fumarate is filtered off. The melting temperature of pure dimethyl fumarate is 104°C. A student carried out this reac
  15. June 2024, Component 2, Q8(d)(i) (2 marks): Suggest why aqueous sodium hydroxide is added to the products. [2]
  16. June 2024, Component 2, Q8(d)(ii) (1 mark): Two layers are formed in the separating funnel. The trichloromethane layer is the lower layer. State why trichloromethane forms the lower layer. [1]
  17. June 2024, Component 2, Q10(b)(iii) (1 mark): Draw the repeating unit of nylon 6,10 [1]
  18. June 2024, Component 2, Q10(b)(iv) (1 mark): Nylon 6,10 is described as a condensation polymer. Give the meaning of condensation in this context. [1]
  19. June 2024, Component 2, Q11(b)(ii) (1 mark): The formula for the repeating unit of the polyester PTT is shown below. O O C C O (CH2)3 O State the name of the compound that reacts with propane-1,3-diol to g
  20. June 2024, Component 3, Q4(b) (3 marks): N-phenylethanamide is much more soluble in hot water than it is in cold water. Use this fact to outline how you would purify N-phenylethanamide to obtain a pure
  21. Autumn 2021, Component 2, Q1(b)(i) (1 mark): A gas-liquid chromatogram of methylcyclohexane, contaminated with small quantities of cyclohexane, ethylcyclohexane and propylcyclohexane is shown below. The fi
  22. Autumn 2021, Component 2, Q1(b)(ii) (1 mark): The boiling temperatures of cyclohexane and some alkylcyclohexanes are shown in the table. Compound Boiling temperature / °C cyclohexane 81 methylcyclohexane 10
  23. Autumn 2021, Component 2, Q2(b) (1 mark): The melting temperature of pure (1,2-dibromoethyl)benzene is 73 °C. In the reaction the product was recrystallised using ethanol as the solvent. State how the m
  24. Autumn 2021, Component 2, Q3(a) (1 mark): State and explain the colour of this compound in white light. [1]
  25. Autumn 2021, Component 2, Q6(b)(ii) (2 marks): After removal of insoluble calcium sulfate, 20 cm3 of hexan-1-ol was added to the reaction product. Hexan-1-ol and water are immiscible. The propanoic acid diss
  26. Autumn 2021, Component 2, Q6(e)(i) (2 marks): The concentration of small quantities of ethanal present in ethanoic acid can be measured by colorimetry, where the intensity of the colour produced in solution
  27. Autumn 2021, Component 2, Q6(e)(ii) (2 marks): The absorption at 480 nm is related to the concentration of ethanal present by the equation below. absorption = constant × concentration The absorption of an et
  28. Autumn 2021, Component 2, Q7(a) (1 mark): The condensation polymer Nylon-6 can be formed from 6-aminohexanoic acid. Complete the equation for this reaction. [1] H O C n N ( CH ) + n 2 5 n 6-aminohexano
  29. Autumn 2021, Component 2, Q8(a)(i) (6 marks): The flow chart below outlines one method for its preparation. product mixture of + ethanol solid benzaldehyde product and phenylamine boiling water 20 minutes w
  30. Autumn 2021, Component 2, Q8(a)(ii) (2 marks): The table below summarises two methods for making benzylidene aniline. Reaction Time taken Purification Yield Method temperature Catalyst / min solvent / % / °C
  31. Autumn 2021, Component 2, Q8(c)(i) (2 marks): Complete the table below giving the observation, if any, for the reaction with each of these compounds. You can assume that the materials being used are in an a
  32. Autumn 2021, Component 2, Q10(b) (6 marks): Four reactions are shown below. Each of them is wrong in some way. For each of these reactions, explain what is incorrect, and correct them as appropriate.  [6
  33. Autumn 2021, Component 2, Q10(d) (6 marks): Under suitable conditions dichloroethanoic acid, Cl2CHCOOH, reacts with alkalis to give compound W. Information about compound W is given below. • It has a rela
  34. Autumn 2021, Component 2, Q11(e)(i) (1 mark): Use the formula of these two compounds to give the formula of the repeating section of this polyester. [1]
  35. Autumn 2021, Component 2, Q11(e)(ii) (1 mark): Draw a ring around the part of the repeating section in part (i) that shows the ester linkage in this polymer. [1]
  36. Autumn 2021, Component 3, Q2(c) (3 marks): Phenyl benzoate is very much more soluble in hot ethanol than it is in cold ethanol. Use this fact to outline how you would purify phenyl benzoate to obtain a p
  37. Autumn 2021, Component 3, Q2(e) (2 marks): State the names of two methods that could be used to show that a sample of phenyl benzoate is pure. [2] Method 1 Method 2
  38. Autumn 2021, Component 3, Q2(f)(i) (2 marks): Two esters, A and B, of molecular formula C4H8O2, were separately refluxed with aqueous sodium hydroxide and then the reaction mixtures distilled. The alcohols
  39. Autumn 2020, Component 2, Q6(b)(ii) (3 marks): Use your answer to part (i) to deduce the structures of compounds T, U and V. [3] Compound Structure T U V
  40. Autumn 2020, Component 2, Q8(a) (6 marks): A perfume contains 2-methylundecanal, C12H24O. O CH3(CH2)8CH(CH3)C H Compounds D to G all contain some features similar to 2-methylundecanal. For each compound
  41. Autumn 2020, Component 2, Q8(d) (2 marks): The table shows the concentrations of seven coloured compounds in a tomato. The values were obtained by HPLC. Concentration Compound / μg g–1 1 0.60 2 1.15 3 1.
  42. Autumn 2020, Component 2, Q9(d) (2 marks): Some information about a sample of 2,6-dichlorophenol produced by the chlorination of 2-chlorophenol is given below. Calculated percentage of chlorine in 2,6-di
  43. Autumn 2020, Component 2, Q9(e)(iv) (2 marks): In stage 3, hexane-1,6-diol reacts with hexane-1,6-dioic acid to give the polyester. I. State why this is a condensation reaction. [1] II. Draw a ring around th
  44. Autumn 2020, Component 3, Q1(c) (8 marks): For each pair of compounds shown below, complete the table to describe a chemical test that can be used to distinguish between them. Where appropriate, give the
  45. June 2019, Component 2, Q8(d)(ii) (8 marks): Another method of disposal is by the conversion of CS gas to (2-chlorophenyl)ethene, ammonium sulfate, carbon dioxide and other products. Cl Cl stage 1 CN H C C
  46. June 2019, Component 2, Q10(a)(v) (1 mark): In Stage 4 Kevlar® is produced. State why this polymer is described as a polyamide. [1]
  47. June 2019, Component 2, Q10(a)(vii) (1 mark): The student suggested that benzene-1,4-diol can react with the acid dichloride formed in stage 3 to give a different polymer. Suggest a formula for this polymer
  48. June 2019, Component 2, Q11(a)(ii) (3 marks): The reforming of naphtha produces a number of other liquid products in addition to benzene. I. One method of separating benzene from aliphatic products is to us
  49. June 2019, Component 2, Q12(c)(i) (1 mark): Many polymers persist in the environment for many years and are causing severe pollution problems. There is an increasing use of materials that lead to fewer en
  50. June 2019, Component 2, Q12(c)(ii) (2 marks): Suggest two desirable properties of PLA if it is to be used for lining the cardboard of a cup used for hot drinks. [2] 1 ……… 2. ………
  51. June 2019, Component 3, Q5(a)(i) (2 marks): and (ii) by completing the table opposite. (i) Name compounds D and F. [2]
  52. June 2019, Component 3, Q5(a)(ii) (3 marks): Give the results you would expect to observe on addition of reagents 2 and 3 to each of the compounds. Write ‘NR’ if there is no reaction. Three of the compound
  53. June 2019, Component 3, Q5(c)(i) (4 marks): Complete the table below giving the reagent(s) and briefly describing each test. Give the observations made for each compound. Any test you suggest must lead to
  54. June 2019, Component 3, Q5(c)(ii) (3 marks): Explain each of the positive results observed. [3]
  55. June 2019, Component 3, Q5(d)(i) (1 mark): Name compound J. [1] Do not use any of the reagents used in parts (a)-(c) [shown below] in your answers to parts (ii)-(iv). red litmus paper I2(aq) / NaOH(aq) o
  56. June 2019, Component 3, Q5(d)(ii) (1 mark): Give a chemical test which gives a positive result for compounds H, I and J but not for compound B. [1] Reagent(s) ……… Observation(s) …
  57. June 2018, Component 2, Q10(b)(ii) (2 marks): Briefly outline how the mixture could be ‘heated under reflux at 100 °C’. [2]
  58. June 2018, Component 2, Q10(b)(iii) (1 mark): State how the method implies that glucose pentaethanoate is insoluble in water. [1]
  59. June 2018, Component 2, Q10(b)(iv) (1 mark): During recrystallisation glucose pentaethanoate is dissolved in the ‘minimum quantity of hot ethanol’. Why was the ‘minimum quantity’ used? [1]
  60. June 2018, Component 2, Q10(b)(v) (2 marks): The melting temperature of glucose pentaethanoate is 134 °C. In the experiment the sample is found to melt at a lower temperature. Suggest a possible cause for
  61. June 2018, Component 2, Q13(d)(iii) (1 mark): Draw the structure of nylon-11, indicating the repeating unit present. The formula of 11-aminoundecanoic acid is shown below. [1] O H2N (CH2)10 C OH
  62. June 2018, Component 2, Q14(b)(ii) (6 marks): Suggest a three stage synthesis of phenylethanoic acid (C6H5CH2COOH) starting from methylbenzene. In the first stage, methylbenzene reacts with chlorine in a si
  63. June 2018, Component 2, Q15(b)(ii) (4 marks): Tests on liquid L showed that • it did not liberate carbon dioxide with sodium hydrogencarbonate solution. • it contained 2 oxygen atoms in each molecule • when
  64. June 2018, Component 3, Q2(c) (2 marks): Two-stage processes for the preparation of alcohols A and C are shown below. In each case the intermediate compound has been omitted. Complete the schemes by in
  65. June 2018, Component 3, Q4(a)(i) (2 marks): Spot 2 on this chromatogram corresponds to alanine. Calculate the Rf value of alanine in this solvent. [2] Rf =
  66. June 2018, Component 3, Q4(a)(ii) (1 mark): Explain, in terms of the data provided, why only three spots are present on this chromatogram even though the solution contains a mixture of four different amin
  67. June 2018, Component 3, Q4(a)(iii) (4 marks): The plate was rotated through 90° in an anticlockwise direction and then placed in a phenol/ammonia solvent. Complete the diagram below to show the chromatogram
  68. June 2017, Component 2, Q7 (3 marks): A sample of 1-butyl butanoate (boiling temperature 164 °C) is contaminated with around 10 % of butanoic acid (boiling temperature 162 °C). Describe how you woul
  69. June 2017, Component 2, Q8(a)(i) (1 mark): Suggest a simple method of heating and subsequent cooling of the reaction mixture. [1]
  70. June 2017, Component 2, Q9(a)(iv) (4 marks): 2,4-Dinitrophenylamine has a melting temperature of 180 °C and is recrystallised from a 1:1 mixture of ethanol and water. Outline the essential stages of this r
  71. June 2017, Component 2, Q10(f) (6 marks): Compound J is a polyamide that is produced from two different monomers. This polyamide is hydrolysed by boiling it with aqueous sodium hydroxide. After acidifyi
  72. June 2017, Component 2, Q11(b)(iv) (2 marks): State the type of reaction occurring in stage 4 and give a suitable reagent(s) for this reaction. [2] Type of reaction Reagent(s)
  73. June 2017, Component 2, Q13(e) (11 marks): Compound R is a neutral saturated aliphatic compound that contains only carbon, hydrogen and oxygen. The percentage of oxygen by mass is 24.6 This compound is h
  74. June 2017, Component 3, Q5 (4 marks): Noradrenaline is a hormone that is produced naturally by the body. It is given by injection to treat a life-threatening drop in blood pressure. A student was gi

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