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A-LevelChemistryCarboxylic acids and derivatives9701/41 · Oct/Nov 2025 · Q712 Marks

State the relative acidities of bromoethanoic acid, BrCH2COOH, chloroethanoic acid, ClCH2COOH, ethanoic acid, CH3COOH and ethanol, CH3CH2OH. Explain your answer. most acidic __________________________________ least acidic __________________________________ [4]

  1. (a)State the relative acidities of bromoethanoic acid, BrCH2COOH, chloroethanoic acid, ClCH2COOH, ethanoic acid, CH3COOH and ethanol, CH3CH2OH. Explain your answer. most acidic __________________________________ least acidic __________________________________ [4][4]
  2. (b)Fig. 7.1 shows the reaction of methylbenzene and ethanedioic acid with KMnO4. Predict the major carbon-containing product for each of these reactions. [Figure 7.1] [2][2]
  3. (c)(i)Polyamide X can be synthesised from ethanedioic acid and benzene-1,4-diamine. [Structure of benzene-1,4-diamine] Draw the repeat unit of polyamide X in the box. The new functional group formed should be shown displayed. [Box for polyamide X] [2][2]
  4. (c)(ii)Benzene-1,4-diamine can be formed by reduction of 1,4-dinitrobenzene. Complete the equation for this reduction. [H] represents one atom of hydrogen from a reducing agent. [Equation to complete] [1][1]
  5. (d)(i)Fig. 7.2 shows the two-step synthesis of the azo compound W. [Figure 7.2] Suggest structures for compounds V and W and draw them in the boxes in Fig. 7.2.[2]
  6. (d)(ii)Give the reagents and conditions for step 1.[1]

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Mark scheme

Marking points from the official mark scheme (Oct/Nov 2025). The mark or mark type is shown in brackets.

  1. [1] M1: ClCH2COOH BrCH2COOH CH3COOH CH3CH2OH most acidic least acidic
  2. [1] M2: electron withdrawing groups / electronegative groups / negative inductive effect AND weakens O-H bond / more stable anion OR electron donating groups / positive inductive effect AND strengthens O-H bond / less stable anion
  3. [1] M3 M4: chlorine is more electron-withdrawing / electronegative than bromine (related to XCH2COOH)
  4. [1] M3 M4: electron withdrawing of C=O / negative inductive effect of C=O (related to COOH)
  5. [1] M3 M4: positive inductive effect / electron donating of alkyl / ethyl / R group (related to ROH)
  6. [any two [1], all three [2]]
  7. [1] M1: Benzoic acid structure (PhCOOH)
  8. [1] M2: CO2
  9. [1] M1: correct displayed amide bond with C=O, (C6H5)–N and (C−)C=O
  10. [1] M2: rest of the structure correct with continuation bonds
  11. [1] O2N-C6H4-NO2 + 12[H] → H2N-C6H4-NH2 + 4H2O
  12. [1] M1: (structure of benzenediazonium chloride: C6H5N2+Cl-)
  13. [1] M2: (structure of C18H14N4O2: HO-C6H4-N=N-C6H4-N=N-C6H4-OH)
  14. [1] HNO2 (and HCI) AND ≤10 °C OR NaNO2 AND HCI AND <10 °C

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About this question

Topic
Carboxylic acids and derivatives, A-Level Chemistry (syllabus 9701). Structured question, 12 marks.
Source
A-Level Chemistry, Oct/Nov 2025 Paper 4 Variant 1, question 7.

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