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A-LevelChemistryOrganic synthesis9701/21 · Oct/Nov 2025 · Q416 Marks

Fig. 4.1 shows a possible synthesis of propene, C₃H₆. [Figure 4.1]

  1. (a)(i)Identify the type of reaction that occurs in reaction 1.[1]
  2. (a)(ii)Suggest a suitable reagent for reaction 2.[1]
  3. (a)(iii)Reaction 3 is an elimination reaction. Write an equation for this reaction and identify the solvent and conditions used. equation .......... solvent and conditions ..........[2]
  4. (a)(iv)C₂H₅CH₂OH can be directly converted to C₃H₆. Suggest the reagent and conditions for this conversion.[1]
  5. (b)Under suitable conditions, propene polymerises to form poly(propene). Poly(propene) exhibits stereoisomerism.
  6. (b)(i)Identify the type of polymerisation that forms poly(propene) from propene.[1]
  7. (b)(ii)Define stereoisomerism.[2]
  8. (b)(iii)Draw a section of poly(propene), showing two repeat units. Use your diagram to identify the type of stereoisomerism shown by poly(propene). Explain your answer.[3]
  9. (b)(iv)State two difficulties associated with the disposal of poly(propene). 1 .......... 2 ..........[2]
  10. (c)Under different conditions, two molecules of propene can combine to form compounds X and Y. [Structures of X and Y]
  11. (c)(i)Name X.[1]
  12. (c)(ii)Fig. 4.2 shows the mass spectrum of either compound X or compound Y. [Figure 4.2] Identify which of X and Y gives this mass spectrum. Give one reason for your answer, referring to the fragmentation pattern.[1]
  13. (c)(iii)The molecular ion peak in the spectrum in Fig. 4.2 has relative abundance 34.7. Calculate the relative abundance of the [M+1]⁺ peak in this spectrum. relative abundance of [M+1]⁺ peak = ..........[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] (a)(i) reduction
  2. [1] (a)(ii) PCl₅ / PCl₃ / SOCl₂ OR KCl / NaCl AND conc. H₂SO₄ / conc. H₃PO₄
  3. [2] (a)(iii) M1 C₂H₅CH₂Cl + NaOH → C₃H₆ + H₂O + NaCl M2 ethanol (solvent) AND heat / reflux
  4. [1] (a)(iv) conc. H₂SO₄ OR conc. H₃PO₄ OR Al₂O₃ AND heat
  5. [1] (b)(i) addition
  6. [2] (b)(ii) M1 (molecules that have the) same structural formula (and same molecular formula) M2 but different 3D / spatial arrangement of atoms / groups
  7. [3] (b)(iii) M1 [Drawing of poly(propene) showing two repeat units as —[CH(CH₃)—CH₂]—[CH(CH₃)—CH₂]—] M2 optical isomerism M3 the methylated carbon has four different groups attached
  8. [2] (b)(iv) M1 non-biodegradability M2 harmful combustion products
  9. [1] (c)(i) 2,3-dimethylbut-1-ene
  10. [1] (c)(ii) (The spectrum is of) X AND 41 is [CH₂=CCH₃]⁺ / 41 is C₃H₅⁺ OR 43 is [CH₃CHCH₃]⁺ / 43 is C₃H₇⁺ OR X would NOT have significant peak at 54 / [(CH₃)₂C=C⁺] / C₄H₆⁺ OR X would NOT have significant peak at 42 due to [(CH₃)₂C⁺] / C₃H₆⁺
  11. [1] (c)(iii) ([M+1]+/ 34.7 × 100 / 1.1 = 6) [M+1]+ = 2.29

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About this question

Topic
Organic synthesis, A-Level Chemistry (syllabus 9701). Structured question, 16 marks.
Source
A-Level Chemistry, Oct/Nov 2025 Paper 2 Variant 1, question 4.

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