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A-LevelChemistryOrganic synthesis9701/22 · May/June 2023 · Q38 Marks

Fig. 3.1 describes a sequence of reactions that can be used to produce a food additive, compound Y, from CH3CH2Cl. X step 1 step 2 step 3 CH3CH2Cl CH3CH2CN CH3CH2COOH Y dilute acid Ca(s) Fig. 3.1

  1. (a)(i)State the reagent and conditions for step 1 in Fig. 3.1.[1]
  2. (a)(ii)Give the systematic name of X.[1]
  3. (a)(iii)Identify the type of reaction that occurs when dilute acid is added to X in step 2.[1]
  4. (a)(iv)In step 3, Y and a gas are produced. Construct an equation for step 3.[2]
  5. (b)CH3CH2COOH can also be formed from propan-1-ol and potassium dichromate(VI). State the conditions required.[1]
  6. (c)Complete Table 3.1 to show the number of sigma bonds (σ) and pi bonds (π) present in a molecule of X. Table 3.1 type of bond | number of bonds in X ---|--- sigma (σ) | pi (π) |[2]

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Mark scheme

Marking points from the official mark scheme (May/June 2023). The mark or mark type is shown in brackets.

  1. [1] KCN in ethanol + heat
  2. [1] propanenitrile
  3. [1] (acid) hydrolysis
  4. [2] 2 CH3CH2COOH + Ca → (CH3CH2COO)2Ca + H2 M1 H2 as product M2 balanced equation based on correct formula of Y
  5. [1] acid (conditions) / H+(aq) AND heat under reflux
  6. [2] type of bond in X | number of bonds in X ---|--- sigma σ | 8 pi π | 2

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About this question

Topic
Organic synthesis, A-Level Chemistry (syllabus 9701). Structured question, 8 marks.
Source
A-Level Chemistry, May/June 2023 Paper 2 Variant 2, question 3.

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