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A-LevelChemistryHydrocarbons9701/23 · May/June 2019 · Q611 Marks

(a) Three alkenes, X, Y and Z, have the same molecular formula. (i) Describe what is seen when aqueous bromine is added to X. [1] X, Y and Z are reacted separately with hot, concentrated, acidified manganate(VII) ions until no further reaction occurs. The carbon-containing products are shown in the table. alkene carbon-containing products X CO2 + (CH3)2CO Y CO2 + CH3CH2CO2H Z CH3CO₂H (ii) Draw the structures of X, Y and Z. [Figure 6.1 showing empty boxes for structures X, Y and Z] [3] (iii) Deduce the molecular formula of X, Y and Z. [1] (b) The structures of V and W are shown. CH3(CH2)2CH2OH V (CH3)3COH W (i) Name the class of compound that V and W each belong to. V W [2] (ii) V and W both react with sodium metal. Write an equation for the reaction of V with sodium metal. [1] (iii) Name a reagent used to distinguish V from W. Describe any observations. reagent observations with V observations with W [3] [Total: 11]

  1. (a)(i)Describe what is seen when aqueous bromine is added to X.[1]
  2. (a)(ii)Draw the structures of X, Y and Z.[3]
  3. (a)(iii)Deduce the molecular formula of X, Y and Z.[1]
  4. (b)(i)Name the class of compound that V and W each belong to. V W[2]
  5. (b)(ii)V and W both react with sodium metal. Write an equation for the reaction of V with sodium metal.[1]
  6. (b)(iii)Name a reagent used to distinguish V from W. Describe any observations. reagent observations with V observations with W[3]

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Mark scheme

Marking points from the official mark scheme (May/June 2019). The mark or mark type is shown in brackets.

  1. [1] Orange / brown to colourless / decolourises
  2. [1] X (CH3)2C = CH2 / (CH3)2CCH2
  3. [1] Y CH3CH2CH = CH2 / C2H5CHCH2
  4. [1] Z CH3CH = CHCH3 / CH3CHCHCH3
  5. [1] C4H8
  6. [1] V = primary / 1° alcohol
  7. [1] W = tertiary / 3° alcohol
  8. [1] CH3(CH2)2CH2OH + Na → CH3(CH2)2CH2ONa + ½ H2
  9. [3] M1 Reagent H+ / Cr2O7 2-
  10. [3] M2 Observations for V orange to green
  11. [3] M3 Observations for W no change / remains orange

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About this question

Topic
Hydrocarbons, A-Level Chemistry (syllabus 9701). Structured question, 11 marks.
Source
A-Level Chemistry, May/June 2019 Paper 2 Variant 3, question 6.

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