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2 marksStructure and Formulae

CAPE Chemistry Unit 2 · May/June 2023 · Paper 2 · Question 1(c)(ii)

Geometrical isomers B and C are shown.

Compound B in (c) (i) reacts with HBr to yield Markovnikov product D as an equal mixture of two optical isomers. Define the term 'optical isomer'.

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Other parts of this question

  1. 1(a)Give the IUPAC name for Compound A whose molecule is shown below.[1 mark]
  2. 1(b)(i)A hydrocarbon with molecular formula C₆H₁₄ is known to have five structural isomers. Draw the structures for EACH of these isomers in the space provided below.[5 marks]
  3. 1(b)(ii)State the IUPAC names of any TWO isomers in (b) (i).[2 marks]
  4. 1(c)(i)Write the IUPAC names of the geometrical isomers B and C shown below.[2 marks]
  5. 1(c)(iii)Draw the structures of the TWO optical isomers obtained in (c) (ii).[2 marks]
  6. 1(c)(iv)State the colour change observed when Compound C in (c) (i) reacts with Br₂.[2 marks]
  7. 1(d)(i)Name the functional groups highlighted in the compounds labelled A, B and C in the scheme above.[3 marks]
  8. 1(d)(ii)Identify the reagents I and II in the scheme above.[2 marks]
  9. 1(d)(iii)Identify the colour change observed when Compound A is converted to Compound B.[2 marks]
  10. 1(d)(iv)Based on your response in (d) (ii), what colour is observed for the conversion of Compound B to Compound C?[1 mark]
  11. 1(d)(v)Draw the structures of Compound D and Compound E in the space provided below.[2 marks]
  12. 1(d)(vi)Name the reaction used to form Compound E.[1 mark]
  13. 1(d)(vii)Give the reaction mechanism for EACH of the steps in going from Compound A to Compound E, using curved arrows to show the movement of electrons.[3 marks]

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