Quelpr
3 marksFunctional Group Analysis, Reactions and Mechanisms

CAPE Chemistry Unit 2 · 2013 · Paper 2 · Question 4(c)(ii)

Benzene, nitrobenzene, and methylbenzene undergo electrophilic chlorination in the presence of a catalyst at different rates.

Draw the major mono-substituted aromatic chlorinated product formed from the reaction of chlorine with benzene, nitrobenzene, and methylbenzene, respectively.

The mark scheme is shown once you've answered.

Practise this question

Other parts of this question

  1. 4(a)(i)State the reagent needed to convert phenol into sodium phenoxide (reaction (i)).[1 mark]
  2. 4(a)(ii)Draw the structure of the organic product formed when phenol reacts with Br2(aq) (reaction (ii)).[1 mark]
  3. 4(a)(iii)Identify the reagent needed to convert phenol into phenyl propanoate (reaction (iii)).[1 mark]
  4. 4(b)(i)State the reagents and conditions required for each of Steps I, II, and III.[3 marks]
  5. 4(b)(ii)Outline the electrophilic substitution mechanism for the nitration of benzene in Step I, using curved arrows to show electron movements.[3 marks]
  6. 4(b)(iii)State the name of the reaction mechanism outlined in (b)(ii).[1 mark]
  7. 4(b)(iv)Explain why the bromo substituent enters the 3-position (meta-position) relative to the nitro group in Step II.[1 mark]
  8. 4(c)(i)Arrange benzene, nitrobenzene, and methylbenzene in order of increasing ease of reactivity towards electrophilic chlorination.[1 mark]

More practice: the rest of this paper · more Functional Group Analysis, Reactions and Mechanisms questions · all CAPE Chemistry Unit 2 past papers