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Electrophilic substitution of benzeneEdexcel International A Level Chemistry: Mind map

Mechanism
Bromination

Benzene reactions

electrophilic substitution

Br₂/FeBr₃HNO₃/H₂SO₄SO₃AlCl₃
Nitration
Sulfonation and combustion
Friedel–Crafts

Exam questions on Electrophilic substitution of benzene

  1. Benzene is warmed with a mixture of concentrated nitric acid and concentrated sulfuric acid at 50 °C to make nitrobenzene, C₆H₅NO₂.
    Write an equation for the formation of the electrophile in this reaction and explain why the temperature is kept at or below 55 °C.2 marks
  2. Benzene reacts with bromine to form bromobenzene, C₆H₅Br, in the presence of anhydrous iron(III) bromide, FeBr₃, as a catalyst.
    Write the overall equation for the reaction, and an equation to show that the catalyst is regenerated.2 marks
  3. Benzene is heated under reflux with ethanoyl chloride, CH₃COCl, in the presence of anhydrous aluminium chloride to make phenylethanone, C₆H₅COCH₃.
    Give an equation for the formation of the electrophile, the overall equation for the reaction, and one reason why the aluminium chloride must be anhydrous.3 marks
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Written by the Exaim team, led by Shaun Daswani (Head of Upper Secondary, Improve ME Institute; MSc Financial Mathematics, Imperial College London; BSc, UCL) and Jason Daswani (operational lead, Improve ME Institute; LSE).