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Preparing amines and diazonium dyesEdexcel International A Level Chemistry: Mind map

From halogenoalkanes
From nitriles

Making amines and dyes

Preparations

RX → RNH₂ArNO₂ → ArNH₂Azo dye
From nitrobenzene
Diazonium ion
Azo dye

Exam questions on Preparing amines and diazonium dyes

  1. A chemist wishes to make butylamine, CH₃CH₂CH₂CH₂NH₂, starting from 1-bromopropane, CH₃CH₂CH₂Br. Two different routes to primary amines are being considered.
    Write an equation for the reaction of 1-bromopropane with excess ammonia, using structural formulae, and state the conditions used.2 marks
  2. Phenylamine is prepared in a school laboratory from nitrobenzene, C₆H₅NO₂ (Mr = 123). In one preparation, 12.3 g of nitrobenzene is reduced to phenylamine, C₆H₅NH₂ (Mr = 93), and the percentage yield is 60%.
    Write an equation for the reduction of nitrobenzene to phenylamine, using [H] to represent the reducing agent, and explain why the reaction mixture is finally made alkaline.2 marks
  3. A student prepares benzenediazonium chloride from phenylamine and then uses the solution straight away to make an azo dye.
    Describe how benzenediazonium chloride is prepared from phenylamine. Give the reagents, the temperature and an equation.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).