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Making Amines (CIE A Level Chemistry)

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Production of Amines

  • Amines are compounds with the amine (-NH2) functional group 
  • They can be produced as a result of nucleophilic substitution reactions of halogenoalkanes when they are heated under pressure with ethanolic ammonia (NH3 in ethanol)
  • The halogen atom in halogenoalkanes is more electronegative than the carbon atom it is bonded to
  • The halogen, therefore, draws electron density from the C-X bond (where X is the halogen) towards itself
  • The carbon, therefore, has a partial positive charge and the halogen itself has a partial negative charge  
  • The lone pair of electrons on the nitrogen atom (in NH3) acts as a nucleophile and attacks the partial positively charged carbon 
  • As a result of this nucleophilic attack, the C-X bond is broken and the halogen is substituted by an amine group

Example nucleophilic substitution of a halogenoalkane 

production-of-amines

Ammonia or amines replace the halogen in halogenoalkanes in a nucleophilic substitution reaction

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Philippa

Author: Philippa

Expertise: Chemistry

Philippa has worked as a GCSE and A level chemistry teacher and tutor for over thirteen years. She studied chemistry and sport science at Loughborough University graduating in 2007 having also completed her PGCE in science. Throughout her time as a teacher she was incharge of a boarding house for five years and coached many teams in a variety of sports. When not producing resources with the chemistry team, Philippa enjoys being active outside with her young family and is a very keen gardener.