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Draw the structure of the product(s) formed on mixing propanoic acid and aniline and then the new organic product formed on heating. Be sure to show formal charges where necessary.

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Answer:

Structure of the product has been shown below

Explanation:

  • N atom in aniline acts as a nucleophile and carbonyl group of propanoic acid acts as an electrophilic center.
  • A nucleophilic acyl substitution reaction occurs on mixing and heating mixture of aniline and propanoic acid.
  • In this reaction an amide is formed.
  • Reaction mechanism goes through addition-ellimination pathway at carbonyl center.
  • Full reaction mechanism has been shown below.
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