[PDF] amine and carboxylic acid reaction

The direct reaction of a carboxylic acid with an amine would be expected to be difficult because the basic amine would deprotonate the carboxylic acid to form a highly unreactive carboxylate. However when the ammonium carboxylate salt is heated to a temperature above 100 oC water is driven off and an amide is formed.
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  • What does the reaction of an amine with a carboxylic acid form?

    Amines and carboxylic acids are abundant synthetic building blocks that are classically united to form an amide bond.

  • What happens when an amine reacts with an acid?

    When reacted with acids, amines donate electrons to form ammonium salts.

  • Can carboxylic acid react with amine to form amide?

    It can be done but it is not a good reaction.
    From Lundberg et al. [1]: Formally, the amide bond is formed through the condensation of a carboxylic acid and an amine with the release of one equivalent of water.

  • Can carboxylic acid react with amine to form amide?

    In the last step, the amide ion deprotonates the carboxylic acid to form a carboxylate salt and an amine as products.
    This final deprotonation step essentially removes the carboxylic acid from the equilibrium which drives the reaction towards completion.

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