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Synthesis of Amides
Amides are the least reactive carboxylic acid derivative. They can be formed through reaction of an amine nucleophile with an acid halide.
They can also be formed through reaction of an amine nucleophile with an acid anhydride.
Finally, they can also be formed through reaction of an amine nucleophile with an ester.
Watch Out!
Since esters are unreactive, this reaction will require heat to proceed!
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Example: Amides
Recall that the amide bond is very strong and the only way to hydrolyze this functional group is to use high temperatures, acid, and heat. Predict the products of the following reaction and provide a mechanism for the reaction below.
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Example: Amides
Provide a mechanism for the following reaction:
The formation of peptide bonds (from amines and carboxylic acids) makes which carboxylic acid derivative via what type of reaction?