[PDF] basic hydrolysis of nitriles mechanism

The mechanism involves initial attack of the nucleophilic hydroxide on the electrophilic carbon. Proton transfer from the solvent (water) results in an intermediate that tautomerizes to the corresponding amide. The amide proceeds on to the carboxylate by a mechanism analogous to the base hydrolysis of esters.
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  • What is the basic hydrolysis mechanism?

    The Mechanism for Basic Hydrolysis
    To obtain the neutral carboxylic acid, one generally adds strong acid to the aqueous solution of carboxylate until the carboxylic acid precipitates out, and we then perform an extraction with an organic solvent.

  • What is the basic hydrolysis mechanism?

    Acid hydrolysis
    The nitrile is heated under reflux with a dilute acid such as dilute hydrochloric acid.
    A carboxylic acid is formed.
    For example, starting from ethanenitrile you would get ethanoic acid.

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