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ÁCIDOS CARBOXÍLICOS

PARTE 2
The Carbonyl Carbon is an Electrophile
A Nucleophilic Addition–Elimination Reaction
If the Incoming Nucleophile (Z) is a Stronger Base
Than the Base in the Reactant (Y)

The weakest base is eliminated from the tetrahedral intermediate.

If the incoming nucleophile (Z) is a stronger base


than the base in the reactant (Y),
a new product will be formed.
If the Incoming Nucleophile (Z) is a Weaker Base
Than the Base in the Reactant (Y)

The weakest base is eliminated from the tetrahedral intermediate.

If the incoming nucleophile (Z) is a weaker base


than the base in the reactant (Y),
the reactants will be reformed.
If the Two Groups Have Similar Basicities

A mixture of reactants and products is obtained.


The Relative Reactivities Depend on the Basicity of the
Substituent Attached to the Leaving Group
A Carboxylic Acid Derivative Can Be Converted
Only into a Less Reactive Carboxylic Acid Derivative

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