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Write down the mechanism of basic hydrolysis of ester
Write down the mechanism of basic hydrolysis of ester
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Mechanism of Base Hydrolysis of Esters
The electrophilic reagent that is present is attacked by hydroxide nucleotides at C=0; thus creating the tetrahedral intermediate.
Mechanism of ester hydrolysis with NaOH
Step 1: Attack of Nucleophile
In the first step, the hydroxide ion attacks the electron-deficient carbon centre of the ester. It breaks the C=O π bond of ester and forms a tetrahedral intermediate structure.
Step 2: Elimination of Leaving Group
In the second step, an internal attack of O– ion takes place, reforming the C=O bond, leading to loss of alkoxide (RO–) ion.
Step 3: Deprotonation of Carboxylic Acid
In the third step, an acid-base equilibrium is set up between carboxylic acid and alcohol. Alkoxide (RO–) ion works as a base; it deprotonates the carboxylic acid, thus leading to the formation of alcohol and carboxylate ion.
Mechanism of ester hydrolysis with NaOH