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What is the reaction mechanism for the hydrolysis of an ester functional group?

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The hydrolysis of an ester functional group typically occurs through a nucleophilic acyl substitution reaction. The general mechanism for the hydrolysis of an ester  RCOOR'  in the presence of a nucleophile  H2O  can be described as follows:1. Nucleophilic attack: A water molecule  H2O  acts as a nucleophile and attacks the carbonyl carbon  C=O  of the ester. This results in the formation of a tetrahedral intermediate and the breaking of the  bond in the carbonyl group.2. Proton transfer: A proton  H+  is transferred from the oxygen atom of the water molecule to one of the oxygen atoms in the tetrahedral intermediate. This can occur through an intramolecular transfer or via the solvent.3. Leaving group departure: The tetrahedral intermediate collapses, reforming the carbonyl group  C=O  and breaking the bond between the carbonyl carbon and the oxygen atom of the leaving group  OR' . This results in the formation of an alcohol  ROH  and a carboxylic acid  RCOOH .The overall reaction can be represented as:RCOOR' + H2O  RCOOH + R'OHIn the presence of a base, the mechanism is slightly different, as the base deprotonates the water molecule, generating a hydroxide ion  OH-  that acts as the nucleophile. The final products are a carboxylate ion  RCOO-  and an alcohol  R'OH . The carboxylate ion can be protonated to form the carboxylic acid  RCOOH  if the reaction is performed under acidic conditions.

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