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What is the mechanism of the reaction between a carboxylic acid and an alcohol to form an ester? Provide a step-by-step explanation, including the role of a catalyst if any, and illustrate with the reaction between acetic acid and ethanol.

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The reaction between a carboxylic acid and an alcohol to form an ester is called esterification. In this case, we will discuss the Fischer esterification mechanism, which involves the reaction between acetic acid and ethanol to form ethyl acetate. A catalyst, usually a strong acid like sulfuric acid  H2SO4 , is used to facilitate the reaction.Here is a step-by-step explanation of the mechanism:1. Protonation of the carbonyl oxygen: The carbonyl oxygen of the acetic acid is protonated by the strong acid catalyst  H2SO4 , making it more electrophilic and susceptible to nucleophilic attack.   O=C-OH + H2SO4  O=C + -OH + HSO4 - 2. Nucleophilic attack: The lone pair of electrons on the oxygen of the alcohol  ethanol  attacks the electrophilic carbonyl carbon, forming a tetrahedral intermediate.   O=C + -OH + CH3CH2OH  O - -C + -OH + CH3CH2O-H3. Proton transfer: A proton from the protonated alcohol is transferred to one of the hydroxyl groups in the tetrahedral intermediate.   O - -C + -OH + CH3CH2O-H  O - -C-OH + CH3CH2O + -H4. Elimination of water: The hydroxyl group in the tetrahedral intermediate acts as a leaving group, and the electrons from the oxygen-carbon bond reform the carbonyl double bond, resulting in the elimination of water.   O - -C-OH + CH3CH2O + -H  O=C-O-CH2CH3 + H2O5. Deprotonation of the ester: The ester is deprotonated by the conjugate base of the acid catalyst  HSO4- , regenerating the acid catalyst and forming the final ester product, ethyl acetate.   O=C-O-CH2CH3 + HSO4 -   O=C-O-CH2CH3 + H2SO4Overall reaction:   CH3COOH  acetic acid  + CH3CH2OH  ethanol   CH3COOCH2CH3  ethyl acetate  + H2O  water The Fischer esterification mechanism is an equilibrium process, and the reaction can be driven to completion by using an excess of one of the reactants or by removing one of the products  usually water  from the reaction mixture.

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