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What is the reaction mechanism and intermediate involved in the synthesis of ethyl acetate through Fischer esterification?

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Fischer esterification is an acid-catalyzed reaction between a carboxylic acid and an alcohol to form an ester and water. In the synthesis of ethyl acetate, acetic acid  CH3COOH  reacts with ethanol  CH3CH2OH  to form ethyl acetate  CH3COOCH2CH3  and water  H2O .The reaction mechanism for Fischer esterification involves several steps:1. Protonation of the carbonyl oxygen: The acid catalyst  usually a strong acid like sulfuric acid, H2SO4  donates a proton  H+  to the carbonyl oxygen of the carboxylic acid, making it more electrophilic.   CH3COOH + H+  CH3C OH O+H2. Nucleophilic attack by the alcohol: The oxygen atom of the alcohol  ethanol  acts as a nucleophile and attacks the electrophilic carbonyl carbon, forming a tetrahedral intermediate.   CH3C OH O+H + CH3CH2OH  CH3C OH  OCH2CH3 O+H3. Deprotonation of the tetrahedral intermediate: The positively charged oxygen atom in the tetrahedral intermediate loses a proton  H+  to stabilize the molecule.   CH3C OH  OCH2CH3 O+H  CH3C OH 2OCH2CH3 + H+4. Protonation of the hydroxyl group: The hydroxyl group  OH  in the intermediate gets protonated by the acid catalyst.   CH3C OH 2OCH2CH3 + H+  CH3C OH  OH2+ OCH2CH35. Elimination of water: The protonated hydroxyl group leaves as a water molecule, forming a carbocation intermediate.   CH3C OH  OH2+ OCH2CH3  CH3CO+OCH2CH3 + H2O6. Deprotonation of the carbocation: The carbocation intermediate loses a proton  H+  to form the final ester product, ethyl acetate, and regenerates the acid catalyst.   CH3CO+OCH2CH3 + H2O  CH3COOCH2CH3 + H+The key intermediate in this reaction mechanism is the tetrahedral intermediate  CH3C OH  OCH2CH3 O+H . The reaction is in equilibrium, and the position of the equilibrium can be shifted towards the ester product by using an excess of one of the reactants  usually the alcohol  or by removing water from the reaction mixture.
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