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17.11: Acid-Catalyzed Ester Hydrolysis and Transesterification

  • Page ID
    16414
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    Introduction

    Esters can be cleaved back into a carboxylic acid and an alcohol by reaction with water and a catalytic amount of acid.

    General Reaction

    1.jpg

    Example 1:
    2.jpg

    Mechanism

    1) Protonation of the Carbonyl

    3.jpg

    2) Nucleophilic attack by water

    4.jpg

    3) Proton transfer

    5.jpg

    4) Leaving group removal

    6.jpg

    Contributors

    Prof. Steven Farmer (Sonoma State University)


    17.11: Acid-Catalyzed Ester Hydrolysis and Transesterification is shared under a CC BY-NC-SA 4.0 license and was authored, remixed, and/or curated by LibreTexts.

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