base hydrolysis of ester mechanism


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  • How is a hydrolysis reaction reversible?

    The reaction with pure water is so slow that it is never used. The reaction is catalyzed by dilute acid, and so the ester is heated under reflux with a dilute acid like dilute hydrochloric acid or dilute sulfuric acid. Here are two simple examples of hydrolysis using an acid catalyst. Notice that the reactions are reversible.

  • How do you hydrolyze a dilute ester?

    The water comes from the dilute acid, and so you would mix the ester with an excess of dilute acid. This is the usual way of hydrolyzing esters. The ester is heated under reflux with a dilute alkali like sodium hydroxide solution. There are two advantages of doing this rather than using a dilute acid.

  • What is the mechanism of base-induced ester hydrolysis (saponification)?

    Mechanism of base-induced ester hydrolysis (saponification). The mechanism shown in Figure 21.8 is supported by isotope-labeling studies. When ethyl propanoate labeled with 18 O in the ether-like oxygen is hydrolyzed in aqueous NaOH, the 18 O label shows up exclusively in the ethanol product.

Ester Hydrolysis Reaction Mechanism

Ester Hydrolysis Reaction Mechanism

Saponification

Saponification

Acid-catalyzed ester hydrolysis  Organic chemistry  Khan Academy

Acid-catalyzed ester hydrolysis Organic chemistry Khan Academy

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