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23 Ιαν 2023 · This page looks in detail at the mechanism for the hydrolysis of esters in the presence of a dilute acid (such as hydrochloric acid or sulfuric acid) acting as the catalyst. It uses ethyl ethanoate as a typical ester.
- General Mechanism of Ester Reactions
The main difference is the presence of an electronegative...
- 21.6: Chemistry of Esters
Esters can be cleaved back into a carboxylic acid and an...
- General Mechanism of Ester Reactions
Let’s start with the mechanism of acid-catalyzed hydrolysis of esters. Essentially, we are drawing the reverse order of Fischer esterification so, in the first step the ester is protonated promoting the nucleophilic attack of water:
15 Αυγ 2023 · Ester hydrolysis or hydrolysis of an ester is the reaction of an ester with water in an acidic or basic medium to yield alcohol and carboxylic acid or carboxylate salt. Ester hydrolysis is usually catalyzed by acid or bases. The hydrolysis of ester may involve acyl-oxygen bond breaking (more common) or alkyl-oxygen bond breaking (less common).
23 Ιαν 2023 · The main difference is the presence of an electronegative substituent that can act as a leaving group during nucleophile substitution reactions. Although there are many types of carboxylic acid derivatives known we will be focusing on just four: Acid halides, Acid anhydrides, Esters, and Amides.
Esters can be cleaved back into a carboxylic acid and an alcohol through reaction with water and a catalytic amount of strong acid. This reaction represents the reverse of the acid catalyzed esterification of a carboxylic acid and an alcohol discussed in Section 21.3.
This page looks in detail at the mechanism for the hydrolysis of esters in the presence of a dilute acid (such as hydrochloric acid or sulphuric acid) acting as the catalyst. It uses ethyl ethanoate as a typical ester.
Objectives: By the end of this lecture you will be able to: draw the mechanism of ester hydrolysis under acidic and basic reaction conditions; account for the irreversibility of the hydrolysis reaction under basic conditions; form new esters by base- or acid-catalysed transesterification mechanisms;
