Accedi

The Fischer esterification reaction was developed by the German chemist Emil Fischerin 1895. It is a condensation reaction between carboxylic acids and alcohols in an acidic medium to give esters and water.

Figure1

Hydroxy-functionalized carboxylic acids undergo intramolecular Fischer esterification to form lactones. The cyclic five- and six-membered lactones are formed spontaneously.

Figure2

The reaction rate of Fischer esterification is greatly dependent on steric factors. Primary alcohols react fastest with carboxylic acids to form esters, while tertiary alcohols undergo Fischer esterification at a slower rate, forming alkene by-products.

Fischer esterification is an inherently slow reaction with a low equilibrium constant value and never attains completion. During the reaction, an equilibrium is always established between the reactant and the product. Consequently, traces of unreacted acid are always present along with the product ester. Using excess alcohol as a solvent directs the equilibrium towards the product, according to Le Chatelier's principle. Alternatively, removing the water from the reaction mixture using a Dean–Stark trap can also drive the reaction to completion.

Tags
Carboxylic AcidsEstersFischer EsterificationAcid catalyzedCondensation ReactionAlcoholsLactonesIntramolecular EsterificationSteric FactorsEquilibriumLe Chatelier s PrincipleDean Stark Trap

Dal capitolo 13:

article

Now Playing

13.11 : Carboxylic Acids to Esters: Acid-Catalyzed (Fischer) Esterification Overview

Carboxylic Acids

17.5K Visualizzazioni

article

13.1 : IUPAC Nomenclatura degli acidi carbossilici

Carboxylic Acids

8.2K Visualizzazioni

article

13.2 : Proprietà fisiche degli acidi carbossilici

Carboxylic Acids

4.3K Visualizzazioni

article

13.3 : Acidità degli acidi carbossilici

Carboxylic Acids

6.3K Visualizzazioni

article

13.4 : Effetti sostituenti sull'acidità degli acidi carbossilici

Carboxylic Acids

6.2K Visualizzazioni

article

13.5 : Spettroscopia IR e UV-Vis degli acidi carbossilici

Carboxylic Acids

3.5K Visualizzazioni

article

13.6 : NMR e spettroscopia di massa degli acidi carbossilici

Carboxylic Acids

3.5K Visualizzazioni

article

13.7 : Preparazione degli acidi carbossilici: panoramica

Carboxylic Acids

2.4K Visualizzazioni

article

13.8 : Preparazione degli acidi carbossilici: idrolisi dei nitrili

Carboxylic Acids

3.7K Visualizzazioni

article

13.9 : Preparazione degli acidi carbossilici: Carbossilazione dei reagenti di Grignard

Carboxylic Acids

4.1K Visualizzazioni

article

13.10 : Reazioni degli acidi carbossilici: introduzione

Carboxylic Acids

2.8K Visualizzazioni

article

13.12 : Acidi carbossilici in esteri: meccanismo di esterificazione catalizzato da acido (Fischer)

Carboxylic Acids

7.4K Visualizzazioni

article

13.13 : Acidi carbossilici in esteri metilici: alchilazione mediante diazometano

Carboxylic Acids

2.0K Visualizzazioni

article

13.14 : Acidi carbossilici a cloruri acidi

Carboxylic Acids

6.1K Visualizzazioni

article

13.15 : Acidi carbossilici in alcoli primari: riduzione degli idruri

Carboxylic Acids

2.5K Visualizzazioni

See More

JoVE Logo

Riservatezza

Condizioni di utilizzo

Politiche

Ricerca

Didattica

CHI SIAMO

Copyright © 2025 MyJoVE Corporation. Tutti i diritti riservati