Claisen Condensation (Ethyl Acetate)

2CH₃COOC₂H₅ → CH₃COCH₂COOC₂H₅ + C₂H₅OH

Aperçu

Two molecules of ethyl acetate undergo base-catalyzed condensation to form ethyl acetoacetate (a beta-keto ester) and ethanol. The enolate of one ester molecule attacks the carbonyl of another, displacing ethoxide. This is the ester analogue of the aldol reaction.

Participants

Rôle	Substance	Coefficient	État
Produit	Ethanol C₂H₅OH	1	(l)

Exemple du quotidien

Ethyl acetoacetate is a versatile synthetic building block used in the synthesis of vitamins, dyes, and pharmaceuticals.

Importance industrielle

The Claisen condensation is used to produce acetoacetate derivatives for pharmaceuticals, agrochemicals, and polyester synthesis.

Propriétés

Type: Organic
Réversible: Oui
Énergie: Exothermique
ΔH: -10,0 kJ/mol
Catalyseur: Sodium ethoxide (NaOEt)

Réactions associées

Epoxidation of Alkenes (mCPBA) Swern Oxidation Oxidation of Secondary Alcohol to Ketone E2 Elimination (Dehydrohalogenation) Aldol Condensation of Acetaldehyde Kolbe Electrolysis Baeyer-Villiger Oxidation Beckmann Rearrangement (Cyclohexanone Oxime) Catalytic Hydrogenation of Ethylene Dehydration of Ethanol

Frequently Asked Questions

What is the equation for Claisen Condensation (Ethyl Acetate)?

The balanced equation is: 2CH₃COOC₂H₅ → CH₃COCH₂COOC₂H₅ + C₂H₅OH.

What type of reaction is Claisen Condensation (Ethyl Acetate)?

Claisen Condensation (Ethyl Acetate) is a organic reaction. It is reversible under certain conditions.

Is Claisen Condensation (Ethyl Acetate) exothermic or endothermic?

Claisen Condensation (Ethyl Acetate) is exothermic (releases energy). The enthalpy change (ΔH) is -10.0 kJ/mol.

What conditions are needed for Claisen Condensation (Ethyl Acetate)?

This reaction requires a catalyst (Sodium ethoxide (NaOEt)).