Wittig Reaction

Ph₃P=CHR + R'CHO → R'CH=CHR + Ph₃P=O

Aperçu

A phosphorus ylide (Wittig reagent) reacts with an aldehyde or ketone to form an alkene and triphenylphosphine oxide. This reaction specifically converts C=O to C=C, making it invaluable for alkene synthesis with precise double bond placement. Georg Wittig won the 1979 Nobel Prize for this reaction.

Exemple du quotidien

Vitamin A and beta-carotene are synthesized industrially using Wittig reactions to build their polyene chains with correct geometry.

Importance industrielle

The Wittig reaction is used to synthesize vitamin A, beta-carotene, prostaglandins, and numerous pharmaceutical intermediates on industrial scale.

Propriétés

Type: Organic
Réversible: Non
Énergie: Exothermique
ΔH: -90,0 kJ/mol

Réactions associées

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

Frequently Asked Questions

What is the equation for Wittig Reaction?

The balanced equation is: Ph₃P=CHR + R'CHO → R'CH=CHR + Ph₃P=O.

What type of reaction is Wittig Reaction?

Wittig Reaction is a organic reaction.

Is Wittig Reaction exothermic or endothermic?

Wittig Reaction is exothermic (releases energy). The enthalpy change (ΔH) is -90.0 kJ/mol.