Wittig Reaction

Ph3P=CHR + R'CHO → R'CH=CHR + Ph3P=O

概要

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.

日常の例

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

産業上の重要性

ウィッティヒ反応はビタミンA、β-カロテン、プロスタグランジン、多数の医薬品中間体の工業的合成に使用される。

特性

タイプ
Organic
可逆的
いいえ
エネルギー
発熱性
ΔH
-90.0 kJ/mol

関連する反応

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.