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

Swern Oxidation Oxidation of Secondary Alcohol to Ketone Claisen Condensation (Ethyl Acetate) Kolbe Electrolysis Baeyer-Villiger Oxidation Beckmann Rearrangement (Cyclohexanone Oxime) Catalytic Hydrogenation of Ethylene Condensation Polymerization (Nylon 6,6) Cope Rearrangement Epoxidation of Alkenes (mCPBA)

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.