Wittig Reaction

Ph3P=CHR + R'CHO → R'CH=CHR + Ph3P=O

개요

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.

일상 속 예시

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

산업적 중요성

비티히 반응은 비타민 A, 베타카로틴, 프로스타글란딘, 그리고 수많은 의약품 중간체를 공업 규모로 합성하는 데 사용됩니다.

성질

유형
Organic
가역 반응
아니오
에너지
발열
ΔH
-90.0 kJ/mol

관련 반응

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.