The Grignard Reaction is a prominent process to form carbon-carbon bonds

Wittig reaction overview

Named Reactions in Organic Synthesis


Grignard Reaction Mechanism

Watch our video to learn more about the Grignard Reaction and its mechanisms. 

 

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    Need reagents for the Grignard Reaction?

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    Named Reactions eBook

    Named Reactions in Organic Synthesis eBook

    Download our Named Reactions eBook to learn more about the Grignard Reaction. 

     

    Access 10 chapters of content about organic chemistry reactions that are named after the chemists that discovered them. This informative eBook includes quizzes so you can test your knowledge!

     


    History of the Grignard Reaction

    In 1900, French chemist Victor Grignard discovered that when treating an alkyl halide with magnesium metal in diethyl ether, a cloudy solution of an organomagnesium compound was formed. This substance would subsequently react with aldehydes and ketones to produce secondary and tertiary alcohols, respectively.

     

    These organomagnesium compounds became known as Grignard reagents, and their addition across carbon–heteroatom multiple bonds is now called the Grignard reaction. Very shortly after this discovery, the Grignard reaction became one of the best known and most versatile carbon–carbon bond forming reactions.

     

    Grignard reagents are typically prepared by reacting alkyl, aryl, or vinyl halides with magnesium metal in aprotic nucleophilic solvents such as ethers. The carbon magnesium bond is highly polar, making Grignard reagents excellent carbon nucleophiles. As a result, the subsequent carbon–carbon bond-forming step is straightforward.

     

    Grignard reagents have been used in the synthesis of several natural products, including the total synthesis of (±)-lepadiformine and several natural and modified cyclotetrapeptide trapoxins.


    Other Carbonyl Compound Reactions

    Other Carbonyl Compound Reactions include: 

    For other types of reactions, visit our Named Reactions page.


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