Location via proxy:   [ UP ]  
[Report a bug]   [Manage cookies]                
Scribd Logo
Upload

Welcome to Scribd!

  • 379 views

    Cannizzaro Reaction - Mechanism, Examples With Illustrations

    Uploaded by

    Hanin Latpi
    The Cannizzaro reaction involves a nucleophilic addition of hydroxide to an aldehyde, forming an unstable intermediate that acts as a hydride donor. This hydride reduces a second aldehyde molecule to an alcohol. Meanwhile, the intermediate is protonated to form a carboxylic acid. Thus, the Cannizzaro reaction converts aldehydes into both an alcohol and a carboxylic acid without oxidation.

    Copyright:

    © All Rights Reserved
    Download as PDF, TXT or read online from Scribd

    Cannizzaro Reaction - Mechanism, Examples With Illustrations

    Uploaded by

    Hanin Latpi
    379 views2 pages
    The Cannizzaro reaction involves a nucleophilic addition of hydroxide to an aldehyde, forming an unstable intermediate that acts as a hydride donor. This hydride reduces a second aldehyde molecule to an alcohol. Meanwhile, the intermediate is protonated to form a carboxylic acid. Thus, the Cannizzaro reaction converts aldehydes into both an alcohol and a carboxylic acid without oxidation.

    Original Title

    Cannizzaro Reaction - Mechanism, Examples with Illustrations

    Copyright

    © © All Rights Reserved

    Available Formats

    PDF, TXT or read online from Scribd

    Did you find this document useful?

    Is this content inappropriate?

    The Cannizzaro reaction involves a nucleophilic addition of hydroxide to an aldehyde, forming an unstable intermediate that acts as a hydride donor. This hydride reduces a second aldehyde molecule to an alcohol. Meanwhile, the intermediate is protonated to form a carboxylic acid. Thus, the Cannizzaro reaction converts aldehydes into both an alcohol and a carboxylic acid without oxidation.

    Copyright:

    © All Rights Reserved
    Download as PDF, TXT or read online from Scribd
    Download as pdf or txt
    379 views2 pages

    Cannizzaro Reaction - Mechanism, Examples With Illustrations

    Uploaded by

    Hanin Latpi
    The Cannizzaro reaction involves a nucleophilic addition of hydroxide to an aldehyde, forming an unstable intermediate that acts as a hydride donor. This hydride reduces a second aldehyde molecule to an alcohol. Meanwhile, the intermediate is protonated to form a carboxylic acid. Thus, the Cannizzaro reaction converts aldehydes into both an alcohol and a carboxylic acid without oxidation.

    Copyright:

    © All Rights Reserved
    Download as PDF, TXT or read online from Scribd
    Download as pdf or txt
    of 2

    Mechanism of Cannizzaro Reaction

    Mechanism Step 1
    A nucleophile such as a hydroxide ion is used to attack the carbonyl group of the given
    aldehyde, causing a disproportionation reaction and giving rise to an anion carrying 2
    negative charges.

    Mechanism Step 2
    This resulting intermediate can now function as a hydride reducing agent. Due to its
    unstable nature, the intermediate releases a hydride anion. This hydride anion proceeds
    to attack another aldehyde molecule. Now, the doubly charged anion is converted into a
    carboxylate anion and the aldehyde is converted into an alkoxide anion.

    Mechanism Step 3
    In this final step, water offers a proton to the alkoxide anion which gives rise to the final
    alcohol product. The reaction can proceed since the alkoxide is more basic than water.
    Now, the carboxylate ion gives rise to the final carboxylic acid product when acid
    workup is used (the acid workup is required since carboxylate is less basic than water
    and therefore cannot obtain a proton from water).

    You might also like