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Author Topic: cannizaro reaction  (Read 2217 times)
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Ashutosh
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« on: March 18, 2005, 06:08:24 PM »

in our academic book,it is given that only formaldehyde and benzaldehyde give cannizaro reaction.But concedur (CH3)3C-CHO[2,2-dimethylpropanal],this doesn't contain alfa hydrogen.then this must give cannizaro reaction Huh
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« Reply #1 on: March 20, 2005, 06:25:23 PM »

That compound might be too sterically hindered to undergo the Cannizaro reaction.  It might just not react at all under strongly basic conditions.

I do think that other aldehydes can undergo the Cannizaro reaction though, not just formaldehyde and benzaldehyde.
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Ashutosh
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« Reply #2 on: March 22, 2005, 09:02:43 PM »

CANNIZARO REACTION IS CHARACTERISTIC REACTION OF ALDEHYDES THOSE DO NOT HAVE ALPHA HYDROGEN.THEREFORE OTHER ALDEHHDES DO NOT GIVE THIS REACTION.
   PLEASE EXPLAIN STERIC HINDRANCE.
    THANK YOU.
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« Reply #3 on: March 22, 2005, 10:04:16 PM »

Steric hindrance concerns 2,6 di-substituted benzaldehydes with bulky substituents.
There is another reaction analogous to Cannizzaro reaction, namely Tishchenko reaction in which aldehydes with alpha-hydrogen also react to form esters (not  free acid and alcohol)
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