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Topic: cannizaro reaction  (Read 7691 times)

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Ashutosh

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cannizaro reaction
« on: March 19, 2005, 12:08:24 AM »
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 ???

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Re:cannizaro reaction
« Reply #1 on: March 21, 2005, 12:25:23 AM »
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.

Ashutosh

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Re:cannizaro reaction
« Reply #2 on: March 23, 2005, 03:02:43 AM »
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.

Offline AWK

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Re:cannizaro reaction
« Reply #3 on: March 23, 2005, 04:04:16 AM »
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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