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Grade 12th passOrganic Chemistry

Dear sir /meda,
i have a doubt on cannizaro reaction.The reaction begins with hydroxide attack on the carbonyl carbon followed by deprotonation to give a dianion. This unstable intermediate releases a hydride anion which attacks another molecule of aldehyde.
At dianion stage how Hydrate proton release as Hydride ananion. that hydrozen how to get the negitive charge ?

Profile image of venkatesh
9 Years agoGrade 12th pass
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1 Answer

Profile image of Bhavya
9 Years ago
Dear student
Here is the mechanism of Cannizaro reaction
505-34_Canniz1.gif
Over here when the negative charge returns to the carbon, the carbon is going to form 5 bonds which is not possible therefore it loses hydrogen.Now Hydrogen over here can’t leave its electron otherwise there will be excess of electron on C which may result in repulsion thus it takes negative charge along with it and hence hydride anion.