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We see that hydride ion transfer takes place in cannizzaros reaction. Why does such a shift not take place in aldol condensation as it seems to be possible?

We see that hydride ion transfer takes place in cannizzaros reaction. Why does such a shift not take place in aldol condensation as it seems to be possible?

Grade:upto college level

1 Answers

GAURAV SINGH
askIITians Faculty 36 Points
7 years ago
Because in aldol reaction , we have a acidic hydrogen in the aldehyde or ketone and we have a base a reagent, so there will be acid base reaction, which will be the fast reaction, and then the conjugate base of aldehyde or ketone will attack the other molecule of aldehyde or ketone to complete the reaction. Now we can see that during the whole reaction there is no possibility of hydrogen transfer in aldol condensation

Thanks & Regards
Gaurav Singh
askIITians Faculty
BS-MS (in Chemistry)
IISER Bhopal

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