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sumit kumar Grade: 12
        

Why does a polar protic solvent tend to stabilize the keto form relative to the enol form?

8 years ago

Answers : (1)

AskiitianExpert Shine
10 Points
										

Hi


The enol form is least polar of the two tautomers , because intramolecular hydrogen bonds help reduce the dipole dipole interaction(repulsion) of the carbonyl groups, this is unreduced in the keto form. furthermore the enol stabilisation due to intramolecular h bonding would be more when intermolecular h bonding does not compete.


Thus a change to more polar solvent increases the tendency of intermolecular h bonding, and thus enol conc decreases.

8 years ago
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