difference between tautomer and resonance?

difference between tautomer and resonance?

Grade:Upto college level

1 Answers

Badiuddin askIITians.ismu Expert
148 Points
12 years ago


Resonance is an electron-distribution that is equal across a bond. Take a carboxylic acid with a negatively charged hydroxyl group: o=co- and -oc=o resonate, and the bond lengths are equivalent.

A tautomer, however, is not the same thing. It is not an equal sharing of electrons, and the distribution of either the enol or keto form is usually very largely favoring the keto isomer. Moreover, keto/enol tautomerism must proceed through a reaction typically catalyzed by water (hence it is a chemical reaction, not intramolecular electron shifting like resonance).

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