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Thiol

In keto-enol ...

Question

In keto-enol tautomerism of 1,3-dicarbonyl compounds, the enol form is preferred in contrast to the keto-enol form, this is due to:

A

Presence of carbonyl group on each side of –CH₂- group

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B

Resonance stabilization of enol form

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C

Presence of methylene group

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D

Rapid chemical change

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Solution

The correct option is B Resonance stabilization of enol form
resonance form of enol form is as follows:

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In keto - enol tautomerism of dicarbonyl compounds, the enol form is preferred in contrast to the keto-form this is due to

Q. The conversion of a keto form into enol is enolisation. It depends on structural factor, temperature and nature of solvent. Resonance and hydrogen bonding increases enol content. Enolic form of phenol is more stable than keto form by -13 kcal/mole of energy hence phenol exist exclusively as an enol. Enolic tautomer is less polar due to intramolecular hydrogen bonds than the corresponding keto form.Any polar solvent would decrease the enolisation and favour keto form intramolecular hydrogen bonding stablized enol form by 7kcal/mole and resonance stabilizes enol form by 15 kcal/mole.
Which one of the following compounds has maximum enol content?

Keto-enol tautomerism is observed in

Q. Keto-enol tautomerism occurs in :

Keto-enol tautomerism is not observed in :

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