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Reactions of Aryl Amines (Diazo Salts)

Among enolic ...

Question

Among enolic and phenolic forms, which are mostly stabilised? Why?

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Solution

Phenolic form is more stable than enolic form because of fact that phenolic form is resonance stabilised and phenolic form is aromatic.

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Q. Enolic form of acetyl acetone is stabilised 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.
The enol content of ethyl acetoacetate is maximum in :

Q. Among alcohols and phenols which one is more acidic and why?

Q. (a) How carboxylate ion get stabilised by resonance? Explain by the structure.
(b) Carboxylic acids are more acidic than phenols. Explain.

Q. Assertion :Phenol is more reactive than benzene towards electrophilic substitution reaction. Reason: In case of phenol, the intermediate carbocation is more resonance stabilised

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Reactions of Aryl Amines (Diazo Salts)

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