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Synthesis of Esters from Acid Chlorides and Anhydrides

A compound C9...

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A compound C9H7O2Cl exists predominantly in enol form (A) and also in Keto form (B). On oxidation with KMnO4 it gives m-chlorobenzoic acid as one of the products.Identify the compound (A) and (B).

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Q. An aromatic compound 'A' (Molecular formula

C_{8} H_{8} O

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Q. Question 33
A compound

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?

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?

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Synthesis of Esters from Acid Chlorides and Anhydrides

Standard XII Chemistry

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