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JEE MainChemistryGeneral Organic Chemistry

Among the following compounds, which one exhibits the maximum enol content?

Options

  1. APentane- 2,4 -dione
  2. B1,3 -Diphenylpropane- 1,3 -dione
  3. CEthyl 3 -oxobutanoate
  4. DDiethyl propanedioate

Correct answer

B. 1,3 -Diphenylpropane- 1,3 -dione

Step-by-step solution

The enol content of -dicarbonyl compounds depends on the stability of the enol form, which is enhanced by intramolecular hydrogen bonding and extended conjugation. In 1,3 -diphenylpropane- 1,3 -dione, the enol form is highly stabilized by strong intramolecular hydrogen bonding and extended conjugation over the two phenyl rings. In pentane- 2,4 -dione, the enol form is stabilized by intramolecular hydrogen bonding and conjugation, but lacks the extended conjugation provided by the phenyl rings. In ethyl 3 -oxobutano

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