JEE MainChemistryGeneral Organic Chemistry
Given below are two statements: Statement I: 2,4 -Cyclohexadien- 1 -one exists predominantly in its enol form at room temperature. Statement II: The percentage of the enol form of pentane- 2,4 -dione is greater in water than in n-hexane. In the light of the above statements, choose the most appropriate answer from the options given below.
Options
- ABoth Statement I and Statement II are correct
- BBoth Statement I and Statement II are incorrect
- CStatement I is correct but Statement II is incorrect
- DStatement I is incorrect but Statement II is correct
Correct answer
C. Statement I is correct but Statement II is incorrect
Step-by-step solution
Statement I is correct because the enol tautomer of 2,4 -cyclohexadien- 1 -one is phenol. The formation of the aromatic ring provides immense resonance stabilization, making the enol form thermodynamically much more stable than the keto form. Statement II is incorrect. The enol form of pentane- 2,4 -dione is stabilized by intramolecular hydrogen bonding. In a non-polar solvent like n-hexane, this intramolecular hydrogen bonding is undisturbed, leading to a high enol content. However, in a polar protic solvent like