- ABoth A and R are true but R is not the correct explanation of A
- BA is true but R is false
- CA is false but R is true
- DBoth A and R are true and R is the correct explanation of A
View written solutionFree
Correct answer: D
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Understand the assertion
We compare keto-enol tautomerism in:
- Acetone:
- Acetyl acetone (2,4-pentanedione):
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Keto-enol equilibrium in acetone
Acetone is a simple ketone. Its enol form is: For simple aldehydes and ketones, the keto form is much more stable than the enol form.
Hence, the enol content of acetone is extremely small, typically less than .
So, this part of the assertion is true.
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Keto-enol equilibrium in acetyl acetone
Acetyl acetone is a -dicarbonyl compound, whose enol form is unusually stable.
Its enol form can be written as:
This enol is stabilized by:
- Intramolecular hydrogen bonding
- Conjugation between and
Because of this extra stability, the enol content is much larger than in simple ketones. The statement says it exists in approximately 15% quantity; the key idea is that it exists in a significantly larger amount than acetone due to stabilization.
Therefore, the assertion is treated as true in the context of the given options.
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Examine the reason
The reason states:
Enol form of acetyl acetone is stabilized by intramolecular hydrogen bonding, which is not possible in enol form of acetone.
This is correct.
In acetyl acetone, the enol form forms a six-membered chelated ring through intramolecular H-bonding: This strongly stabilizes the enol tautomer.
Acetone has only one carbonyl group, so such intramolecular hydrogen bonding in its enol form is not possible.
Thus, R is true.
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Check if R explains A
Yes. The reason directly explains why:
- acetone has negligible enol content,
- acetyl acetone has much higher enol content.
So, R is the correct explanation of A.
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Final choice
Therefore, the correct option is: Both A and R are true and R is the correct explanation of A.
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Comparison with stored answer
Stored correct answer:
My derived answer:
They match.
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