- AA < B < C < D
- BD < B < C < A
- CD < C < B < A
- DC < D < B < A
View written solutionFree
Correct answer: C
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Reaction involved
Addition of to carbonyl compounds is a nucleophilic addition reaction:
The rate depends mainly on how susceptible the carbonyl carbon is to nucleophilic attack.
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Factors affecting rate
The rate of nucleophilic addition to aldehydes/ketones increases when:
- the carbonyl carbon is more electrophilic
- steric hindrance around the carbonyl carbon is less
Thus:
- Aldehydes react faster than ketones because they have less steric hindrance and less effect.
- Aromatic ketones/aldehydes are less reactive than aliphatic ones because the phenyl group conjugates with the carbonyl group, reducing the positive character on the carbonyl carbon.
- More phenyl groups attached to the carbonyl make it still less reactive.
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Compare the given compounds
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A: (formaldehyde)
Most reactive: no alkyl/aryl groups, least steric hindrance, maximum electrophilicity. -
B: (acetone)
A simple aliphatic ketone. Less reactive than formaldehyde, but more reactive than aryl ketones. -
C: (acetophenone)
One phenyl group conjugated with carbonyl, so less reactive than acetone. -
D: (benzophenone)
Two phenyl groups conjugated with carbonyl, maximum resonance stabilization and steric hindrance among these, hence least reactive.
-
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Increasing order of rate
Therefore, i.e.
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Match with options
This corresponds to Option C.
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Comparison with stored answer
Stored correct answer: C
Derived answer: C
Hence, they agree.
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