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Which of the following compounds undergoes nucleophilic substitution reaction most easily ?
  • a)
  • b)
  • c)
  • d)
Correct answer is option 'A'. Can you explain this answer?
Verified Answer
Which of the following compounds undergoes nucleophilic substitution r...
In SNAr reactions, a carbanion is formed as an intermediate, so any substituent that increases the stability of carbanion and hence the transition state leading to its formation will enhance the SNAr reactions. To compare the rates of substitution in chlorobenzene, chlorobenzene having electron-withdrawing group, and chlorobenzene having electronreleasing group, we compare the structures carbanion I (from chlorobenzene), II (from chlorobenzene containing electron-withdrawing group) and III (from chlorobenzene containing electron-releasing group).
G withdraws electrons, neutralises (disperses) –ve charge of the ring, stabilises carbanion, facilitates SN reaction (activation effect)
G releases electrons, intensifies –ve charge, destabilizes carbanion, retards SN reaction (deactivation) NO2 is activating group and CH3 and OCH3 are deactiving group.
Hence, the correct order of nucleophilic substitution reactions
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Which of the following compounds undergoes nucleophilic substitution r...
A
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Which of the following compounds undergoes nucleophilic substitution reaction most easily ?a)b)c)d)Correct answer is option 'A'. Can you explain this answer?
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