Chemistry - GOC Question with Solution | TestHub

ChemistryGOCRESONANCE AND MESOMERIC EFFECTEasy2 minQB
ChemistryEasysingle choice

Which of the following compounds is not resonance stabilized ?

(A) structure

(B) structure

(C) structure

(D) structure

Options:

Answer:
C
Solution:

(B) is an enolate and (D) is an allyl anion, both stabilized by resonance.

In (C) the carbanion is at a bridgehead. A bridgehead carbon cannot become sp² and planar (Bredt's rule), so its lone pair cannot overlap with C=O. No resonance.

(A) is a conjugated enone and is stabilised by resonance.

Stream:JEESubject:ChemistryTopic:GOCSubtopic:RESONANCE AND MESOMERIC EFFECT
⏱ 2mℹ️ Source: QB

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