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:

(A) is an allyl anion and (B) is an enolate. (D) is an ester (O lone pair conjugated with C=O).

In (C) the carbanion is at a bridgehead carbon, which would have to be sp² in the C=C of the enolate form. That violates Bredt's rule, so there is no resonance.

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

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