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Why there is no mesomeric interaction between [itex]\pi[/itex]-electrons of aromatic ring and [itex]\pi[/itex]-electrons of carbonyl group in benzoic acids?
The absence of mesomeric interaction in benzoic acids is primarily due to the complete positive charge being carried by the dissociated proton rather than the carbonyl carbon. This results in no valid resonance structures that satisfy the octet rule, preventing effective overlap between the π-electrons of the aromatic ring and the carbonyl group. Consequently, the electronic structure of benzoic acids limits resonance stabilization.
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