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Acidic Character In Substituted Benzoic ...

Acidic Character In Substituted Benzoic Acid

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Assertion: Ortho substituted benzoic acids are stronger than benzoic acid. Reason: Ortho substituted tends to prevent coplanartity of -COOH with ring. Thus resonance is diminished which increases acidic strength (ortho effects)

Ortho effect is special type of effect that is shown by o-subsituents .This ortho-effect operates at the benzoic acids irrespective of the polar type. Nearly all o-substituted benzoic acid are stronger than benzoic acid. Benzoic acid is a resonance stabilised and so the carboxyl group is coplaner with the ring. An o-subsituent tends to prevent this coplanarity. Which among the following will be the strongest acid ?

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Explain why formic acid is stronger acid than benzoic acid although benzoic acid has phenyl group which is - group.

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Benzoic acid contains