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Ortho effect is a special type of effect...

Ortho effect is a special type of effect that is shown by d-substituents, but it is not necessarily just a steric effect.This ortho-effect opertes with the benzoic acid.Irrespective of the polar types nearly all o-substitued benzoic acid are stronger than unsubstituted beznoic acid.Benzoic acid is a resonance hybrid and so the carboxyl group is coplanar with the ring.An o-substituent tends to prevent this coplanarity . Ortho effect also opertes in substituted anilines where as ortho substituent has base weakening effect.
What is the order of basicily of following compounds ?

A

IltIIltIIIltIV

B

IVltIltIIltIII

C

IVltIIIltIltII

D

IVltIIIltIIltI

Text Solution

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The correct Answer is:
B
Due ot electronic effects.
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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 ?

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. What is the order of K_(a) of following compounds ?

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