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Acidity increases with resonance , but why under the presence of bulky group attached to benzene in ortho position increase acidity ? Under such cases, the planarity is broken and resonance is no longer possible between attached group and benzene hence the charges have to maintain their original position decreasing acidity of the compound ?

Acidity increases with resonance, but why under the presence of bulky group attached to benzene in ortho position increase acidity ?
Under such cases, the planarity is broken and resonance is no longer possible between attached group and benzene hence the charges have to maintain their original position decreasing acidity of the compound ?

Grade:12

1 Answers

Vikas TU
14149 Points
6 years ago
the presence of bulky group attached to benzene in ortho position increases the acidity if and only if the group attached should posses strong -M effect under circumstances like -NO2 -CN, SO3H group etc. because they are electron withdrawing goups  and releases H+.

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