Question

The incorrect statement(s) about the following two compound $I$ and $II$ is/are:

• A. $\left(II\right)$ is more acidic than $\left(I\right)$
• B. the resonance effect of phenyl ring with $-$ COOH group is more in $\left(II\right)$ than in $\left(I\right)$
• C. $\left(II\right)$ is weaker acid than $\left(I\right)$ because of electron releasing inductive effect of tertiary $-$ butyl group
• D. the positive charge of carboxylate anions of $\left(I\right)$ is more delocalized in the benzene ring than the $\left(II\right)$
  compound

Answer 1

Answer: (A), (B), (D)

The correct options are
A $\left(II\right)$ is more acidic than $\left(I\right)$
B the resonance effect of phenyl ring with $-$ COOH group is more in $\left(II\right)$ than in $\left(I\right)$
D the positive charge of carboxylate anions of $\left(I\right)$ is more delocalized in the benzene ring than the $\left(II\right)$

compound
In structure II, due to bulkiness of tert butyl group, the carboxyl group and the benzene ring cannot become coplanar. Hence, resonance is not possible between carboxylate ion and benzene ring. Also tert butyl group is electron releasing group. Hence, I is more acidic than II. Thus Option A is incorrect.
The resonance effect of phenyl ring with COOH group is less in (II) than in (I). Hence, option B is incorrect.
(II) is weaker acid than (I) because of electron releasing inductive effect of tertiary butyl group. Hence, option C is correct.
The negative charge of carboxylate anion of (I) is more delocalized in the benzene ring than the (II)compound. Hence, option D is incorrect.