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Which of the following is the weakest ac...

Which of the following is the weakest acid?

A

`p-` Aminophenol

B

`m-` Aminophenol

C

`o-` Aminophenol

D

Phenol

Text Solution

Verified by Experts

The correct Answer is:
A


in the ortho and para positions, `NH_(2)` is electron donating by resonance and is acid weakening. In the meta position it is only electron withdrawing and acid strengthening by induction. Thus, m-aminophenol is expected to be strongest acid but the decreasing order of acid strength is

o- aminophenol is the strongest acid because its phenoxide ion is stabilized by intramolecular hydrogen bonding

`p-` Aminophenol is the weakest acid on acoount of least-`I_(effect*)`.
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