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Q.
Arrange the following in increasing order of acidic strength.
Organic Chemistry – Some Basic Principles and Techniques
Solution:
I is least acidic due to the absence of any electron withdrawing group on ring. IV is most acidic due to the electron withdrawing resonance effect of $- NO _{2}$ from ortho-position, although intramolecular H-bonding decreases acidic strength to some extent. III is less acidic than II due to the steric inhibition of resonance of $- NO _{2}$ by two adjacent methyl groups.
