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Question: Answered & Verified by Expert

The increasing order of the pKa values of the following compounds is:

ChemistryGeneral Organic ChemistryJEE MainJEE Main 2019 (10 Jan Shift 1)
Options:
  • A B<C<A<D
  • B D<A<C<B
  • C B<C<D<A
  • D C<B<A<D
Solution:
1175 Upvotes Verified Answer
The correct answer is: B<C<A<D

pKa=-logKa

KapKa & vice versa

Acidic character α Ka α1pKa

Acidic character α stability of anion (Conjugate base)

Conjugate base are


Stability of conjugate base α-M or -I 
α1+M or1+I
-M is more dominating than -I

( B )    NO2 at para so exerts -M or -I  &  -M > -I

So it is highly stable anion in

( C )  -NO2 at meta exerts only  -I effect

( A )  No e- withdrawing or electron releasing group.

( D )  -OCH3 has +M & -I but +M dominates

So acidic strength will be

B>C>A>D


Therefore pKa values will be in the order

B<C<A<D

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