Ionic Equilibrium Question 8

Question 8 - 30 January - Shift 2

The correct order of $pK_a$ values for the following compounds is:

(a)

(b)

(c)

(d)

(1) $c>a>d>b$

(2) $b>d>a>c$

(3) $b>a>d>c$

(4) $a>b>c>d$

Show Answer

Answer: (2)

Solution:

Formula: Formula

Due to $-M$ effect of $-NO_2$ group, it increases acidity

$+M$ effect of $N(CH_3)_2$ decreases acidity.

Hyperconjugation of isopropyl decrease acidity

$\therefore$ order of acidic strength