Question

Find the order of reactivity of labelled hydrogen with $NaN{H}_2$?

• A. $\text{1 > 2 > 3}$
• B. $\text{3 > 2 > 1}$
• C. $\text{3 > 1 > 2}$
• D. $\text{2 > 3 > 1}$

Answer 1

The correct option is A $\text{1 > 2 > 3}$

(1) will have negative charge on more electronegative oxygen which is in conjugation with phenyl ring.
(2) will have negative charge on more electronegative oxygen which is not in delocalisation.
(3) will have negative charge on carbon atom.
So, rate is $\text{1 > 2 > 3}$.