Question

In which of the following compound the methylenic hydrogens are the most acidic?

• A. $C{H}_{3}COC{H}_{2}C{H}_3$
• B. $C{H}_{3}C{H}_{2}COO{C}_2{H}_5$
• C. $C{H}_{3}C{H}_{2}CH(COO{C}_2{H}_5{)}_2$
• D. $C{H}_{3}COC{H}_{2}CN$

Answer 1

The correct option is D $C{H}_{3}COC{H}_{2}CN$

Here cyanide group pulled the bond pair electron from the chain by the inductive $(-I$ effect$)$. So, hydrogen of methyl group are because more acidic in nature. $C-H$ bond became labile due to pulling of electron by $CN$ group.