Question

The acid strength of active methylene group in given compounds decreases as:
a) $C{H}_{3}COC{H}_{2}COO{C}_2{H}_5$
b) $C{H}_{3}COC{H}_{2}COC{H}_3$
c) $C_2{H}_{5}OOCC{H}_{2}COO{C}_2{H}_5$

• A. $a>b>c$
• B. $c>a>b$
• C. $a>c>b$
• D. $b>a>c$

Answer 1

The correct option is D $b>a>c$

Due to cross conjugation in ester, methylene anion will be more stable in case of ketone leading to more stable anion and more acidity. Hence, the correct order will be $b>a>c$.