JEE PYQ: General Organic Chemistry Question 17
Question 17 - 2020 (03 Sep Shift 1)
Which one of the following compounds possesses the most acidic hydrogen?
(1) $\text{CH}_2(\text{CN})_2$ (malononitrile)
(2) $\text{H}_3\text{C}-\text{C}\equiv\text{C}-\text{H}$
(3) $\text{CH}_3\text{COCH}_3$ (acetone)
(4) Dimethyl malonate with H between two $\text{COOMe}$ groups
Show Answer
Answer: (4)
Solution
Acidic strength $\propto$ $-\text{I}$, $-\text{M}$ effect. Due to strong $-\text{I}$ and $-\text{M}$ effect of 3 $-\text{COOCH}_3$ group, it has most acidic hydrogen.
BETA
