JEE PYQ: General Organic Chemistry Question 36
Question 36 - 2019 (08 Apr Shift 2)
Which of the following compounds will show the maximum ’enol’ content?
(1) $\text{CH}_3\text{COCH}_2\text{COOC}_2\text{H}_5$
(2) $\text{CH}_3\text{COCH}_2\text{COCH}_3$
(3) $\text{CH}_3\text{COCH}_3$
(4) $\text{CH}_3\text{COCH}_2\text{CONH}_2$
Show Answer
Answer: (2)
Solution
Enol content $\propto$ acidity of active methylene hydrogens. In $\text{CH}_3-\text{CO}-\text{CH}(-\text{H})-\text{CO}-\text{CH}_3$, the H is the most acidic hydrogen. Maximum enol content.