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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.


Learning Progress: Step 36 of 47 in this series