Question

Assertion (A): Acetamide (structure: \(\text{C}_6\text{H}_5\text{NHCOCH}_3\)) is less basic than aniline.
Reason (R): Acetylation of aniline results in decrease of electron density on nitrogen.

• A. Both A and R are true and R is the correct explanation of A
• B. Both A and R are true but R is not the correct explanation of A
• C. A is true but R is false
• D. A is false but R is true

Hint:

Electron-withdrawing groups like acetyl decrease basicity by reducing lone pair availability on nitrogen through resonance delocalization.

Answer 1

The Correct Option is A

- Aniline (\(\text{C}_6\text{H}_5\text{NH}_2\)) is more basic than acetanilide (\(\text{C}_6\text{H}_5\text{NHCOCH}_3\)). - In acetanilide, the lone pair of electrons on nitrogen is delocalized due to resonance with the carbonyl group of the acetyl group (\(-COCH_3\)). This delocalization reduces the availability of the lone pair on nitrogen for protonation, hence decreasing basicity. So: - Assertion is true — acetanilide is less basic than aniline. - Reason is also true — acetylation pulls electron density away from nitrogen. - And Reason correctly explains the Assertion. \[ \boxed{\text{Both A and R are true and R is the correct explanation of A.}} \]