Which compound does NOT exhibit resonance?
General Organic Chemistry (GOC) · Class 11 · JEE Main Previous Year Question
Which compound does NOT exhibit resonance?
- a
CH₃CH₂CH₂CONH₂
- b✓
CH₃CH₂CH=CHCH₂NH₂
- c
CH₃CH₂OCH=CH₂
- d
Benzyl alcohol
CH₃CH₂CH=CHCH₂NH₂
Step 1: Identifying Resonance Resonance occurs when multiple Lewis structures can be drawn due to delocalized electrons (lone pairs adjacent to pi bonds or pi bonds in conjugation).
- (A) Amide: lone pair on Nitrogen is in conjugation with . (Resonance present)
- (B) Allylic amine: The lone pair is on a carbon far from the double bond (homoallylic-like). There is no conjugation. (Resonance absent)
- (C) Vinyl ether: lone pair on Oxygen is in conjugation with . (Resonance present)
- (D) Benzyl alcohol: lone pair on Oxygen is not in conjugation with the ring (separated by carbon), but the ring itself has resonance.
Step 2: Conclusion In (B), the amine group is too far from the double bond for any resonance stabilization.
,
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