JEE Main Chemistry question

ChemistryOrganic Chemistry - Some Basic Principles and TechniquesJEE Main

In how many of the following six structures is resonance genuinely possible: (1) an allylic-type carbocation, (2) an oxocarbenium ion CH₃–O⁺=CH₂, (3) CH₂=CH–CH=CH₂ (1,3-butadiene), (4) the isopropyl cation, CH₃–CH⁺–CH₃, (5) CH₃OH, (6) CH₃–CO–NH₂ (acetamide)?

Answer: 4

Solution

(1) The allylic cation delocalises its positive charge over an adjacent π-system — resonance. (2) The oxygen lone pair is directly adjacent to the empty *p*-orbital of the cationic carbon — resonance (oxocarbenium). (3) The two conjugated double bonds of butadiene allow electron delocalisation — resonance. (4) The

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Question ID VK-140457