JEE Main 2025 · 22 January · evening · Single correct · +4 / −1
The most stable carbocation from the following is :
- (a)
- (b)
- (c)
- (d)
Answer and solution
Answer (c)
Solution
Chemistry ma’am · 3 steps
All four are benzyl cations, so ask one thing: which group pushes the most electrons into that CH₂⁺?
- Common base. Each option is a benzyl cation, already stabilised by resonance with the ring. The positive charge spreads to the ortho and para carbons, so a substituent at the para position can interact with the charge directly. A group at the meta position cannot.
Option Substituent Effect on the positive charge Result (a) OCH₃ at meta No resonance link to the charge, so only the -I pull of O acts less stable than benzyl (b) CH₃ at para +I and hyperconjugation, a mild push more stable than benzyl (c) OCH₃ at para +M: the lone pair on O delocalises right onto the benzylic carbon most stable (d) none ring resonance only reference - Why para-OMe wins. In (c) one resonance form is CH₃-O+=C₆H₄=CH₂, where every atom has a full octet. That extra contributor makes the +M effect of OCH₃ far stronger than the hyperconjugation from CH₃.
- So. The stability order is (c) > (b) > (d) > (a), and the most stable carbocation is (c), the p-methoxybenzyl cation.
The idea to keep. For substituted benzyl cations, look at position before group: ortho or para lets +M act on the charge, meta leaves only the inductive effect. A strong +M donor at para beats any alkyl group.
Answer from the NTA final answer key. Solution by PrepWiser.