Which of the following is the most stable carbocation?
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Answer
(1) [figure]
Solution
(1) The positive carbon is tertiary and lies between two C=C bonds, so the charge is delocalised over three carbon atoms by resonance (pentadienyl-type cation); hyperconjugation with the CH3 group and the ring C–H bonds adds further stability.
(2) Secondary carbocation, allylic to only one C=C bond.
(3) Primary carbocation, no resonance.
(4) Secondary carbocation, no resonance.
∵ As per NCERT, a carbocation is stabilised by resonance (delocalisation of the positive charge) and by hyperconjugation; resonance has the larger effect.
∴ The carbocation in option (1) is the most stable.
Answer: (1)