JEE Advanced levelSingle correct optionDifficulty 3 of 3g3037
Match each cation in List I with the effect that is mainly responsible for its stability (or instability) in List II.
List I: P: CHX3−O−CHX2X+; Q: (CHX3)X3CX+; R: CX6HX5CHX2X+; S: cyclopenta-2,4-dien-1-ylium (cyclopentadienyl cation).
List II: 1: lone-pair donation (+M); 2: hyperconjugation as the only delocalisation; 3: delocalisation into a benzene ring pi system; 4: antiaromatic destabilisation.
AP-2, Q-1, R-3, S-4
BP-3, Q-2, R-1, S-4
CP-1, Q-2, R-3, S-4
DP-1, Q-2, R-4, S-3
Answer: C
P has an oxygen lone pair next to the cation (1). Q has only alkyl groups, so only hyperconjugation operates (2). R is conjugated with the aromatic ring (3). S has a cyclic conjugated system with 4 pi electrons, so it is antiaromatic (4).