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Monday, December 23, 2019

Why is the Tropylium carbocation less stable than the tricyclopropylmethyl carbocation?


Tropylium is highly stable due to conjugated system, that being resonance stabilized and the number of canonical forms of tropylium is more. But it is less stable than tricyclopropylmethyl carbocation because tricyclopropylmethyl carbocation undergoes a strong  stability mechanism factor that is sigma resonance or dancing resonance  (sigma-tropic rearrangement ).


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