Question

why cyclopropyl methyl carbocation is more stable than the benzylic carbocation

Answer 1

This stability is due to conjugation between the bent orbital of cyclopropyl ring and vacant position atomic orbital of the cationic carbon. This leads to delocalisation of sigma Electron instead of PI. So it is due to sigma electron delocalisation which makes it more stable

Answer 2

Stability of Tropylium ion is more than cyclopropyl methyl carbocation due to following reasons:

- Due to the conjugated system, tropylium is highly stable i.e resonance stabilized.

- Due to the distribution of positive charge by the number of atoms and is less string tricyclopropylmethyl is less as compared to tropylium ion.

- Tropylium shows seven resonator structure as in tropylium the number of canonical forms is more.