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Friday, May 29, 2020

Which carbocation is more stable : Benzyl or Tertiary?

Actually answers of this question is always confusing, most of the authors believe benzyl carbocation is more stable than tertiary because benzyl carbocation involves in resonance.

But some of the authors believe that Tertiary carbocation is more stable as it involves maximum +I effect and maximum hyperconjuation +H (9-alpha hydrogens). Maximum +I and +H is more dominant than +M effect. Thus tertiary carbocation is more stable than benzyl carbocation.

Important note:

Stability of Benzyl , allylic and tertiary alkyl carbocation is practically almost same .so that stabilities infact cannot be compared.

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