Why is phenyl carbocation unstable?

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Phenyl carbocation is considered unstable despite its aromatic nature because the positive charge cannot be delocalized without losing aromaticity. While aromatic compounds like benzene are stable, they can still undergo reactions, indicating that stability is relative. Aromatic carbocations may exhibit greater stability compared to non-aromatic carbocations, yet they remain highly reactive due to the inherent instability of all carbocations. The inability to stabilize the positive charge while maintaining aromaticity is a key factor in its instability. Overall, phenyl carbocation's reactivity underscores the complex relationship between aromaticity and stability.
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Homework Statement


I read in my textbook that phenyl carbocation is unstable, but I can see that it's aromatic- why is it unstable then?

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The Attempt at a Solution


I noticed nothing can stabilize or delocalize the positive charge because then it'd lose aromaticity but till it has aromatic nature it should show stability
 
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"Stable" is relative - benzene is stable, but it can be still burnt. Aromatic carbocation can be more stable than non-aromatic carbocations, but it will be still highly reactive as all carbocations are.
 
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Likes jim mcnamara
alright thank you very much :D
 
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