11 votes

Is tropylium cyclopentadienide possible?

While I can't give a definitive disproof, my intuition is that an unsubstituted cyclopentadienide anion would be far too nucleophilic and react with the tropylium cation at non-cryogenic temperatures (...
Nicolau Saker Neto's user avatar
3 votes

Can a carbocation ever be more stable than a neutral molecule?

Yes this question is poorly stated, probably through no fault of the OP. (It looks like something from a textbook, in which case the authors of the book are to blame.) You can really compare only ...
Oscar Lanzi's user avatar
  • 57.1k
3 votes

Rearrangment during dehydration of 2,2,5-trimethylcyclopentanol

The major rearrangement of carbocation resulted from the acid-catalyzed dehydration of original 2,3,5-trimethylcyclopentanol is correctly tracked in your scheme. Keep in mind that the dehydration is ...
Mathew Mahindaratne's user avatar
3 votes

What nucleophilic reaction takes place in case of bad leaving group as well as 1* alpha carbon?

This reaction has been studied and yields 2-phenylethyliodide (Ph-CH2-CH2-I) in around 90% yield. The authors postulate a symmetrical non-classical carbocation with involvement of the aromatic system.
Waylander's user avatar
  • 22.3k

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