Which alkyl halide forms the most stable carbocation in E1?

  • Thread starter leopard
  • Start date
  • Tags Tags
    Stability
2 replies · 5K views · last reply
leopard
Messages
123
Reaction score
0
Five skeletal structures labelled I to V of bromine-substituted cyclic compounds: I is 1-bromocyclohexene, II is a bromocyclohexadiene, III is bromobenzene, IV is 3-bromocyclohexene, V is 4-bromocyclohexene.


Which one of these alkyl halides forms the most stable carbocation in a E1 reaction?

Not II because it has an even number of delocalized electron pairs. Isn't I, IV and V the same?
 
Which one is the most stable; vinylic carbocation, allylic carbocation, secondary alkyl carbocation, or aromatic carbocation? I, IV and V are not the same.
 
I is vinyilc, IV allylic, III aromatic, V secondary and II...?