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Carbocation stability

  1. Feb 21, 2015 #1

    Suraj M

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    Consider:
    prop-1-enylbenzene
    Why is the carbocation more stable when the +ve charge is on the carbon directly attached to the benzene ring as apposed to the +ve charge on the the 2nd carbon counted from the benzene ring?
     
  2. jcsd
  3. Feb 22, 2015 #2
    Because of benzyl group which is resonance stabilized it neutralizes more the +ve charge by inductive effect as compared to a 2° carbon.
     
  4. Feb 22, 2015 #3
    Phenyl group destabilises carbocations by inductive effect since it's an electron withdrawing group, but it can stabilise carbocations by resonance effect.
    Try drawing the resonance structures of the compound with carbocations on the 2nd carbon.
     
  5. Feb 22, 2015 #4

    Suraj M

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    +R right? Got the structure!
     
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