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Topic: stability of carbocation intermediates  (Read 2959 times)

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Offline noodlesoup

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stability of carbocation intermediates
« on: April 10, 2009, 12:16:44 AM »
Hello all,

I have a question regarding the stability and instability of carbocations that i need help for more explanations. I am wondering when the two carbocations are next to each other (one on the bezene ring, and the other cation is on the group attach to benzene for example like ester in nitration of methyl benzoate) what would happen to them? i know they destabilize the molecule and slower the reaction rate, but what are the reasons for that? does it have anything to do with electron density, hyperconjugation, ect...?? can someone help me to explain more about this? I really appreciate your help, Thanks in advance.



Offline nj_bartel

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Re: stability of carbocation intermediates
« Reply #1 on: April 10, 2009, 12:38:25 AM »
Could you draw a picture of what you're saying?  I'm not quite comprehending.

Offline Squirmy

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Re: stability of carbocation intermediates
« Reply #2 on: April 10, 2009, 01:07:53 AM »
What happens if you put like charges near each other?

Would you expect like charges (or partial charges) adjacent to each other to increase or decrease stability of that resonance structure?

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