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Topic: Stability of carbocations  (Read 1871 times)

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Offline davidenarb

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Stability of carbocations
« on: June 14, 2014, 05:01:07 PM »
Hi chemists!

We know that, due to the effect of hyperconjugation, the trend of carbocation's stability is CH3+ < RCH2+ < R2CH+ < R3C+

I found the following information is this website : ( en.wikibooks.org/wiki/Organic_Chemistry/Introduction_to_reactions/Carbocations )

"Carbocations can also be stabilized through resonance by neighboring lone pairs or pi-electrons. In general, this stabilization is greater than one degree of substitution, so a secondary carbocation stabilized by resonance will be more stable than a tertiary carbocation with no resonance stabilization, and a primary carbocation stabilized by resonance will be more stable than a secondary carbocation with no resonance stabilization."

Is that mean that a tertiary carbocation is more stable than a primary carbocation stabilized by resonance?

Thank you



Offline Dan

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Re: Stability of carbocations
« Reply #1 on: June 15, 2014, 06:06:52 AM »
Generally, yes.
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