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Topic: CARBOCATIONS  (Read 4113 times)

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Offline aRomatik Benzenoid

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CARBOCATIONS
« on: January 11, 2012, 01:18:33 PM »
is 3 degree carbocation always more stable than 2 degree and is 2 degree always more stable than 1 degree??

Offline discodermolide

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Re: CARBOCATIONS
« Reply #1 on: January 11, 2012, 03:04:27 PM »
is 3 degree carbocation always more stable than 2 degree and is 2 degree always more stable than 1 degree??

In general, yes, that is so.
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Offline Mitch

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Re: CARBOCATIONS
« Reply #2 on: January 11, 2012, 03:28:36 PM »
Not if the tertiary carbocations were themselves attached to carbocations. Mwhahahahaha....

Otherwise, discodermolide is correct.
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Offline aRomatik Benzenoid

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Re: CARBOCATIONS
« Reply #3 on: January 12, 2012, 01:36:55 PM »
i was thinking dat tertiary carbocation means that C+ attached to 3 carbon atoms and its stability is explained by hyperconjugation but if C+ is attached to 3 neo butyl groups dere is no alpha hydrogen therefore it is not stable!!!! den  C+-Ch3 is more stable than it

Offline Mitch

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Re: CARBOCATIONS
« Reply #4 on: January 12, 2012, 04:08:54 PM »
i was thinking dat tertiary carbocation means that C+ attached to 3 carbon atoms and its stability is explained by hyperconjugation but if C+ is attached to 3 neo butyl groups dere is no alpha hydrogen therefore it is not stable!!!! den  C+-Ch3 is more stable than it

I'm sure it also has to do with inductive effects. Hyperconjugation is the rationalization of last resort.
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Offline Telamond

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Re: CARBOCATIONS
« Reply #5 on: January 13, 2012, 03:11:12 AM »
Why can't the C-C sigma-bond donate into the empty p-orbital?

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