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Topic: Stability of phenylic group  (Read 3797 times)

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Offline mohit.shurtugal

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Stability of phenylic group
« on: May 01, 2010, 03:51:57 AM »
In my chemistry textbook i read that phenylic carbocation is more stable than the vinylic carbocation as shown in the two attchments

why is that so...

the phenylic carbocation is resonance stabilized!!!
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Offline mohit.shurtugal

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Re: Stability of phenylic group
« Reply #1 on: May 01, 2010, 03:52:53 AM »
the vinylic group is as follows
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Offline MissPhosgene

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Re: Stability of phenylic group
« Reply #2 on: May 01, 2010, 11:09:35 AM »
yup.
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Stereograms of the 32 crystallographic point groups: little bike wheels of cold, hard, pure rationality.

Offline g-bones

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Re: Stability of phenylic group
« Reply #3 on: May 01, 2010, 01:08:26 PM »
that empty orbital is sticking out of conjugation with the aromatic pi system, so it is not resonance stabilized. 
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Offline mohit.shurtugal

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Re: Stability of phenylic group
« Reply #4 on: May 01, 2010, 03:18:30 PM »
AM SO SORRY I MEANT THAT NY TEXTBOOK SAYS THAT PHENYLIC IS LESS STABLE THAN VINYLIC...

I thought that phenylic would be more stable due to the resonance...
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