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Topic: Carbocation stability order  (Read 1767 times)

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Offline Rutherford

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Carbocation stability order
« on: November 10, 2012, 06:03:11 AM »
Order the following carbocations in order of decreasing stability: (attached).
I thought that it is: b>c>a, but a is the most stable. Why is "a" so stable, if the benzene ring pulls the electrons towards it making the carbocation very positive and unstable?
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Offline discodermolide

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Re: Carbocation stability order
« Reply #1 on: November 10, 2012, 06:42:09 AM »
Try drawing the resonance structures for the benzylic cation.
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Offline Rutherford

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Re: Carbocation stability order
« Reply #2 on: November 10, 2012, 06:58:55 AM »
Oh, I see what you mean. Here I found it http://www.chem.ucalgary.ca/courses/350/Carey5th/Ch11/ch11-9.html.
Thanks for the appointment.
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