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Topic: Carbocation stability  (Read 2399 times)

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Offline JohnTan

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Carbocation stability
« on: August 15, 2010, 05:04:36 AM »
Hi everyone,
I just have a query about inductive effects and hyperconjucation. I understand that both stabilize the carbocation, but I am unsure as to how they do this, and how they differ from one another.
Thanks in advance.

Offline Biopolmonkey

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Re: Carbocation stability
« Reply #1 on: August 15, 2010, 10:41:05 AM »
The inductive effect is caused by the electrostatic nature of the groups adjacent to the carbocation. So, if I have an electron withdrawing group (e.g F), the carbocation is going to be made more postive and therefore be more unstable. If I have an electron releasing group (like Me), my carbocation is going to be less postive and more stable.

Hyperconjugation refers to the electrons in a sigma bond interacting with either an adjacent non-bonding p-orbital, antibonding or filled pi bond. This effect requires the correct alignment of the orbitals, and the stabilisation of the carbocation occurs as it is made less postive by the electrons from the sigma bond (of methyl C-H).

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