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Topic: Carbocation in SN1 and E1  (Read 1736 times)

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Offline Bassel

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Carbocation in SN1 and E1
« on: December 09, 2013, 11:43:07 AM »
Haloalkanes undergo SN1,E1 and E2 when the yard tertiary.
Tertiary means more steric effect and thus more potential energy leading to decrease in stability of a compound. So in the carbocations of SN1 and E1 how come the tertiary carbocation is more stable ?

Offline Schrödinger

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Re: Carbocation in SN1 and E1
« Reply #1 on: December 19, 2013, 12:43:38 PM »
Tertiary also means more stability of the carbocation through charge stabilisation. SN1 and E1 both being mechanisms where the carbocation is the intermediate in the rate determining step, are favoured by extra stable carbocations.
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Offline TheOrganic

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Re: Carbocation in SN1 and E1
« Reply #2 on: December 27, 2013, 06:22:09 AM »
Haloalkanes undergo SN1,E1 and E2 when the yard tertiary.
Tertiary means more steric effect and thus more potential energy leading to decrease in stability of a compound. So in the carbocations of SN1 and E1 how come the tertiary carbocation is more stable ?

Remember, a carbocation is planar. A carbocation has a full positive charge. SN1 and E1 reactions occur in polar solvents that can stabilize the charge on the carbocation.

I hope that should help you answer your question by yourself.

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