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Topic: SN2 over E2  (Read 5016 times)

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Offline kelaklub

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SN2 over E2
« on: May 17, 2006, 03:24:25 PM »
The answer to the following question is stated as choice D. But couldn't choice E be just as valid an answer? Thanks.


Offline wereworm73

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Re: SN2 over E2
« Reply #1 on: May 17, 2006, 04:40:59 PM »
Nope, SN2 will occur in a wide variety of solvents, but the key to the reaction is to have a strong nucleophile. 
« Last Edit: May 17, 2006, 04:42:57 PM by wereworm73 »

Offline plu

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Re: SN2 over E2
« Reply #2 on: May 17, 2006, 06:53:52 PM »
SN2 reactions are favoured in polar aprotic solvents, in which the attacking nucleophile is not solvated (thus raising its energy and increasing its tendency for attack) but the carbocation species is (it is stabilized).

Offline Donaldson Tan

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Re: SN2 over E2
« Reply #3 on: May 18, 2006, 08:01:26 AM »
SN2 depends on nucleophile strength and E2 depends on the basic character.

To favour SN2, the basic character somehow must be suppressed, yet at the same time improve the nucleophilic strength.
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Offline mkaplan4

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Re: SN2 over E2
« Reply #4 on: July 07, 2006, 03:46:45 AM »
aprotic solvents are best since they do not form strong interactions with the nucleophile, thus decreasing its nucleopholicity.

Offline Will

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Re: SN2 over E2
« Reply #5 on: July 07, 2006, 09:09:28 AM »
SN2 reactions are favoured in polar aprotic solvents, in which the attacking nucleophile is not solvated (thus raising its energy and increasing its tendency for attack) but the carbocation species is (it is stabilized).

In E2 you don't have a carbocation species (as far as I know), I think you are thinking of E1 (except E1cB) where you get a cation intermediate (which doesn't have to be carbon; it can be nitrogen or oxygen for example).

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