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Topic: About SN1 & SN 2  (Read 7341 times)

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Offline Plato@space

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About SN1 & SN 2
« on: February 28, 2007, 11:55:29 AM »
1. What are the factors encouraging SN1 & SN2 reactions respectively?

2. how solvent affects the choice of reaction mechanism in SN reaction?

Offline alphahydroxy

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Re: About SN1 & SN 2
« Reply #1 on: February 28, 2007, 01:16:08 PM »
we're not here to do your homework for you!

you need to show some evidence that you've even thought about the problem...

Offline english

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Re: About SN1 & SN 2
« Reply #2 on: March 01, 2007, 02:46:12 AM »
There is no book that wouldn't readily answer those questions for you.

Offline Dan

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Re: About SN1 & SN 2
« Reply #3 on: March 01, 2007, 03:24:15 AM »
There is no book that wouldn't readily answer those questions for you.

Yes there is.

Mechanism in Organic chemistry - Peter Sykes

is just one of them
My research: Google Scholar and Researchgate

Offline english

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Re: About SN1 & SN 2
« Reply #4 on: March 01, 2007, 03:31:34 AM »
There is no book that wouldn't readily answer those questions for you.

Yes there is.

Mechanism in Organic chemistry - Peter Sykes

is just one of them

There is no book that wouldn't reaidly answer his questions.

Ya missed that double negative.   ;)

Offline Dan

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Re: About SN1 & SN 2
« Reply #5 on: March 01, 2007, 03:54:49 AM »
haha, so I did. I just got out of bed, that's my excuse.
My research: Google Scholar and Researchgate

Offline english

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Re: About SN1 & SN 2
« Reply #6 on: March 01, 2007, 03:57:49 AM »
haha, so I did. I just got out of bed, that's my excuse.

Ha!

 :D

Offline J.I.

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Re: About SN1 & SN 2
« Reply #7 on: March 02, 2007, 08:41:28 AM »
the less sterically hindered molecule is most likely to favor Sn2 reaction than Sn1 because the nucleophile can easily attack it and inversion of configuration will take place.

The more sterically hindered your molecule is, the more it will favor Sn1 because it forms a carbocation intermediate. The more hyperconjugative structures your carbocation will form, the more stable your molecule is. complete racemization takes place.

Offline J.I.

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Re: About SN1 & SN 2
« Reply #8 on: March 02, 2007, 08:42:37 AM »
by the way, my answers were based in John McMurry's book...

Offline english

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Re: About SN1 & SN 2
« Reply #9 on: March 02, 2007, 02:14:25 PM »
You must think in terms of Gibb's free energy and reaction diagrams to understand how different solvents affect substitution reactions.

Offline J.I.

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Re: About SN1 & SN 2
« Reply #10 on: March 03, 2007, 05:06:03 AM »
Sn2 = polar aprotic solvents solvate the nucleophile and lowers its ground state energy of transition and decreasing its gibbs energy thereby increasing the rate of the reaction.

Sn1 = polar solvents stabilize the carbocation intermediate by solvation and increasing the rate of the reaction.

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