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Topic: Substitution vs Elimination  (Read 4619 times)

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Offline Dolphinsiu

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Substitution vs Elimination
« on: April 05, 2007, 03:19:10 AM »


From the picture, I only draw the mechanism(SN1) for the first cpd (E-form)

Will this involve E1?

Also, for second cpd, will SN2 and E2 exist also?

From my notes, for elimination, if chiral centre has been found in reactant, for chiral medium (EtOH/EtO-), racemic mixture is formed. What is chiral medium???

Is AcO-Na+/AcOH is chiral medium?
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Offline movies

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Re: Substitution vs Elimination
« Reply #1 on: April 05, 2007, 12:24:52 PM »
In the two compounds you have in equillibrium, you changed one of the stereocenters.
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Offline Dolphinsiu

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Re: Substitution vs Elimination
« Reply #2 on: April 06, 2007, 05:40:29 AM »
Yes I get wrong in the figure, but will E1 (First Order elimination) occur for the above case?
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Offline Congenial

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Re: Substitution vs Elimination
« Reply #3 on: April 08, 2007, 08:46:24 AM »
The first reaction is a type of neighboring group participation , which is often of very high speed.  E1 is not competitive here.

« Last Edit: April 08, 2007, 08:58:10 AM by Congenial »
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Offline Dolphinsiu

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Re: Substitution vs Elimination
« Reply #4 on: April 15, 2007, 05:29:58 AM »
For cis-form, will neigboring gp participation occur?
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