Todd:Chem3x11 ToddL11: Difference between revisions

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=Chem3x11 Lecture 11=
=Chem3x11 Lecture 11=


'''Being constructed Sat May 26 - will be ready Monday evening'''<br>
'''Being constructed Mon May 28 - will be ready shortly'''<br>


This lecture is about ''elimination reactions''.
This lecture is about ''elimination reactions''.
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==Key concepts==
==Key concepts==
* Eliminations
* The two most common elimination mechanisms, E1 and E2, can often both occur for a given substrate
* The orbital requirements for the reactions tend to give selective, or in some cases specific, stereochemical outcomes
 


==Eliminations==
==Eliminations==


Something about eliminations.
An elimination reaction is where a small molecule leaves a carbon-containing molecule via the generation of a double bond.
 
[[Image:Elimination General.png|thumb|center|500px| '''Scheme 1:''' General Definition of an Elimination]]
 
We will consider three mechanisms. They differ in the sequence of loss of the two components.
 
==The E1 Reaction Mechanism==
 
The X- leaves first, giving a carbocation, which then loses a proton to give the double bond. Rate limiting step is initial loss of anion. Hence rate only depends on concentration of starting material. This mechanism is promoted when the intermediate carbocation is stable.
 
[[Image:General E1 Mechanism.png|thumb|center|500px| '''Scheme 2:''' The E1 Reaction]]


[[Image:Cyclohexene Opening.png|thumb|center|500px| '''Scheme 1:''' Bromination of Cyclohexenes with Anchoring Group]]





Revision as of 04:57, 28 May 2012

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Chem3x11 Lecture 11

Being constructed Mon May 28 - will be ready shortly

This lecture is about elimination reactions.

(Back to the main teaching page)

Key concepts

  • The two most common elimination mechanisms, E1 and E2, can often both occur for a given substrate
  • The orbital requirements for the reactions tend to give selective, or in some cases specific, stereochemical outcomes


Eliminations

An elimination reaction is where a small molecule leaves a carbon-containing molecule via the generation of a double bond.

Scheme 1: General Definition of an Elimination

We will consider three mechanisms. They differ in the sequence of loss of the two components.

The E1 Reaction Mechanism

The X- leaves first, giving a carbocation, which then loses a proton to give the double bond. Rate limiting step is initial loss of anion. Hence rate only depends on concentration of starting material. This mechanism is promoted when the intermediate carbocation is stable.

Scheme 2: The E1 Reaction


The Licence for This Page

Is CC-BY-3.0 meaning you can use whatever you want, provided you cite me.