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Sunday 14 July 2013

E1 Mechanism

E1 Mechanism

Overview:
The general form of the E1 mechanism is as follows:



B: = base
X = leaving group (usually halide or tosylate)

In the E1 mechanism, the the first step is the loss of the leaving group, which leaves in a very slow step, resulting in the formation of a carbocation. The base then attacks a neighboring hydrogen, forcing the electrons from the hydrogen-carbon bond to make the double bond. Since this mechanism involves the formation of a carbocation, rearangements can occur.
An example of the E1 reaction:
E1 Reaction
Base Strength: A strong base not required, since it is not involved in the rate-determining step
Leaving groups: A good leaving group is required, such as a halide or a tosylate, since it is involved in the rate-determining step.

Rearangements: Since the mechanism goes through a carbocation intermediate, rearangements can occur.

1 comment:

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