Why is the alkyl bromide substrate below not capable of undergoing an E2 elimination reaction upon treatment with potassium hydroxide (KOH) in ethanol (EtOH)?   -Br– is too poor a leaving group. -Too much angle strain would be present in the alkene product. -Potassium hydroxide is a poor base to use in E2 reactions. -An anti-periplanar E2 elimination cannot occur due to the lack of a beta-hydrogen in the substrate

Pushing Electrons
4th Edition
ISBN:9781133951889
Author:Weeks, Daniel P.
Publisher:Weeks, Daniel P.
Chapter3: Mechanisms
Section: Chapter Questions
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Why is the alkyl bromide substrate below not capable of undergoing an E2 elimination reaction upon treatment with potassium hydroxide (KOH) in ethanol (EtOH)?

 

-Br– is too poor a leaving group.
-Too much angle strain would be present in the alkene product.
-Potassium hydroxide is a poor base to use in E2 reactions.

-An anti-periplanar E2 elimination cannot occur due to the lack of a beta-hydrogen in the substrate

Br
Transcribed Image Text:Br
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