Br КОЕBИ

Living By Chemistry: First Edition Textbook
1st Edition
ISBN:9781559539418
Author:Angelica Stacy
Publisher:Angelica Stacy
ChapterU1: Alchemy: Matter, Atomic Structure, And Bonding
SectionU1.1: Tools Of The Trade: Lab Equipment And Safety
Problem 8E
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What is the following E2 mechanism? I tried using the wedge hydrogen on the chiral center with the dash methyl to kick out the leaving group and make an alkene but was told it was wrong. 

Br
КОЕBИ
Transcribed Image Text:Br КОЕBИ
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t-butoxide can be used to form the “less substituted” alkenes in elimination reactions (the E2, specifically). Usually, the elimination reactions favour the “more substituted” alkene (the Zaitsev product)  . But  when t-butoxide is used, it will preferentially remove the proton from the smaller group. This produces the so-called “Hoffmann” product.

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