Propose a mechanism for the following transformations, use curly arrows to show electron movement and be explicit in your steps. I) The E2 reaction is stereospecific. Consider the following E2 reaction, use the blank Newman projection below to draw the conformation that is necessary for the elimination to occur. Show the structure of the alkene product of the reaction. Et H Br ELOH H3C D If the same reaction as above is carried out with t-BuONa as the base, a different E2 product is formed. Show that product below and give a short explanation for why this different produc is formed.

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter14: Elimination
Section: Chapter Questions
Problem 34E
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Propose a mechanism for the following transformations, use curly arrows to show electron
movement and be explicit in your steps.
I) The E2 reaction is stereospecific. Consider the following E2 reaction, use the blank
Newman projection below to draw the conformation that is necessary for the elimination to
occur. Show the structure of the alkene product of the reaction.
Et H
Br.
EtONa
ELOH
H3C D
If the same reaction as above is carried out with t-BuONa as the base, a different E2 product
is formed. Show that product below and give a short explanation for why this different product
is formed.
Transcribed Image Text:Propose a mechanism for the following transformations, use curly arrows to show electron movement and be explicit in your steps. I) The E2 reaction is stereospecific. Consider the following E2 reaction, use the blank Newman projection below to draw the conformation that is necessary for the elimination to occur. Show the structure of the alkene product of the reaction. Et H Br. EtONa ELOH H3C D If the same reaction as above is carried out with t-BuONa as the base, a different E2 product is formed. Show that product below and give a short explanation for why this different product is formed.
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