1. Choose the correct chair conformation of the cyclohexane that can undergo E2 elimination [Select] 2. Choose the correct transition state for E2 elimination using NaOtBu as the base [Select] 3. Choose the correct elimination product [Select] 4. State whether a solution of the product would be optically active or not [Select] D 1. E2 Chair t-Bu t-Bu Br A 2. E2 Transition State -Bu A A 3. E2 Product 1-Bu H Et O-1-Bu Et Br Br # NaOtBu t-Bu t-Bu t-Bu B Et B Et! B Br O-t-Bu Br 1-Bu с Et 1-Bu 1-Bu 5 5 C Br D Br t-Bu H C O-1-Bu Br t-Bu D Et + O t-Bu Et H O-1-Bu Br D t

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter14: Elimination
Section: Chapter Questions
Problem 18E
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1. Choose the correct chair conformation of the cyclohexane that
can undergo E2 elimination [Select]
2. Choose the correct transition state for E2 elimination using
NaOtBu as the base [Select]
3. Choose the correct elimination product [Select]
4. State whether a solution of the product would be optically
active or not [Select]
D
1. E2 Chair
t-Bu
Br
t-Bu
t-Bu
A
2. E2 Transition State
A
H
3. E2 Product
1-Bu
A
Et
O-1-Bu
Et
Br
O-t-Bu
H
LITTE
Et
t-Bu
e
Br
B
Br
NaOtBu
t-Bu
t-Bu
t-Bu
B
g
Br
B
Et
1-Bu
с
1-Bu
Et
C Br
H
O-1-But
Br
C
t-Bu
D
Et
1-Bu
O
Br
1-Bu H
Et
D
O-1-Bu
Br
#
O
Transcribed Image Text:To preview image click here & 1. Choose the correct chair conformation of the cyclohexane that can undergo E2 elimination [Select] 2. Choose the correct transition state for E2 elimination using NaOtBu as the base [Select] 3. Choose the correct elimination product [Select] 4. State whether a solution of the product would be optically active or not [Select] D 1. E2 Chair t-Bu Br t-Bu t-Bu A 2. E2 Transition State A H 3. E2 Product 1-Bu A Et O-1-Bu Et Br O-t-Bu H LITTE Et t-Bu e Br B Br NaOtBu t-Bu t-Bu t-Bu B g Br B Et 1-Bu с 1-Bu Et C Br H O-1-But Br C t-Bu D Et 1-Bu O Br 1-Bu H Et D O-1-Bu Br # O
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