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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
Br
1. E2 Chair
1-Bu
t-Bu
t-But
A
2. E2 Transition State
Et
A
O-1-Bu
Br
Br
#
O
NaOtBu
l-Bu
t-Bu
-Bu
B
B
Et
B
V
Br
Br
0-1-But
V
1-Bu
Ⓒ L-Bu
C Br
H
El:
с
3. E2 Product
Et
Et
& ggg
t-Bu
1-Bu
A
C
O-t-Bu
Br
D
1-Bu
Ⓒ
1-Bu
5
D
Br
H
O-1-Bu
+
O
Transcribed Image Text: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 Br 1. E2 Chair 1-Bu t-Bu t-But A 2. E2 Transition State Et A O-1-Bu Br Br # O NaOtBu l-Bu t-Bu -Bu B B Et B V Br Br 0-1-But V 1-Bu Ⓒ L-Bu C Br H El: с 3. E2 Product Et Et & ggg t-Bu 1-Bu A C O-t-Bu Br D 1-Bu Ⓒ 1-Bu 5 D Br H O-1-Bu + O
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]
[Select]
A
4. State whether a solution of the product B
active or not [Select]
C
D
Br
1. E2 Chair
t-Bu
1-Bu
t-Bu
A
2. E2 Transition State
H
A
3. E2 Product
Et
t-Bu
A
O-1-Bu
.Br
Et
Br
+
O
NaOtBu
l-Bu
t-Bu
T
1-Bu
B
B
Et
Br
0-1-Bu
t
$][
Br
B
V
1-Bu
C
Et
1-Bu
CAS
C Br
L-Bu
D
H--O-t-Bu
C Br
-Bu
D
Et
O
1-Bu
D
Et
1-Bu H
Br
D
O-L-Bu
Br
Transcribed Image Text: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] [Select] A 4. State whether a solution of the product B active or not [Select] C D Br 1. E2 Chair t-Bu 1-Bu t-Bu A 2. E2 Transition State H A 3. E2 Product Et t-Bu A O-1-Bu .Br Et Br + O NaOtBu l-Bu t-Bu T 1-Bu B B Et Br 0-1-Bu t $][ Br B V 1-Bu C Et 1-Bu CAS C Br L-Bu D H--O-t-Bu C Br -Bu D Et O 1-Bu D Et 1-Bu H Br D O-L-Bu Br
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