Which of the following is not a reasonable retrosynthesis? O O OTS Br OH OMe

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter22: Carbonyl Alpha-substitution Reactions
Section22.SE: Something Extra
Problem 55AP
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Which of the following is not a reasonable retrosynthesis?
W
S
X
0-6
one
Br
O
O
#
3
e
d
с
$
4
OH
OMe
r
f
Z
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5
t
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7
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k
Transcribed Image Text:2 Which of the following is not a reasonable retrosynthesis? W S X 0-6 one Br O O # 3 e d с $ 4 OH OMe r f Z % 5 t 8.0 Oll < 6 y & 7 h u * 00 8 9 k
The compound below can react rapidly via an SN1 process:
OTS
Select the explanation of why this primary substrate will undergo an SN1 reaction so rapidly.
O When the leaving group leaves, the carbocation formed is resonance stabilized.
O The Ea of the first step of the mechanism is lower than the E₂ of the second step.
O The methyl substrate has little steric hindrance and a lower-energy transition state.
O The rate of the reaction is a result of the strong leaving group.
Transcribed Image Text:The compound below can react rapidly via an SN1 process: OTS Select the explanation of why this primary substrate will undergo an SN1 reaction so rapidly. O When the leaving group leaves, the carbocation formed is resonance stabilized. O The Ea of the first step of the mechanism is lower than the E₂ of the second step. O The methyl substrate has little steric hindrance and a lower-energy transition state. O The rate of the reaction is a result of the strong leaving group.
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