Assume the possibility that in an SN2 reaction a frontal attack on the substrate could occur in the manner illustrated: CH3CH₂ frontal attack HIC Br + : OH- S H₂C It is expected that in this reaction: The stereochemistry is racemization. The product has a different configuration than the substrate. The product has an S configuration. Occurs with configuration retention.

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter20: Dienes, Conjugated Systems, And Pericyclic Reactions
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Problem 20.50P
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Assume the possibility that in an SN2 reaction a frontal attack on the substrate could occur in the manner illustrated:
CH3CH₂
frontal attack
HIC
H₂C
-Br
+ :OH-
It is expected that in this reaction:
The stereochemistry is racemization.
The product has a different configuration than the substrate.
The product has an S configuration.
Occurs with configuration retention.
Transcribed Image Text:Assume the possibility that in an SN2 reaction a frontal attack on the substrate could occur in the manner illustrated: CH3CH₂ frontal attack HIC H₂C -Br + :OH- It is expected that in this reaction: The stereochemistry is racemization. The product has a different configuration than the substrate. The product has an S configuration. Occurs with configuration retention.
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