Q6: Predict the major product(s) for the following reactions. Note the mechanism (SN1, SN2, E1 or E2) the reaction proceeds through. If no reaction takes place, indicate why. Pay attention to stereochemistry. NaCN DMF Br σ Ilm... Br H Br H H NaCN CH3OH KOtBu tBuOH NaBr H₂O LDA Et2O (CH3)2CHOH KCN DMSO NaOH H₂O, A LDA LDA System

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter23: Carbonyl Condensation Reactions
Section23.SE: Something Extra
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Q6: Predict the major product(s) for the following reactions. Note the mechanism (SN1, SN2, E1
or E2) the reaction proceeds through. If no reaction takes place, indicate why. Pay attention to
stereochemistry.
NaCN
DMF
Br
σ
Ilm...
Br H
Br H
H
NaCN
CH3OH
KOtBu
tBuOH
NaBr
H₂O
LDA
Et2O
(CH3)2CHOH
KCN
DMSO
NaOH
H₂O, A
LDA
LDA
System
Transcribed Image Text:Q6: Predict the major product(s) for the following reactions. Note the mechanism (SN1, SN2, E1 or E2) the reaction proceeds through. If no reaction takes place, indicate why. Pay attention to stereochemistry. NaCN DMF Br σ Ilm... Br H Br H H NaCN CH3OH KOtBu tBuOH NaBr H₂O LDA Et2O (CH3)2CHOH KCN DMSO NaOH H₂O, A LDA LDA System
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