5. The reaction of each of the following diastereomers with potassium tert-butoxide in DMSO results in different major products. Based on the chair conformations of each isomer and what you know about the E2 reaction, draw the major product of each reaction. Include arrow pushing mechanisms to illustrate how you arrived at your conclusion. CH3 CI cis-isomer CH3 "CI trans-isomer DMSO took DMSO

Organic Chemistry
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ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter11: Reactions Of Alkyl Halides: Nucleophilic Substitutions And Eliminations
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5. The reaction of each of the following diastereomers with potassium tert-butoxide in DMSO
results in different major products. Based on the chair conformations of each isomer and what
you know about the E2 reaction, draw the major product of each reaction. Include arrow pushing
mechanisms to illustrate how you arrived at your conclusion.
CH 3
CI
cis-isomer
CH 3
"CI
trans-isomer
DMSO
DMSO
Transcribed Image Text:5. The reaction of each of the following diastereomers with potassium tert-butoxide in DMSO results in different major products. Based on the chair conformations of each isomer and what you know about the E2 reaction, draw the major product of each reaction. Include arrow pushing mechanisms to illustrate how you arrived at your conclusion. CH 3 CI cis-isomer CH 3 "CI trans-isomer DMSO DMSO
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