Treatment of the following stereoisomer of 1-bromo-1,2- diphenylpropane with sodium ethoxide in ethanol gives a single stereoisomer of 1,2-diphenylpropene. H₂CH₂Cet H C6H5 C6H5 Br CH3CH₂O Na+ CH3CH₂OH Draw the E2 elimination product of the reaction. Take into account that the starting stereochemistry affects the resulting double bond stereochemistry.

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
Chapter9: Nucleophilic Substitution And Β-elimination
Section9.7: Experimental Evidence For E1 And E2 Mechanisms
Problem 9.7P
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Treatment of the following stereoisomer of 1-bromo-1,2-
diphenylpropane with sodium ethoxide in ethanol gives a single
stereoisomer of 1,2-diphenylpropene.
H3C
H
C6H5
H
C6H5
Br
***I
CH3CH₂O Na+
Draw the E2 elimination product of the reaction. Take into
account that the starting stereochemistry affects the resulting
double bond stereochemistry.
CH₂CH₂OH
Consider E/Z stereochemistry of alkenes.
Do not show stereochemistry in other cases.
• You do not have to explicitly draw H atoms.
• In cases where there is more than one answer, just
draw one.
Sn [F
?
Transcribed Image Text:Treatment of the following stereoisomer of 1-bromo-1,2- diphenylpropane with sodium ethoxide in ethanol gives a single stereoisomer of 1,2-diphenylpropene. H3C H C6H5 H C6H5 Br ***I CH3CH₂O Na+ Draw the E2 elimination product of the reaction. Take into account that the starting stereochemistry affects the resulting double bond stereochemistry. CH₂CH₂OH Consider E/Z stereochemistry of alkenes. Do not show stereochemistry in other cases. • You do not have to explicitly draw H atoms. • In cases where there is more than one answer, just draw one. Sn [F ?
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