Organic Chemistry
Organic Chemistry
8th Edition
ISBN: 9781305580350
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
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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
CH3CH20 Na*
CH3CH2OH
Br
C6H5
Draw the E2 elimination product of the reaction. Take into account that the starting stereochemistry affects the resulting double bond stereochemistry.
• 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.
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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 CH3CH20 Na* CH3CH2OH Br C6H5 Draw the E2 elimination product of the reaction. Take into account that the starting stereochemistry affects the resulting double bond stereochemistry. • 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.
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