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 CoH5 CH3CH20 Na* CH3CH2OH C6H5 Br 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.

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 CoH5 CH3CH20 Na* CH3CH2OH C6H5 Br 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.

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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