Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter10: Oxidation And Reduction
Section: Chapter Questions
Problem 4CTQ
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Question
Complete the following mechanism for the acid-catalyzed rearrangement of 1-vinyl-2-phenylcyclopropane to give both isomers (E / Z) of 5-bromo-5-phenyl-2-pentene employing the curved-arrow/arrow-pushing formalism.
![conc.
Br
Ph
HBr
(aд)
Н-Br
Ph
Ph
(-)
Br
Br
Ph
mixture of
E/Z isomers
®¸Ph
mixture of
E/Z isomers](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F26cd2c48-0090-4c76-9282-7608506278d8%2F69687998-246d-4003-b1ed-ac72cd170ee7%2Fgnf2dp9_processed.png&w=3840&q=75)
Transcribed Image Text:conc.
Br
Ph
HBr
(aд)
Н-Br
Ph
Ph
(-)
Br
Br
Ph
mixture of
E/Z isomers
®¸Ph
mixture of
E/Z isomers
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