conc. Br Ph HBr (aд) Н-Br Ph Ph (-) Br Br Ph mixture of E/Z isomers ®¸Ph mixture of E/Z isomers

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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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
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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