An allylic free radical halogenation occurs to give the major product shown. Note NBS is a source of bromine radicals. The first step of the mechanism is shown which forms an allylic radical. Draw the resonance arrows that interconverts the two allylic radicals. H3C H. NBS peroxides H₂C Br + enantiomer H3C. Draw resonance arrows Br H3C H3C. HBr +

An allylic free radical halogenation occurs to give the major product shown. Note NBS is a source of bromine radicals. The first step of the mechanism is shown which forms an allylic radical. Draw the resonance arrows that interconverts the two allylic radicals. H3C H. NBS peroxides H₂C Br + enantiomer H3C. Draw resonance arrows Br H3C H3C. HBr +

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter25: Enolate & Enol Nucleophiles

Section: Chapter Questions

Problem 7E

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Question

An allylic free radical halogenation occurs to give the major product shown. Note NBS is a source of bromine radicals. The first step of the mechanism is shown which forms an
allylic radical.
Draw the resonance arrows that interconverts the two allylic radicals.
H₂C
H
NBS
peroxides
H3C.
Br
+ enantiomer
H3C.
Draw resonance arrows
Br
H3C
H3C.
HBr +

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