a) Show a detailed mechanism for the reaction to produce nitrogen gas and the two carbon radicals shown above.

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
Chapter8: Haloalkanes, Halogenation, And Radical Reactions
Section: Chapter Questions
Problem 8.22P: Following is a balanced equation for the allylic bromination of propene. CH2==CHCH3 + Br2 h...
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5. In the radical addition of HBr to alkenes, we saw benzoyl peroxide as a radical
initiator. The reaction below uses a different radical initiator:
HBr
.CN
NC
`N´
(radical initiator)
The reaction showing the formation of the initial radicals using this initiator is shown
below:
CN
NEN
2 х
NC
+
NC
a) Show a detailed mechanism for the reaction to produce nitrogen gas and the two
carbon radicals shown above.
b) Show how the carbon radical produced above could react with HBr to make a bromine
radical, completing the initiation step for the reaction at the top of the page.
c) Show a detailed mechanism for the propagation step of the reaction at the top of the
page and circle the major organic product produced from the reaction.
Transcribed Image Text:5. In the radical addition of HBr to alkenes, we saw benzoyl peroxide as a radical initiator. The reaction below uses a different radical initiator: HBr .CN NC `N´ (radical initiator) The reaction showing the formation of the initial radicals using this initiator is shown below: CN NEN 2 х NC + NC a) Show a detailed mechanism for the reaction to produce nitrogen gas and the two carbon radicals shown above. b) Show how the carbon radical produced above could react with HBr to make a bromine radical, completing the initiation step for the reaction at the top of the page. c) Show a detailed mechanism for the propagation step of the reaction at the top of the page and circle the major organic product produced from the reaction.
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