The radical chain begins (initiation) with the photochemical cleavage of a Br-Br bond, affording two bromine atoms (Br ): Br-Br Br + Then, the propagation steps take place. First, the bromine atom reacts with the substrate to afford a resonance-stabilized benzylic radical. Represent this process and the different resonance forms of the resulting radical: СООН Br HBr + > H.

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
Chapter21: Benzene And The Concept Of Aromaticity
Section: Chapter Questions
Problem 21.42P
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omplete the following mechanistic steps (#1 through 4) representing every step of the
echanism:
The radical chain begins (initiation) with the photochemical cleavage of a Br-Br bond, affording
two bromine atoms (Br ):
Br-Br
Br
Then, the propagation steps take place. First, the bromine atom reacts with the substrate to
afford a resonance-stabilized benzylic radical. Represent this process and the different
resonance forms of the resulting radical:
СООН
+ Br
HBr +
Transcribed Image Text:omplete the following mechanistic steps (#1 through 4) representing every step of the echanism: The radical chain begins (initiation) with the photochemical cleavage of a Br-Br bond, affording two bromine atoms (Br ): Br-Br Br Then, the propagation steps take place. First, the bromine atom reacts with the substrate to afford a resonance-stabilized benzylic radical. Represent this process and the different resonance forms of the resulting radical: СООН + Br HBr +
Expert Solution
Step 1

Redical chain begins  with Br2 in photochemical condition .

Reaction proceed through Radical mechanism 

Complete resonating structure is given below in next step

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