Draw a stepwise mechanism for the conversion of acrylonitrile (CH2 = CHC ≡ N) to polyacrylonitrile, –[CH2CHC ≡ N]n–, using butyllithium (BuLi) as the initiator and CO2 as the electrophile to terminate the chain.

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter10: Organohalides
Section10.SE: Something Extra
Problem 19MP: The formation of Br2 from NBS first involves the reaction of NBS with HBr to form an iminol...
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Draw a stepwise mechanism for the conversion of acrylonitrile (CH2 = CHC ≡ N) to polyacrylonitrile, –[CH2CHC ≡ N]n–, using butyllithium (BuLi) as the initiator and CO2 as the electrophile to terminate the chain.

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