Macroscale and Microscale Organic Experiments
7th Edition
ISBN:9781305577190
Author:Kenneth L. Williamson, Katherine M. Masters
Publisher:Kenneth L. Williamson, Katherine M. Masters
Chapter58: The Synthesis Of An Alkyne From An Alkene By Bromination And Dehydrobromination: Stilbene And Diphenylacetylene
Section: Chapter Questions
Problem 2Q
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Question
The bicyclic heterocycles quinoline and indole undergo electrophilic
(a) Explain why electrophilic substitution occurs on the ring without the
N atom for quinoline, but occurs on the ring with the N atom in indole. (b)
Explain why electrophilic substitution occurs more readily at C8 than C7
in quinoline. (c) Explain why electrophilic substitution occurs more
readily at C3 rather than C2 of indole.
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