Br Br2 HBr H,SO4 `N quinoline Br Br Br2 HBr N. н н indole 00

Chemistry
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ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
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The bicyclic heterocycles quinoline and indole undergo electrophilic aromatic substitution to give the products shown. (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.

Br
Br2
HBr
H,SO4
`N
quinoline
Br
Br
Br2
HBr
N.
н
н
indole
00
Transcribed Image Text:Br Br2 HBr H,SO4 `N quinoline Br Br Br2 HBr N. н н indole 00
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