Br Br2 НBr H,SO, Br quinoline Br Br2 НВг 'N. Н H. indole 3.

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
НBr
H,SO,
Br
quinoline
Br
Br2
НВг
'N.
Н
H.
indole
3.
Transcribed Image Text:Br Br2 НBr H,SO, Br quinoline Br Br2 НВг 'N. Н H. indole 3.
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