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

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter4: Organic Compounds: Cycloalkanes And Their Stereochemistry
Section4.3: Stability Of Cycloalkanes: Ring Strain
Problem 8P: Each H↔H eclipsing interaction in ethane costs about 4.0 kJ/mol. How many such interactions are...
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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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