1. (6pts) The following compound, the conjugate acid of pyridine, undergoes electrophilic aromatic substitution preferentially at the 3 position as illustrated by the synthesis of 3-nitropyridine below. NO₂ H +HNO, H₂SO4 Offer a detailed explanation (using relevant structures) for the preferential nitration at the 3 position (remember to compare to other possible products!). + H₂O

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter22: Carbonyl Alpha-substitution Reactions
Section22.SE: Something Extra
Problem 63AP: As far back as the 16th century, South American Incas chewed the leaves of the coca bush,...
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4:31 4
1. (6pts) The following compound, the conjugate acid of pyridine, undergoes
electrophilic aromatic substitution preferentially at the 3 position as illustrated by the
synthesis of 3-nitropyridine below.
+ HNO,
Expert Q&A
H₂SO4
+ H₂O
Done
Offer a detailed explanation (using relevant structures) for the preferential nitration at the
3 position (remember to compare to other possible products!).
Transcribed Image Text:4:31 4 1. (6pts) The following compound, the conjugate acid of pyridine, undergoes electrophilic aromatic substitution preferentially at the 3 position as illustrated by the synthesis of 3-nitropyridine below. + HNO, Expert Q&A H₂SO4 + H₂O Done Offer a detailed explanation (using relevant structures) for the preferential nitration at the 3 position (remember to compare to other possible products!).
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