Explain why pyridine N-oxide G can undergo nucleophilic aromatic substitution with nucleophile Nuc– to give product I. Include the resonance structures of pyridine N-oxide G to illustrate your answer

Explain why pyridine N-oxide G can undergo nucleophilic aromatic substitution with nucleophile Nuc– to give product I. Include the resonance structures of pyridine N-oxide G to illustrate your answer

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter24: Amines And Heterocycles

Section24.SE: Something Extra

Problem 68AP: Fill in the missing reagents a-e in the following scheme:

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Question

As shown below, pyridine -oxide G can undergo electrophilic aromatic substitution with
electrophile E* to give product H. Pyridine N-oxide G can also undergo nucleophilic aromatic
substitution with nucleophile Nuc¯ to give product I.
Nuc
H3C.
E
H3C.
Nuc
H3C.
H
G

Definition Definition Organic compounds with a planar cyclic ring of atoms bonded through alternated single and double bonds. Aromatic organic compounds, also called arenes, are an important class of hydrocarbons under the branch of organic chemistry.

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