2. Below is the structure of an anti-inflammatory drug: F == Ο NH2 F N. N CH₂ A) How many rings are able to undergo electrophilic aromatic substitution (EARS)? ( B) Which of the rings is/are ACTIVATED for EARS? Encircle it/them on the structure. C) For each ring in B, answer the following statement: "The ring is activated because its substituent is (A. electron-donating; B. electron- withdrawing) through (A. inductive; B. resonance) effects. D) Which of the rings is/are DEACTIVATED for EARS? Box it/them on the structure. E) For each ring in D, answer the following statement: "The ring is deactivated because its substituent is (A. electron-donating; B. electron-withdrawing) through (A. inductive; B. resonance) effects. F) Draw the structure of a plausible product when this compound undergoes monobromination.

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter21: Benzene And The Concept Of Aromaticity
Section: Chapter Questions
Problem 21.16P: Which of the molecules and ions given in Problem 21.15 are aromatic according to the Hckel criteria?...
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2. Below is the structure of an anti-inflammatory drug:
F
==
Ο
NH2
F
N.
N
CH₂
A) How many rings are able to undergo electrophilic aromatic substitution (EARS)? (
B) Which of the rings is/are ACTIVATED for EARS? Encircle it/them on the structure.
C) For each ring in B, answer the following statement: "The ring is activated because its substituent is (A. electron-donating; B. electron-
withdrawing) through (A. inductive; B. resonance) effects.
D) Which of the rings is/are DEACTIVATED for EARS? Box it/them on the structure.
E) For each ring in D, answer the following statement: "The ring is deactivated because its substituent is (A. electron-donating; B.
electron-withdrawing) through (A. inductive; B. resonance) effects.
F) Draw the structure of a plausible product when this compound undergoes monobromination.
Transcribed Image Text:2. Below is the structure of an anti-inflammatory drug: F == Ο NH2 F N. N CH₂ A) How many rings are able to undergo electrophilic aromatic substitution (EARS)? ( B) Which of the rings is/are ACTIVATED for EARS? Encircle it/them on the structure. C) For each ring in B, answer the following statement: "The ring is activated because its substituent is (A. electron-donating; B. electron- withdrawing) through (A. inductive; B. resonance) effects. D) Which of the rings is/are DEACTIVATED for EARS? Box it/them on the structure. E) For each ring in D, answer the following statement: "The ring is deactivated because its substituent is (A. electron-donating; B. electron-withdrawing) through (A. inductive; B. resonance) effects. F) Draw the structure of a plausible product when this compound undergoes monobromination.
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