Organic Chemistry: Principles and Mechanisms (Second Edition)
Organic Chemistry: Principles and Mechanisms (Second Edition)
2nd Edition
ISBN: 9780393663556
Author: Joel Karty
Publisher: W. W. Norton & Company
Question
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Chapter 23, Problem 23.78P
Interpretation Introduction

(a)

Interpretation:

How to synthesize the given compound using only a single nucleophilic aromatic substitution reaction is to be shown.

Concept introduction:

In a nucleophilic aromatic substitution reaction, the aromatic ring is attacked by a nucleophile. If multiple substituents are attached to a phenyl ring, their activating/deactivating qualities are additive, and the regiochemistry tends to be governed by the most activating of those substituents. Nitro group activates the ring toward nucleophilic aromatic substitution.

Interpretation Introduction

(b)

Interpretation:

How to synthesize the given compound using only a single nucleophilic aromatic substitution reaction is to be shown.

Concept introduction:

In a nucleophilic aromatic substitution reaction, the aromatic ring is attacked by a nucleophile. If multiple substituents are attached to a phenyl ring, their activating/deactivating qualities are additive, and the regiochemistry tends to be governed by the most activating of those substituents. The CH3C=O groups activate the ring toward the nucleophilic aromatic substitution.

Interpretation Introduction

(c)

Interpretation:

How to synthesize the given compound using only a single nucleophilic aromatic substitution reaction is to be shown.

Concept introduction:

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Chapter 23 Solutions

Organic Chemistry: Principles and Mechanisms (Second Edition)

Ch. 23 - Prob. 23.11PCh. 23 - Prob. 23.12PCh. 23 - Prob. 23.13PCh. 23 - Prob. 23.14PCh. 23 - Prob. 23.15PCh. 23 - Prob. 23.16PCh. 23 - Prob. 23.17PCh. 23 - Prob. 23.18PCh. 23 - Prob. 23.19PCh. 23 - Prob. 23.20PCh. 23 - Prob. 23.21PCh. 23 - Prob. 23.22PCh. 23 - Prob. 23.23PCh. 23 - Prob. 23.24PCh. 23 - Prob. 23.25PCh. 23 - Prob. 23.26PCh. 23 - Prob. 23.27PCh. 23 - Prob. 23.28PCh. 23 - Prob. 23.29PCh. 23 - Prob. 23.30PCh. 23 - Prob. 23.31PCh. 23 - Prob. 23.32PCh. 23 - Prob. 23.33PCh. 23 - Prob. 23.34PCh. 23 - Prob. 23.35PCh. 23 - Prob. 23.36PCh. 23 - Prob. 23.37PCh. 23 - Prob. 23.38PCh. 23 - Prob. 23.39PCh. 23 - Prob. 23.40PCh. 23 - Prob. 23.41PCh. 23 - Prob. 23.42PCh. 23 - Prob. 23.43PCh. 23 - Prob. 23.44PCh. 23 - Prob. 23.45PCh. 23 - Prob. 23.46PCh. 23 - Prob. 23.47PCh. 23 - Prob. 23.48PCh. 23 - Prob. 23.49PCh. 23 - Prob. 23.50PCh. 23 - Prob. 23.51PCh. 23 - Prob. 23.52PCh. 23 - Prob. 23.53PCh. 23 - Prob. 23.54PCh. 23 - Prob. 23.55PCh. 23 - Prob. 23.56PCh. 23 - Prob. 23.57PCh. 23 - Prob. 23.58PCh. 23 - Prob. 23.59PCh. 23 - Prob. 23.60PCh. 23 - Prob. 23.61PCh. 23 - Prob. 23.62PCh. 23 - Prob. 23.63PCh. 23 - Prob. 23.64PCh. 23 - Prob. 23.65PCh. 23 - Prob. 23.66PCh. 23 - Prob. 23.67PCh. 23 - Prob. 23.68PCh. 23 - Prob. 23.69PCh. 23 - Prob. 23.70PCh. 23 - Prob. 23.71PCh. 23 - Prob. 23.72PCh. 23 - Prob. 23.73PCh. 23 - Prob. 23.74PCh. 23 - Prob. 23.75PCh. 23 - Prob. 23.76PCh. 23 - Prob. 23.77PCh. 23 - Prob. 23.78PCh. 23 - Prob. 23.79PCh. 23 - Prob. 23.80PCh. 23 - Prob. 23.81PCh. 23 - Prob. 23.82PCh. 23 - Prob. 23.83PCh. 23 - Prob. 23.84PCh. 23 - Prob. 23.85PCh. 23 - Prob. 23.86PCh. 23 - Prob. 23.87PCh. 23 - Prob. 23.88PCh. 23 - Prob. 23.89PCh. 23 - Prob. 23.90PCh. 23 - Prob. 23.91PCh. 23 - Prob. 23.92PCh. 23 - Prob. 23.93PCh. 23 - Prob. 23.94PCh. 23 - Prob. 23.95PCh. 23 - Prob. 23.96PCh. 23 - Prob. 23.97PCh. 23 - Prob. 23.1YTCh. 23 - Prob. 23.2YTCh. 23 - Prob. 23.3YTCh. 23 - Prob. 23.4YTCh. 23 - Prob. 23.5YTCh. 23 - Prob. 23.6YTCh. 23 - Prob. 23.7YTCh. 23 - Prob. 23.8YTCh. 23 - Prob. 23.9YTCh. 23 - Prob. 23.10YTCh. 23 - Prob. 23.11YTCh. 23 - Prob. 23.12YTCh. 23 - Prob. 23.13YTCh. 23 - Prob. 23.14YT
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