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
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Chapter 23, Problem 23.1YT
Interpretation Introduction

(a)

Interpretation:

The iodo (–I) and formyl (–CHO) groups are not listed in Table 23-1. The relative amounts of ortho and meta nitration products obtained for each substituent are shown here:

Organic Chemistry: Principles and Mechanisms (Second Edition), Chapter 23, Problem 23.1YT , additional homework tip  1

The missing information pertaining to the relative amounts of the para isomers that are produced as well as the sum of the amounts of ortho and para products are to be supplied.

Concept introduction:

The substituent on the benzene ring prior to substitution dictates the regiochemistry of the reaction. Some substituents are designated as ortho/para directors because they lead to product mixtures consisting primarily of the ortho- and para-disubstituted products. Other substituents are designated as meta directors because they favor the formation of the meta-disubstituted product. The results from nitration reactions are summarized in Table 23-1:

Organic Chemistry: Principles and Mechanisms (Second Edition), Chapter 23, Problem 23.1YT , additional homework tip  2

Interpretation Introduction

(b)

Interpretation:

The iodo (–I) and formyl (–CHO) groups are not listed in Table 23-1. The relative amounts of ortho and meta nitration products obtained for each substituent are shown here:

Organic Chemistry: Principles and Mechanisms (Second Edition), Chapter 23, Problem 23.1YT , additional homework tip  3

Based on the information, whether each substituent is an ortho/para director or a meta director is to be determined.

Concept introduction:

The substituent on the benzene ring prior to substitution dictates the regiochemistry of the reaction. Some substituents are designated as ortho/para directors because they lead to product mixtures consisting primarily of the ortho- and para-disubstituted products. Other substituents are designated as meta directors because they favor the formation of the meta-disubstituted product. The results from nitration reactions are summarized in Table 23-1:

Organic Chemistry: Principles and Mechanisms (Second Edition), Chapter 23, Problem 23.1YT , additional homework tip  4

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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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