Organic Chemistry
Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
Question
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Chapter 16.SE, Problem 46AP
Interpretation Introduction

a)

Organic Chemistry, Chapter 16.SE, Problem 46AP , additional homework tip  1

Interpretation:

Whether N,N-dimethylamino group is an activator or deactivator and whether it is a o-, p-director or m-director is to be stated.

Concept introduction:

In aromatic substitution reactions the activating or deactivating and orienting effects of a substituent attached to the benzene ring can be decided from its resonance and inductive effects. The orientation is decided by the resonance effect while the activating or deactivating effect is decided both by resonance and inductive effects. Both effects may reinforce or oppose each other. However the resonance effect is much stronger than the inductive effect.

Electron releasing groups, except halogens, normally are activators and ortho & para directors. Electron withdrawing groups normally are deactivators and meta directors. Halogens are ortho & para directing but are deactivating.

To state:

Whether N,N-dimethylamino group is an activator or deactivator and whether it is a, o-, p-director or m-director.

Interpretation Introduction

b)

Organic Chemistry, Chapter 16.SE, Problem 46AP , additional homework tip  2

Interpretation:

Whether cyclopentyl group is an activator or deactivator and whether it is an o-, p-director or m-director is to be stated.

Concept introduction:

In aromatic substitution reactions the activating or deactivating and orienting effects of a substituent attached to the benzene ring can be decided from its resonance and inductive effects. The orientation is decided by the resonance effect while the activating or deactivating effect is decided both by resonance and inductive effects. Both effects may reinforce or oppose each other. However the resonance effect is much stronger than the inductive effect.

Electron releasing groups, except halogens, normally are activators and ortho & para directors. Electron withdrawing groups normally are deactivators and meta directors. Halogens are ortho & para directing but are deactivating.

To state:

Whether cyclopentyl group is an activator or deactivator and whether it is an o-, p-director or m-director.

Interpretation Introduction

c)

Organic Chemistry, Chapter 16.SE, Problem 46AP , additional homework tip  3

Interpretation:

Whether ethoxy group is an activator or deactivator and whether it is an o-, p-director or m-director is to be stated.

Concept introduction:

In aromatic substitution reactions the activating or deactivating and orienting effects of a substituent attached to the benzene ring can be decided from its resonance and inductive effects. The orientation is decided by the resonance effect while the activating or deactivating effect is decided both by resonance and inductive effects. Both effects may reinforce or oppose each other. However the resonance effect is much stronger than the inductive effect.

Electron releasing groups, except halogens, normally are activators and ortho & para directors. Electron withdrawing groups normally are deactivators and meta directors. Halogens are ortho & para directing but are deactivating.

To state:

Whether ethoxy group is an activator or deactivator and whether it is an o-, p-director or m-director.

Interpretation Introduction

d)

Organic Chemistry, Chapter 16.SE, Problem 46AP , additional homework tip  4

Interpretation:

Whether the carbonyl group is an activator or deactivator and whether it is a o-, p-director or m-director is to be stated.

Concept introduction:

In aromatic substitution reactions the activating or deactivating and orienting effects of a substituent attached to the benzene ring can be decided from its resonance and inductive effects. The orientation is decided by the resonance effect while the activating or deactivating effect is decided both by resonance and inductive effects. Both effects may reinforce or oppose each other. However the resonance effect is much stronger than the inductive effect.

Electron releasing groups, except halogens, normally are activators and ortho & para directors. Electron withdrawing groups normally are deactivators and meta directors. Halogens are ortho & para directing but are deactivating.

To state:

Whether carbonyl group is an activator or deactivator and whether it is a o-, p-director or m-director.

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Chapter 16 Solutions

Organic Chemistry

Ch. 16.4 - Prob. 11PCh. 16.4 - Acetanilide is less reactive than aniline toward...Ch. 16.4 - Prob. 13PCh. 16.5 - At what position would you expect electrophilic...Ch. 16.5 - Show the major product(s) from reaction of the...Ch. 16.6 - The herbicide oxyfluorfen can be prepared by...Ch. 16.7 - Treatment of p-bromotoluene with NaOH at 300°C...Ch. 16.8 - Prob. 18PCh. 16.8 - Prob. 19PCh. 16.8 - Prob. 20PCh. 16.9 - Prob. 21PCh. 16.10 - Prob. 22PCh. 16.10 - Prob. 23PCh. 16.SE - Prob. 24VCCh. 16.SE - The following molecular model of a...Ch. 16.SE - Prob. 26VCCh. 16.SE - Prob. 27VCCh. 16.SE - Aromatic iodination can be carried out with a...Ch. 16.SE - Prob. 29MPCh. 16.SE - The carbocation electrophile in a Friede1-Crafts...Ch. 16.SE - Prob. 31MPCh. 16.SE - The nitroso group, —N=O, is one of the few...Ch. 16.SE - Triphenylmethane can be prepared by reaction of...Ch. 16.SE - Using resonance structures of the intermediates,...Ch. 16.SE - Benzene and alkyl -substituted benzenes can be...Ch. 16.SE - Prob. 36MPCh. 16.SE - Hexachlorophene, a substance used in the...Ch. 16.SE - Benzenediazonium carboxylate decomposes when...Ch. 16.SE - 4-Chloropyridine undergoes reaction with...Ch. 16.SE - Propose a mechanism to account for the following...Ch. 16.SE - In the Gatterman-Kochreaction, a formyl group...Ch. 16.SE - Treatment of p-tert-butylphenol with a strong acid...Ch. 16.SE - Benzyl bromide is converted into benzaldehyde by...Ch. 16.SE - Prob. 44MPCh. 16.SE - Prob. 45MPCh. 16.SE - Prob. 46APCh. 16.SE - Prob. 47APCh. 16.SE - Prob. 48APCh. 16.SE - Predict the major monoalkylation products you...Ch. 16.SE - Name and draw the major product(s) of...Ch. 16.SE - Prob. 51APCh. 16.SE - Prob. 52APCh. 16.SE - What product(s) would you expect to obtain from...Ch. 16.SE - Prob. 54APCh. 16.SE - How would you synthesize the following substances...Ch. 16.SE - Prob. 56APCh. 16.SE - Prob. 57APCh. 16.SE - Prob. 58APCh. 16.SE - Prob. 59APCh. 16.SE - Prob. 60APCh. 16.SE - Prob. 61APCh. 16.SE - Prob. 62APCh. 16.SE - Prob. 63APCh. 16.SE - How would you synthesize the following substances...Ch. 16.SE - Prob. 65APCh. 16.SE - Prob. 66APCh. 16.SE - Draw resonance structures of the intermediate...Ch. 16.SE - Prob. 68APCh. 16.SE - p-Bromotoluene reacts with potassium amide to give...Ch. 16.SE - Prob. 70APCh. 16.SE - Prob. 71APCh. 16.SE - Prob. 72APCh. 16.SE - Use your knowledge of directing effects, along...Ch. 16.SE - Identify the reagents represented by the letters...Ch. 16.SE - Phenols (ArOH) are relatively acidic, and the...Ch. 16.SE - Prob. 76APCh. 16.SE - Prob. 77APCh. 16.SE - Melamine, used as a fire retardant and a component...
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