(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 these reactions are precedes though the benzyne intermediate formation, requires very extreme conditions like high temperature, a very strong base, or sometimes both. Since the benzyne intermediate is very highly unstable, undergoes a nucleophilic addition reaction with a nucleophile. If multiple substituents are attached to a phenyl ring, their activating/deactivating qualities govern mechanism of the reaction. The substituent ring with deactivating group precedes the reaction through benzyne intermediate formation. Methyl groups deactivate the ring towards nucleophilic addition reaction.

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Answer 1

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Chapter 23, Problem 23.79P

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 these reactions are precedes though the benzyne intermediate formation, requires very extreme conditions like high temperature, a very strong base, or sometimes both. Since the benzyne intermediate is very highly unstable, undergoes a nucleophilic addition reaction with a nucleophile. If multiple substituents are attached to a phenyl ring, their activating/deactivating qualities govern mechanism of the reaction. The substituent ring with deactivating group precedes the reaction through benzyne intermediate formation. Methyl groups deactivate the ring towards nucleophilic addition reaction.

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 these reactions are precedes though the benzyne intermediate formation, requires very extreme conditions like high temperature, a very strong base, or sometimes both. Since the benzyne intermediate is very highly unstable, undergoes a nucleophilic addition reaction with a nucleophile. If multiple substituents are attached to a phenyl ring, their activating/deactivating qualities govern the mechanism of the reaction. The substituent ring with a deactivating group precedes the reaction through benzyne intermediate formation.

Interpretation Introduction

(c)

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 these reactions are precedes though the benzyne intermediate formation, requires very extreme conditions like high temperature, a very strong base, or sometimes both. Since the benzyne intermediate is very highly unstable, undergoes a nucleophilic addition reaction with a nucleophile. If multiple substituents are attached to a phenyl ring, their activating/deactivating qualities govern the mechanism of the reaction. The substituent ring with a deactivating group precedes the reaction through benzyne intermediate formation.

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Question 4 For the molecule shown below, (7 marks): A) Sketch the Newman projection for the view looking along the bond from the perspective of the arrow. B) Then, draw the Newman projection for each 60° rotation along the bond until it returns to the starting point. C) Clearly indicate which Newman projection is the one we see in the structure shown below, and clearly indicate which Newman projection is the highest in energy and which is the lowest in energy. H H Me 'H Me Me

Answer 2

Question

Chapter 23, Problem 23.79P

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 these reactions are precedes though the benzyne intermediate formation, requires very extreme conditions like high temperature, a very strong base, or sometimes both. Since the benzyne intermediate is very highly unstable, undergoes a nucleophilic addition reaction with a nucleophile. If multiple substituents are attached to a phenyl ring, their activating/deactivating qualities govern mechanism of the reaction. The substituent ring with deactivating group precedes the reaction through benzyne intermediate formation. Methyl groups deactivate the ring towards nucleophilic addition reaction.

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 these reactions are precedes though the benzyne intermediate formation, requires very extreme conditions like high temperature, a very strong base, or sometimes both. Since the benzyne intermediate is very highly unstable, undergoes a nucleophilic addition reaction with a nucleophile. If multiple substituents are attached to a phenyl ring, their activating/deactivating qualities govern the mechanism of the reaction. The substituent ring with a deactivating group precedes the reaction through benzyne intermediate formation.

Interpretation Introduction

(c)

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 these reactions are precedes though the benzyne intermediate formation, requires very extreme conditions like high temperature, a very strong base, or sometimes both. Since the benzyne intermediate is very highly unstable, undergoes a nucleophilic addition reaction with a nucleophile. If multiple substituents are attached to a phenyl ring, their activating/deactivating qualities govern the mechanism of the reaction. The substituent ring with a deactivating group precedes the reaction through benzyne intermediate formation.

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Answer 3

Question

Chapter 23, Problem 23.79P

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 these reactions are precedes though the benzyne intermediate formation, requires very extreme conditions like high temperature, a very strong base, or sometimes both. Since the benzyne intermediate is very highly unstable, undergoes a nucleophilic addition reaction with a nucleophile. If multiple substituents are attached to a phenyl ring, their activating/deactivating qualities govern mechanism of the reaction. The substituent ring with deactivating group precedes the reaction through benzyne intermediate formation. Methyl groups deactivate the ring towards nucleophilic addition reaction.

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 these reactions are precedes though the benzyne intermediate formation, requires very extreme conditions like high temperature, a very strong base, or sometimes both. Since the benzyne intermediate is very highly unstable, undergoes a nucleophilic addition reaction with a nucleophile. If multiple substituents are attached to a phenyl ring, their activating/deactivating qualities govern the mechanism of the reaction. The substituent ring with a deactivating group precedes the reaction through benzyne intermediate formation.

Interpretation Introduction

(c)

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 these reactions are precedes though the benzyne intermediate formation, requires very extreme conditions like high temperature, a very strong base, or sometimes both. Since the benzyne intermediate is very highly unstable, undergoes a nucleophilic addition reaction with a nucleophile. If multiple substituents are attached to a phenyl ring, their activating/deactivating qualities govern the mechanism of the reaction. The substituent ring with a deactivating group precedes the reaction through benzyne intermediate formation.

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Answer 4

Question

Chapter 23, Problem 23.79P

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 these reactions are precedes though the benzyne intermediate formation, requires very extreme conditions like high temperature, a very strong base, or sometimes both. Since the benzyne intermediate is very highly unstable, undergoes a nucleophilic addition reaction with a nucleophile. If multiple substituents are attached to a phenyl ring, their activating/deactivating qualities govern mechanism of the reaction. The substituent ring with deactivating group precedes the reaction through benzyne intermediate formation. Methyl groups deactivate the ring towards nucleophilic addition reaction.

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 these reactions are precedes though the benzyne intermediate formation, requires very extreme conditions like high temperature, a very strong base, or sometimes both. Since the benzyne intermediate is very highly unstable, undergoes a nucleophilic addition reaction with a nucleophile. If multiple substituents are attached to a phenyl ring, their activating/deactivating qualities govern the mechanism of the reaction. The substituent ring with a deactivating group precedes the reaction through benzyne intermediate formation.

Interpretation Introduction

(c)

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 these reactions are precedes though the benzyne intermediate formation, requires very extreme conditions like high temperature, a very strong base, or sometimes both. Since the benzyne intermediate is very highly unstable, undergoes a nucleophilic addition reaction with a nucleophile. If multiple substituents are attached to a phenyl ring, their activating/deactivating qualities govern the mechanism of the reaction. The substituent ring with a deactivating group precedes the reaction through benzyne intermediate formation.

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Answer 5

Chapter 23, Problem 23.79P

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 these reactions are precedes though the benzyne intermediate formation, requires very extreme conditions like high temperature, a very strong base, or sometimes both. Since the benzyne intermediate is very highly unstable, undergoes a nucleophilic addition reaction with a nucleophile. If multiple substituents are attached to a phenyl ring, their activating/deactivating qualities govern mechanism of the reaction. The substituent ring with deactivating group precedes the reaction through benzyne intermediate formation. Methyl groups deactivate the ring towards nucleophilic addition reaction.

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 these reactions are precedes though the benzyne intermediate formation, requires very extreme conditions like high temperature, a very strong base, or sometimes both. Since the benzyne intermediate is very highly unstable, undergoes a nucleophilic addition reaction with a nucleophile. If multiple substituents are attached to a phenyl ring, their activating/deactivating qualities govern the mechanism of the reaction. The substituent ring with a deactivating group precedes the reaction through benzyne intermediate formation.

Interpretation Introduction

(c)

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 these reactions are precedes though the benzyne intermediate formation, requires very extreme conditions like high temperature, a very strong base, or sometimes both. Since the benzyne intermediate is very highly unstable, undergoes a nucleophilic addition reaction with a nucleophile. If multiple substituents are attached to a phenyl ring, their activating/deactivating qualities govern the mechanism of the reaction. The substituent ring with a deactivating group precedes the reaction through benzyne intermediate formation.

Answer 6

Chapter 23, Problem 23.79P

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 these reactions are precedes though the benzyne intermediate formation, requires very extreme conditions like high temperature, a very strong base, or sometimes both. Since the benzyne intermediate is very highly unstable, undergoes a nucleophilic addition reaction with a nucleophile. If multiple substituents are attached to a phenyl ring, their activating/deactivating qualities govern mechanism of the reaction. The substituent ring with deactivating group precedes the reaction through benzyne intermediate formation. Methyl groups deactivate the ring towards nucleophilic addition reaction.

Answer 7

Chapter 23, Problem 23.79P

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 these reactions are precedes though the benzyne intermediate formation, requires very extreme conditions like high temperature, a very strong base, or sometimes both. Since the benzyne intermediate is very highly unstable, undergoes a nucleophilic addition reaction with a nucleophile. If multiple substituents are attached to a phenyl ring, their activating/deactivating qualities govern mechanism of the reaction. The substituent ring with deactivating group precedes the reaction through benzyne intermediate formation. Methyl groups deactivate the ring towards nucleophilic addition reaction.

Answer 8

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 these reactions are precedes though the benzyne intermediate formation, requires very extreme conditions like high temperature, a very strong base, or sometimes both. Since the benzyne intermediate is very highly unstable, undergoes a nucleophilic addition reaction with a nucleophile. If multiple substituents are attached to a phenyl ring, their activating/deactivating qualities govern the mechanism of the reaction. The substituent ring with a deactivating group precedes the reaction through benzyne intermediate formation.

Answer 9

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 these reactions are precedes though the benzyne intermediate formation, requires very extreme conditions like high temperature, a very strong base, or sometimes both. Since the benzyne intermediate is very highly unstable, undergoes a nucleophilic addition reaction with a nucleophile. If multiple substituents are attached to a phenyl ring, their activating/deactivating qualities govern the mechanism of the reaction. The substituent ring with a deactivating group precedes the reaction through benzyne intermediate formation.

Answer 10

Interpretation Introduction

(c)

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 these reactions are precedes though the benzyne intermediate formation, requires very extreme conditions like high temperature, a very strong base, or sometimes both. Since the benzyne intermediate is very highly unstable, undergoes a nucleophilic addition reaction with a nucleophile. If multiple substituents are attached to a phenyl ring, their activating/deactivating qualities govern the mechanism of the reaction. The substituent ring with a deactivating group precedes the reaction through benzyne intermediate formation.

Answer 11

Interpretation Introduction

(c)

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 these reactions are precedes though the benzyne intermediate formation, requires very extreme conditions like high temperature, a very strong base, or sometimes both. Since the benzyne intermediate is very highly unstable, undergoes a nucleophilic addition reaction with a nucleophile. If multiple substituents are attached to a phenyl ring, their activating/deactivating qualities govern the mechanism of the reaction. The substituent ring with a deactivating group precedes the reaction through benzyne intermediate formation.

Answer 12

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Answer 15

Ch. 23 - Prob. 23.1P Ch. 23 - Prob. 23.2P Ch. 23 - Prob. 23.3P Ch. 23 - Prob. 23.4P Ch. 23 - Prob. 23.5P Ch. 23 - Prob. 23.6P Ch. 23 - Prob. 23.7P Ch. 23 - Prob. 23.8P Ch. 23 - Prob. 23.9P Ch. 23 - Prob. 23.10P

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