a) Interpretation: Using an alkylation reaction as the key step how the compound shown can be prepared is to be given. Concept introduction: An alkylation reaction is used to introduce a methyl or a primary alkyl group in Î±- position of a ketone , ester or nitrile by a S N 2 reaction of the enolate ion with an alkyl halide . Thus by looking at Î±- carbon of the product, the alkyl halide to be used in the reaction can be identified. The enolate ion can be produced by using lithium diisopropylamide (LDA). To give: Using an alkylation reaction as the key step how to prepare the compound shown.

Question

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Answer 1

Question

Chapter 22.7, Problem 16P

Interpretation Introduction

a)

Interpretation:

Using an alkylation reaction as the key step how the compound shown can be prepared is to be given.

Concept introduction:
An alkylation reaction is used to introduce a methyl or a primary alkyl group in Î±- position of a ketone, ester or nitrile by a ^SN² reaction of the enolate ion with an alkyl halide. Thus by looking at Î±- carbon of the product, the alkyl halide to be used in the reaction can be identified. The enolate ion can be produced by using lithium diisopropylamide (LDA).
To give:

Using an alkylation reaction as the key step how to prepare the compound shown.

Interpretation Introduction

b)

Interpretation:

Using an alkylation reaction as the key step how the compound shown can be prepared.

Concept introduction:

An alkylation reaction is used to introduce a methyl or a primary alkyl group in Î±- position of a ketone, ester or nitrile by a ^SN² reaction of the enolate ion with an alkyl halide. Thus by looking at Î±- carbon of the product the alkyl halide to be used in the reaction can be identified. The enolate ion can be produced by using lithium diisopropylamide (LDA).

To give:

Using an alkylation reaction as the key step how to prepare the compound shown.

Interpretation Introduction

c)

Interpretation:

Using an alkylation reaction as the key step how the compound shown can be prepared.
Concept introduction:

An alkylation reaction is used to introduce a methyl or a primary alkyl group in Î±- position of a ketone, ester or nitrile by a^SN²reaction of the enolate ion with an alkyl halide. Thus by looking at Î±- carbon of the product the alkyl halide to be used in the reaction can be identified. The enolate ion can be produced by using lithium diisopropylamide (LDA).

To give:

Using an alkylation reaction as the key step how to prepare the compound shown.

Interpretation Introduction

d)

Interpretation:

Using an alkylation reaction as the key step how the compound shown can be prepared.

Concept introduction:

An alkylation reaction is used to introduce a methyl or a primary alkyl group in Î±- position of a ketone, ester or nitrile by a ^SN² reaction of the enolate ion with an alkyl halide. Thus by looking at Î±- carbon of the product the alkyl halide to be used in the reaction can be identified. The enolate ion can be produced by using lithium diisopropylamide (LDA).

To give:

Using an alkylation reaction as the key step how to prepare the compound shown.

Interpretation Introduction

e)

Interpretation:

Using an alkylation reaction as the key step how the compound shown can be prepared.

Concept introduction:

An alkylation reaction is used to introduce a methyl or a primary alkyl group in Î±- position of a ketone, ester or nitrile by a ^SN² reaction of the enolate ion with an alkyl halide. Thus by looking at Î±- carbon of the product the alkyl halide to be used in the reaction can be identified. The enolate ion can be produced by using lithium diisopropylamide (LDA).

To give:

Using an alkylation reaction as the key step how to prepare the compound shown.

Interpretation Introduction

f)

Interpretation:

Using an alkylation reaction as the key step how the compound shown can be prepared.

Concept introduction:

An alkylation reaction is used to introduce a methyl or a primary alkyl group in Î±- position of a ketone, ester or nitrile by a ^SN² reaction of the enolate ion with an alkyl halide. Thus by looking at Î±- carbon of the product the alkyl halide to be used in the reaction can be identified. The enolate ion can be produced by using lithium diisopropylamide (LDA).

To give:

Using an alkylation reaction as the key step how to prepare the compound shown.

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What are the retrosynthesis and forward synthesis of these reactions?

Answer 2

Question

Chapter 22.7, Problem 16P

Interpretation Introduction

a)

Interpretation:

Using an alkylation reaction as the key step how the compound shown can be prepared is to be given.

Concept introduction:
An alkylation reaction is used to introduce a methyl or a primary alkyl group in Î±- position of a ketone, ester or nitrile by a ^SN² reaction of the enolate ion with an alkyl halide. Thus by looking at Î±- carbon of the product, the alkyl halide to be used in the reaction can be identified. The enolate ion can be produced by using lithium diisopropylamide (LDA).
To give:

Using an alkylation reaction as the key step how to prepare the compound shown.

Interpretation Introduction

b)

Interpretation:

Using an alkylation reaction as the key step how the compound shown can be prepared.

Concept introduction:

An alkylation reaction is used to introduce a methyl or a primary alkyl group in Î±- position of a ketone, ester or nitrile by a ^SN² reaction of the enolate ion with an alkyl halide. Thus by looking at Î±- carbon of the product the alkyl halide to be used in the reaction can be identified. The enolate ion can be produced by using lithium diisopropylamide (LDA).

To give:

Using an alkylation reaction as the key step how to prepare the compound shown.

Interpretation Introduction

c)

Interpretation:

Using an alkylation reaction as the key step how the compound shown can be prepared.
Concept introduction:

An alkylation reaction is used to introduce a methyl or a primary alkyl group in Î±- position of a ketone, ester or nitrile by a^SN²reaction of the enolate ion with an alkyl halide. Thus by looking at Î±- carbon of the product the alkyl halide to be used in the reaction can be identified. The enolate ion can be produced by using lithium diisopropylamide (LDA).

To give:

Using an alkylation reaction as the key step how to prepare the compound shown.

Interpretation Introduction

d)

Interpretation:

Using an alkylation reaction as the key step how the compound shown can be prepared.

Concept introduction:

An alkylation reaction is used to introduce a methyl or a primary alkyl group in Î±- position of a ketone, ester or nitrile by a ^SN² reaction of the enolate ion with an alkyl halide. Thus by looking at Î±- carbon of the product the alkyl halide to be used in the reaction can be identified. The enolate ion can be produced by using lithium diisopropylamide (LDA).

To give:

Using an alkylation reaction as the key step how to prepare the compound shown.

Interpretation Introduction

e)

Interpretation:

Using an alkylation reaction as the key step how the compound shown can be prepared.

Concept introduction:

An alkylation reaction is used to introduce a methyl or a primary alkyl group in Î±- position of a ketone, ester or nitrile by a ^SN² reaction of the enolate ion with an alkyl halide. Thus by looking at Î±- carbon of the product the alkyl halide to be used in the reaction can be identified. The enolate ion can be produced by using lithium diisopropylamide (LDA).

To give:

Using an alkylation reaction as the key step how to prepare the compound shown.

Interpretation Introduction

f)

Interpretation:

Using an alkylation reaction as the key step how the compound shown can be prepared.

Concept introduction:

An alkylation reaction is used to introduce a methyl or a primary alkyl group in Î±- position of a ketone, ester or nitrile by a ^SN² reaction of the enolate ion with an alkyl halide. Thus by looking at Î±- carbon of the product the alkyl halide to be used in the reaction can be identified. The enolate ion can be produced by using lithium diisopropylamide (LDA).

To give:

Using an alkylation reaction as the key step how to prepare the compound shown.

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Answer 3

Question

Chapter 22.7, Problem 16P

Interpretation Introduction

a)

Interpretation:

Using an alkylation reaction as the key step how the compound shown can be prepared is to be given.

Concept introduction:
An alkylation reaction is used to introduce a methyl or a primary alkyl group in Î±- position of a ketone, ester or nitrile by a ^SN² reaction of the enolate ion with an alkyl halide. Thus by looking at Î±- carbon of the product, the alkyl halide to be used in the reaction can be identified. The enolate ion can be produced by using lithium diisopropylamide (LDA).
To give:

Using an alkylation reaction as the key step how to prepare the compound shown.

Interpretation Introduction

b)

Interpretation:

Using an alkylation reaction as the key step how the compound shown can be prepared.

Concept introduction:

An alkylation reaction is used to introduce a methyl or a primary alkyl group in Î±- position of a ketone, ester or nitrile by a ^SN² reaction of the enolate ion with an alkyl halide. Thus by looking at Î±- carbon of the product the alkyl halide to be used in the reaction can be identified. The enolate ion can be produced by using lithium diisopropylamide (LDA).

To give:

Using an alkylation reaction as the key step how to prepare the compound shown.

Interpretation Introduction

c)

Interpretation:

Using an alkylation reaction as the key step how the compound shown can be prepared.
Concept introduction:

An alkylation reaction is used to introduce a methyl or a primary alkyl group in Î±- position of a ketone, ester or nitrile by a^SN²reaction of the enolate ion with an alkyl halide. Thus by looking at Î±- carbon of the product the alkyl halide to be used in the reaction can be identified. The enolate ion can be produced by using lithium diisopropylamide (LDA).

To give:

Using an alkylation reaction as the key step how to prepare the compound shown.

Interpretation Introduction

d)

Interpretation:

Using an alkylation reaction as the key step how the compound shown can be prepared.

Concept introduction:

An alkylation reaction is used to introduce a methyl or a primary alkyl group in Î±- position of a ketone, ester or nitrile by a ^SN² reaction of the enolate ion with an alkyl halide. Thus by looking at Î±- carbon of the product the alkyl halide to be used in the reaction can be identified. The enolate ion can be produced by using lithium diisopropylamide (LDA).

To give:

Using an alkylation reaction as the key step how to prepare the compound shown.

Interpretation Introduction

e)

Interpretation:

Using an alkylation reaction as the key step how the compound shown can be prepared.

Concept introduction:

An alkylation reaction is used to introduce a methyl or a primary alkyl group in Î±- position of a ketone, ester or nitrile by a ^SN² reaction of the enolate ion with an alkyl halide. Thus by looking at Î±- carbon of the product the alkyl halide to be used in the reaction can be identified. The enolate ion can be produced by using lithium diisopropylamide (LDA).

To give:

Using an alkylation reaction as the key step how to prepare the compound shown.

Interpretation Introduction

f)

Interpretation:

Using an alkylation reaction as the key step how the compound shown can be prepared.

Concept introduction:

An alkylation reaction is used to introduce a methyl or a primary alkyl group in Î±- position of a ketone, ester or nitrile by a ^SN² reaction of the enolate ion with an alkyl halide. Thus by looking at Î±- carbon of the product the alkyl halide to be used in the reaction can be identified. The enolate ion can be produced by using lithium diisopropylamide (LDA).

To give:

Using an alkylation reaction as the key step how to prepare the compound shown.

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Answer 4

Question

Chapter 22.7, Problem 16P

Interpretation Introduction

a)

Interpretation:

Using an alkylation reaction as the key step how the compound shown can be prepared is to be given.

Concept introduction:
An alkylation reaction is used to introduce a methyl or a primary alkyl group in Î±- position of a ketone, ester or nitrile by a ^SN² reaction of the enolate ion with an alkyl halide. Thus by looking at Î±- carbon of the product, the alkyl halide to be used in the reaction can be identified. The enolate ion can be produced by using lithium diisopropylamide (LDA).
To give:

Using an alkylation reaction as the key step how to prepare the compound shown.

Interpretation Introduction

b)

Interpretation:

Using an alkylation reaction as the key step how the compound shown can be prepared.

Concept introduction:

An alkylation reaction is used to introduce a methyl or a primary alkyl group in Î±- position of a ketone, ester or nitrile by a ^SN² reaction of the enolate ion with an alkyl halide. Thus by looking at Î±- carbon of the product the alkyl halide to be used in the reaction can be identified. The enolate ion can be produced by using lithium diisopropylamide (LDA).

To give:

Using an alkylation reaction as the key step how to prepare the compound shown.

Interpretation Introduction

c)

Interpretation:

Using an alkylation reaction as the key step how the compound shown can be prepared.
Concept introduction:

An alkylation reaction is used to introduce a methyl or a primary alkyl group in Î±- position of a ketone, ester or nitrile by a^SN²reaction of the enolate ion with an alkyl halide. Thus by looking at Î±- carbon of the product the alkyl halide to be used in the reaction can be identified. The enolate ion can be produced by using lithium diisopropylamide (LDA).

To give:

Using an alkylation reaction as the key step how to prepare the compound shown.

Interpretation Introduction

d)

Interpretation:

Using an alkylation reaction as the key step how the compound shown can be prepared.

Concept introduction:

An alkylation reaction is used to introduce a methyl or a primary alkyl group in Î±- position of a ketone, ester or nitrile by a ^SN² reaction of the enolate ion with an alkyl halide. Thus by looking at Î±- carbon of the product the alkyl halide to be used in the reaction can be identified. The enolate ion can be produced by using lithium diisopropylamide (LDA).

To give:

Using an alkylation reaction as the key step how to prepare the compound shown.

Interpretation Introduction

e)

Interpretation:

Using an alkylation reaction as the key step how the compound shown can be prepared.

Concept introduction:

An alkylation reaction is used to introduce a methyl or a primary alkyl group in Î±- position of a ketone, ester or nitrile by a ^SN² reaction of the enolate ion with an alkyl halide. Thus by looking at Î±- carbon of the product the alkyl halide to be used in the reaction can be identified. The enolate ion can be produced by using lithium diisopropylamide (LDA).

To give:

Using an alkylation reaction as the key step how to prepare the compound shown.

Interpretation Introduction

f)

Interpretation:

Using an alkylation reaction as the key step how the compound shown can be prepared.

Concept introduction:

An alkylation reaction is used to introduce a methyl or a primary alkyl group in Î±- position of a ketone, ester or nitrile by a ^SN² reaction of the enolate ion with an alkyl halide. Thus by looking at Î±- carbon of the product the alkyl halide to be used in the reaction can be identified. The enolate ion can be produced by using lithium diisopropylamide (LDA).

To give:

Using an alkylation reaction as the key step how to prepare the compound shown.

Expert Solution & Answer

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Answer 5

Chapter 22.7, Problem 16P

Interpretation Introduction

a)

Interpretation:

Using an alkylation reaction as the key step how the compound shown can be prepared is to be given.

Concept introduction:
An alkylation reaction is used to introduce a methyl or a primary alkyl group in Î±- position of a ketone, ester or nitrile by a ^SN² reaction of the enolate ion with an alkyl halide. Thus by looking at Î±- carbon of the product, the alkyl halide to be used in the reaction can be identified. The enolate ion can be produced by using lithium diisopropylamide (LDA).
To give:

Using an alkylation reaction as the key step how to prepare the compound shown.

Interpretation Introduction

b)

Interpretation:

Using an alkylation reaction as the key step how the compound shown can be prepared.

Concept introduction:

An alkylation reaction is used to introduce a methyl or a primary alkyl group in Î±- position of a ketone, ester or nitrile by a ^SN² reaction of the enolate ion with an alkyl halide. Thus by looking at Î±- carbon of the product the alkyl halide to be used in the reaction can be identified. The enolate ion can be produced by using lithium diisopropylamide (LDA).

To give:

Using an alkylation reaction as the key step how to prepare the compound shown.

Interpretation Introduction

c)

Interpretation:

Using an alkylation reaction as the key step how the compound shown can be prepared.
Concept introduction:

An alkylation reaction is used to introduce a methyl or a primary alkyl group in Î±- position of a ketone, ester or nitrile by a^SN²reaction of the enolate ion with an alkyl halide. Thus by looking at Î±- carbon of the product the alkyl halide to be used in the reaction can be identified. The enolate ion can be produced by using lithium diisopropylamide (LDA).

To give:

Using an alkylation reaction as the key step how to prepare the compound shown.

Interpretation Introduction

d)

Interpretation:

Using an alkylation reaction as the key step how the compound shown can be prepared.

Concept introduction:

An alkylation reaction is used to introduce a methyl or a primary alkyl group in Î±- position of a ketone, ester or nitrile by a ^SN² reaction of the enolate ion with an alkyl halide. Thus by looking at Î±- carbon of the product the alkyl halide to be used in the reaction can be identified. The enolate ion can be produced by using lithium diisopropylamide (LDA).

To give:

Using an alkylation reaction as the key step how to prepare the compound shown.

Interpretation Introduction

e)

Interpretation:

Using an alkylation reaction as the key step how the compound shown can be prepared.

Concept introduction:

An alkylation reaction is used to introduce a methyl or a primary alkyl group in Î±- position of a ketone, ester or nitrile by a ^SN² reaction of the enolate ion with an alkyl halide. Thus by looking at Î±- carbon of the product the alkyl halide to be used in the reaction can be identified. The enolate ion can be produced by using lithium diisopropylamide (LDA).

To give:

Using an alkylation reaction as the key step how to prepare the compound shown.

Interpretation Introduction

f)

Interpretation:

Using an alkylation reaction as the key step how the compound shown can be prepared.

Concept introduction:

An alkylation reaction is used to introduce a methyl or a primary alkyl group in Î±- position of a ketone, ester or nitrile by a ^SN² reaction of the enolate ion with an alkyl halide. Thus by looking at Î±- carbon of the product the alkyl halide to be used in the reaction can be identified. The enolate ion can be produced by using lithium diisopropylamide (LDA).

To give:

Using an alkylation reaction as the key step how to prepare the compound shown.

Answer 6

Chapter 22.7, Problem 16P

Interpretation Introduction

a)

Interpretation:

Using an alkylation reaction as the key step how the compound shown can be prepared is to be given.

Concept introduction:
An alkylation reaction is used to introduce a methyl or a primary alkyl group in Î±- position of a ketone, ester or nitrile by a ^SN² reaction of the enolate ion with an alkyl halide. Thus by looking at Î±- carbon of the product, the alkyl halide to be used in the reaction can be identified. The enolate ion can be produced by using lithium diisopropylamide (LDA).
To give:

Using an alkylation reaction as the key step how to prepare the compound shown.

Answer 7

Chapter 22.7, Problem 16P

Interpretation Introduction

a)

Interpretation:

Using an alkylation reaction as the key step how the compound shown can be prepared is to be given.

Concept introduction:
An alkylation reaction is used to introduce a methyl or a primary alkyl group in Î±- position of a ketone, ester or nitrile by a ^SN² reaction of the enolate ion with an alkyl halide. Thus by looking at Î±- carbon of the product, the alkyl halide to be used in the reaction can be identified. The enolate ion can be produced by using lithium diisopropylamide (LDA).
To give:

Using an alkylation reaction as the key step how to prepare the compound shown.

Answer 8

Interpretation Introduction

b)

Interpretation:

Using an alkylation reaction as the key step how the compound shown can be prepared.

Concept introduction:

An alkylation reaction is used to introduce a methyl or a primary alkyl group in Î±- position of a ketone, ester or nitrile by a ^SN² reaction of the enolate ion with an alkyl halide. Thus by looking at Î±- carbon of the product the alkyl halide to be used in the reaction can be identified. The enolate ion can be produced by using lithium diisopropylamide (LDA).

To give:

Using an alkylation reaction as the key step how to prepare the compound shown.

Answer 9

Interpretation Introduction

b)

Interpretation:

Using an alkylation reaction as the key step how the compound shown can be prepared.

Concept introduction:

An alkylation reaction is used to introduce a methyl or a primary alkyl group in Î±- position of a ketone, ester or nitrile by a ^SN² reaction of the enolate ion with an alkyl halide. Thus by looking at Î±- carbon of the product the alkyl halide to be used in the reaction can be identified. The enolate ion can be produced by using lithium diisopropylamide (LDA).

To give:

Using an alkylation reaction as the key step how to prepare the compound shown.

Answer 10

Interpretation Introduction

c)

Interpretation:

Using an alkylation reaction as the key step how the compound shown can be prepared.
Concept introduction:

An alkylation reaction is used to introduce a methyl or a primary alkyl group in Î±- position of a ketone, ester or nitrile by a^SN²reaction of the enolate ion with an alkyl halide. Thus by looking at Î±- carbon of the product the alkyl halide to be used in the reaction can be identified. The enolate ion can be produced by using lithium diisopropylamide (LDA).

To give:

Using an alkylation reaction as the key step how to prepare the compound shown.

Answer 11

Interpretation Introduction

c)

Interpretation:

Using an alkylation reaction as the key step how the compound shown can be prepared.
Concept introduction:

An alkylation reaction is used to introduce a methyl or a primary alkyl group in Î±- position of a ketone, ester or nitrile by a^SN²reaction of the enolate ion with an alkyl halide. Thus by looking at Î±- carbon of the product the alkyl halide to be used in the reaction can be identified. The enolate ion can be produced by using lithium diisopropylamide (LDA).

To give:

Using an alkylation reaction as the key step how to prepare the compound shown.

Answer 12

Interpretation Introduction

d)

Interpretation:

Using an alkylation reaction as the key step how the compound shown can be prepared.

Concept introduction:

An alkylation reaction is used to introduce a methyl or a primary alkyl group in Î±- position of a ketone, ester or nitrile by a ^SN² reaction of the enolate ion with an alkyl halide. Thus by looking at Î±- carbon of the product the alkyl halide to be used in the reaction can be identified. The enolate ion can be produced by using lithium diisopropylamide (LDA).

To give:

Using an alkylation reaction as the key step how to prepare the compound shown.

Answer 13

Interpretation Introduction

d)

Interpretation:

Using an alkylation reaction as the key step how the compound shown can be prepared.

Concept introduction:

An alkylation reaction is used to introduce a methyl or a primary alkyl group in Î±- position of a ketone, ester or nitrile by a ^SN² reaction of the enolate ion with an alkyl halide. Thus by looking at Î±- carbon of the product the alkyl halide to be used in the reaction can be identified. The enolate ion can be produced by using lithium diisopropylamide (LDA).

To give:

Using an alkylation reaction as the key step how to prepare the compound shown.

Answer 14

Interpretation Introduction

e)

Interpretation:

Using an alkylation reaction as the key step how the compound shown can be prepared.

Concept introduction:

An alkylation reaction is used to introduce a methyl or a primary alkyl group in Î±- position of a ketone, ester or nitrile by a ^SN² reaction of the enolate ion with an alkyl halide. Thus by looking at Î±- carbon of the product the alkyl halide to be used in the reaction can be identified. The enolate ion can be produced by using lithium diisopropylamide (LDA).

To give:

Using an alkylation reaction as the key step how to prepare the compound shown.

Answer 15

Interpretation Introduction

e)

Interpretation:

Using an alkylation reaction as the key step how the compound shown can be prepared.

Concept introduction:

An alkylation reaction is used to introduce a methyl or a primary alkyl group in Î±- position of a ketone, ester or nitrile by a ^SN² reaction of the enolate ion with an alkyl halide. Thus by looking at Î±- carbon of the product the alkyl halide to be used in the reaction can be identified. The enolate ion can be produced by using lithium diisopropylamide (LDA).

To give:

Using an alkylation reaction as the key step how to prepare the compound shown.

Answer 16

Interpretation Introduction

f)

Interpretation:

Using an alkylation reaction as the key step how the compound shown can be prepared.

Concept introduction:

An alkylation reaction is used to introduce a methyl or a primary alkyl group in Î±- position of a ketone, ester or nitrile by a ^SN² reaction of the enolate ion with an alkyl halide. Thus by looking at Î±- carbon of the product the alkyl halide to be used in the reaction can be identified. The enolate ion can be produced by using lithium diisopropylamide (LDA).

To give:

Using an alkylation reaction as the key step how to prepare the compound shown.

Answer 17

Interpretation Introduction

f)

Interpretation:

Using an alkylation reaction as the key step how the compound shown can be prepared.

Concept introduction:

An alkylation reaction is used to introduce a methyl or a primary alkyl group in Î±- position of a ketone, ester or nitrile by a ^SN² reaction of the enolate ion with an alkyl halide. Thus by looking at Î±- carbon of the product the alkyl halide to be used in the reaction can be identified. The enolate ion can be produced by using lithium diisopropylamide (LDA).

To give:

Using an alkylation reaction as the key step how to prepare the compound shown.

Answer 18

Expert Solution & Answer

Answer 19

Expert Solution & Answer

Answer 20

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Answer 21

Ch. 22.1 - Prob. 1P Ch. 22.1 - How many acidic hydrogens does each of the...Ch. 22.1 - Prob. 3P Ch. 22.3 - Write the complete mechanism for the deuteration...Ch. 22.3 - Prob. 5P Ch. 22.4 - If methanol rather than water is added at the end...Ch. 22.5 - Prob. 7P Ch. 22.5 - Draw a resonance structure of the acetonitrile...Ch. 22.6 - If methanol rather than water is added at the end...Ch. 22.7 - Prob. 10P

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Chapter 22 Solutions