The compounds is to be chosen out of the given compounds for the synthesis of 4-methyl-2-pentyne and the synthesis is to be shown. Concept Introduction: Alkynes can be prepared by alkylation of acetylene. Acetylene forms its conjugate base in presence of a strong base like sodium amide. Reaction of this acetylide anion with alkyl halides produces higher alkynes. If the alkyl halides are secondary or tertiary, instead of substitution, elimination reaction takes place. Double dehydrohalogenation of either vicinal or geminaldihalides also produces alkynes. This reaction occurs in the presence of excess sodium amide.

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Answer 1

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Chapter 9, Problem 35P

Interpretation Introduction

Interpretation:

The compounds is to be chosen out of the given compounds for the synthesis of 4-methyl-2-pentyne and the synthesis is to be shown.

Concept Introduction:

Alkynes can be prepared by alkylation of acetylene.

Acetylene forms its conjugate base in presence of a strong base like sodium amide.

Reaction of this acetylide anion with alkyl halides produces higher alkynes.

If the alkyl halides are secondary or tertiary, instead of substitution, elimination reaction takes place.

Double dehydrohalogenation of either vicinal or geminaldihalides also produces alkynes.

This reaction occurs in the presence of excess sodium amide.

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Answer 2

Question

Chapter 9, Problem 35P

Interpretation Introduction

Interpretation:

The compounds is to be chosen out of the given compounds for the synthesis of 4-methyl-2-pentyne and the synthesis is to be shown.

Concept Introduction:

Alkynes can be prepared by alkylation of acetylene.

Acetylene forms its conjugate base in presence of a strong base like sodium amide.

Reaction of this acetylide anion with alkyl halides produces higher alkynes.

If the alkyl halides are secondary or tertiary, instead of substitution, elimination reaction takes place.

Double dehydrohalogenation of either vicinal or geminaldihalides also produces alkynes.

This reaction occurs in the presence of excess sodium amide.

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Answer 3

Question

Chapter 9, Problem 35P

Interpretation Introduction

Interpretation:

The compounds is to be chosen out of the given compounds for the synthesis of 4-methyl-2-pentyne and the synthesis is to be shown.

Concept Introduction:

Alkynes can be prepared by alkylation of acetylene.

Acetylene forms its conjugate base in presence of a strong base like sodium amide.

Reaction of this acetylide anion with alkyl halides produces higher alkynes.

If the alkyl halides are secondary or tertiary, instead of substitution, elimination reaction takes place.

Double dehydrohalogenation of either vicinal or geminaldihalides also produces alkynes.

This reaction occurs in the presence of excess sodium amide.

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Answer 4

Question

Chapter 9, Problem 35P

Interpretation Introduction

Interpretation:

The compounds is to be chosen out of the given compounds for the synthesis of 4-methyl-2-pentyne and the synthesis is to be shown.

Concept Introduction:

Alkynes can be prepared by alkylation of acetylene.

Acetylene forms its conjugate base in presence of a strong base like sodium amide.

Reaction of this acetylide anion with alkyl halides produces higher alkynes.

If the alkyl halides are secondary or tertiary, instead of substitution, elimination reaction takes place.

Double dehydrohalogenation of either vicinal or geminaldihalides also produces alkynes.

This reaction occurs in the presence of excess sodium amide.

Expert Solution & Answer

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Answer 5

Chapter 9, Problem 35P

Interpretation Introduction

Interpretation:

The compounds is to be chosen out of the given compounds for the synthesis of 4-methyl-2-pentyne and the synthesis is to be shown.

Concept Introduction:

Alkynes can be prepared by alkylation of acetylene.

Acetylene forms its conjugate base in presence of a strong base like sodium amide.

Reaction of this acetylide anion with alkyl halides produces higher alkynes.

If the alkyl halides are secondary or tertiary, instead of substitution, elimination reaction takes place.

Double dehydrohalogenation of either vicinal or geminaldihalides also produces alkynes.

This reaction occurs in the presence of excess sodium amide.

Answer 6

Chapter 9, Problem 35P

Interpretation Introduction

Interpretation:

The compounds is to be chosen out of the given compounds for the synthesis of 4-methyl-2-pentyne and the synthesis is to be shown.

Concept Introduction:

Alkynes can be prepared by alkylation of acetylene.

Acetylene forms its conjugate base in presence of a strong base like sodium amide.

Reaction of this acetylide anion with alkyl halides produces higher alkynes.

If the alkyl halides are secondary or tertiary, instead of substitution, elimination reaction takes place.

Double dehydrohalogenation of either vicinal or geminaldihalides also produces alkynes.

This reaction occurs in the presence of excess sodium amide.

Answer 7

Chapter 9, Problem 35P

Interpretation Introduction

Interpretation:

The compounds is to be chosen out of the given compounds for the synthesis of 4-methyl-2-pentyne and the synthesis is to be shown.

Concept Introduction:

Alkynes can be prepared by alkylation of acetylene.

Acetylene forms its conjugate base in presence of a strong base like sodium amide.

Reaction of this acetylide anion with alkyl halides produces higher alkynes.

If the alkyl halides are secondary or tertiary, instead of substitution, elimination reaction takes place.

Double dehydrohalogenation of either vicinal or geminaldihalides also produces alkynes.

This reaction occurs in the presence of excess sodium amide.

Answer 8

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Answer 9

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Answer 10

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Answer 11

Ch. 9.1 - Prob. 1P Ch. 9.2 - Prob. 2P Ch. 9.4 - How do bond distances and bond strengths change...Ch. 9.5 - Complete each of the following equations to show...Ch. 9.6 - Prob. 5P Ch. 9.6 - Which of the alkynes of molecular formula C5H8 can...Ch. 9.7 - Give the structures of three isomeric dibromides...Ch. 9.7 - Prob. 8P Ch. 9.9 - Write a series of equations showing how you could...Ch. 9.9 - Write a series of equations showing how to prepare...

Solution Summary: The author explains the structure of 4,1-dichloro-3-methylbutane, which is an internal alkyne.

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Chapter 9 Solutions