a) Interpretation: How to synthesize butanal from 1-pentyne is to be shown. Concept introduction: Alkynes can be converted in to the corresponding alkenes by treating with H 2 in the presence of Lindlar catalyst. The alkene produced upon ozonolysis followed by treatment with Zn and acetic acid yields an aldehyde with lesser number of carbon atoms. To show: How to synthesize butanal from 1-pentyne.

Question

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Answer 1

Question

Chapter 9.SE, Problem 38AP

Interpretation Introduction

a)

Interpretation:

How to synthesize butanal from 1-pentyne is to be shown.

Concept introduction:

Alkynes can be converted in to the corresponding alkenes by treating with H₂ in the presence of Lindlar catalyst. The alkene produced upon ozonolysis followed by treatment with Zn and acetic acid yields an aldehyde with lesser number of carbon atoms.

To show:

How to synthesize butanal from 1-pentyne.

Interpretation Introduction

b)

Interpretation:

How to synthesize trans- 6-methyl-3 heptene from 4-methyl-1-pentyne is to be shown.

Concept introduction:

Higher alkynes can be prepared first by converting the lower alkyne in to an alkynide by reacting with NaNH₂ in liquid NH₃ followed by the reaction of the alkynide with alkyl halide containing the required number of carbon atoms. The higher alkyne thus obtained upon treatment with Li in liquid NH₃ will get reduced to yield a trans alkene as the product.

To show:

How to synthesize trans- 6-methyl-3 heptene from 4-methyl-1-pentyne.

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Answer 2

Question

Chapter 9.SE, Problem 38AP

Interpretation Introduction

a)

Interpretation:

How to synthesize butanal from 1-pentyne is to be shown.

Concept introduction:

Alkynes can be converted in to the corresponding alkenes by treating with H₂ in the presence of Lindlar catalyst. The alkene produced upon ozonolysis followed by treatment with Zn and acetic acid yields an aldehyde with lesser number of carbon atoms.

To show:

How to synthesize butanal from 1-pentyne.

Interpretation Introduction

b)

Interpretation:

How to synthesize trans- 6-methyl-3 heptene from 4-methyl-1-pentyne is to be shown.

Concept introduction:

Higher alkynes can be prepared first by converting the lower alkyne in to an alkynide by reacting with NaNH₂ in liquid NH₃ followed by the reaction of the alkynide with alkyl halide containing the required number of carbon atoms. The higher alkyne thus obtained upon treatment with Li in liquid NH₃ will get reduced to yield a trans alkene as the product.

To show:

How to synthesize trans- 6-methyl-3 heptene from 4-methyl-1-pentyne.

Expert Solution & Answer

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Check out a sample textbook solution

See solution

Answer 3

Question

Chapter 9.SE, Problem 38AP

Interpretation Introduction

a)

Interpretation:

How to synthesize butanal from 1-pentyne is to be shown.

Concept introduction:

Alkynes can be converted in to the corresponding alkenes by treating with H₂ in the presence of Lindlar catalyst. The alkene produced upon ozonolysis followed by treatment with Zn and acetic acid yields an aldehyde with lesser number of carbon atoms.

To show:

How to synthesize butanal from 1-pentyne.

Interpretation Introduction

b)

Interpretation:

How to synthesize trans- 6-methyl-3 heptene from 4-methyl-1-pentyne is to be shown.

Concept introduction:

Higher alkynes can be prepared first by converting the lower alkyne in to an alkynide by reacting with NaNH₂ in liquid NH₃ followed by the reaction of the alkynide with alkyl halide containing the required number of carbon atoms. The higher alkyne thus obtained upon treatment with Li in liquid NH₃ will get reduced to yield a trans alkene as the product.

To show:

How to synthesize trans- 6-methyl-3 heptene from 4-methyl-1-pentyne.

Expert Solution & Answer

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Check out a sample textbook solution

See solution

Answer 4

Question

Chapter 9.SE, Problem 38AP

Interpretation Introduction

a)

Interpretation:

How to synthesize butanal from 1-pentyne is to be shown.

Concept introduction:

Alkynes can be converted in to the corresponding alkenes by treating with H₂ in the presence of Lindlar catalyst. The alkene produced upon ozonolysis followed by treatment with Zn and acetic acid yields an aldehyde with lesser number of carbon atoms.

To show:

How to synthesize butanal from 1-pentyne.

Interpretation Introduction

b)

Interpretation:

How to synthesize trans- 6-methyl-3 heptene from 4-methyl-1-pentyne is to be shown.

Concept introduction:

Higher alkynes can be prepared first by converting the lower alkyne in to an alkynide by reacting with NaNH₂ in liquid NH₃ followed by the reaction of the alkynide with alkyl halide containing the required number of carbon atoms. The higher alkyne thus obtained upon treatment with Li in liquid NH₃ will get reduced to yield a trans alkene as the product.

To show:

How to synthesize trans- 6-methyl-3 heptene from 4-methyl-1-pentyne.

Expert Solution & Answer

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Check out a sample textbook solution

See solution

Answer 5

Chapter 9.SE, Problem 38AP

Interpretation Introduction

a)

Interpretation:

How to synthesize butanal from 1-pentyne is to be shown.

Concept introduction:

Alkynes can be converted in to the corresponding alkenes by treating with H₂ in the presence of Lindlar catalyst. The alkene produced upon ozonolysis followed by treatment with Zn and acetic acid yields an aldehyde with lesser number of carbon atoms.

To show:

How to synthesize butanal from 1-pentyne.

Interpretation Introduction

b)

Interpretation:

How to synthesize trans- 6-methyl-3 heptene from 4-methyl-1-pentyne is to be shown.

Concept introduction:

Higher alkynes can be prepared first by converting the lower alkyne in to an alkynide by reacting with NaNH₂ in liquid NH₃ followed by the reaction of the alkynide with alkyl halide containing the required number of carbon atoms. The higher alkyne thus obtained upon treatment with Li in liquid NH₃ will get reduced to yield a trans alkene as the product.

To show:

How to synthesize trans- 6-methyl-3 heptene from 4-methyl-1-pentyne.

Answer 6

Chapter 9.SE, Problem 38AP

Interpretation Introduction

a)

Interpretation:

How to synthesize butanal from 1-pentyne is to be shown.

Concept introduction:

Alkynes can be converted in to the corresponding alkenes by treating with H₂ in the presence of Lindlar catalyst. The alkene produced upon ozonolysis followed by treatment with Zn and acetic acid yields an aldehyde with lesser number of carbon atoms.

To show:

How to synthesize butanal from 1-pentyne.

Answer 7

Chapter 9.SE, Problem 38AP

Interpretation Introduction

a)

Interpretation:

How to synthesize butanal from 1-pentyne is to be shown.

Concept introduction:

Alkynes can be converted in to the corresponding alkenes by treating with H₂ in the presence of Lindlar catalyst. The alkene produced upon ozonolysis followed by treatment with Zn and acetic acid yields an aldehyde with lesser number of carbon atoms.

To show:

How to synthesize butanal from 1-pentyne.

Answer 8

Interpretation Introduction

b)

Interpretation:

How to synthesize trans- 6-methyl-3 heptene from 4-methyl-1-pentyne is to be shown.

Concept introduction:

Higher alkynes can be prepared first by converting the lower alkyne in to an alkynide by reacting with NaNH₂ in liquid NH₃ followed by the reaction of the alkynide with alkyl halide containing the required number of carbon atoms. The higher alkyne thus obtained upon treatment with Li in liquid NH₃ will get reduced to yield a trans alkene as the product.

To show:

How to synthesize trans- 6-methyl-3 heptene from 4-methyl-1-pentyne.

Answer 9

Interpretation Introduction

b)

Interpretation:

How to synthesize trans- 6-methyl-3 heptene from 4-methyl-1-pentyne is to be shown.

Concept introduction:

Higher alkynes can be prepared first by converting the lower alkyne in to an alkynide by reacting with NaNH₂ in liquid NH₃ followed by the reaction of the alkynide with alkyl halide containing the required number of carbon atoms. The higher alkyne thus obtained upon treatment with Li in liquid NH₃ will get reduced to yield a trans alkene as the product.

To show:

How to synthesize trans- 6-methyl-3 heptene from 4-methyl-1-pentyne.

Answer 10

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Answer 11

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Answer 12

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Answer 13

Ch. 9.1 - Prob. 1P Ch. 9.1 - Prob. 2P Ch. 9.3 - What products would you expect from the following...Ch. 9.4 - Prob. 4P Ch. 9.4 - Prob. 5P Ch. 9.4 - Prob. 6P Ch. 9.4 - Prob. 7P Ch. 9.5 - Using any alkyne needed, how would you prepare the...Ch. 9.7 - The pKa of acetone, CH3COCH3, is 19.3. Which of...Ch. 9.8 - Prob. 10P

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Chapter 9 Solutions