Sodium acetylide undergoes addition reaction with ketones to give an alcohol. How this reaction can be used to prepare 1,3-butadiene is to be shown. Concept introduction: Acetylides undergo addition reaction with ketones to give an ynol. The ynol can be dehydrated by warming with dilute H 2 SO 4 to an enyne. The enyne is reduced with H 2 in the presence of Lindlar catalyst when the triple bond alone gets reduced to a double bond resulting in a diene. To show: How the reaction, the addition of alkynes to ketones to give an alcohol, can be used to prepare 1,3-butadiene.

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Answer 1

Question

Chapter 9.SE, Problem 50AP

Interpretation Introduction

Interpretation:

Sodium acetylide undergoes addition reaction with ketones to give an alcohol. How this reaction can be used to prepare 1,3-butadiene is to be shown.

Concept introduction:

Acetylides undergo addition reaction with ketones to give an ynol. The ynol can be dehydrated by warming with dilute H₂SO₄ to an enyne. The enyne is reduced with H₂ in the presence of Lindlar catalyst when the triple bond alone gets reduced to a double bond resulting in a diene.

To show:

How the reaction, the addition of alkynes to ketones to give an alcohol, can be used to prepare 1,3-butadiene.

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Answer 2

Question

Chapter 9.SE, Problem 50AP

Interpretation Introduction

Interpretation:

Sodium acetylide undergoes addition reaction with ketones to give an alcohol. How this reaction can be used to prepare 1,3-butadiene is to be shown.

Concept introduction:

Acetylides undergo addition reaction with ketones to give an ynol. The ynol can be dehydrated by warming with dilute H₂SO₄ to an enyne. The enyne is reduced with H₂ in the presence of Lindlar catalyst when the triple bond alone gets reduced to a double bond resulting in a diene.

To show:

How the reaction, the addition of alkynes to ketones to give an alcohol, can be used to prepare 1,3-butadiene.

Expert Solution & Answer

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Check out a sample textbook solution

See solution

Answer 3

Question

Chapter 9.SE, Problem 50AP

Interpretation Introduction

Interpretation:

Sodium acetylide undergoes addition reaction with ketones to give an alcohol. How this reaction can be used to prepare 1,3-butadiene is to be shown.

Concept introduction:

Acetylides undergo addition reaction with ketones to give an ynol. The ynol can be dehydrated by warming with dilute H₂SO₄ to an enyne. The enyne is reduced with H₂ in the presence of Lindlar catalyst when the triple bond alone gets reduced to a double bond resulting in a diene.

To show:

How the reaction, the addition of alkynes to ketones to give an alcohol, can be used to prepare 1,3-butadiene.

Expert Solution & Answer

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Check out a sample textbook solution

See solution

Answer 4

Question

Chapter 9.SE, Problem 50AP

Interpretation Introduction

Interpretation:

Sodium acetylide undergoes addition reaction with ketones to give an alcohol. How this reaction can be used to prepare 1,3-butadiene is to be shown.

Concept introduction:

Acetylides undergo addition reaction with ketones to give an ynol. The ynol can be dehydrated by warming with dilute H₂SO₄ to an enyne. The enyne is reduced with H₂ in the presence of Lindlar catalyst when the triple bond alone gets reduced to a double bond resulting in a diene.

To show:

How the reaction, the addition of alkynes to ketones to give an alcohol, can be used to prepare 1,3-butadiene.

Expert Solution & Answer

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Check out a sample textbook solution

See solution

Answer 5

Chapter 9.SE, Problem 50AP

Interpretation Introduction

Interpretation:

Sodium acetylide undergoes addition reaction with ketones to give an alcohol. How this reaction can be used to prepare 1,3-butadiene is to be shown.

Concept introduction:

Acetylides undergo addition reaction with ketones to give an ynol. The ynol can be dehydrated by warming with dilute H₂SO₄ to an enyne. The enyne is reduced with H₂ in the presence of Lindlar catalyst when the triple bond alone gets reduced to a double bond resulting in a diene.

To show:

How the reaction, the addition of alkynes to ketones to give an alcohol, can be used to prepare 1,3-butadiene.

Answer 6

Chapter 9.SE, Problem 50AP

Interpretation Introduction

Interpretation:

Sodium acetylide undergoes addition reaction with ketones to give an alcohol. How this reaction can be used to prepare 1,3-butadiene is to be shown.

Concept introduction:

Acetylides undergo addition reaction with ketones to give an ynol. The ynol can be dehydrated by warming with dilute H₂SO₄ to an enyne. The enyne is reduced with H₂ in the presence of Lindlar catalyst when the triple bond alone gets reduced to a double bond resulting in a diene.

To show:

How the reaction, the addition of alkynes to ketones to give an alcohol, can be used to prepare 1,3-butadiene.

Answer 7

Chapter 9.SE, Problem 50AP

Interpretation Introduction

Interpretation:

Sodium acetylide undergoes addition reaction with ketones to give an alcohol. How this reaction can be used to prepare 1,3-butadiene is to be shown.

Concept introduction:

Acetylides undergo addition reaction with ketones to give an ynol. The ynol can be dehydrated by warming with dilute H₂SO₄ to an enyne. The enyne is reduced with H₂ in the presence of Lindlar catalyst when the triple bond alone gets reduced to a double bond resulting in a diene.

To show:

How the reaction, the addition of alkynes to ketones to give an alcohol, can be used to prepare 1,3-butadiene.

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. 9.1 - 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