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

Want to see the full answer?

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.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Students have asked these similar questions

Ll.115.

Br Brz CH3 CH3 H3C CH2CI2 H3C Br Electrophilic addition of bromine, Br2; to alkenes yields a 1,2-dibromoalkane. The reaction proceeds through a cyclic intermediate known as a bromonium ion. The reaction occurs in an anhydrous solvent such as CH,Cl). In the second step of the reaction, bromide is the nucleophile and attacks at one of the carbons of the bromonium ion to yield the product. Due to steric clashes, the bromide ion always attacks the carbon from the opposite face of the bromonium ion so that a product with anti stereochemistry is formed. Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions Br: :Br: .CH3 H3C H3C CH3 Br:

This is a multistep syntheses. More than one reagent/reaction will be necessary to produce the product. Provide all necessary reaction conditions (HBr, HgSO4, etc.) and the products produced after each step of the synthesis.

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

Want to see the full answer?

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

Want to see the full answer?

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

Want to see the full answer?

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

Expert Solution & Answer

Answer 11

Expert Solution & Answer

Answer 12

Want to see the full answer?

Check out a sample textbook solution

See solution

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

Want to see the full answer?

Chapter 9 Solutions