A method for synthesis of (E)-H 2 C=CHCH 2 CH 2 CH=CHCH 3 from propyne, organic compounds containing four carbons or less, and any inorganic reagents is to be outlined. Concept introduction: Terminal alkynes can be deprotonated with strong bases like amide ion, giving acetylides which can act as nucleophiles. Acetylide ion reacts with a primary alkyl halide producing a new alkyne with more carbon atoms. Partial reduction of alkynes with sodium in liquid ammonia converts the triple bond to a trans double bond.

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Answer 1

Question

Chapter 9.14, Problem 15P

Interpretation Introduction

Interpretation:

A method for synthesis of (E)-H2C=CHCH2CH2CH=CHCH3 from propyne, organic compounds containing four carbons or less, and any inorganic reagents is to be outlined.

Concept introduction:

Terminal alkynes can be deprotonated with strong bases like amide ion, giving acetylides which can act as nucleophiles.

Acetylide ion reacts with a primary alkyl halide producing a new alkyne with more carbon atoms.

Partial reduction of alkynes with sodium in liquid ammonia converts the triple bond to a trans double bond.

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Answer 2

Question

Chapter 9.14, Problem 15P

Interpretation Introduction

Interpretation:

A method for synthesis of (E)-H2C=CHCH2CH2CH=CHCH3 from propyne, organic compounds containing four carbons or less, and any inorganic reagents is to be outlined.

Concept introduction:

Terminal alkynes can be deprotonated with strong bases like amide ion, giving acetylides which can act as nucleophiles.

Acetylide ion reacts with a primary alkyl halide producing a new alkyne with more carbon atoms.

Partial reduction of alkynes with sodium in liquid ammonia converts the triple bond to a trans double bond.

Expert Solution & Answer

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Check out a sample textbook solution

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Answer 3

Question

Chapter 9.14, Problem 15P

Interpretation Introduction

Interpretation:

A method for synthesis of (E)-H2C=CHCH2CH2CH=CHCH3 from propyne, organic compounds containing four carbons or less, and any inorganic reagents is to be outlined.

Concept introduction:

Terminal alkynes can be deprotonated with strong bases like amide ion, giving acetylides which can act as nucleophiles.

Acetylide ion reacts with a primary alkyl halide producing a new alkyne with more carbon atoms.

Partial reduction of alkynes with sodium in liquid ammonia converts the triple bond to a trans double bond.

Expert Solution & Answer

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Answer 4

Question

Chapter 9.14, Problem 15P

Interpretation Introduction

Interpretation:

A method for synthesis of (E)-H2C=CHCH2CH2CH=CHCH3 from propyne, organic compounds containing four carbons or less, and any inorganic reagents is to be outlined.

Concept introduction:

Terminal alkynes can be deprotonated with strong bases like amide ion, giving acetylides which can act as nucleophiles.

Acetylide ion reacts with a primary alkyl halide producing a new alkyne with more carbon atoms.

Partial reduction of alkynes with sodium in liquid ammonia converts the triple bond to a trans double bond.

Expert Solution & Answer

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Answer 5

Chapter 9.14, Problem 15P

Interpretation Introduction

Interpretation:

A method for synthesis of (E)-H2C=CHCH2CH2CH=CHCH3 from propyne, organic compounds containing four carbons or less, and any inorganic reagents is to be outlined.

Concept introduction:

Terminal alkynes can be deprotonated with strong bases like amide ion, giving acetylides which can act as nucleophiles.

Acetylide ion reacts with a primary alkyl halide producing a new alkyne with more carbon atoms.

Partial reduction of alkynes with sodium in liquid ammonia converts the triple bond to a trans double bond.

Answer 6

Chapter 9.14, Problem 15P

Interpretation Introduction

Interpretation:

A method for synthesis of (E)-H2C=CHCH2CH2CH=CHCH3 from propyne, organic compounds containing four carbons or less, and any inorganic reagents is to be outlined.

Concept introduction:

Terminal alkynes can be deprotonated with strong bases like amide ion, giving acetylides which can act as nucleophiles.

Acetylide ion reacts with a primary alkyl halide producing a new alkyne with more carbon atoms.

Partial reduction of alkynes with sodium in liquid ammonia converts the triple bond to a trans double bond.

Answer 7

Chapter 9.14, Problem 15P

Interpretation Introduction

Interpretation:

A method for synthesis of (E)-H2C=CHCH2CH2CH=CHCH3 from propyne, organic compounds containing four carbons or less, and any inorganic reagents is to be outlined.

Concept introduction:

Terminal alkynes can be deprotonated with strong bases like amide ion, giving acetylides which can act as nucleophiles.

Acetylide ion reacts with a primary alkyl halide producing a new alkyne with more carbon atoms.

Partial reduction of alkynes with sodium in liquid ammonia converts the triple bond to a trans double bond.

Answer 8

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Answer 9

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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 how terminal alkynes can be deprotonated with strong bases like amide ion, giving acetylides which can act as nucleophiles.

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