ORG.CHEM W/TEXT+SOLU.MANUAL
ORG.CHEM W/TEXT+SOLU.MANUAL
15th Edition
ISBN: 9780393252125
Author: KARTY
Publisher: W.W.NORTON+CO.
Question
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Chapter 26, Problem 26.33P
Interpretation Introduction

(a)

Interpretation:

Monomer shown here can undergo free radical polymerization. For its polymerization: the mechanism for the first two propagation steps using benzoyl peroxide as the initiator are to be drawn. The condensed formula for the polymer showing the repeating unit is to be drawn, and a name for the polymer is to be provided.

Concept introduction:

The first step of free radical polymerization is initiation. Homolysis of benzoyl peroxide takes place in the first step. Benzoyl peroxide is used as a radical initiator. Homolysis of benzoyl peroxide is further promoted by the additional resonance stabilization in the resulting radical. After initiation, propagation occurs via radical addition. In first step propagation, the initial radical adds to the C=C bond of the monomer giving a new radical. The new radical reacts with the other molecule of monomer in the second propagation. From the growing polymer chain, one can identify the structural pattern that is repeated which is the condensed formula showing repeating unit. The name of the polymer is written by writing poly followed by the monomer’s name, and we can enclose the monomer’s name in parenthesis as it consists of two or more words.

Expert Solution
Check Mark

Answer to Problem 26.33P

The mechanism for the first two propagation steps using benzoyl peroxide as the initiator is shown below:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 26, Problem 26.33P , additional homework tip  1

The condensed formula for the polymer showing the repeating unit is shown below:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 26, Problem 26.33P , additional homework tip  2

A name for the polymer is: Poly(vinylidene chloride)

Explanation of Solution

The given monomer is

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 26, Problem 26.33P , additional homework tip  3

In the initiation step, homolysis of benzoyl peroxide takes place to form a radical initiater as follows:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 26, Problem 26.33P , additional homework tip  4

After initiation, propagation occurs via radical addition. In first step propagation, the initial radical adds to the C=C bond of the monomer giving a new radical. The new radical reacts with the other molecule of the monomer in the second propagation. The mechanism for the first two propagation steps is shown below:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 26, Problem 26.33P , additional homework tip  5

The condensed formula showing repeating unit is shown below:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 26, Problem 26.33P , additional homework tip  6

A name for the polymer is written by writing poly- followed by the monomer’s name, and we can enclose the monomer’s name in parenthesis as it consists of two or more words. Therefore, the name of the polymer is: Poly(vinylidene chloride).

Conclusion

The mechanism for the first two propagation steps for the given monomer is drawn on the basis of chain-growth polymerization. The condensed formula is drawn identifying the structural pattern that is repeated in the growing chain.

Interpretation Introduction

(b)

Interpretation:

Monomer shown here can undergo free radical polymerization. For its polymerization: the mechanism for the first two propagation steps using benzoyl peroxide as the initiator is to drawn. The condensed formula for the polymer showing the repeating unit is to be drawn, and a name for the polymer is to be provided.

Concept introduction:

The first step of free radical polymerization is initiation. Homolysis of benzoyl peroxide takes place in first step. Benzoyl peroxide is used as a radical initiator. Homolysis of benzoyl peroxide is further promoted by the additional resonance stabilization in the resulting radical. After initiation, propagation occurs via radical addition. In first step propagation, the initial radical adds to the C=C bond of the monomer giving a new radical. The new radical reacts with the other molecule of the monomer in the second propagation. From the growing polymer chain, one can identify the structural pattern that is repeated which is the condensed formula showing the repeating unit. The name of the polymer is written by writing poly followed by the monomer’s name, and we can enclose the monomer’s name in parenthesis as it consists of two or more words.

Expert Solution
Check Mark

Answer to Problem 26.33P

The mechanism for the first two propagation steps using benzoyl peroxide as the initiator is shown below:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 26, Problem 26.33P , additional homework tip  7

The condensed formula for the polymer showing the repeating unit is shown below:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 26, Problem 26.33P , additional homework tip  8

A name for the polymer is: Polyacrylamide.

Explanation of Solution

The given monomer is,

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 26, Problem 26.33P , additional homework tip  9

In the initiation step, homolysis of benzoyl peroxide takes place to form a radical initiator as follows:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 26, Problem 26.33P , additional homework tip  10

After initiation, propagation occurs via radical addition. In first step propagation, the initial radical adds to the C=C bond of the monomer giving a new radical. The new radical reacts with the other molecule of the monomer in the second propagation. The mechanism for the first two propagation steps is shown below:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 26, Problem 26.33P , additional homework tip  11

The condensed formula showing repeating unit is shown below:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 26, Problem 26.33P , additional homework tip  12

A name for the polymer is written by writing poly- followed by the monomer’s name, and we can enclose the monomer’s name in parenthesis as it consists of two or more words. Therefore, the name of the polymer is: Polyacrylamide.

Conclusion

The mechanism for the first two propagation steps for given monomer are drawn on the basis of chain-growth polymerization. The condensed formula is drawn identifying the structural pattern that is repeated in the growing chain.

Interpretation Introduction

(c)

Interpretation:

Monomer shown here can undergo free radical polymerization. For its polymerization: the mechanism for the first two propagation steps using benzoyl peroxide as the initiator is to drawn. The condensed formula for the polymer showing the repeating unit is to be drawn, and a name for the polymer is to be provided.

Concept introduction:

The first step of free radical polymerization is initiation. Homolysis of benzoyl peroxide takes place in first step. Benzoyl peroxide is used as a radical initiator. Homolysis of benzoyl peroxide is further promoted by the additional resonance stabilization in the resulting radical. After initiation, propagation occurs via radical addition. In first step propagation, the initial radical adds to the C=C bond of the monomer giving a new radical. The new radical reacts with the other molecule of the monomer in the second propagation. From the growing polymer chain, one can identify the structural pattern that is repeated which is the condensed formula showing the repeating unit. The name of the polymer is written by writing poly followed by the monomer’s name, and we can enclose the monomer’s name in parenthesis as it consists of two or more words.

Expert Solution
Check Mark

Answer to Problem 26.33P

The mechanism for the first two propagation steps, using benzoyl peroxide as the initiator is shown below:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 26, Problem 26.33P , additional homework tip  13

The condensed formula for the polymer showing the repeating unit is shown below:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 26, Problem 26.33P , additional homework tip  14

A name for the polymer is: Poly(methyl vinyl ether).

Explanation of Solution

The given monomer is

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 26, Problem 26.33P , additional homework tip  15

In the initiation step, the homolysis of benzoyl peroxide takes place to form radical initiator as follows:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 26, Problem 26.33P , additional homework tip  16

After initiation, propagation occurs via radical addition. In first step propagation, the initial radical adds to the C=C bond of the monomer giving a new radical. The new radical reacts with the other molecule of monomer in the second propagation. The mechanism for the first two propagation steps is shown below:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 26, Problem 26.33P , additional homework tip  17

The condensed formula showing repeating unit is shown below:

ORG.CHEM W/TEXT+SOLU.MANUAL, Chapter 26, Problem 26.33P , additional homework tip  18

A name for the polymer is written by writing poly- followed by the monomer’s name, and we can enclose the monomer’s name in parenthesis as it consists of two or more words. Therefore, the name of the polymer is: Poly(methyl vinyl ether).

Conclusion

The mechanism for the first two propagation steps for the given monomer is drawn on the basis of chain-growth polymerization. The condensed formula is drawn identifying the structural pattern that is repeated in the growing chain.

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Chapter 26 Solutions

ORG.CHEM W/TEXT+SOLU.MANUAL

Ch. 26 - Prob. 26.11PCh. 26 - Prob. 26.12PCh. 26 - Prob. 26.13PCh. 26 - Prob. 26.14PCh. 26 - Prob. 26.15PCh. 26 - Prob. 26.16PCh. 26 - Prob. 26.17PCh. 26 - Prob. 26.18PCh. 26 - Prob. 26.19PCh. 26 - Prob. 26.20PCh. 26 - Prob. 26.21PCh. 26 - Prob. 26.22PCh. 26 - Prob. 26.23PCh. 26 - Prob. 26.24PCh. 26 - Prob. 26.25PCh. 26 - Prob. 26.26PCh. 26 - Prob. 26.27PCh. 26 - Prob. 26.28PCh. 26 - Prob. 26.29PCh. 26 - Prob. 26.30PCh. 26 - Prob. 26.31PCh. 26 - Prob. 26.32PCh. 26 - Prob. 26.33PCh. 26 - Prob. 26.34PCh. 26 - Prob. 26.35PCh. 26 - Prob. 26.36PCh. 26 - Prob. 26.37PCh. 26 - Prob. 26.38PCh. 26 - Prob. 26.39PCh. 26 - Prob. 26.40PCh. 26 - Prob. 26.41PCh. 26 - Prob. 26.42PCh. 26 - Prob. 26.43PCh. 26 - Prob. 26.44PCh. 26 - Prob. 26.45PCh. 26 - Prob. 26.46PCh. 26 - Prob. 26.47PCh. 26 - Prob. 26.48PCh. 26 - Prob. 26.49PCh. 26 - Prob. 26.50PCh. 26 - Prob. 26.51PCh. 26 - Prob. 26.52PCh. 26 - Prob. 26.53PCh. 26 - Prob. 26.54PCh. 26 - Prob. 26.55PCh. 26 - Prob. 26.56PCh. 26 - Prob. 26.57PCh. 26 - Prob. 26.58PCh. 26 - Prob. 26.59PCh. 26 - Prob. 26.60PCh. 26 - Prob. 26.61PCh. 26 - Prob. 26.62PCh. 26 - Prob. 26.63PCh. 26 - Prob. 26.64PCh. 26 - Prob. 26.65PCh. 26 - Prob. 26.66PCh. 26 - Prob. 26.67PCh. 26 - Prob. 26.68PCh. 26 - Prob. 26.69PCh. 26 - Prob. 26.70PCh. 26 - Prob. 26.71PCh. 26 - Prob. 26.72PCh. 26 - Prob. 26.73PCh. 26 - Prob. 26.74PCh. 26 - Prob. 26.75PCh. 26 - Prob. 26.76PCh. 26 - Prob. 26.77PCh. 26 - Prob. 26.78PCh. 26 - Prob. 26.1YTCh. 26 - Prob. 26.2YTCh. 26 - Prob. 26.3YTCh. 26 - Prob. 26.4YTCh. 26 - Prob. 26.5YTCh. 26 - Prob. 26.6YTCh. 26 - Prob. 26.7YTCh. 26 - Prob. 26.8YTCh. 26 - Prob. 26.9YTCh. 26 - Prob. 26.10YTCh. 26 - Prob. 26.11YTCh. 26 - Prob. 26.12YTCh. 26 - Prob. 26.13YTCh. 26 - Prob. 26.14YTCh. 26 - Prob. 26.15YTCh. 26 - Prob. 26.16YTCh. 26 - Prob. 26.17YTCh. 26 - Prob. 26.18YTCh. 26 - Prob. 26.19YTCh. 26 - Prob. 26.20YTCh. 26 - Prob. 26.21YTCh. 26 - Prob. 26.22YTCh. 26 - Prob. 26.23YT
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