Organic Chemistry
Organic Chemistry
4th Edition
ISBN: 9780073402772
Author: Janice G. Smith
Publisher: MCG
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Chapter 22, Problem 22.41P

Give thestructure corresponding to each name.

a. propanoic anhydride g. 4- methylheptanenitrile

b. α -chlorobutyrl chloride h. vinyl acetate

c. cyclohexylpropanoate i. benzoic propanoic anhydride

d. cyclohexanecarboxamide j. 3- methylhexanoyl chloride

e. isopropyl formate k. octylbutanoate

f. N-cyclopentylpentanamide l. N, N-dibenzylformamide

Expert Solution
Check Mark
Interpretation Introduction

(a)

Interpretation: The structure corresponding to the given name is to be drawn.

Concept introduction: One should follow the given steps to draw the structure of a compound from its name. The first step is identification of parent name and functional group found at the end of the name. The second step is numbering of carbon skeleton in the direction, where functional group gets a lower number. The third step is addition of substituents at appropriate atoms.

Answer to Problem 22.41P

The structure corresponding to the given name is,

Organic Chemistry, Chapter 22, Problem 22.41P , additional homework tip  1

Explanation of Solution

The given name indicates that compound contains anhydride (name ends with -anhydride) as the functional group. This anhydride compound is derived from propionic acid.

Thus, the structure corresponding to the given name is,

Organic Chemistry, Chapter 22, Problem 22.41P , additional homework tip  2

Figure 1

Conclusion

The structure corresponding to the given name is drawn in Figure 1.

Expert Solution
Check Mark
Interpretation Introduction

(b)

Interpretation: The structure corresponding to the given name is to be drawn.

Concept introduction: One should follow the given steps to draw the structure of a compound from its name. The first step is identification of parent name and functional group found at the end of the name. The second step is numbering of carbon skeleton in the direction, where functional group gets a lower number. The third step is addition of substituents at appropriate atoms.

Answer to Problem 22.41P

The structure corresponding to the given name is,

Organic Chemistry, Chapter 22, Problem 22.41P , additional homework tip  3

Explanation of Solution

The given name indicates that compound contains acid chloride (name ends with -yl chloride) as the functional group, and butane as the longest carbon chain with one chloro substitution at α position of carbonyl group.

Thus, the structure corresponding to the given name is,

Organic Chemistry, Chapter 22, Problem 22.41P , additional homework tip  4

Figure 2

Conclusion

The structure corresponding to the given name is drawn in Figure 2.

Expert Solution
Check Mark
Interpretation Introduction

(c)

Interpretation: The structure corresponding to the given name is to be drawn.

Concept introduction: One should follow the given steps to draw the structure of a compound from its name. The first step is identification of parent name and functional group found at the end of the name. The second step is numbering of carbon skeleton in the direction, where functional group gets a lower number. The third step is addition of substituents at appropriate atoms.

Answer to Problem 22.41P

The structure corresponding to the given name is

Organic Chemistry, Chapter 22, Problem 22.41P , additional homework tip  5

Explanation of Solution

The given name indicates that compound contains ester (name ends with –ate) as the functional group, and propane as the longest carbon chain with one cyclohexyl substitution as OR.

Thus, the structure corresponding to the given name is,

Organic Chemistry, Chapter 22, Problem 22.41P , additional homework tip  6

Figure 3

Conclusion

The structure corresponding to the given name is drawn in Figure 3.

Expert Solution
Check Mark
Interpretation Introduction

(d)

Interpretation: The structure corresponding to the given name is to be drawn.

Concept introduction: One should follow the given steps to draw the structure of a compound from its name. The first step is identification of parent name and functional group found at the end of the name. The second step is numbering of carbon skeleton in the direction, where functional group gets a lower number. The third step is addition of substituents at appropriate atoms.

Answer to Problem 22.41P

The structure corresponding to the given name is,

Organic Chemistry, Chapter 22, Problem 22.41P , additional homework tip  7

Explanation of Solution

The given name indicates that compound contains amide (name ends with -amide) as the functional group. This amide group is derived from cyclohexylcarboxylic acid, and bonded to cyclohexane ring.

Thus, the structure corresponding to given name is,

Organic Chemistry, Chapter 22, Problem 22.41P , additional homework tip  8

Figure 4

Conclusion

The structure corresponding to the given name is drawn in Figure 4.

Expert Solution
Check Mark
Interpretation Introduction

(e)

Interpretation: The structure corresponding to the given name is to be drawn.

Concept introduction: One should follow the given steps to draw the structure of a compound from its name. The first step is identification of parent name and functional group found at the end of the name. The second step is numbering of carbon skeleton in the direction, where functional group gets a lower number. The third step is addition of substituents at appropriate atoms.

Answer to Problem 22.41P

The structure corresponding to the given name is

Organic Chemistry, Chapter 22, Problem 22.41P , additional homework tip  9

Explanation of Solution

The given name indicates that compound contains ester (name ends with -ate) as the functional group, and an formate group is bonded to a isopropylgroup (OR).

Thus, the structure corresponding to the given name is,

Organic Chemistry, Chapter 22, Problem 22.41P , additional homework tip  10

Figure 5

Conclusion

The structure corresponding to the given name is drawn in Figure 5.

Expert Solution
Check Mark
Interpretation Introduction

(f)

Interpretation: The structure corresponding to the given name is to be drawn.

Concept introduction: One should follow the given steps to draw the structure of a compound from its name. The first step is identification of parent name and functional group found at the end of the name. The second step is numbering of carbon skeleton in the direction, where functional group gets a lower number. The third step is addition of substituents at appropriate atoms.

Answer to Problem 22.41P

The structure corresponding to the given name is,

Organic Chemistry, Chapter 22, Problem 22.41P , additional homework tip  11

Explanation of Solution

The given name indicates that compound contains amide (name ends with -amide) as the functional group. This amide group is derived from pentanoic acid, and N is bonded to cyclopentane ring.

Thus, the structure corresponding to given name is,

Organic Chemistry, Chapter 22, Problem 22.41P , additional homework tip  12

Figure 6

Conclusion

The structure corresponding to the given name is drawn in Figure 6.

Expert Solution
Check Mark
Interpretation Introduction

(g)

Interpretation: The structure corresponding to the given name is to be drawn.

Concept introduction: One should follow the given steps to draw the structure of a compound from its name. The first step is identification of parent name and functional group found at the end of the name. The second step is numbering of carbon skeleton in the direction, where functional group gets a lower number. The third step is addition of substituents at appropriate atoms.

Answer to Problem 22.41P

The structure corresponding to the given name is,

Organic Chemistry, Chapter 22, Problem 22.41P , additional homework tip  13

Explanation of Solution

The given name indicates that compound contains cyano (name ends with -nitrile) as the functional group, and heptane as the longest carbon chain with one methyl substitution at C4 position.

Thus, the structure corresponding to given name is,

Organic Chemistry, Chapter 22, Problem 22.41P , additional homework tip  14

Figure 7

Conclusion

The structure corresponding to the given name is drawn in Figure 7.

Expert Solution
Check Mark
Interpretation Introduction

(h)

Interpretation: The structure corresponding to the given name is to be drawn.

Concept introduction: One should follow the given steps to draw the structure of a compound from its name. The first step is identification of parent name and functional group found at the end of the name. The second step is numbering of carbon skeleton in the direction, where functional group gets a lower number. The third step is addition of substituents at appropriate atoms.

Answer to Problem 22.41P

The structure corresponding to the given name is,

Organic Chemistry, Chapter 22, Problem 22.41P , additional homework tip  15

Explanation of Solution

The given name indicates that compound contains ester (name ends with -ate) as the functional group, and an acetate group is bonded to a vinyl group (OR).

Thus, the structure corresponding to the given name is,

Organic Chemistry, Chapter 22, Problem 22.41P , additional homework tip  16

Figure 8

Conclusion

The structure corresponding to the given name is drawn in Figure 8.

Expert Solution
Check Mark
Interpretation Introduction

(i)

Interpretation: The structure corresponding to the given name is to be drawn.

Concept introduction: One should follow the given steps to draw the structure of a compound from its name. The first step is identification of parent name and functional group found at the end of the name. The second step is numbering of carbon skeleton in the direction, where functional group gets a lower number. The third step is addition of substituents at appropriate atoms.

Answer to Problem 22.41P

The structure corresponding to the given name is,

Organic Chemistry, Chapter 22, Problem 22.41P , additional homework tip  17

Explanation of Solution

The given name indicates that compound contains anhydride (name ends with -anhydride) as the functional group. This anhydride compound is derived from benzoic acid and propanoic acid.

Thus, the structure corresponding to the given name is,

Organic Chemistry, Chapter 22, Problem 22.41P , additional homework tip  18

Figure 9

Conclusion

The structure corresponding to the given name is drawn in Figure 9.

Expert Solution
Check Mark
Interpretation Introduction

(j)

Interpretation: The structure corresponding to the given name is to be drawn.

Concept introduction: One should follow the given steps to draw the structure of a compound from its name. The first step is identification of parent name and functional group found at the end of the name. The second step is numbering of carbon skeleton in the direction, where functional group gets a lower number. The third step is addition of substituents at appropriate atoms.

Answer to Problem 22.41P

The structure corresponding to the given name is,

Organic Chemistry, Chapter 22, Problem 22.41P , additional homework tip  19

Explanation of Solution

The given name indicates that compound contains acid chloride (name ends with -yl chloride) as the functional group, and hexane as the longest carbon chain with one methyl substitution at C3 position.

Thus, the structure corresponding to the given name is,

Organic Chemistry, Chapter 22, Problem 22.41P , additional homework tip  20

Figure 10

Conclusion

The structure corresponding to the given name is drawn in Figure 10.

Expert Solution
Check Mark
Interpretation Introduction

(k)

Interpretation: The structure corresponding to the given name is to be drawn.

Concept introduction: One should follow the given steps to draw the structure of a compound from its name. The first step is identification of parent name and functional group found at the end of the name. The second step is numbering of carbon skeleton in the direction, where functional group gets a lower number. The third step is addition of substituents at appropriate atoms.

Answer to Problem 22.41P

The structure corresponding to the given name is,

Organic Chemistry, Chapter 22, Problem 22.41P , additional homework tip  21

Explanation of Solution

The given name indicates that compound contains ester (name ends with –ate) as the functional group, and butane as the longest carbon chain with one octyl substitution as OR.

Thus, the structure corresponding to the given name is,

Organic Chemistry, Chapter 22, Problem 22.41P , additional homework tip  22

Figure 11

Conclusion

The structure corresponding to the given name is drawn in Figure 11.

Expert Solution
Check Mark
Interpretation Introduction

(l)

Interpretation: The structure corresponding to the given name is to be drawn.

Concept introduction: One should follow the given steps to draw the structure of a compound from its name. The first step is identification of parent name and functional group found at the end of the name. The second step is numbering of carbon skeleton in the direction, where functional group gets a lower number. The third step is addition of substituents at appropriate atoms.

Answer to Problem 22.41P

The structure corresponding to the given name is,

Organic Chemistry, Chapter 22, Problem 22.41P , additional homework tip  23

Explanation of Solution

The given name indicates that compound contains amide (name ends with -amide) as the functional group. This amide group is derived from formic acid, and bonded to two benzyl groups.

Thus, the structure corresponding to the given name is,

Organic Chemistry, Chapter 22, Problem 22.41P , additional homework tip  24

Figure 12

Conclusion

The structure corresponding to the given name is drawn in Figure 12.

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Chapter 22 Solutions

Organic Chemistry

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