Draw the structure corresponding to each IUPAC name. a. 3 − ethyl − 2 − methylhexane b. sec − butylcyclopentane c. 4 − isopropyl − 2 , 4 , 5 − trimethylundecane d. cyclobutylcycloheptane e. 3 − ethyl − 1 , 1 − dimethylcyclohexane f. 4 − butyl − 1 , 1 − diethylcycloocatne g 6 − isopropyl − 2 , 3 − dimethylocatne h. 2 , 2 , 6 , 6 , 7 − pentamethylocatne i. c i s − 1 − ethyl − 3 − methylcyclopentane j. t r a n s − 1 − t e r t − butyl − 4 − ethylcycloheaxne

Question

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Answer 1

Textbook Question

Chapter 4, Problem 4.40P

Draw the structure corresponding to each IUPAC name.

a. 3 − ethyl − 2 − methylhexane

b. sec − butylcyclopentane

c. 4 − isopropyl − 2 , 4 , 5 − trimethylundecane

d. cyclobutylcycloheptane

e. 3 − ethyl − 1 , 1 − dimethylcyclohexane

f. 4 − butyl − 1 , 1 − diethylcycloocatne

g 6 − isopropyl − 2 , 3 − dimethylocatne

h. 2 , 2 , 6 , 6 , 7 − pentamethylocatne

i. c i s − 1 − ethyl − 3 − methylcyclopentane

j. t r a n s − 1 − t e r t − butyl − 4 − ethylcycloheaxne

Expert Solution

Interpretation Introduction

(a)

Interpretation: The structure corresponding to 3−ethyl−2−methylhexane is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

Answer to Problem 4.40P

The structure corresponding to 3−ethyl−2−methylhexane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 1

Explanation of Solution

The given IUPAC name is 3−ethyl−2−methylhexane.

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is 3−ethyl−2−methylhexane. The word root used in this is hex. It means structure contains six carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one isopropyl substituents is attached to the third carbon atom and one methyl substituent is attached to second carbon atom.

Thus, the correct structure of 3−ethyl−2−methylhexane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 2

Figure 1

Conclusion

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

Expert Solution

Interpretation Introduction

(b)

Interpretation: The structure corresponding to sec−butylcyclopentane is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

4. First identify the word root for the given compound.

5. The suffix used in the compound like –ene.

6. Identify the position, location, and number of the substituent bonded to the carbon chain.

Answer to Problem 4.40P

The structure corresponding to sec−butylcyclopentane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 3

Explanation of Solution

The given IUPAC name is sec−butylcyclopentane.

The given name is sec−butylcyclopentane. The word root used in this is pent. It means structure contains five carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one butyl substituents is attached to the second carbon atom of pentane. Thus, the correct structure of sec−butylcyclopentane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 4

Figure 2

Conclusion

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

Expert Solution

Interpretation Introduction

(c)

Interpretation: The structure corresponding to 4−isopropyl−2,4,5−trimethylheptane is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

Answer to Problem 4.40P

The structure corresponding to 4−isopropyl−2,4,5−trimethylheptane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 5

Explanation of Solution

The given IUPAC name is 4−isopropyl−2,4,5−trimethylheptane.

The given name is 4−isopropyl−2,4,5−trimethylheptane. The word root used in this is hept. It means structure contains seven carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one methyl substituents are attached to the second, fourth and fifth carbon atom and one isopropyl substituent is attached to fourth carbon atom.

Thus, the correct structure of 4−isopropyl−2,4,5−trimethylheptane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 6

Figure 3

Conclusion

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

Expert Solution

Interpretation Introduction

(d)

Interpretation: The structure corresponding to cyclobutylcycloheptane is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Answer to Problem 4.40P

The structure corresponding to cyclobutylcycloheptane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 7

Explanation of Solution

The given IUPAC name is cyclobutylcycloheptane. The given name is cyclobutylcycloheptane. The word root used in this is hept. It means structure contains seven carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one cyclobutyl substituents is attached to the carbon atom of cycloheptane.

Thus, the correct structure of cyclobutylcycloheptane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 8

Figure 4

Conclusion

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

Expert Solution

Interpretation Introduction

(e)

Interpretation: The structure corresponding to 3−ethyl−1,1−dimethylcyclohexane is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Answer to Problem 4.40P

The structure corresponding to 3−ethyl−1,1−dimethylcyclohexane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 9

Explanation of Solution

The given IUPAC name is 3−ethyl−1,1−dimethylcyclohexane. The given name is 3−ethyl−1,1−dimethylcyclohexane. The word root used in this is hex. It means structure contains six carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that two methyl substituents are attached to the first carbon atom and one ethyl substituent is attached to third carbon atom.

Thus, the correct structure of 3−ethyl−1,1−dimethylcyclohexane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 10

Figure 5

Conclusion

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

Expert Solution

Interpretation Introduction

(f)

Interpretation: The structure corresponding to 4−butyl−1,1−diethylcyclooctane is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Answer to Problem 4.40P

The structure corresponding to 4−butyl−1,1−diethylcyclooctane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 11

Explanation of Solution

The given IUPAC name is 4−butyl−1,1−diethylcyclooctane. The given name is 4−butyl−1,1−diethylcyclooctane. The word root used in this is oct. It means structure contains eight carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that two diethyl substituents are attached to the first carbon atom and one butyl substituent is attached to fourth carbon atom.

Thus, the correct structure of 4−butyl−1,1−diethylcyclooctane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 12

Figure 6

Conclusion

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

Expert Solution

Interpretation Introduction

(g)

Interpretation: The structure corresponding to 6−isopropyl−2,3−dimethylnonane is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Answer to Problem 4.40P

The structure corresponding to 6−isopropyl−2,3−dimethylnonane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 13

Explanation of Solution

The given IUPAC name is 6−isopropyl−2,3−dimethylnonane. The given name is 6−isopropyl−2,3−dimethylnonane. The word root used in this is non. It means that the structure contains nine carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one methyl substituents are attached to the second and third carbon atom and one isopropyl substituent is attached to the sixth carbon atom.

Thus, the correct structure of 6−isopropyl−2,3−dimethylnonane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 14

Figure 7

Conclusion

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

Expert Solution

Interpretation Introduction

(h)

Interpretation: The structure corresponding to 2,2,6,6,7−pentamethyloctane is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Answer to Problem 4.40P

The structure corresponding to 2,2,6,6,7−pentamethyloctane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 15

Explanation of Solution

The given IUPAC name is 2,2,6,6,7−pentamethyloctane. The given name is 2,2,6,6,7−pentamethyloctane. The word root used in this is oct. It means that the structure contains eight carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that two methyl substituents are attached to the second and sixth carbon atom and one methyl substituent is attached to the seventh carbon atom.

Thus, the correct structure of 2,2,6,6,7−pentamethyloctane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 16

Figure 8

Conclusion

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

Expert Solution

Interpretation Introduction

(i)

Interpretation: The structure corresponding to cis−1−ethyl−3−methylcyclopentane is to be stated.

Concept introduction: The systematic naming of organic compound is given by IUPAC. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

4. First identify the word root for the given compound.

5. The suffix used in the compound like –ene.

6. Identify the position, location, and number of the substituent bonded to the carbon chain.

Answer to Problem 4.40P

The structure corresponding to cis−1−ethyl−3−methylcyclopentane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 17

Explanation of Solution

The given IUPAC name is cis−1−ethyl−3−methylcyclopentane.

Rules for writing structural formula from IUPAC are

7. First identify the word root for the given compound.

8. The suffix used in the compound like –ene.

9. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is cis−1−ethyl−3−methylcyclopentane. The word root used in this is pent. It means that the structure contains five carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one ethyl substituents is attached to the first carbon atom and one methyl substituent is attached to the third carbon atom.

Thus, the correct structure of cis−1−ethyl−3−methylcyclopentane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 18

Figure 9

Conclusion

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

Expert Solution

Interpretation Introduction

(j)

Interpretation: The structure corresponding to trans−1−tert−butyl−4−ethylcyclohexane is to be stated.

Concept introduction: The systematic naming of organic compound is given by IUPAC. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

10. First identify the word root for the given compound.

11. The suffix used in the compound like –ene.

12. Identify the position, location, and number of the substituent bonded to the carbon chain.

Answer to Problem 4.40P

The structure corresponding to trans−1−tert−butyl−4−ethylcyclohexane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 19

Explanation of Solution

The given IUPAC name is trans−1−tert−butyl−4−ethylcyclohexane.

Rules for writing structural formula from IUPAC are

13. First identify the word root for the given compound.

14. The suffix used in the compound like –ene.

15. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is trans−1−tert−butyl−4−ethylcyclohexane. The word root used in this is hex. It means that the structure contains six carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one tertiary butyl substituents is attached to the first carbon atom and one ethyl substituent is attached to the fourth carbon atom of cyclohexane.

Thus, the correct structure of trans−1−tert−butyl−4−ethylcyclohexane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 20

Figure 10

Conclusion

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

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Students have asked these similar questions

Draw Cyclobutene

Determine which part/s of the following IUPAC name made them incorrect; locant, parent length, prefix, none 3 - methylbutane 5-ethyl-4-propyloctane 1-(1-methylpentyl)cyclopentane 4,4 - di(methylethyl)heptane 1,1-methylbicyclo(1.1.0)butane 3-propylspiro(2.2)pentane 4-ethyl-5-propyloctane

Explain why each name is incorrect and then write a correct name. (c) 2-Methylcyclohexene (d) 3,3-Dimethylpentene (f) 2-Isopropyl-2-butene

Answer 2

Textbook Question

Chapter 4, Problem 4.40P

Draw the structure corresponding to each IUPAC name.

a. 3 − ethyl − 2 − methylhexane

b. sec − butylcyclopentane

c. 4 − isopropyl − 2 , 4 , 5 − trimethylundecane

d. cyclobutylcycloheptane

e. 3 − ethyl − 1 , 1 − dimethylcyclohexane

f. 4 − butyl − 1 , 1 − diethylcycloocatne

g 6 − isopropyl − 2 , 3 − dimethylocatne

h. 2 , 2 , 6 , 6 , 7 − pentamethylocatne

i. c i s − 1 − ethyl − 3 − methylcyclopentane

j. t r a n s − 1 − t e r t − butyl − 4 − ethylcycloheaxne

Expert Solution

Interpretation Introduction

(a)

Interpretation: The structure corresponding to 3−ethyl−2−methylhexane is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

Answer to Problem 4.40P

The structure corresponding to 3−ethyl−2−methylhexane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 1

Explanation of Solution

The given IUPAC name is 3−ethyl−2−methylhexane.

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is 3−ethyl−2−methylhexane. The word root used in this is hex. It means structure contains six carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one isopropyl substituents is attached to the third carbon atom and one methyl substituent is attached to second carbon atom.

Thus, the correct structure of 3−ethyl−2−methylhexane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 2

Figure 1

Conclusion

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

Expert Solution

Interpretation Introduction

(b)

Interpretation: The structure corresponding to sec−butylcyclopentane is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

4. First identify the word root for the given compound.

5. The suffix used in the compound like –ene.

6. Identify the position, location, and number of the substituent bonded to the carbon chain.

Answer to Problem 4.40P

The structure corresponding to sec−butylcyclopentane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 3

Explanation of Solution

The given IUPAC name is sec−butylcyclopentane.

The given name is sec−butylcyclopentane. The word root used in this is pent. It means structure contains five carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one butyl substituents is attached to the second carbon atom of pentane. Thus, the correct structure of sec−butylcyclopentane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 4

Figure 2

Conclusion

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

Expert Solution

Interpretation Introduction

(c)

Interpretation: The structure corresponding to 4−isopropyl−2,4,5−trimethylheptane is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

Answer to Problem 4.40P

The structure corresponding to 4−isopropyl−2,4,5−trimethylheptane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 5

Explanation of Solution

The given IUPAC name is 4−isopropyl−2,4,5−trimethylheptane.

The given name is 4−isopropyl−2,4,5−trimethylheptane. The word root used in this is hept. It means structure contains seven carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one methyl substituents are attached to the second, fourth and fifth carbon atom and one isopropyl substituent is attached to fourth carbon atom.

Thus, the correct structure of 4−isopropyl−2,4,5−trimethylheptane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 6

Figure 3

Conclusion

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

Expert Solution

Interpretation Introduction

(d)

Interpretation: The structure corresponding to cyclobutylcycloheptane is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Answer to Problem 4.40P

The structure corresponding to cyclobutylcycloheptane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 7

Explanation of Solution

The given IUPAC name is cyclobutylcycloheptane. The given name is cyclobutylcycloheptane. The word root used in this is hept. It means structure contains seven carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one cyclobutyl substituents is attached to the carbon atom of cycloheptane.

Thus, the correct structure of cyclobutylcycloheptane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 8

Figure 4

Conclusion

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

Expert Solution

Interpretation Introduction

(e)

Interpretation: The structure corresponding to 3−ethyl−1,1−dimethylcyclohexane is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Answer to Problem 4.40P

The structure corresponding to 3−ethyl−1,1−dimethylcyclohexane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 9

Explanation of Solution

The given IUPAC name is 3−ethyl−1,1−dimethylcyclohexane. The given name is 3−ethyl−1,1−dimethylcyclohexane. The word root used in this is hex. It means structure contains six carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that two methyl substituents are attached to the first carbon atom and one ethyl substituent is attached to third carbon atom.

Thus, the correct structure of 3−ethyl−1,1−dimethylcyclohexane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 10

Figure 5

Conclusion

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

Expert Solution

Interpretation Introduction

(f)

Interpretation: The structure corresponding to 4−butyl−1,1−diethylcyclooctane is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Answer to Problem 4.40P

The structure corresponding to 4−butyl−1,1−diethylcyclooctane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 11

Explanation of Solution

The given IUPAC name is 4−butyl−1,1−diethylcyclooctane. The given name is 4−butyl−1,1−diethylcyclooctane. The word root used in this is oct. It means structure contains eight carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that two diethyl substituents are attached to the first carbon atom and one butyl substituent is attached to fourth carbon atom.

Thus, the correct structure of 4−butyl−1,1−diethylcyclooctane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 12

Figure 6

Conclusion

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

Expert Solution

Interpretation Introduction

(g)

Interpretation: The structure corresponding to 6−isopropyl−2,3−dimethylnonane is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Answer to Problem 4.40P

The structure corresponding to 6−isopropyl−2,3−dimethylnonane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 13

Explanation of Solution

The given IUPAC name is 6−isopropyl−2,3−dimethylnonane. The given name is 6−isopropyl−2,3−dimethylnonane. The word root used in this is non. It means that the structure contains nine carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one methyl substituents are attached to the second and third carbon atom and one isopropyl substituent is attached to the sixth carbon atom.

Thus, the correct structure of 6−isopropyl−2,3−dimethylnonane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 14

Figure 7

Conclusion

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

Expert Solution

Interpretation Introduction

(h)

Interpretation: The structure corresponding to 2,2,6,6,7−pentamethyloctane is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Answer to Problem 4.40P

The structure corresponding to 2,2,6,6,7−pentamethyloctane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 15

Explanation of Solution

The given IUPAC name is 2,2,6,6,7−pentamethyloctane. The given name is 2,2,6,6,7−pentamethyloctane. The word root used in this is oct. It means that the structure contains eight carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that two methyl substituents are attached to the second and sixth carbon atom and one methyl substituent is attached to the seventh carbon atom.

Thus, the correct structure of 2,2,6,6,7−pentamethyloctane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 16

Figure 8

Conclusion

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

Expert Solution

Interpretation Introduction

(i)

Interpretation: The structure corresponding to cis−1−ethyl−3−methylcyclopentane is to be stated.

Concept introduction: The systematic naming of organic compound is given by IUPAC. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

4. First identify the word root for the given compound.

5. The suffix used in the compound like –ene.

6. Identify the position, location, and number of the substituent bonded to the carbon chain.

Answer to Problem 4.40P

The structure corresponding to cis−1−ethyl−3−methylcyclopentane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 17

Explanation of Solution

The given IUPAC name is cis−1−ethyl−3−methylcyclopentane.

Rules for writing structural formula from IUPAC are

7. First identify the word root for the given compound.

8. The suffix used in the compound like –ene.

9. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is cis−1−ethyl−3−methylcyclopentane. The word root used in this is pent. It means that the structure contains five carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one ethyl substituents is attached to the first carbon atom and one methyl substituent is attached to the third carbon atom.

Thus, the correct structure of cis−1−ethyl−3−methylcyclopentane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 18

Figure 9

Conclusion

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

Expert Solution

Interpretation Introduction

(j)

Interpretation: The structure corresponding to trans−1−tert−butyl−4−ethylcyclohexane is to be stated.

Concept introduction: The systematic naming of organic compound is given by IUPAC. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

10. First identify the word root for the given compound.

11. The suffix used in the compound like –ene.

12. Identify the position, location, and number of the substituent bonded to the carbon chain.

Answer to Problem 4.40P

The structure corresponding to trans−1−tert−butyl−4−ethylcyclohexane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 19

Explanation of Solution

The given IUPAC name is trans−1−tert−butyl−4−ethylcyclohexane.

Rules for writing structural formula from IUPAC are

13. First identify the word root for the given compound.

14. The suffix used in the compound like –ene.

15. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is trans−1−tert−butyl−4−ethylcyclohexane. The word root used in this is hex. It means that the structure contains six carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one tertiary butyl substituents is attached to the first carbon atom and one ethyl substituent is attached to the fourth carbon atom of cyclohexane.

Thus, the correct structure of trans−1−tert−butyl−4−ethylcyclohexane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 20

Figure 10

Conclusion

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

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Answer 3

Textbook Question

Chapter 4, Problem 4.40P

Draw the structure corresponding to each IUPAC name.

a. 3 − ethyl − 2 − methylhexane

b. sec − butylcyclopentane

c. 4 − isopropyl − 2 , 4 , 5 − trimethylundecane

d. cyclobutylcycloheptane

e. 3 − ethyl − 1 , 1 − dimethylcyclohexane

f. 4 − butyl − 1 , 1 − diethylcycloocatne

g 6 − isopropyl − 2 , 3 − dimethylocatne

h. 2 , 2 , 6 , 6 , 7 − pentamethylocatne

i. c i s − 1 − ethyl − 3 − methylcyclopentane

j. t r a n s − 1 − t e r t − butyl − 4 − ethylcycloheaxne

Expert Solution

Interpretation Introduction

(a)

Interpretation: The structure corresponding to 3−ethyl−2−methylhexane is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

Answer to Problem 4.40P

The structure corresponding to 3−ethyl−2−methylhexane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 1

Explanation of Solution

The given IUPAC name is 3−ethyl−2−methylhexane.

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is 3−ethyl−2−methylhexane. The word root used in this is hex. It means structure contains six carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one isopropyl substituents is attached to the third carbon atom and one methyl substituent is attached to second carbon atom.

Thus, the correct structure of 3−ethyl−2−methylhexane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 2

Figure 1

Conclusion

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

Expert Solution

Interpretation Introduction

(b)

Interpretation: The structure corresponding to sec−butylcyclopentane is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

4. First identify the word root for the given compound.

5. The suffix used in the compound like –ene.

6. Identify the position, location, and number of the substituent bonded to the carbon chain.

Answer to Problem 4.40P

The structure corresponding to sec−butylcyclopentane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 3

Explanation of Solution

The given IUPAC name is sec−butylcyclopentane.

The given name is sec−butylcyclopentane. The word root used in this is pent. It means structure contains five carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one butyl substituents is attached to the second carbon atom of pentane. Thus, the correct structure of sec−butylcyclopentane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 4

Figure 2

Conclusion

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

Expert Solution

Interpretation Introduction

(c)

Interpretation: The structure corresponding to 4−isopropyl−2,4,5−trimethylheptane is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

Answer to Problem 4.40P

The structure corresponding to 4−isopropyl−2,4,5−trimethylheptane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 5

Explanation of Solution

The given IUPAC name is 4−isopropyl−2,4,5−trimethylheptane.

The given name is 4−isopropyl−2,4,5−trimethylheptane. The word root used in this is hept. It means structure contains seven carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one methyl substituents are attached to the second, fourth and fifth carbon atom and one isopropyl substituent is attached to fourth carbon atom.

Thus, the correct structure of 4−isopropyl−2,4,5−trimethylheptane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 6

Figure 3

Conclusion

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

Expert Solution

Interpretation Introduction

(d)

Interpretation: The structure corresponding to cyclobutylcycloheptane is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Answer to Problem 4.40P

The structure corresponding to cyclobutylcycloheptane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 7

Explanation of Solution

The given IUPAC name is cyclobutylcycloheptane. The given name is cyclobutylcycloheptane. The word root used in this is hept. It means structure contains seven carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one cyclobutyl substituents is attached to the carbon atom of cycloheptane.

Thus, the correct structure of cyclobutylcycloheptane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 8

Figure 4

Conclusion

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

Expert Solution

Interpretation Introduction

(e)

Interpretation: The structure corresponding to 3−ethyl−1,1−dimethylcyclohexane is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Answer to Problem 4.40P

The structure corresponding to 3−ethyl−1,1−dimethylcyclohexane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 9

Explanation of Solution

The given IUPAC name is 3−ethyl−1,1−dimethylcyclohexane. The given name is 3−ethyl−1,1−dimethylcyclohexane. The word root used in this is hex. It means structure contains six carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that two methyl substituents are attached to the first carbon atom and one ethyl substituent is attached to third carbon atom.

Thus, the correct structure of 3−ethyl−1,1−dimethylcyclohexane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 10

Figure 5

Conclusion

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

Expert Solution

Interpretation Introduction

(f)

Interpretation: The structure corresponding to 4−butyl−1,1−diethylcyclooctane is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Answer to Problem 4.40P

The structure corresponding to 4−butyl−1,1−diethylcyclooctane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 11

Explanation of Solution

The given IUPAC name is 4−butyl−1,1−diethylcyclooctane. The given name is 4−butyl−1,1−diethylcyclooctane. The word root used in this is oct. It means structure contains eight carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that two diethyl substituents are attached to the first carbon atom and one butyl substituent is attached to fourth carbon atom.

Thus, the correct structure of 4−butyl−1,1−diethylcyclooctane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 12

Figure 6

Conclusion

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

Expert Solution

Interpretation Introduction

(g)

Interpretation: The structure corresponding to 6−isopropyl−2,3−dimethylnonane is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Answer to Problem 4.40P

The structure corresponding to 6−isopropyl−2,3−dimethylnonane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 13

Explanation of Solution

The given IUPAC name is 6−isopropyl−2,3−dimethylnonane. The given name is 6−isopropyl−2,3−dimethylnonane. The word root used in this is non. It means that the structure contains nine carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one methyl substituents are attached to the second and third carbon atom and one isopropyl substituent is attached to the sixth carbon atom.

Thus, the correct structure of 6−isopropyl−2,3−dimethylnonane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 14

Figure 7

Conclusion

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

Expert Solution

Interpretation Introduction

(h)

Interpretation: The structure corresponding to 2,2,6,6,7−pentamethyloctane is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Answer to Problem 4.40P

The structure corresponding to 2,2,6,6,7−pentamethyloctane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 15

Explanation of Solution

The given IUPAC name is 2,2,6,6,7−pentamethyloctane. The given name is 2,2,6,6,7−pentamethyloctane. The word root used in this is oct. It means that the structure contains eight carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that two methyl substituents are attached to the second and sixth carbon atom and one methyl substituent is attached to the seventh carbon atom.

Thus, the correct structure of 2,2,6,6,7−pentamethyloctane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 16

Figure 8

Conclusion

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

Expert Solution

Interpretation Introduction

(i)

Interpretation: The structure corresponding to cis−1−ethyl−3−methylcyclopentane is to be stated.

Concept introduction: The systematic naming of organic compound is given by IUPAC. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

4. First identify the word root for the given compound.

5. The suffix used in the compound like –ene.

6. Identify the position, location, and number of the substituent bonded to the carbon chain.

Answer to Problem 4.40P

The structure corresponding to cis−1−ethyl−3−methylcyclopentane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 17

Explanation of Solution

The given IUPAC name is cis−1−ethyl−3−methylcyclopentane.

Rules for writing structural formula from IUPAC are

7. First identify the word root for the given compound.

8. The suffix used in the compound like –ene.

9. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is cis−1−ethyl−3−methylcyclopentane. The word root used in this is pent. It means that the structure contains five carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one ethyl substituents is attached to the first carbon atom and one methyl substituent is attached to the third carbon atom.

Thus, the correct structure of cis−1−ethyl−3−methylcyclopentane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 18

Figure 9

Conclusion

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

Expert Solution

Interpretation Introduction

(j)

Interpretation: The structure corresponding to trans−1−tert−butyl−4−ethylcyclohexane is to be stated.

Concept introduction: The systematic naming of organic compound is given by IUPAC. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

10. First identify the word root for the given compound.

11. The suffix used in the compound like –ene.

12. Identify the position, location, and number of the substituent bonded to the carbon chain.

Answer to Problem 4.40P

The structure corresponding to trans−1−tert−butyl−4−ethylcyclohexane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 19

Explanation of Solution

The given IUPAC name is trans−1−tert−butyl−4−ethylcyclohexane.

Rules for writing structural formula from IUPAC are

13. First identify the word root for the given compound.

14. The suffix used in the compound like –ene.

15. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is trans−1−tert−butyl−4−ethylcyclohexane. The word root used in this is hex. It means that the structure contains six carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one tertiary butyl substituents is attached to the first carbon atom and one ethyl substituent is attached to the fourth carbon atom of cyclohexane.

Thus, the correct structure of trans−1−tert−butyl−4−ethylcyclohexane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 20

Figure 10

Conclusion

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

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Answer 4

Textbook Question

Chapter 4, Problem 4.40P

Draw the structure corresponding to each IUPAC name.

a. 3 − ethyl − 2 − methylhexane

b. sec − butylcyclopentane

c. 4 − isopropyl − 2 , 4 , 5 − trimethylundecane

d. cyclobutylcycloheptane

e. 3 − ethyl − 1 , 1 − dimethylcyclohexane

f. 4 − butyl − 1 , 1 − diethylcycloocatne

g 6 − isopropyl − 2 , 3 − dimethylocatne

h. 2 , 2 , 6 , 6 , 7 − pentamethylocatne

i. c i s − 1 − ethyl − 3 − methylcyclopentane

j. t r a n s − 1 − t e r t − butyl − 4 − ethylcycloheaxne

Expert Solution

Interpretation Introduction

(a)

Interpretation: The structure corresponding to 3−ethyl−2−methylhexane is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

Answer to Problem 4.40P

The structure corresponding to 3−ethyl−2−methylhexane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 1

Explanation of Solution

The given IUPAC name is 3−ethyl−2−methylhexane.

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is 3−ethyl−2−methylhexane. The word root used in this is hex. It means structure contains six carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one isopropyl substituents is attached to the third carbon atom and one methyl substituent is attached to second carbon atom.

Thus, the correct structure of 3−ethyl−2−methylhexane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 2

Figure 1

Conclusion

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

Expert Solution

Interpretation Introduction

(b)

Interpretation: The structure corresponding to sec−butylcyclopentane is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

4. First identify the word root for the given compound.

5. The suffix used in the compound like –ene.

6. Identify the position, location, and number of the substituent bonded to the carbon chain.

Answer to Problem 4.40P

The structure corresponding to sec−butylcyclopentane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 3

Explanation of Solution

The given IUPAC name is sec−butylcyclopentane.

The given name is sec−butylcyclopentane. The word root used in this is pent. It means structure contains five carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one butyl substituents is attached to the second carbon atom of pentane. Thus, the correct structure of sec−butylcyclopentane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 4

Figure 2

Conclusion

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

Expert Solution

Interpretation Introduction

(c)

Interpretation: The structure corresponding to 4−isopropyl−2,4,5−trimethylheptane is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

Answer to Problem 4.40P

The structure corresponding to 4−isopropyl−2,4,5−trimethylheptane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 5

Explanation of Solution

The given IUPAC name is 4−isopropyl−2,4,5−trimethylheptane.

The given name is 4−isopropyl−2,4,5−trimethylheptane. The word root used in this is hept. It means structure contains seven carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one methyl substituents are attached to the second, fourth and fifth carbon atom and one isopropyl substituent is attached to fourth carbon atom.

Thus, the correct structure of 4−isopropyl−2,4,5−trimethylheptane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 6

Figure 3

Conclusion

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

Expert Solution

Interpretation Introduction

(d)

Interpretation: The structure corresponding to cyclobutylcycloheptane is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Answer to Problem 4.40P

The structure corresponding to cyclobutylcycloheptane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 7

Explanation of Solution

The given IUPAC name is cyclobutylcycloheptane. The given name is cyclobutylcycloheptane. The word root used in this is hept. It means structure contains seven carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one cyclobutyl substituents is attached to the carbon atom of cycloheptane.

Thus, the correct structure of cyclobutylcycloheptane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 8

Figure 4

Conclusion

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

Expert Solution

Interpretation Introduction

(e)

Interpretation: The structure corresponding to 3−ethyl−1,1−dimethylcyclohexane is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Answer to Problem 4.40P

The structure corresponding to 3−ethyl−1,1−dimethylcyclohexane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 9

Explanation of Solution

The given IUPAC name is 3−ethyl−1,1−dimethylcyclohexane. The given name is 3−ethyl−1,1−dimethylcyclohexane. The word root used in this is hex. It means structure contains six carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that two methyl substituents are attached to the first carbon atom and one ethyl substituent is attached to third carbon atom.

Thus, the correct structure of 3−ethyl−1,1−dimethylcyclohexane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 10

Figure 5

Conclusion

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

Expert Solution

Interpretation Introduction

(f)

Interpretation: The structure corresponding to 4−butyl−1,1−diethylcyclooctane is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Answer to Problem 4.40P

The structure corresponding to 4−butyl−1,1−diethylcyclooctane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 11

Explanation of Solution

The given IUPAC name is 4−butyl−1,1−diethylcyclooctane. The given name is 4−butyl−1,1−diethylcyclooctane. The word root used in this is oct. It means structure contains eight carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that two diethyl substituents are attached to the first carbon atom and one butyl substituent is attached to fourth carbon atom.

Thus, the correct structure of 4−butyl−1,1−diethylcyclooctane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 12

Figure 6

Conclusion

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

Expert Solution

Interpretation Introduction

(g)

Interpretation: The structure corresponding to 6−isopropyl−2,3−dimethylnonane is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Answer to Problem 4.40P

The structure corresponding to 6−isopropyl−2,3−dimethylnonane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 13

Explanation of Solution

The given IUPAC name is 6−isopropyl−2,3−dimethylnonane. The given name is 6−isopropyl−2,3−dimethylnonane. The word root used in this is non. It means that the structure contains nine carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one methyl substituents are attached to the second and third carbon atom and one isopropyl substituent is attached to the sixth carbon atom.

Thus, the correct structure of 6−isopropyl−2,3−dimethylnonane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 14

Figure 7

Conclusion

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

Expert Solution

Interpretation Introduction

(h)

Interpretation: The structure corresponding to 2,2,6,6,7−pentamethyloctane is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Answer to Problem 4.40P

The structure corresponding to 2,2,6,6,7−pentamethyloctane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 15

Explanation of Solution

The given IUPAC name is 2,2,6,6,7−pentamethyloctane. The given name is 2,2,6,6,7−pentamethyloctane. The word root used in this is oct. It means that the structure contains eight carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that two methyl substituents are attached to the second and sixth carbon atom and one methyl substituent is attached to the seventh carbon atom.

Thus, the correct structure of 2,2,6,6,7−pentamethyloctane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 16

Figure 8

Conclusion

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

Expert Solution

Interpretation Introduction

(i)

Interpretation: The structure corresponding to cis−1−ethyl−3−methylcyclopentane is to be stated.

Concept introduction: The systematic naming of organic compound is given by IUPAC. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

4. First identify the word root for the given compound.

5. The suffix used in the compound like –ene.

6. Identify the position, location, and number of the substituent bonded to the carbon chain.

Answer to Problem 4.40P

The structure corresponding to cis−1−ethyl−3−methylcyclopentane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 17

Explanation of Solution

The given IUPAC name is cis−1−ethyl−3−methylcyclopentane.

Rules for writing structural formula from IUPAC are

7. First identify the word root for the given compound.

8. The suffix used in the compound like –ene.

9. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is cis−1−ethyl−3−methylcyclopentane. The word root used in this is pent. It means that the structure contains five carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one ethyl substituents is attached to the first carbon atom and one methyl substituent is attached to the third carbon atom.

Thus, the correct structure of cis−1−ethyl−3−methylcyclopentane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 18

Figure 9

Conclusion

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

Expert Solution

Interpretation Introduction

(j)

Interpretation: The structure corresponding to trans−1−tert−butyl−4−ethylcyclohexane is to be stated.

Concept introduction: The systematic naming of organic compound is given by IUPAC. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

10. First identify the word root for the given compound.

11. The suffix used in the compound like –ene.

12. Identify the position, location, and number of the substituent bonded to the carbon chain.

Answer to Problem 4.40P

The structure corresponding to trans−1−tert−butyl−4−ethylcyclohexane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 19

Explanation of Solution

The given IUPAC name is trans−1−tert−butyl−4−ethylcyclohexane.

Rules for writing structural formula from IUPAC are

13. First identify the word root for the given compound.

14. The suffix used in the compound like –ene.

15. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is trans−1−tert−butyl−4−ethylcyclohexane. The word root used in this is hex. It means that the structure contains six carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one tertiary butyl substituents is attached to the first carbon atom and one ethyl substituent is attached to the fourth carbon atom of cyclohexane.

Thus, the correct structure of trans−1−tert−butyl−4−ethylcyclohexane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 20

Figure 10

Conclusion

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

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Subscribe now to access step-by-step solutions to millions of textbook problems written by subject matter experts!

Answer 5

Textbook Question

Answer 6

Textbook Question

Answer 7

Expert Solution

Interpretation Introduction

(a)

Interpretation: The structure corresponding to 3−ethyl−2−methylhexane is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

Answer to Problem 4.40P

The structure corresponding to 3−ethyl−2−methylhexane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 1

Explanation of Solution

The given IUPAC name is 3−ethyl−2−methylhexane.

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is 3−ethyl−2−methylhexane. The word root used in this is hex. It means structure contains six carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one isopropyl substituents is attached to the third carbon atom and one methyl substituent is attached to second carbon atom.

Thus, the correct structure of 3−ethyl−2−methylhexane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 2

Figure 1

Conclusion

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

Expert Solution

Interpretation Introduction

(b)

Interpretation: The structure corresponding to sec−butylcyclopentane is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

4. First identify the word root for the given compound.

5. The suffix used in the compound like –ene.

6. Identify the position, location, and number of the substituent bonded to the carbon chain.

Answer to Problem 4.40P

The structure corresponding to sec−butylcyclopentane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 3

Explanation of Solution

The given IUPAC name is sec−butylcyclopentane.

The given name is sec−butylcyclopentane. The word root used in this is pent. It means structure contains five carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one butyl substituents is attached to the second carbon atom of pentane. Thus, the correct structure of sec−butylcyclopentane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 4

Figure 2

Conclusion

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

Expert Solution

Interpretation Introduction

(c)

Interpretation: The structure corresponding to 4−isopropyl−2,4,5−trimethylheptane is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

Answer to Problem 4.40P

The structure corresponding to 4−isopropyl−2,4,5−trimethylheptane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 5

Explanation of Solution

The given IUPAC name is 4−isopropyl−2,4,5−trimethylheptane.

The given name is 4−isopropyl−2,4,5−trimethylheptane. The word root used in this is hept. It means structure contains seven carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one methyl substituents are attached to the second, fourth and fifth carbon atom and one isopropyl substituent is attached to fourth carbon atom.

Thus, the correct structure of 4−isopropyl−2,4,5−trimethylheptane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 6

Figure 3

Conclusion

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

Expert Solution

Interpretation Introduction

(d)

Interpretation: The structure corresponding to cyclobutylcycloheptane is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Answer to Problem 4.40P

The structure corresponding to cyclobutylcycloheptane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 7

Explanation of Solution

The given IUPAC name is cyclobutylcycloheptane. The given name is cyclobutylcycloheptane. The word root used in this is hept. It means structure contains seven carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one cyclobutyl substituents is attached to the carbon atom of cycloheptane.

Thus, the correct structure of cyclobutylcycloheptane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 8

Figure 4

Conclusion

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

Expert Solution

Interpretation Introduction

(e)

Interpretation: The structure corresponding to 3−ethyl−1,1−dimethylcyclohexane is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Answer to Problem 4.40P

The structure corresponding to 3−ethyl−1,1−dimethylcyclohexane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 9

Explanation of Solution

The given IUPAC name is 3−ethyl−1,1−dimethylcyclohexane. The given name is 3−ethyl−1,1−dimethylcyclohexane. The word root used in this is hex. It means structure contains six carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that two methyl substituents are attached to the first carbon atom and one ethyl substituent is attached to third carbon atom.

Thus, the correct structure of 3−ethyl−1,1−dimethylcyclohexane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 10

Figure 5

Conclusion

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

Expert Solution

Interpretation Introduction

(f)

Interpretation: The structure corresponding to 4−butyl−1,1−diethylcyclooctane is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Answer to Problem 4.40P

The structure corresponding to 4−butyl−1,1−diethylcyclooctane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 11

Explanation of Solution

The given IUPAC name is 4−butyl−1,1−diethylcyclooctane. The given name is 4−butyl−1,1−diethylcyclooctane. The word root used in this is oct. It means structure contains eight carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that two diethyl substituents are attached to the first carbon atom and one butyl substituent is attached to fourth carbon atom.

Thus, the correct structure of 4−butyl−1,1−diethylcyclooctane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 12

Figure 6

Conclusion

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

Expert Solution

Interpretation Introduction

(g)

Interpretation: The structure corresponding to 6−isopropyl−2,3−dimethylnonane is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Answer to Problem 4.40P

The structure corresponding to 6−isopropyl−2,3−dimethylnonane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 13

Explanation of Solution

The given IUPAC name is 6−isopropyl−2,3−dimethylnonane. The given name is 6−isopropyl−2,3−dimethylnonane. The word root used in this is non. It means that the structure contains nine carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one methyl substituents are attached to the second and third carbon atom and one isopropyl substituent is attached to the sixth carbon atom.

Thus, the correct structure of 6−isopropyl−2,3−dimethylnonane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 14

Figure 7

Conclusion

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

Expert Solution

Interpretation Introduction

(h)

Interpretation: The structure corresponding to 2,2,6,6,7−pentamethyloctane is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Answer to Problem 4.40P

The structure corresponding to 2,2,6,6,7−pentamethyloctane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 15

Explanation of Solution

The given IUPAC name is 2,2,6,6,7−pentamethyloctane. The given name is 2,2,6,6,7−pentamethyloctane. The word root used in this is oct. It means that the structure contains eight carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that two methyl substituents are attached to the second and sixth carbon atom and one methyl substituent is attached to the seventh carbon atom.

Thus, the correct structure of 2,2,6,6,7−pentamethyloctane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 16

Figure 8

Conclusion

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

Expert Solution

Interpretation Introduction

(i)

Interpretation: The structure corresponding to cis−1−ethyl−3−methylcyclopentane is to be stated.

Concept introduction: The systematic naming of organic compound is given by IUPAC. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

4. First identify the word root for the given compound.

5. The suffix used in the compound like –ene.

6. Identify the position, location, and number of the substituent bonded to the carbon chain.

Answer to Problem 4.40P

The structure corresponding to cis−1−ethyl−3−methylcyclopentane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 17

Explanation of Solution

The given IUPAC name is cis−1−ethyl−3−methylcyclopentane.

Rules for writing structural formula from IUPAC are

7. First identify the word root for the given compound.

8. The suffix used in the compound like –ene.

9. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is cis−1−ethyl−3−methylcyclopentane. The word root used in this is pent. It means that the structure contains five carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one ethyl substituents is attached to the first carbon atom and one methyl substituent is attached to the third carbon atom.

Thus, the correct structure of cis−1−ethyl−3−methylcyclopentane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 18

Figure 9

Conclusion

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

Expert Solution

Interpretation Introduction

(j)

Interpretation: The structure corresponding to trans−1−tert−butyl−4−ethylcyclohexane is to be stated.

Concept introduction: The systematic naming of organic compound is given by IUPAC. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

10. First identify the word root for the given compound.

11. The suffix used in the compound like –ene.

12. Identify the position, location, and number of the substituent bonded to the carbon chain.

Answer to Problem 4.40P

The structure corresponding to trans−1−tert−butyl−4−ethylcyclohexane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 19

Explanation of Solution

The given IUPAC name is trans−1−tert−butyl−4−ethylcyclohexane.

Rules for writing structural formula from IUPAC are

13. First identify the word root for the given compound.

14. The suffix used in the compound like –ene.

15. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is trans−1−tert−butyl−4−ethylcyclohexane. The word root used in this is hex. It means that the structure contains six carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one tertiary butyl substituents is attached to the first carbon atom and one ethyl substituent is attached to the fourth carbon atom of cyclohexane.

Thus, the correct structure of trans−1−tert−butyl−4−ethylcyclohexane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 20

Figure 10

Conclusion

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

Answer 8

Expert Solution

Interpretation Introduction

(a)

Interpretation: The structure corresponding to 3−ethyl−2−methylhexane is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

Answer to Problem 4.40P

The structure corresponding to 3−ethyl−2−methylhexane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 1

Explanation of Solution

The given IUPAC name is 3−ethyl−2−methylhexane.

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is 3−ethyl−2−methylhexane. The word root used in this is hex. It means structure contains six carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one isopropyl substituents is attached to the third carbon atom and one methyl substituent is attached to second carbon atom.

Thus, the correct structure of 3−ethyl−2−methylhexane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 2

Figure 1

Conclusion

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

Answer 9

Expert Solution

Answer 10

Expert Solution

Answer 11

Expert Solution

Answer 12

Interpretation Introduction

(a)

Interpretation: The structure corresponding to 3−ethyl−2−methylhexane is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

Answer 13

Answer to Problem 4.40P

The structure corresponding to 3−ethyl−2−methylhexane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 1

Answer 14

Explanation of Solution

The given IUPAC name is 3−ethyl−2−methylhexane.

Rules for writing structural formula from IUPAC are

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is 3−ethyl−2−methylhexane. The word root used in this is hex. It means structure contains six carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one isopropyl substituents is attached to the third carbon atom and one methyl substituent is attached to second carbon atom.

Thus, the correct structure of 3−ethyl−2−methylhexane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 2

Figure 1

Answer 15

Conclusion

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

Answer 16

Expert Solution

Interpretation Introduction

(b)

Interpretation: The structure corresponding to sec−butylcyclopentane is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

4. First identify the word root for the given compound.

5. The suffix used in the compound like –ene.

6. Identify the position, location, and number of the substituent bonded to the carbon chain.

Answer to Problem 4.40P

The structure corresponding to sec−butylcyclopentane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 3

Explanation of Solution

The given IUPAC name is sec−butylcyclopentane.

The given name is sec−butylcyclopentane. The word root used in this is pent. It means structure contains five carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one butyl substituents is attached to the second carbon atom of pentane. Thus, the correct structure of sec−butylcyclopentane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 4

Figure 2

Conclusion

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

Answer 17

Expert Solution

Answer 18

Expert Solution

Answer 19

Expert Solution

Answer 20

Interpretation Introduction

(b)

Interpretation: The structure corresponding to sec−butylcyclopentane is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

4. First identify the word root for the given compound.

5. The suffix used in the compound like –ene.

6. Identify the position, location, and number of the substituent bonded to the carbon chain.

Answer 21

Answer to Problem 4.40P

The structure corresponding to sec−butylcyclopentane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 3

Answer 22

Explanation of Solution

The given IUPAC name is sec−butylcyclopentane.

The given name is sec−butylcyclopentane. The word root used in this is pent. It means structure contains five carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one butyl substituents is attached to the second carbon atom of pentane. Thus, the correct structure of sec−butylcyclopentane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 4

Figure 2

Answer 23

Conclusion

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

Answer 24

Expert Solution

Interpretation Introduction

(c)

Interpretation: The structure corresponding to 4−isopropyl−2,4,5−trimethylheptane is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

Answer to Problem 4.40P

The structure corresponding to 4−isopropyl−2,4,5−trimethylheptane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 5

Explanation of Solution

The given IUPAC name is 4−isopropyl−2,4,5−trimethylheptane.

The given name is 4−isopropyl−2,4,5−trimethylheptane. The word root used in this is hept. It means structure contains seven carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one methyl substituents are attached to the second, fourth and fifth carbon atom and one isopropyl substituent is attached to fourth carbon atom.

Thus, the correct structure of 4−isopropyl−2,4,5−trimethylheptane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 6

Figure 3

Conclusion

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

Answer 25

Expert Solution

Answer 26

Expert Solution

Answer 27

Expert Solution

Answer 28

Interpretation Introduction

(c)

Interpretation: The structure corresponding to 4−isopropyl−2,4,5−trimethylheptane is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

1. First identify the word root for the given compound.

2. The suffix used in the compound like –ene.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

Answer 29

Answer to Problem 4.40P

The structure corresponding to 4−isopropyl−2,4,5−trimethylheptane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 5

Answer 30

Explanation of Solution

The given IUPAC name is 4−isopropyl−2,4,5−trimethylheptane.

The given name is 4−isopropyl−2,4,5−trimethylheptane. The word root used in this is hept. It means structure contains seven carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one methyl substituents are attached to the second, fourth and fifth carbon atom and one isopropyl substituent is attached to fourth carbon atom.

Thus, the correct structure of 4−isopropyl−2,4,5−trimethylheptane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 6

Figure 3

Answer 31

Conclusion

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

Answer 32

Expert Solution

Interpretation Introduction

(d)

Interpretation: The structure corresponding to cyclobutylcycloheptane is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Answer to Problem 4.40P

The structure corresponding to cyclobutylcycloheptane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 7

Explanation of Solution

The given IUPAC name is cyclobutylcycloheptane. The given name is cyclobutylcycloheptane. The word root used in this is hept. It means structure contains seven carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one cyclobutyl substituents is attached to the carbon atom of cycloheptane.

Thus, the correct structure of cyclobutylcycloheptane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 8

Figure 4

Conclusion

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

Answer 33

Expert Solution

Answer 34

Expert Solution

Answer 35

Expert Solution

Answer 36

Interpretation Introduction

(d)

Interpretation: The structure corresponding to cyclobutylcycloheptane is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Answer 37

Answer to Problem 4.40P

The structure corresponding to cyclobutylcycloheptane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 7

Answer 38

Explanation of Solution

The given IUPAC name is cyclobutylcycloheptane. The given name is cyclobutylcycloheptane. The word root used in this is hept. It means structure contains seven carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one cyclobutyl substituents is attached to the carbon atom of cycloheptane.

Thus, the correct structure of cyclobutylcycloheptane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 8

Figure 4

Answer 39

Conclusion

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

Answer 40

Expert Solution

Interpretation Introduction

(e)

Interpretation: The structure corresponding to 3−ethyl−1,1−dimethylcyclohexane is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Answer to Problem 4.40P

The structure corresponding to 3−ethyl−1,1−dimethylcyclohexane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 9

Explanation of Solution

The given IUPAC name is 3−ethyl−1,1−dimethylcyclohexane. The given name is 3−ethyl−1,1−dimethylcyclohexane. The word root used in this is hex. It means structure contains six carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that two methyl substituents are attached to the first carbon atom and one ethyl substituent is attached to third carbon atom.

Thus, the correct structure of 3−ethyl−1,1−dimethylcyclohexane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 10

Figure 5

Conclusion

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

Answer 41

Expert Solution

Answer 42

Expert Solution

Answer 43

Expert Solution

Answer 44

Interpretation Introduction

(e)

Interpretation: The structure corresponding to 3−ethyl−1,1−dimethylcyclohexane is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Answer 45

Answer to Problem 4.40P

The structure corresponding to 3−ethyl−1,1−dimethylcyclohexane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 9

Answer 46

Explanation of Solution

The given IUPAC name is 3−ethyl−1,1−dimethylcyclohexane. The given name is 3−ethyl−1,1−dimethylcyclohexane. The word root used in this is hex. It means structure contains six carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that two methyl substituents are attached to the first carbon atom and one ethyl substituent is attached to third carbon atom.

Thus, the correct structure of 3−ethyl−1,1−dimethylcyclohexane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 10

Figure 5

Answer 47

Conclusion

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

Answer 48

Expert Solution

Interpretation Introduction

(f)

Interpretation: The structure corresponding to 4−butyl−1,1−diethylcyclooctane is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Answer to Problem 4.40P

The structure corresponding to 4−butyl−1,1−diethylcyclooctane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 11

Explanation of Solution

The given IUPAC name is 4−butyl−1,1−diethylcyclooctane. The given name is 4−butyl−1,1−diethylcyclooctane. The word root used in this is oct. It means structure contains eight carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that two diethyl substituents are attached to the first carbon atom and one butyl substituent is attached to fourth carbon atom.

Thus, the correct structure of 4−butyl−1,1−diethylcyclooctane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 12

Figure 6

Conclusion

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

Answer 49

Expert Solution

Answer 50

Expert Solution

Answer 51

Expert Solution

Answer 52

Interpretation Introduction

(f)

Interpretation: The structure corresponding to 4−butyl−1,1−diethylcyclooctane is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Answer 53

Answer to Problem 4.40P

The structure corresponding to 4−butyl−1,1−diethylcyclooctane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 11

Answer 54

Explanation of Solution

The given IUPAC name is 4−butyl−1,1−diethylcyclooctane. The given name is 4−butyl−1,1−diethylcyclooctane. The word root used in this is oct. It means structure contains eight carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that two diethyl substituents are attached to the first carbon atom and one butyl substituent is attached to fourth carbon atom.

Thus, the correct structure of 4−butyl−1,1−diethylcyclooctane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 12

Figure 6

Answer 55

Conclusion

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

Answer 56

Expert Solution

Interpretation Introduction

(g)

Interpretation: The structure corresponding to 6−isopropyl−2,3−dimethylnonane is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Answer to Problem 4.40P

The structure corresponding to 6−isopropyl−2,3−dimethylnonane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 13

Explanation of Solution

The given IUPAC name is 6−isopropyl−2,3−dimethylnonane. The given name is 6−isopropyl−2,3−dimethylnonane. The word root used in this is non. It means that the structure contains nine carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one methyl substituents are attached to the second and third carbon atom and one isopropyl substituent is attached to the sixth carbon atom.

Thus, the correct structure of 6−isopropyl−2,3−dimethylnonane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 14

Figure 7

Conclusion

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

Answer 57

Expert Solution

Answer 58

Expert Solution

Answer 59

Expert Solution

Answer 60

Interpretation Introduction

(g)

Interpretation: The structure corresponding to 6−isopropyl−2,3−dimethylnonane is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Answer 61

Answer to Problem 4.40P

The structure corresponding to 6−isopropyl−2,3−dimethylnonane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 13

Answer 62

Explanation of Solution

The given IUPAC name is 6−isopropyl−2,3−dimethylnonane. The given name is 6−isopropyl−2,3−dimethylnonane. The word root used in this is non. It means that the structure contains nine carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one methyl substituents are attached to the second and third carbon atom and one isopropyl substituent is attached to the sixth carbon atom.

Thus, the correct structure of 6−isopropyl−2,3−dimethylnonane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 14

Figure 7

Answer 63

Conclusion

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

Answer 64

Expert Solution

Interpretation Introduction

(h)

Interpretation: The structure corresponding to 2,2,6,6,7−pentamethyloctane is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Answer to Problem 4.40P

The structure corresponding to 2,2,6,6,7−pentamethyloctane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 15

Explanation of Solution

The given IUPAC name is 2,2,6,6,7−pentamethyloctane. The given name is 2,2,6,6,7−pentamethyloctane. The word root used in this is oct. It means that the structure contains eight carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that two methyl substituents are attached to the second and sixth carbon atom and one methyl substituent is attached to the seventh carbon atom.

Thus, the correct structure of 2,2,6,6,7−pentamethyloctane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 16

Figure 8

Conclusion

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

Answer 65

Expert Solution

Answer 66

Expert Solution

Answer 67

Expert Solution

Answer 68

Interpretation Introduction

(h)

Interpretation: The structure corresponding to 2,2,6,6,7−pentamethyloctane is to be drawn.

Concept introduction: The systematic naming of organic compound is given by IUPAC. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Answer 69

Answer to Problem 4.40P

The structure corresponding to 2,2,6,6,7−pentamethyloctane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 15

Answer 70

Explanation of Solution

The given IUPAC name is 2,2,6,6,7−pentamethyloctane. The given name is 2,2,6,6,7−pentamethyloctane. The word root used in this is oct. It means that the structure contains eight carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that two methyl substituents are attached to the second and sixth carbon atom and one methyl substituent is attached to the seventh carbon atom.

Thus, the correct structure of 2,2,6,6,7−pentamethyloctane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 16

Figure 8

Answer 71

Conclusion

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

Answer 72

Expert Solution

Interpretation Introduction

(i)

Interpretation: The structure corresponding to cis−1−ethyl−3−methylcyclopentane is to be stated.

Concept introduction: The systematic naming of organic compound is given by IUPAC. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

4. First identify the word root for the given compound.

5. The suffix used in the compound like –ene.

6. Identify the position, location, and number of the substituent bonded to the carbon chain.

Answer to Problem 4.40P

The structure corresponding to cis−1−ethyl−3−methylcyclopentane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 17

Explanation of Solution

The given IUPAC name is cis−1−ethyl−3−methylcyclopentane.

Rules for writing structural formula from IUPAC are

7. First identify the word root for the given compound.

8. The suffix used in the compound like –ene.

9. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is cis−1−ethyl−3−methylcyclopentane. The word root used in this is pent. It means that the structure contains five carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one ethyl substituents is attached to the first carbon atom and one methyl substituent is attached to the third carbon atom.

Thus, the correct structure of cis−1−ethyl−3−methylcyclopentane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 18

Figure 9

Conclusion

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

Answer 73

Expert Solution

Answer 74

Expert Solution

Answer 75

Expert Solution

Answer 76

Interpretation Introduction

(i)

Interpretation: The structure corresponding to cis−1−ethyl−3−methylcyclopentane is to be stated.

Concept introduction: The systematic naming of organic compound is given by IUPAC. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

4. First identify the word root for the given compound.

5. The suffix used in the compound like –ene.

6. Identify the position, location, and number of the substituent bonded to the carbon chain.

Answer 77

Answer to Problem 4.40P

The structure corresponding to cis−1−ethyl−3−methylcyclopentane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 17

Answer 78

Explanation of Solution

The given IUPAC name is cis−1−ethyl−3−methylcyclopentane.

Rules for writing structural formula from IUPAC are

7. First identify the word root for the given compound.

8. The suffix used in the compound like –ene.

9. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is cis−1−ethyl−3−methylcyclopentane. The word root used in this is pent. It means that the structure contains five carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one ethyl substituents is attached to the first carbon atom and one methyl substituent is attached to the third carbon atom.

Thus, the correct structure of cis−1−ethyl−3−methylcyclopentane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 18

Figure 9

Answer 79

Conclusion

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

Answer 80

Expert Solution

Interpretation Introduction

(j)

Interpretation: The structure corresponding to trans−1−tert−butyl−4−ethylcyclohexane is to be stated.

Concept introduction: The systematic naming of organic compound is given by IUPAC. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

10. First identify the word root for the given compound.

11. The suffix used in the compound like –ene.

12. Identify the position, location, and number of the substituent bonded to the carbon chain.

Answer to Problem 4.40P

The structure corresponding to trans−1−tert−butyl−4−ethylcyclohexane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 19

Explanation of Solution

The given IUPAC name is trans−1−tert−butyl−4−ethylcyclohexane.

Rules for writing structural formula from IUPAC are

13. First identify the word root for the given compound.

14. The suffix used in the compound like –ene.

15. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is trans−1−tert−butyl−4−ethylcyclohexane. The word root used in this is hex. It means that the structure contains six carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one tertiary butyl substituents is attached to the first carbon atom and one ethyl substituent is attached to the fourth carbon atom of cyclohexane.

Thus, the correct structure of trans−1−tert−butyl−4−ethylcyclohexane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 20

Figure 10

Conclusion

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

Answer 81

Expert Solution

Answer 82

Expert Solution

Answer 83

Expert Solution

Answer 84

Interpretation Introduction

(j)

Interpretation: The structure corresponding to trans−1−tert−butyl−4−ethylcyclohexane is to be stated.

Concept introduction: The systematic naming of organic compound is given by IUPAC. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Rules for writing structural formula from IUPAC are:

10. First identify the word root for the given compound.

11. The suffix used in the compound like –ene.

12. Identify the position, location, and number of the substituent bonded to the carbon chain.

Answer 85

Answer to Problem 4.40P

The structure corresponding to trans−1−tert−butyl−4−ethylcyclohexane is shown as,

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 19

Answer 86

Explanation of Solution

The given IUPAC name is trans−1−tert−butyl−4−ethylcyclohexane.

Rules for writing structural formula from IUPAC are

13. First identify the word root for the given compound.

14. The suffix used in the compound like –ene.

15. Identify the position, location, and number of the substituent bonded to the carbon chain.

The given name is trans−1−tert−butyl−4−ethylcyclohexane. The word root used in this is hex. It means that the structure contains six carbon atoms. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. Therefore, the name suggests that one tertiary butyl substituents is attached to the first carbon atom and one ethyl substituent is attached to the fourth carbon atom of cyclohexane.

Thus, the correct structure of trans−1−tert−butyl−4−ethylcyclohexane is shown below.

Organic Chemistry, Chapter 4, Problem 4.40P , additional homework tip 20

Figure 10

Answer 87

Conclusion

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

Answer 88

Ch. 4 - Prob. 4.1P Ch. 4 - Problem 4.2 Which of the following is not another...Ch. 4 - Problem 4.3 Draw the five constitutional isomers...Ch. 4 - Prob. 4.4P Ch. 4 - Prob. 4.5P Ch. 4 - Draw the five constitutional isomers that have...Ch. 4 - Problem 4.7 Give the IUPAC name for each...Ch. 4 - Give the IUPAC name for each compound. a....Ch. 4 - Problem 4.9 Give the structure corresponding to...Ch. 4 - Prob. 4.10P

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