Organic Chemistry
Organic Chemistry
5th Edition
ISBN: 9780078021558
Author: Janice Gorzynski Smith Dr.
Publisher: McGraw-Hill Education
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Textbook Question
Chapter 10, Problem 10.38P

Give the IUPAC name for each compound.

a. Chapter 10, Problem 10.38P, Give the IUPAC name for each compound. a. c. e. b. d. f. , example  1 c. Chapter 10, Problem 10.38P, Give the IUPAC name for each compound. a. c. e. b. d. f. , example  2 e. Chapter 10, Problem 10.38P, Give the IUPAC name for each compound. a. c. e. b. d. f. , example  3

b. Chapter 10, Problem 10.38P, Give the IUPAC name for each compound. a. c. e. b. d. f. , example  4 d. Chapter 10, Problem 10.38P, Give the IUPAC name for each compound. a. c. e. b. d. f. , example  5f. Chapter 10, Problem 10.38P, Give the IUPAC name for each compound. a. c. e. b. d. f. , example  6

Expert Solution
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Interpretation Introduction

(a)

Interpretation: The IUPAC name for the given compound is to be stated.

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 IUPAC name from structural formula are

1. First identify the longest carbon chain.

2. The next step is to identify the groups attached to the longest chain.

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

4. Use prefix di, tri, tetra if same type of substituent is present.

5. Name the substituents in alphabetical order.

Answer to Problem 10.38P

The IUPAC name for the given compound is 6isopropyl3methylnon3ene.

Explanation of Solution

The given compound is,

Organic Chemistry, Chapter 10, Problem 10.38P , additional homework tip  1

Figure 1

The numbering of carbon atoms present in the longest carbon chain is shown below.

Organic Chemistry, Chapter 10, Problem 10.38P , additional homework tip  2

Figure 2

The longest carbon chain has nine carbon atoms. The root word used for nine carbon atoms is non and the suffix used for C=C linkage is –ene. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. One methyl substituents is attached to the third carbon atom and one isopropyl substituents is attached to the sixth carbon atom. The double bond is present between third and fourth carbon atom.Thus, the IUPAC name of the given structure is 6isopropyl3methylnon3ene.

Conclusion

The IUPAC name for the given compound is 6isopropyl3methylnon3ene.

Expert Solution
Check Mark
Interpretation Introduction

(b)

Interpretation: The IUPAC name for the given compound is to be stated.

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 IUPAC name from structural formula are

1. First identify the longest carbon chain.

2. The next step is to identify the groups attached to the longest chain.

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

4. Use prefix di, tri, tetra if same type of substituent is present.

5. Name the substituents in alphabetical order.

Answer to Problem 10.38P

The IUPAC name for the given compound is 2isopropyl4methylpent1ene.

Explanation of Solution

The given compound is,

Organic Chemistry, Chapter 10, Problem 10.38P , additional homework tip  3

Figure 3

The numbering of carbon atoms present in longest chain of the given compound is shown below.

Organic Chemistry, Chapter 10, Problem 10.38P , additional homework tip  4

Figure 4

The longest carbon-carbon chain has five carbon atoms. The root word used for five carbon atoms is pent and the suffix used for C=C linkage is –ene. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. One isopropyl substituent is attached to the second carbon atom and one methyl substituent is attached to the fourth carbon atom. The double bond is present between first and second carbon atom. Thus, the IUPAC name of the given structure is 2isopropyl4methylpent1ene.

Conclusion

The IUPAC name for the given compound is 2isopropyl4methylpent1ene.

Expert Solution
Check Mark
Interpretation Introduction

(c)

Interpretation: The IUPAC name for the given compound 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 IUPAC name from structural formula are

1. First identify the longest carbon chain.

2. The next step is to identify the groups attached to the longest chain.

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

4. Use prefix di, tri, tetra if same type of substituent is present.

5. Name the substituents in alphabetical order.

Answer to Problem 10.38P

The IUPAC name for the given compound is 5(secbutyl)1,3,3trimethylcyclohex1ene.

Explanation of Solution

The given compound is,

Organic Chemistry, Chapter 10, Problem 10.38P , additional homework tip  5

Figure 5

The numbering of carbon atoms present in longest carbon chain of the given compound is shown below.

Organic Chemistry, Chapter 10, Problem 10.38P , additional homework tip  6

Figure 6

The longest carbon chain has six carbon atoms. The root word used for six carbon atoms is hex and the suffix used for C=C linkage is –ene. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. One methyl substituents is attached to the first carbon atom and two methyl substituents are attached to the third carbon atom. One secondary butyl substituent is attached to the fifth carbon atom. The double bond is present between first and second carbon atom. Thus, the IUPAC name of the given structure is 5(secbutyl)1,3,3trimethylcyclohex1ene.

Conclusion

The IUPAC name for the given compound is 5(secbutyl)1,3,3trimethylcyclohex1ene.

Expert Solution
Check Mark
Interpretation Introduction

(d)

Interpretation: The IUPAC name for the given compound is to be stated.

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 IUPAC name from structural formula are

1. First identify the longest carbon chain.

2. The next step is to identify the groups attached to the longest chain.

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

4. Use prefix di, tri, tetra if same type of substituent is present.

5. Name the substituents in alphabetical order.

Answer to Problem 10.38P

The IUPAC name for the given compound is 4isopropylhept4ene3ol

Explanation of Solution

The given compound is,

Organic Chemistry, Chapter 10, Problem 10.38P , additional homework tip  7

Figure 7

The numbering of carbon atoms present in longest carbon chain of the given compound is shown below.

Organic Chemistry, Chapter 10, Problem 10.38P , additional homework tip  8

Figure 8

The longest carbon chain has seven carbon atoms. The root word used for seven carbon atoms is hept and the suffix used for C=C linkage is –ene. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. One isopropyl substituents is attached to the fourth carbon atom. The double bond is present between fourth and fifth carbon atom. Another functional group present in the given structure is alcohol (OH). The suffix used for alcohol is –ol. Thus, the IUPAC name of the given structure is 4isopropylhept4ene3ol.

Conclusion

The IUPAC name for the given compound is 4isopropylhept4ene3ol.

Expert Solution
Check Mark
Interpretation Introduction

(e)

Interpretation: The IUPAC name for the given compound 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 IUPAC name from structural formula are

1. First identify the longest carbon chain.

2. The next step is to identify the groups attached to the longest chain.

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

4. Use prefix di, tri, tetra if same type of substituent is present.

5. Name the substituents in alphabetical order.

Answer to Problem 10.38P

The IUPAC name for the given compound is 5(secbutyl)cyclohex-2-ene1ol.

Explanation of Solution

The given compound is,

Organic Chemistry, Chapter 10, Problem 10.38P , additional homework tip  9

Figure 9

The numbering of carbon atoms present in longest carbon chain of the given compound is shown below.

Organic Chemistry, Chapter 10, Problem 10.38P , additional homework tip  10

Figure 10

The longest carbon chain has six carbon atoms. The root word used for six carbon atoms is hex and the suffix used for C=C linkage is –ene. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. One secondary butyl substituent is attached to the fifth carbon atom. The double bond is present between first and second carbon atom. Another functional group present in the given structure is alcohol (OH). The suffix used for alcohol is –ol. Thus, the IUPAC name of the given structure is 5(secbutyl)cyclohex-2-ene1ol.

Conclusion

The IUPAC name of the given structure is 5(secbutyl)cyclohex-2-ene1ol.

Expert Solution
Check Mark
Interpretation Introduction

(f)

Interpretation: The IUPAC name for the given compound is to be stated.

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 IUPAC name from structural formula are

1. First identify the longest carbon chain.

2. The next step is to identify the groups attached to the longest chain.

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

4. Use prefix di, tri, tetra if same type of substituent is present.

5. Name the substituents in alphabetical order.

Answer to Problem 10.38P

The IUPAC name for the given compound is 5ethyl3,4dimethylnon2ene.

Explanation of Solution

The given compound is,

Organic Chemistry, Chapter 10, Problem 10.38P , additional homework tip  11

Figure 11

The numbering of carbon atoms present in longest carbon chain of the given compound is shown below.

Organic Chemistry, Chapter 10, Problem 10.38P , additional homework tip  12

Figure 12

The longest carbon chain has six carbon atoms. The root word used for six carbon atoms is hex and the suffix used for C=C linkage is –ene. The hydrocarbons that are attached to the longest chain are called substituents and they are written as prefix in alphabetical order. One methyl substituent is attached to the third and fourth carbon atom. One ethyl substituent is attached to the fifth carbon atom. The double bond is present between second and third carbon atom.. Thus, the IUPAC name of the given structure is 5ethyl3,4dimethylnon2ene.

Conclusion

The IUPAC name for the given compound is 5ethyl3,4dimethylnon2ene

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Chapter 10 Solutions

Organic Chemistry

Ch. 10 - Linolenic acidTable 10.2 and stearidonic acid are...Ch. 10 - Prob. 10.12PCh. 10 - Problem 10.13 What product is formed when each...Ch. 10 - Prob. 10.14PCh. 10 - Problem 10.15 Draw the products formed when each...Ch. 10 - Prob. 10.16PCh. 10 - Prob. 10.17PCh. 10 - Addition of HBr to which of the following alkenes...Ch. 10 - Problem 10.19 Draw the products, including...Ch. 10 - Prob. 10.20PCh. 10 - Problem 10.21 What two alkenes give rise to each...Ch. 10 - Prob. 10.22PCh. 10 - Problem 10.23 Draw the products of each reaction,...Ch. 10 - Problem 10.24 Draw all stereoisomers formed in...Ch. 10 - Prob. 10.25PCh. 10 - Problem 10.26 What alkylborane is formed from...Ch. 10 - Draw the products formed when each alkene is...Ch. 10 - What alkene can be used to prepare each alcohol as...Ch. 10 - Prob. 10.29PCh. 10 - Draw the products of each reaction using the two...Ch. 10 - Problem 10.31 Devise a synthesis of each compound...Ch. 10 - Give the IUPAC name for each compound. a.b.Ch. 10 - a Label the carbon-carbon double bond in A as E or...Ch. 10 - Prob. 10.34PCh. 10 - 10.35 Calculate the number of degrees of...Ch. 10 - Prob. 10.36PCh. 10 - Label the alkene in each drug as E or Z....Ch. 10 - Give the IUPAC name for each compound. a. c. e. b....Ch. 10 - Prob. 10.39PCh. 10 - 10.40 (a) Draw all possible stereoisomers of, and...Ch. 10 - Prob. 10.41PCh. 10 - 10.42 Now that you have learned how to name...Ch. 10 - Prob. 10.43PCh. 10 - Prob. 10.44PCh. 10 - Prob. 10.45PCh. 10 - Draw the products formed when (CH3)2C=CH2 is...Ch. 10 - What alkene can be used to prepare each alkyl...Ch. 10 - Prob. 10.48PCh. 10 - Draw the constitutional isomer formed in each...Ch. 10 - Prob. 10.50PCh. 10 - Draw all stereoisomers formed in each reaction. a....Ch. 10 - Draw the products of each reaction, including...Ch. 10 - Prob. 10.53PCh. 10 - Prob. 10.54PCh. 10 - Prob. 10.55PCh. 10 - 10.56 Draw a stepwise mechanism for the following...Ch. 10 - Prob. 10.57PCh. 10 - Draw a stepwise mechanism for the conversion of...Ch. 10 - Draw a stepwise mechanism that shows how all three...Ch. 10 - Less stable alkenes can be isomerized to more...Ch. 10 - Prob. 10.61PCh. 10 - Prob. 10.62PCh. 10 - Bromoetherification, the addition of the elements...Ch. 10 - Devise a synthesis of each product from the given...Ch. 10 - 10.65 Draw a synthesis of each compound from...Ch. 10 - 10.66 Explain why A is a stable compound but B is...Ch. 10 - Prob. 10.67PCh. 10 - Prob. 10.68PCh. 10 - 10.69 Lactones, cyclic esters such as compound A,...Ch. 10 - 10.70 Draw a stepwise mechanism for the following...Ch. 10 - 10.71 Like other electrophiles, carbocations add...Ch. 10 - 10.72 Draw a stepwise mechanism for the...
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