Give the IUPAC name for each cycloalkane.

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Answer 1

Textbook Question

Chapter 12, Problem 12.51P

Give the IUPAC name for each cycloalkane.

Chapter 12, Problem 12.51P, Give the IUPAC name for each cycloalkane. , example 1

Chapter 12, Problem 12.51P, Give the IUPAC name for each cycloalkane. , example 2

Expert Solution

Interpretation Introduction

(a)

Interpretation:

The IUPAC nomenclature of Cycloalkanes without any branch needs to be determined.

Concept Introduction:

Every organic compound has its own unique name which is followed by the IUPAC (International Union of Pure and Applied Chemistry). For Cycloalkane also, there is a particular rule for IUPAC nomenclature. Some rules are same as for alkanes followed by some new rules. The rules are −

For all the Cycloalkens, the name will always end with the suffix "−ane.
Look for the cyclic ring/rings present.
If more than one ring is there, try to find out the parent cyclic ring. If more than 1 rings are there, then the ring having maximum no. of Carbon will be considered as the parent chain.
Number the carbons in the parent cyclic ring. Depends on the no. of carbon in the cyclic ring, "Pent (for 5)", "Hept (for 6)" this word will be added before "ane" in the nomenclature. The word 'cyclo' will add before it.
If any alkyl straight chain is present there and having a greater number of carbons than the cycloalkane, this alkyl chain becomes the primary parent chain. Cycloalkane act as a substituent having an ending "-yl" at the end.
Branched groups present in the main cyclic ring will be named by counting the number of carbon atoms in the groups. These groups have end in "-yl" (e.g.- propyl, pentyl)
The position of the group/brunch needs to be noted main cyclic ring. If there is more than one of the same type of branched group then both numbers must be listed (e.g.,5,4 -).
Numbering of the cyclic ring should start form the Carbon having most priority brunch/group.
The branched groups need to be listed before the main carbon chain alphabetically (ignoring di/tri).
Combine the elements of the name into a single word in the following order:

Branched groups in alphabetical order (ignoring prefixes).
Add cyclo
Prefix of main chain
End with "-ane" suffix.

Answer to Problem 12.51P

Cyclooctane

Explanation of Solution

The parent carbon ring has 8 carbons and no substituents.

EBK GENERAL, ORGANIC, & BIOLOGICAL CHEM, Chapter 12, Problem 12.51P , additional homework tip 1

So, following by the above mention rule, the name of the alkane is cyclo + oct (8 carbon in parent ring)+ "-ane"= Cyclooctane

Expert Solution

Interpretation Introduction

(b)

Interpretation:

The IUPAC nomenclature of Cycloalkanes having one branch needs to be determined.

Concept Introduction:

Every organic compound has its own unique name which is followed by the IUPAC (International Union of Pure and Applied Chemistry). For Cycloalkane also, there is a particular rule for IUPAC nomenclature. Some rules are same as for alkanes followed by some new rules. The rules are −

For all the Cycloalkens, the name will always end with the suffix "−ane.
Look for the cyclic ring/rings present.
If more than one ring is there, try to find out the parent cyclic ring. If more than 1 rings are there, then the ring having maximum no. of Carbon will be considered as the parent chain.
Number the carbons in the parent cyclic ring. Depends on the no. of carbon in the cyclic ring, "Pent (for 5)", "Hept (for 6)" this word will be added before "ane" in the nomenclature. The word 'cyclo' will add before it.
If any alkyl straight chain is present there and having a greater number of carbons than the cycloalkane, this alkyl chain becomes the primary parent chain. Cycloalkane act as a substituent having an ending "-yl" at the end.
Branched groups present in the main cyclic ring will be named by counting the number of carbon atoms in the groups. These groups have end in "-yl" (e.g.- propyl, pentyl)
The position of the group/brunch needs to be noted main cyclic ring. If there is more than one of the same types of branched group then both numbers must be listed (e.g.,5,4 -).
Numbering of the cyclic ring should start form the Carbon having most priority brunch/group.
The branched groups need to be listed before the main carbon chain alphabetically (ignoring di/tri).
Combine the elements of the name into a single word in the following order:

Branched groups in alphabetical order (ignoring prefixes).
Add cyclo
Prefix of main chain
End with "-ane" suffix.

Answer to Problem 12.51P

Methylcyclopropane

Explanation of Solution

The parent carbon ring has 3 carbons.

EBK GENERAL, ORGANIC, & BIOLOGICAL CHEM, Chapter 12, Problem 12.51P , additional homework tip 2

And there is only one methyl group in the cyclic ring.

So, following by the above mention rule, the name of the alkane is methyl (the name of the branch, no numbering as only one substituent is there) + prop ( 3carbon in main chain)+ "-ane"= Methylcyclopropane.

Expert Solution

Interpretation Introduction

(c)

Interpretation:

The IUPAC nomenclature of Cycloalkanes having more than one branch needs to be determined.

Concept Introduction:

Every organic compound has its own unique name which is followed by the IUPAC (International Union of Pure and Applied Chemistry). For Cycloalkane also, there is a particular rule for IUPAC nomenclature. Some rules are same as for alkanes followed by some new rules. The rules are −

For all the Cycloalkens, the name will always end with the suffix "−ane.
Look for the cyclic ring/rings present.
If more than one ring is there, try to find out the parent cyclic ring. If more than 1 rings are there, then the ring having maximum no. of Carbon will be considered as the parent chain.
Number the carbons in the parent cyclic ring. Depends on the no. of carbon in the cyclic ring, "Pent (for 5)", "Hept (for 6)" this word will be added before "ane" in the nomenclature. The word 'cyclo' will add before it.
If any alkyl straight chain is present there and having a greater number of carbons than the cycloalkane, this alkyl chain becomes the primary parent chain. Cycloalkane act as a substituent having an ending "-yl" at the end.
Branched groups present in the main cyclic ring will be named by counting the number of carbon atoms in the groups. These groups have end in "-yl" (e.g.- propyl, pentyl)
The position of the group/brunch needs to be noted main cyclic ring. If there is more than one of the same type of branched group then both numbers must be listed (e.g.,5,4 -).
Numbering of the cyclic ring should start form the Carbon having most priority brunch/group.
The branched groups need to be listed before the main carbon chain alphabetically (ignoring di/tri).
Combine the elements of the name into a single word in the following order:

Branched groups in alphabetical order (ignoring prefixes).
Add cyclo
Prefix of main chain
End with "-ane" suffix.

Answer to Problem 12.51P

1,1,2,2-tetramethylcyclobutane

Explanation of Solution

The parent carbon ring has 4 carbons.

EBK GENERAL, ORGANIC, & BIOLOGICAL CHEM, Chapter 12, Problem 12.51P , additional homework tip 3

And there are four methyl groups in the no. 1 and no. 2carbon. As the branch groups have CH₃, it is called 'methyl'. As both the groups are the same, any of the carbon having methyl substituents can be numbered as 1.

So, following by the above mention rule, the name of the alkane is 1,1,2,2 (the position of the branch) + tetramethyl (the name of the branch, tetra for having four methyl groups) + cyclo + but (4 carbon in main chain)+ "-ane"= 1,1,2,2-tetramethylcyclobutane.

Expert Solution

Interpretation Introduction

(d)

Interpretation:

The IUPAC nomenclature of Cycloalkanes having more than one same branch needs to be determined.

Concept Introduction:

Every organic compound have their own unique name which is followed by the IUPAC (International Union of Pure and Applied Chemistry). For Cycloalkane also, there is a particular rule for IUPAC nomenclature. Some rules are the same as for alkanes followed by some new rules. The rules are −

For all the Cycloalkens, the name will always end with the suffix "−ane.
Look for the cyclic ring/rings present.
If more than one ring is there, try to find out the parent cyclic ring. If more than 1 rings are there, then the ring having maximum no. of Carbon will be considered as the parent chain.
Number the carbons in the parent cyclic ring. Depends on the no. of carbon in the cyclic ring, "Pent (for 5)", "Hept (for 6)" this word will be added before "ane" in the nomenclature. The word 'cyclo' will add before it.
If any alkyl straight chain is present there and having a greater number of carbons than the cycloalkane, this alkyl chain becomes the primary parent chain. Cycloalkane act as a substituent having an ending "-yl" at the end.
Branched groups present in the main cyclic ring will be named by counting the number of carbon atoms in the groups. These groups have end in "-yl" (e.g.- propyl, pentyl)
The position of the group/brunch needs to be noted main cyclic ring. If there is more than one of the same type of branched group then both numbers must be listed (e.g.,5,4 -).
Numbering of the cyclic ring should start form the Carbon having most priority brunch/group.
The branched groups need to be listed before the main carbon chain alphabetically (ignoring di/tri).
Combine the elements of the name into a single word in the following order:

Branched groups in alphabetical order (ignoring prefixes).
Add cyclo
Prefix of main chain
End with "-ane" suffix.

Answer to Problem 12.51P

1,3-diethylcyclohexane

Explanation of Solution

The parent carbon ring has 6 carbons.

EBK GENERAL, ORGANIC, & BIOLOGICAL CHEM, Chapter 12, Problem 12.51P , additional homework tip 4

And there are two ethyl groups in the no. 1 and no. 3 carbons. As the branch groups have CH₂CH₃, it is called 'ethyl'. As both the groups are the same, any of the carbon having methyl substituents can be numbered as 1.

So, following by the above mention rule, the name of the alkane is 1,3, (the position of the branch) + diethyl (the name of the branch, di for having 2 ethyl groups) + cyclo + hex (6 carbon in main chain) + "-ane"= 1,3-diethylcyclohexane.

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Answer 2

Textbook Question

Chapter 12, Problem 12.51P

Give the IUPAC name for each cycloalkane.

Chapter 12, Problem 12.51P, Give the IUPAC name for each cycloalkane. , example 1

Chapter 12, Problem 12.51P, Give the IUPAC name for each cycloalkane. , example 2

Expert Solution

Interpretation Introduction

(a)

Interpretation:

The IUPAC nomenclature of Cycloalkanes without any branch needs to be determined.

Concept Introduction:

Every organic compound has its own unique name which is followed by the IUPAC (International Union of Pure and Applied Chemistry). For Cycloalkane also, there is a particular rule for IUPAC nomenclature. Some rules are same as for alkanes followed by some new rules. The rules are −

For all the Cycloalkens, the name will always end with the suffix "−ane.
Look for the cyclic ring/rings present.
If more than one ring is there, try to find out the parent cyclic ring. If more than 1 rings are there, then the ring having maximum no. of Carbon will be considered as the parent chain.
Number the carbons in the parent cyclic ring. Depends on the no. of carbon in the cyclic ring, "Pent (for 5)", "Hept (for 6)" this word will be added before "ane" in the nomenclature. The word 'cyclo' will add before it.
If any alkyl straight chain is present there and having a greater number of carbons than the cycloalkane, this alkyl chain becomes the primary parent chain. Cycloalkane act as a substituent having an ending "-yl" at the end.
Branched groups present in the main cyclic ring will be named by counting the number of carbon atoms in the groups. These groups have end in "-yl" (e.g.- propyl, pentyl)
The position of the group/brunch needs to be noted main cyclic ring. If there is more than one of the same type of branched group then both numbers must be listed (e.g.,5,4 -).
Numbering of the cyclic ring should start form the Carbon having most priority brunch/group.
The branched groups need to be listed before the main carbon chain alphabetically (ignoring di/tri).
Combine the elements of the name into a single word in the following order:

Branched groups in alphabetical order (ignoring prefixes).
Add cyclo
Prefix of main chain
End with "-ane" suffix.

Answer to Problem 12.51P

Cyclooctane

Explanation of Solution

The parent carbon ring has 8 carbons and no substituents.

EBK GENERAL, ORGANIC, & BIOLOGICAL CHEM, Chapter 12, Problem 12.51P , additional homework tip 1

So, following by the above mention rule, the name of the alkane is cyclo + oct (8 carbon in parent ring)+ "-ane"= Cyclooctane

Expert Solution

Interpretation Introduction

(b)

Interpretation:

The IUPAC nomenclature of Cycloalkanes having one branch needs to be determined.

Concept Introduction:

Every organic compound has its own unique name which is followed by the IUPAC (International Union of Pure and Applied Chemistry). For Cycloalkane also, there is a particular rule for IUPAC nomenclature. Some rules are same as for alkanes followed by some new rules. The rules are −

For all the Cycloalkens, the name will always end with the suffix "−ane.
Look for the cyclic ring/rings present.
If more than one ring is there, try to find out the parent cyclic ring. If more than 1 rings are there, then the ring having maximum no. of Carbon will be considered as the parent chain.
Number the carbons in the parent cyclic ring. Depends on the no. of carbon in the cyclic ring, "Pent (for 5)", "Hept (for 6)" this word will be added before "ane" in the nomenclature. The word 'cyclo' will add before it.
If any alkyl straight chain is present there and having a greater number of carbons than the cycloalkane, this alkyl chain becomes the primary parent chain. Cycloalkane act as a substituent having an ending "-yl" at the end.
Branched groups present in the main cyclic ring will be named by counting the number of carbon atoms in the groups. These groups have end in "-yl" (e.g.- propyl, pentyl)
The position of the group/brunch needs to be noted main cyclic ring. If there is more than one of the same types of branched group then both numbers must be listed (e.g.,5,4 -).
Numbering of the cyclic ring should start form the Carbon having most priority brunch/group.
The branched groups need to be listed before the main carbon chain alphabetically (ignoring di/tri).
Combine the elements of the name into a single word in the following order:

Branched groups in alphabetical order (ignoring prefixes).
Add cyclo
Prefix of main chain
End with "-ane" suffix.

Answer to Problem 12.51P

Methylcyclopropane

Explanation of Solution

The parent carbon ring has 3 carbons.

EBK GENERAL, ORGANIC, & BIOLOGICAL CHEM, Chapter 12, Problem 12.51P , additional homework tip 2

And there is only one methyl group in the cyclic ring.

So, following by the above mention rule, the name of the alkane is methyl (the name of the branch, no numbering as only one substituent is there) + prop ( 3carbon in main chain)+ "-ane"= Methylcyclopropane.

Expert Solution

Interpretation Introduction

(c)

Interpretation:

The IUPAC nomenclature of Cycloalkanes having more than one branch needs to be determined.

Concept Introduction:

Every organic compound has its own unique name which is followed by the IUPAC (International Union of Pure and Applied Chemistry). For Cycloalkane also, there is a particular rule for IUPAC nomenclature. Some rules are same as for alkanes followed by some new rules. The rules are −

For all the Cycloalkens, the name will always end with the suffix "−ane.
Look for the cyclic ring/rings present.
If more than one ring is there, try to find out the parent cyclic ring. If more than 1 rings are there, then the ring having maximum no. of Carbon will be considered as the parent chain.
Number the carbons in the parent cyclic ring. Depends on the no. of carbon in the cyclic ring, "Pent (for 5)", "Hept (for 6)" this word will be added before "ane" in the nomenclature. The word 'cyclo' will add before it.
If any alkyl straight chain is present there and having a greater number of carbons than the cycloalkane, this alkyl chain becomes the primary parent chain. Cycloalkane act as a substituent having an ending "-yl" at the end.
Branched groups present in the main cyclic ring will be named by counting the number of carbon atoms in the groups. These groups have end in "-yl" (e.g.- propyl, pentyl)
The position of the group/brunch needs to be noted main cyclic ring. If there is more than one of the same type of branched group then both numbers must be listed (e.g.,5,4 -).
Numbering of the cyclic ring should start form the Carbon having most priority brunch/group.
The branched groups need to be listed before the main carbon chain alphabetically (ignoring di/tri).
Combine the elements of the name into a single word in the following order:

Branched groups in alphabetical order (ignoring prefixes).
Add cyclo
Prefix of main chain
End with "-ane" suffix.

Answer to Problem 12.51P

1,1,2,2-tetramethylcyclobutane

Explanation of Solution

The parent carbon ring has 4 carbons.

EBK GENERAL, ORGANIC, & BIOLOGICAL CHEM, Chapter 12, Problem 12.51P , additional homework tip 3

And there are four methyl groups in the no. 1 and no. 2carbon. As the branch groups have CH₃, it is called 'methyl'. As both the groups are the same, any of the carbon having methyl substituents can be numbered as 1.

So, following by the above mention rule, the name of the alkane is 1,1,2,2 (the position of the branch) + tetramethyl (the name of the branch, tetra for having four methyl groups) + cyclo + but (4 carbon in main chain)+ "-ane"= 1,1,2,2-tetramethylcyclobutane.

Expert Solution

Interpretation Introduction

(d)

Interpretation:

The IUPAC nomenclature of Cycloalkanes having more than one same branch needs to be determined.

Concept Introduction:

Every organic compound have their own unique name which is followed by the IUPAC (International Union of Pure and Applied Chemistry). For Cycloalkane also, there is a particular rule for IUPAC nomenclature. Some rules are the same as for alkanes followed by some new rules. The rules are −

For all the Cycloalkens, the name will always end with the suffix "−ane.
Look for the cyclic ring/rings present.
If more than one ring is there, try to find out the parent cyclic ring. If more than 1 rings are there, then the ring having maximum no. of Carbon will be considered as the parent chain.
Number the carbons in the parent cyclic ring. Depends on the no. of carbon in the cyclic ring, "Pent (for 5)", "Hept (for 6)" this word will be added before "ane" in the nomenclature. The word 'cyclo' will add before it.
If any alkyl straight chain is present there and having a greater number of carbons than the cycloalkane, this alkyl chain becomes the primary parent chain. Cycloalkane act as a substituent having an ending "-yl" at the end.
Branched groups present in the main cyclic ring will be named by counting the number of carbon atoms in the groups. These groups have end in "-yl" (e.g.- propyl, pentyl)
The position of the group/brunch needs to be noted main cyclic ring. If there is more than one of the same type of branched group then both numbers must be listed (e.g.,5,4 -).
Numbering of the cyclic ring should start form the Carbon having most priority brunch/group.
The branched groups need to be listed before the main carbon chain alphabetically (ignoring di/tri).
Combine the elements of the name into a single word in the following order:

Branched groups in alphabetical order (ignoring prefixes).
Add cyclo
Prefix of main chain
End with "-ane" suffix.

Answer to Problem 12.51P

1,3-diethylcyclohexane

Explanation of Solution

The parent carbon ring has 6 carbons.

EBK GENERAL, ORGANIC, & BIOLOGICAL CHEM, Chapter 12, Problem 12.51P , additional homework tip 4

And there are two ethyl groups in the no. 1 and no. 3 carbons. As the branch groups have CH₂CH₃, it is called 'ethyl'. As both the groups are the same, any of the carbon having methyl substituents can be numbered as 1.

So, following by the above mention rule, the name of the alkane is 1,3, (the position of the branch) + diethyl (the name of the branch, di for having 2 ethyl groups) + cyclo + hex (6 carbon in main chain) + "-ane"= 1,3-diethylcyclohexane.

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Answer 3

Textbook Question

Chapter 12, Problem 12.51P

Give the IUPAC name for each cycloalkane.

Chapter 12, Problem 12.51P, Give the IUPAC name for each cycloalkane. , example 1

Chapter 12, Problem 12.51P, Give the IUPAC name for each cycloalkane. , example 2

Expert Solution

Interpretation Introduction

(a)

Interpretation:

The IUPAC nomenclature of Cycloalkanes without any branch needs to be determined.

Concept Introduction:

Every organic compound has its own unique name which is followed by the IUPAC (International Union of Pure and Applied Chemistry). For Cycloalkane also, there is a particular rule for IUPAC nomenclature. Some rules are same as for alkanes followed by some new rules. The rules are −

For all the Cycloalkens, the name will always end with the suffix "−ane.
Look for the cyclic ring/rings present.
If more than one ring is there, try to find out the parent cyclic ring. If more than 1 rings are there, then the ring having maximum no. of Carbon will be considered as the parent chain.
Number the carbons in the parent cyclic ring. Depends on the no. of carbon in the cyclic ring, "Pent (for 5)", "Hept (for 6)" this word will be added before "ane" in the nomenclature. The word 'cyclo' will add before it.
If any alkyl straight chain is present there and having a greater number of carbons than the cycloalkane, this alkyl chain becomes the primary parent chain. Cycloalkane act as a substituent having an ending "-yl" at the end.
Branched groups present in the main cyclic ring will be named by counting the number of carbon atoms in the groups. These groups have end in "-yl" (e.g.- propyl, pentyl)
The position of the group/brunch needs to be noted main cyclic ring. If there is more than one of the same type of branched group then both numbers must be listed (e.g.,5,4 -).
Numbering of the cyclic ring should start form the Carbon having most priority brunch/group.
The branched groups need to be listed before the main carbon chain alphabetically (ignoring di/tri).
Combine the elements of the name into a single word in the following order:

Branched groups in alphabetical order (ignoring prefixes).
Add cyclo
Prefix of main chain
End with "-ane" suffix.

Answer to Problem 12.51P

Cyclooctane

Explanation of Solution

The parent carbon ring has 8 carbons and no substituents.

EBK GENERAL, ORGANIC, & BIOLOGICAL CHEM, Chapter 12, Problem 12.51P , additional homework tip 1

So, following by the above mention rule, the name of the alkane is cyclo + oct (8 carbon in parent ring)+ "-ane"= Cyclooctane

Expert Solution

Interpretation Introduction

(b)

Interpretation:

The IUPAC nomenclature of Cycloalkanes having one branch needs to be determined.

Concept Introduction:

Every organic compound has its own unique name which is followed by the IUPAC (International Union of Pure and Applied Chemistry). For Cycloalkane also, there is a particular rule for IUPAC nomenclature. Some rules are same as for alkanes followed by some new rules. The rules are −

For all the Cycloalkens, the name will always end with the suffix "−ane.
Look for the cyclic ring/rings present.
If more than one ring is there, try to find out the parent cyclic ring. If more than 1 rings are there, then the ring having maximum no. of Carbon will be considered as the parent chain.
Number the carbons in the parent cyclic ring. Depends on the no. of carbon in the cyclic ring, "Pent (for 5)", "Hept (for 6)" this word will be added before "ane" in the nomenclature. The word 'cyclo' will add before it.
If any alkyl straight chain is present there and having a greater number of carbons than the cycloalkane, this alkyl chain becomes the primary parent chain. Cycloalkane act as a substituent having an ending "-yl" at the end.
Branched groups present in the main cyclic ring will be named by counting the number of carbon atoms in the groups. These groups have end in "-yl" (e.g.- propyl, pentyl)
The position of the group/brunch needs to be noted main cyclic ring. If there is more than one of the same types of branched group then both numbers must be listed (e.g.,5,4 -).
Numbering of the cyclic ring should start form the Carbon having most priority brunch/group.
The branched groups need to be listed before the main carbon chain alphabetically (ignoring di/tri).
Combine the elements of the name into a single word in the following order:

Branched groups in alphabetical order (ignoring prefixes).
Add cyclo
Prefix of main chain
End with "-ane" suffix.

Answer to Problem 12.51P

Methylcyclopropane

Explanation of Solution

The parent carbon ring has 3 carbons.

EBK GENERAL, ORGANIC, & BIOLOGICAL CHEM, Chapter 12, Problem 12.51P , additional homework tip 2

And there is only one methyl group in the cyclic ring.

So, following by the above mention rule, the name of the alkane is methyl (the name of the branch, no numbering as only one substituent is there) + prop ( 3carbon in main chain)+ "-ane"= Methylcyclopropane.

Expert Solution

Interpretation Introduction

(c)

Interpretation:

The IUPAC nomenclature of Cycloalkanes having more than one branch needs to be determined.

Concept Introduction:

Every organic compound has its own unique name which is followed by the IUPAC (International Union of Pure and Applied Chemistry). For Cycloalkane also, there is a particular rule for IUPAC nomenclature. Some rules are same as for alkanes followed by some new rules. The rules are −

For all the Cycloalkens, the name will always end with the suffix "−ane.
Look for the cyclic ring/rings present.
If more than one ring is there, try to find out the parent cyclic ring. If more than 1 rings are there, then the ring having maximum no. of Carbon will be considered as the parent chain.
Number the carbons in the parent cyclic ring. Depends on the no. of carbon in the cyclic ring, "Pent (for 5)", "Hept (for 6)" this word will be added before "ane" in the nomenclature. The word 'cyclo' will add before it.
If any alkyl straight chain is present there and having a greater number of carbons than the cycloalkane, this alkyl chain becomes the primary parent chain. Cycloalkane act as a substituent having an ending "-yl" at the end.
Branched groups present in the main cyclic ring will be named by counting the number of carbon atoms in the groups. These groups have end in "-yl" (e.g.- propyl, pentyl)
The position of the group/brunch needs to be noted main cyclic ring. If there is more than one of the same type of branched group then both numbers must be listed (e.g.,5,4 -).
Numbering of the cyclic ring should start form the Carbon having most priority brunch/group.
The branched groups need to be listed before the main carbon chain alphabetically (ignoring di/tri).
Combine the elements of the name into a single word in the following order:

Branched groups in alphabetical order (ignoring prefixes).
Add cyclo
Prefix of main chain
End with "-ane" suffix.

Answer to Problem 12.51P

1,1,2,2-tetramethylcyclobutane

Explanation of Solution

The parent carbon ring has 4 carbons.

EBK GENERAL, ORGANIC, & BIOLOGICAL CHEM, Chapter 12, Problem 12.51P , additional homework tip 3

And there are four methyl groups in the no. 1 and no. 2carbon. As the branch groups have CH₃, it is called 'methyl'. As both the groups are the same, any of the carbon having methyl substituents can be numbered as 1.

So, following by the above mention rule, the name of the alkane is 1,1,2,2 (the position of the branch) + tetramethyl (the name of the branch, tetra for having four methyl groups) + cyclo + but (4 carbon in main chain)+ "-ane"= 1,1,2,2-tetramethylcyclobutane.

Expert Solution

Interpretation Introduction

(d)

Interpretation:

The IUPAC nomenclature of Cycloalkanes having more than one same branch needs to be determined.

Concept Introduction:

Every organic compound have their own unique name which is followed by the IUPAC (International Union of Pure and Applied Chemistry). For Cycloalkane also, there is a particular rule for IUPAC nomenclature. Some rules are the same as for alkanes followed by some new rules. The rules are −

For all the Cycloalkens, the name will always end with the suffix "−ane.
Look for the cyclic ring/rings present.
If more than one ring is there, try to find out the parent cyclic ring. If more than 1 rings are there, then the ring having maximum no. of Carbon will be considered as the parent chain.
Number the carbons in the parent cyclic ring. Depends on the no. of carbon in the cyclic ring, "Pent (for 5)", "Hept (for 6)" this word will be added before "ane" in the nomenclature. The word 'cyclo' will add before it.
If any alkyl straight chain is present there and having a greater number of carbons than the cycloalkane, this alkyl chain becomes the primary parent chain. Cycloalkane act as a substituent having an ending "-yl" at the end.
Branched groups present in the main cyclic ring will be named by counting the number of carbon atoms in the groups. These groups have end in "-yl" (e.g.- propyl, pentyl)
The position of the group/brunch needs to be noted main cyclic ring. If there is more than one of the same type of branched group then both numbers must be listed (e.g.,5,4 -).
Numbering of the cyclic ring should start form the Carbon having most priority brunch/group.
The branched groups need to be listed before the main carbon chain alphabetically (ignoring di/tri).
Combine the elements of the name into a single word in the following order:

Branched groups in alphabetical order (ignoring prefixes).
Add cyclo
Prefix of main chain
End with "-ane" suffix.

Answer to Problem 12.51P

1,3-diethylcyclohexane

Explanation of Solution

The parent carbon ring has 6 carbons.

EBK GENERAL, ORGANIC, & BIOLOGICAL CHEM, Chapter 12, Problem 12.51P , additional homework tip 4

And there are two ethyl groups in the no. 1 and no. 3 carbons. As the branch groups have CH₂CH₃, it is called 'ethyl'. As both the groups are the same, any of the carbon having methyl substituents can be numbered as 1.

So, following by the above mention rule, the name of the alkane is 1,3, (the position of the branch) + diethyl (the name of the branch, di for having 2 ethyl groups) + cyclo + hex (6 carbon in main chain) + "-ane"= 1,3-diethylcyclohexane.

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Answer 4

Textbook Question

Chapter 12, Problem 12.51P

Give the IUPAC name for each cycloalkane.

Chapter 12, Problem 12.51P, Give the IUPAC name for each cycloalkane. , example 1

Chapter 12, Problem 12.51P, Give the IUPAC name for each cycloalkane. , example 2

Expert Solution

Interpretation Introduction

(a)

Interpretation:

The IUPAC nomenclature of Cycloalkanes without any branch needs to be determined.

Concept Introduction:

Every organic compound has its own unique name which is followed by the IUPAC (International Union of Pure and Applied Chemistry). For Cycloalkane also, there is a particular rule for IUPAC nomenclature. Some rules are same as for alkanes followed by some new rules. The rules are −

For all the Cycloalkens, the name will always end with the suffix "−ane.
Look for the cyclic ring/rings present.
If more than one ring is there, try to find out the parent cyclic ring. If more than 1 rings are there, then the ring having maximum no. of Carbon will be considered as the parent chain.
Number the carbons in the parent cyclic ring. Depends on the no. of carbon in the cyclic ring, "Pent (for 5)", "Hept (for 6)" this word will be added before "ane" in the nomenclature. The word 'cyclo' will add before it.
If any alkyl straight chain is present there and having a greater number of carbons than the cycloalkane, this alkyl chain becomes the primary parent chain. Cycloalkane act as a substituent having an ending "-yl" at the end.
Branched groups present in the main cyclic ring will be named by counting the number of carbon atoms in the groups. These groups have end in "-yl" (e.g.- propyl, pentyl)
The position of the group/brunch needs to be noted main cyclic ring. If there is more than one of the same type of branched group then both numbers must be listed (e.g.,5,4 -).
Numbering of the cyclic ring should start form the Carbon having most priority brunch/group.
The branched groups need to be listed before the main carbon chain alphabetically (ignoring di/tri).
Combine the elements of the name into a single word in the following order:

Branched groups in alphabetical order (ignoring prefixes).
Add cyclo
Prefix of main chain
End with "-ane" suffix.

Answer to Problem 12.51P

Cyclooctane

Explanation of Solution

The parent carbon ring has 8 carbons and no substituents.

EBK GENERAL, ORGANIC, & BIOLOGICAL CHEM, Chapter 12, Problem 12.51P , additional homework tip 1

So, following by the above mention rule, the name of the alkane is cyclo + oct (8 carbon in parent ring)+ "-ane"= Cyclooctane

Expert Solution

Interpretation Introduction

(b)

Interpretation:

The IUPAC nomenclature of Cycloalkanes having one branch needs to be determined.

Concept Introduction:

Every organic compound has its own unique name which is followed by the IUPAC (International Union of Pure and Applied Chemistry). For Cycloalkane also, there is a particular rule for IUPAC nomenclature. Some rules are same as for alkanes followed by some new rules. The rules are −

For all the Cycloalkens, the name will always end with the suffix "−ane.
Look for the cyclic ring/rings present.
If more than one ring is there, try to find out the parent cyclic ring. If more than 1 rings are there, then the ring having maximum no. of Carbon will be considered as the parent chain.
Number the carbons in the parent cyclic ring. Depends on the no. of carbon in the cyclic ring, "Pent (for 5)", "Hept (for 6)" this word will be added before "ane" in the nomenclature. The word 'cyclo' will add before it.
If any alkyl straight chain is present there and having a greater number of carbons than the cycloalkane, this alkyl chain becomes the primary parent chain. Cycloalkane act as a substituent having an ending "-yl" at the end.
Branched groups present in the main cyclic ring will be named by counting the number of carbon atoms in the groups. These groups have end in "-yl" (e.g.- propyl, pentyl)
The position of the group/brunch needs to be noted main cyclic ring. If there is more than one of the same types of branched group then both numbers must be listed (e.g.,5,4 -).
Numbering of the cyclic ring should start form the Carbon having most priority brunch/group.
The branched groups need to be listed before the main carbon chain alphabetically (ignoring di/tri).
Combine the elements of the name into a single word in the following order:

Branched groups in alphabetical order (ignoring prefixes).
Add cyclo
Prefix of main chain
End with "-ane" suffix.

Answer to Problem 12.51P

Methylcyclopropane

Explanation of Solution

The parent carbon ring has 3 carbons.

EBK GENERAL, ORGANIC, & BIOLOGICAL CHEM, Chapter 12, Problem 12.51P , additional homework tip 2

And there is only one methyl group in the cyclic ring.

So, following by the above mention rule, the name of the alkane is methyl (the name of the branch, no numbering as only one substituent is there) + prop ( 3carbon in main chain)+ "-ane"= Methylcyclopropane.

Expert Solution

Interpretation Introduction

(c)

Interpretation:

The IUPAC nomenclature of Cycloalkanes having more than one branch needs to be determined.

Concept Introduction:

Every organic compound has its own unique name which is followed by the IUPAC (International Union of Pure and Applied Chemistry). For Cycloalkane also, there is a particular rule for IUPAC nomenclature. Some rules are same as for alkanes followed by some new rules. The rules are −

For all the Cycloalkens, the name will always end with the suffix "−ane.
Look for the cyclic ring/rings present.
If more than one ring is there, try to find out the parent cyclic ring. If more than 1 rings are there, then the ring having maximum no. of Carbon will be considered as the parent chain.
Number the carbons in the parent cyclic ring. Depends on the no. of carbon in the cyclic ring, "Pent (for 5)", "Hept (for 6)" this word will be added before "ane" in the nomenclature. The word 'cyclo' will add before it.
If any alkyl straight chain is present there and having a greater number of carbons than the cycloalkane, this alkyl chain becomes the primary parent chain. Cycloalkane act as a substituent having an ending "-yl" at the end.
Branched groups present in the main cyclic ring will be named by counting the number of carbon atoms in the groups. These groups have end in "-yl" (e.g.- propyl, pentyl)
The position of the group/brunch needs to be noted main cyclic ring. If there is more than one of the same type of branched group then both numbers must be listed (e.g.,5,4 -).
Numbering of the cyclic ring should start form the Carbon having most priority brunch/group.
The branched groups need to be listed before the main carbon chain alphabetically (ignoring di/tri).
Combine the elements of the name into a single word in the following order:

Branched groups in alphabetical order (ignoring prefixes).
Add cyclo
Prefix of main chain
End with "-ane" suffix.

Answer to Problem 12.51P

1,1,2,2-tetramethylcyclobutane

Explanation of Solution

The parent carbon ring has 4 carbons.

EBK GENERAL, ORGANIC, & BIOLOGICAL CHEM, Chapter 12, Problem 12.51P , additional homework tip 3

And there are four methyl groups in the no. 1 and no. 2carbon. As the branch groups have CH₃, it is called 'methyl'. As both the groups are the same, any of the carbon having methyl substituents can be numbered as 1.

So, following by the above mention rule, the name of the alkane is 1,1,2,2 (the position of the branch) + tetramethyl (the name of the branch, tetra for having four methyl groups) + cyclo + but (4 carbon in main chain)+ "-ane"= 1,1,2,2-tetramethylcyclobutane.

Expert Solution

Interpretation Introduction

(d)

Interpretation:

The IUPAC nomenclature of Cycloalkanes having more than one same branch needs to be determined.

Concept Introduction:

Every organic compound have their own unique name which is followed by the IUPAC (International Union of Pure and Applied Chemistry). For Cycloalkane also, there is a particular rule for IUPAC nomenclature. Some rules are the same as for alkanes followed by some new rules. The rules are −

For all the Cycloalkens, the name will always end with the suffix "−ane.
Look for the cyclic ring/rings present.
If more than one ring is there, try to find out the parent cyclic ring. If more than 1 rings are there, then the ring having maximum no. of Carbon will be considered as the parent chain.
Number the carbons in the parent cyclic ring. Depends on the no. of carbon in the cyclic ring, "Pent (for 5)", "Hept (for 6)" this word will be added before "ane" in the nomenclature. The word 'cyclo' will add before it.
If any alkyl straight chain is present there and having a greater number of carbons than the cycloalkane, this alkyl chain becomes the primary parent chain. Cycloalkane act as a substituent having an ending "-yl" at the end.
Branched groups present in the main cyclic ring will be named by counting the number of carbon atoms in the groups. These groups have end in "-yl" (e.g.- propyl, pentyl)
The position of the group/brunch needs to be noted main cyclic ring. If there is more than one of the same type of branched group then both numbers must be listed (e.g.,5,4 -).
Numbering of the cyclic ring should start form the Carbon having most priority brunch/group.
The branched groups need to be listed before the main carbon chain alphabetically (ignoring di/tri).
Combine the elements of the name into a single word in the following order:

Branched groups in alphabetical order (ignoring prefixes).
Add cyclo
Prefix of main chain
End with "-ane" suffix.

Answer to Problem 12.51P

1,3-diethylcyclohexane

Explanation of Solution

The parent carbon ring has 6 carbons.

EBK GENERAL, ORGANIC, & BIOLOGICAL CHEM, Chapter 12, Problem 12.51P , additional homework tip 4

And there are two ethyl groups in the no. 1 and no. 3 carbons. As the branch groups have CH₂CH₃, it is called 'ethyl'. As both the groups are the same, any of the carbon having methyl substituents can be numbered as 1.

So, following by the above mention rule, the name of the alkane is 1,3, (the position of the branch) + diethyl (the name of the branch, di for having 2 ethyl groups) + cyclo + hex (6 carbon in main chain) + "-ane"= 1,3-diethylcyclohexane.

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Answer 5

Textbook Question

Answer 6

Textbook Question

Answer 7

Expert Solution

Interpretation Introduction

(a)

Interpretation:

The IUPAC nomenclature of Cycloalkanes without any branch needs to be determined.

Concept Introduction:

Every organic compound has its own unique name which is followed by the IUPAC (International Union of Pure and Applied Chemistry). For Cycloalkane also, there is a particular rule for IUPAC nomenclature. Some rules are same as for alkanes followed by some new rules. The rules are −

For all the Cycloalkens, the name will always end with the suffix "−ane.
Look for the cyclic ring/rings present.
If more than one ring is there, try to find out the parent cyclic ring. If more than 1 rings are there, then the ring having maximum no. of Carbon will be considered as the parent chain.
Number the carbons in the parent cyclic ring. Depends on the no. of carbon in the cyclic ring, "Pent (for 5)", "Hept (for 6)" this word will be added before "ane" in the nomenclature. The word 'cyclo' will add before it.
If any alkyl straight chain is present there and having a greater number of carbons than the cycloalkane, this alkyl chain becomes the primary parent chain. Cycloalkane act as a substituent having an ending "-yl" at the end.
Branched groups present in the main cyclic ring will be named by counting the number of carbon atoms in the groups. These groups have end in "-yl" (e.g.- propyl, pentyl)
The position of the group/brunch needs to be noted main cyclic ring. If there is more than one of the same type of branched group then both numbers must be listed (e.g.,5,4 -).
Numbering of the cyclic ring should start form the Carbon having most priority brunch/group.
The branched groups need to be listed before the main carbon chain alphabetically (ignoring di/tri).
Combine the elements of the name into a single word in the following order:

Branched groups in alphabetical order (ignoring prefixes).
Add cyclo
Prefix of main chain
End with "-ane" suffix.

Answer to Problem 12.51P

Cyclooctane

Explanation of Solution

The parent carbon ring has 8 carbons and no substituents.

EBK GENERAL, ORGANIC, & BIOLOGICAL CHEM, Chapter 12, Problem 12.51P , additional homework tip 1

So, following by the above mention rule, the name of the alkane is cyclo + oct (8 carbon in parent ring)+ "-ane"= Cyclooctane

Expert Solution

Interpretation Introduction

(b)

Interpretation:

The IUPAC nomenclature of Cycloalkanes having one branch needs to be determined.

Concept Introduction:

Every organic compound has its own unique name which is followed by the IUPAC (International Union of Pure and Applied Chemistry). For Cycloalkane also, there is a particular rule for IUPAC nomenclature. Some rules are same as for alkanes followed by some new rules. The rules are −

For all the Cycloalkens, the name will always end with the suffix "−ane.
Look for the cyclic ring/rings present.
If more than one ring is there, try to find out the parent cyclic ring. If more than 1 rings are there, then the ring having maximum no. of Carbon will be considered as the parent chain.
Number the carbons in the parent cyclic ring. Depends on the no. of carbon in the cyclic ring, "Pent (for 5)", "Hept (for 6)" this word will be added before "ane" in the nomenclature. The word 'cyclo' will add before it.
If any alkyl straight chain is present there and having a greater number of carbons than the cycloalkane, this alkyl chain becomes the primary parent chain. Cycloalkane act as a substituent having an ending "-yl" at the end.
Branched groups present in the main cyclic ring will be named by counting the number of carbon atoms in the groups. These groups have end in "-yl" (e.g.- propyl, pentyl)
The position of the group/brunch needs to be noted main cyclic ring. If there is more than one of the same types of branched group then both numbers must be listed (e.g.,5,4 -).
Numbering of the cyclic ring should start form the Carbon having most priority brunch/group.
The branched groups need to be listed before the main carbon chain alphabetically (ignoring di/tri).
Combine the elements of the name into a single word in the following order:

Branched groups in alphabetical order (ignoring prefixes).
Add cyclo
Prefix of main chain
End with "-ane" suffix.

Answer to Problem 12.51P

Methylcyclopropane

Explanation of Solution

The parent carbon ring has 3 carbons.

EBK GENERAL, ORGANIC, & BIOLOGICAL CHEM, Chapter 12, Problem 12.51P , additional homework tip 2

And there is only one methyl group in the cyclic ring.

So, following by the above mention rule, the name of the alkane is methyl (the name of the branch, no numbering as only one substituent is there) + prop ( 3carbon in main chain)+ "-ane"= Methylcyclopropane.

Expert Solution

Interpretation Introduction

(c)

Interpretation:

The IUPAC nomenclature of Cycloalkanes having more than one branch needs to be determined.

Concept Introduction:

Every organic compound has its own unique name which is followed by the IUPAC (International Union of Pure and Applied Chemistry). For Cycloalkane also, there is a particular rule for IUPAC nomenclature. Some rules are same as for alkanes followed by some new rules. The rules are −

For all the Cycloalkens, the name will always end with the suffix "−ane.
Look for the cyclic ring/rings present.
If more than one ring is there, try to find out the parent cyclic ring. If more than 1 rings are there, then the ring having maximum no. of Carbon will be considered as the parent chain.
Number the carbons in the parent cyclic ring. Depends on the no. of carbon in the cyclic ring, "Pent (for 5)", "Hept (for 6)" this word will be added before "ane" in the nomenclature. The word 'cyclo' will add before it.
If any alkyl straight chain is present there and having a greater number of carbons than the cycloalkane, this alkyl chain becomes the primary parent chain. Cycloalkane act as a substituent having an ending "-yl" at the end.
Branched groups present in the main cyclic ring will be named by counting the number of carbon atoms in the groups. These groups have end in "-yl" (e.g.- propyl, pentyl)
The position of the group/brunch needs to be noted main cyclic ring. If there is more than one of the same type of branched group then both numbers must be listed (e.g.,5,4 -).
Numbering of the cyclic ring should start form the Carbon having most priority brunch/group.
The branched groups need to be listed before the main carbon chain alphabetically (ignoring di/tri).
Combine the elements of the name into a single word in the following order:

Branched groups in alphabetical order (ignoring prefixes).
Add cyclo
Prefix of main chain
End with "-ane" suffix.

Answer to Problem 12.51P

1,1,2,2-tetramethylcyclobutane

Explanation of Solution

The parent carbon ring has 4 carbons.

EBK GENERAL, ORGANIC, & BIOLOGICAL CHEM, Chapter 12, Problem 12.51P , additional homework tip 3

And there are four methyl groups in the no. 1 and no. 2carbon. As the branch groups have CH₃, it is called 'methyl'. As both the groups are the same, any of the carbon having methyl substituents can be numbered as 1.

So, following by the above mention rule, the name of the alkane is 1,1,2,2 (the position of the branch) + tetramethyl (the name of the branch, tetra for having four methyl groups) + cyclo + but (4 carbon in main chain)+ "-ane"= 1,1,2,2-tetramethylcyclobutane.

Expert Solution

Interpretation Introduction

(d)

Interpretation:

The IUPAC nomenclature of Cycloalkanes having more than one same branch needs to be determined.

Concept Introduction:

Every organic compound have their own unique name which is followed by the IUPAC (International Union of Pure and Applied Chemistry). For Cycloalkane also, there is a particular rule for IUPAC nomenclature. Some rules are the same as for alkanes followed by some new rules. The rules are −

For all the Cycloalkens, the name will always end with the suffix "−ane.
Look for the cyclic ring/rings present.
If more than one ring is there, try to find out the parent cyclic ring. If more than 1 rings are there, then the ring having maximum no. of Carbon will be considered as the parent chain.
Number the carbons in the parent cyclic ring. Depends on the no. of carbon in the cyclic ring, "Pent (for 5)", "Hept (for 6)" this word will be added before "ane" in the nomenclature. The word 'cyclo' will add before it.
If any alkyl straight chain is present there and having a greater number of carbons than the cycloalkane, this alkyl chain becomes the primary parent chain. Cycloalkane act as a substituent having an ending "-yl" at the end.
Branched groups present in the main cyclic ring will be named by counting the number of carbon atoms in the groups. These groups have end in "-yl" (e.g.- propyl, pentyl)
The position of the group/brunch needs to be noted main cyclic ring. If there is more than one of the same type of branched group then both numbers must be listed (e.g.,5,4 -).
Numbering of the cyclic ring should start form the Carbon having most priority brunch/group.
The branched groups need to be listed before the main carbon chain alphabetically (ignoring di/tri).
Combine the elements of the name into a single word in the following order:

Branched groups in alphabetical order (ignoring prefixes).
Add cyclo
Prefix of main chain
End with "-ane" suffix.

Answer to Problem 12.51P

1,3-diethylcyclohexane

Explanation of Solution

The parent carbon ring has 6 carbons.

EBK GENERAL, ORGANIC, & BIOLOGICAL CHEM, Chapter 12, Problem 12.51P , additional homework tip 4

And there are two ethyl groups in the no. 1 and no. 3 carbons. As the branch groups have CH₂CH₃, it is called 'ethyl'. As both the groups are the same, any of the carbon having methyl substituents can be numbered as 1.

So, following by the above mention rule, the name of the alkane is 1,3, (the position of the branch) + diethyl (the name of the branch, di for having 2 ethyl groups) + cyclo + hex (6 carbon in main chain) + "-ane"= 1,3-diethylcyclohexane.

Answer 8

Expert Solution

Interpretation Introduction

(a)

Interpretation:

The IUPAC nomenclature of Cycloalkanes without any branch needs to be determined.

Concept Introduction:

Every organic compound has its own unique name which is followed by the IUPAC (International Union of Pure and Applied Chemistry). For Cycloalkane also, there is a particular rule for IUPAC nomenclature. Some rules are same as for alkanes followed by some new rules. The rules are −

For all the Cycloalkens, the name will always end with the suffix "−ane.
Look for the cyclic ring/rings present.
If more than one ring is there, try to find out the parent cyclic ring. If more than 1 rings are there, then the ring having maximum no. of Carbon will be considered as the parent chain.
Number the carbons in the parent cyclic ring. Depends on the no. of carbon in the cyclic ring, "Pent (for 5)", "Hept (for 6)" this word will be added before "ane" in the nomenclature. The word 'cyclo' will add before it.
If any alkyl straight chain is present there and having a greater number of carbons than the cycloalkane, this alkyl chain becomes the primary parent chain. Cycloalkane act as a substituent having an ending "-yl" at the end.
Branched groups present in the main cyclic ring will be named by counting the number of carbon atoms in the groups. These groups have end in "-yl" (e.g.- propyl, pentyl)
The position of the group/brunch needs to be noted main cyclic ring. If there is more than one of the same type of branched group then both numbers must be listed (e.g.,5,4 -).
Numbering of the cyclic ring should start form the Carbon having most priority brunch/group.
The branched groups need to be listed before the main carbon chain alphabetically (ignoring di/tri).
Combine the elements of the name into a single word in the following order:

Branched groups in alphabetical order (ignoring prefixes).
Add cyclo
Prefix of main chain
End with "-ane" suffix.

Answer to Problem 12.51P

Cyclooctane

Explanation of Solution

The parent carbon ring has 8 carbons and no substituents.

EBK GENERAL, ORGANIC, & BIOLOGICAL CHEM, Chapter 12, Problem 12.51P , additional homework tip 1

So, following by the above mention rule, the name of the alkane is cyclo + oct (8 carbon in parent ring)+ "-ane"= Cyclooctane

Answer 9

Expert Solution

Answer 10

Expert Solution

Answer 11

Expert Solution

Answer 12

Interpretation Introduction

(a)

Interpretation:

The IUPAC nomenclature of Cycloalkanes without any branch needs to be determined.

Concept Introduction:

Every organic compound has its own unique name which is followed by the IUPAC (International Union of Pure and Applied Chemistry). For Cycloalkane also, there is a particular rule for IUPAC nomenclature. Some rules are same as for alkanes followed by some new rules. The rules are −

For all the Cycloalkens, the name will always end with the suffix "−ane.
Look for the cyclic ring/rings present.
If more than one ring is there, try to find out the parent cyclic ring. If more than 1 rings are there, then the ring having maximum no. of Carbon will be considered as the parent chain.
Number the carbons in the parent cyclic ring. Depends on the no. of carbon in the cyclic ring, "Pent (for 5)", "Hept (for 6)" this word will be added before "ane" in the nomenclature. The word 'cyclo' will add before it.
If any alkyl straight chain is present there and having a greater number of carbons than the cycloalkane, this alkyl chain becomes the primary parent chain. Cycloalkane act as a substituent having an ending "-yl" at the end.
Branched groups present in the main cyclic ring will be named by counting the number of carbon atoms in the groups. These groups have end in "-yl" (e.g.- propyl, pentyl)
The position of the group/brunch needs to be noted main cyclic ring. If there is more than one of the same type of branched group then both numbers must be listed (e.g.,5,4 -).
Numbering of the cyclic ring should start form the Carbon having most priority brunch/group.
The branched groups need to be listed before the main carbon chain alphabetically (ignoring di/tri).
Combine the elements of the name into a single word in the following order:

Branched groups in alphabetical order (ignoring prefixes).
Add cyclo
Prefix of main chain
End with "-ane" suffix.

Answer 13

Answer to Problem 12.51P

Cyclooctane

Answer 14

Explanation of Solution

The parent carbon ring has 8 carbons and no substituents.

EBK GENERAL, ORGANIC, & BIOLOGICAL CHEM, Chapter 12, Problem 12.51P , additional homework tip 1

So, following by the above mention rule, the name of the alkane is cyclo + oct (8 carbon in parent ring)+ "-ane"= Cyclooctane

Answer 15

Expert Solution

Interpretation Introduction

(b)

Interpretation:

The IUPAC nomenclature of Cycloalkanes having one branch needs to be determined.

Concept Introduction:

Every organic compound has its own unique name which is followed by the IUPAC (International Union of Pure and Applied Chemistry). For Cycloalkane also, there is a particular rule for IUPAC nomenclature. Some rules are same as for alkanes followed by some new rules. The rules are −

For all the Cycloalkens, the name will always end with the suffix "−ane.
Look for the cyclic ring/rings present.
If more than one ring is there, try to find out the parent cyclic ring. If more than 1 rings are there, then the ring having maximum no. of Carbon will be considered as the parent chain.
Number the carbons in the parent cyclic ring. Depends on the no. of carbon in the cyclic ring, "Pent (for 5)", "Hept (for 6)" this word will be added before "ane" in the nomenclature. The word 'cyclo' will add before it.
If any alkyl straight chain is present there and having a greater number of carbons than the cycloalkane, this alkyl chain becomes the primary parent chain. Cycloalkane act as a substituent having an ending "-yl" at the end.
Branched groups present in the main cyclic ring will be named by counting the number of carbon atoms in the groups. These groups have end in "-yl" (e.g.- propyl, pentyl)
The position of the group/brunch needs to be noted main cyclic ring. If there is more than one of the same types of branched group then both numbers must be listed (e.g.,5,4 -).
Numbering of the cyclic ring should start form the Carbon having most priority brunch/group.
The branched groups need to be listed before the main carbon chain alphabetically (ignoring di/tri).
Combine the elements of the name into a single word in the following order:

Branched groups in alphabetical order (ignoring prefixes).
Add cyclo
Prefix of main chain
End with "-ane" suffix.

Answer to Problem 12.51P

Methylcyclopropane

Explanation of Solution

The parent carbon ring has 3 carbons.

EBK GENERAL, ORGANIC, & BIOLOGICAL CHEM, Chapter 12, Problem 12.51P , additional homework tip 2

And there is only one methyl group in the cyclic ring.

So, following by the above mention rule, the name of the alkane is methyl (the name of the branch, no numbering as only one substituent is there) + prop ( 3carbon in main chain)+ "-ane"= Methylcyclopropane.

Answer 16

Expert Solution

Answer 17

Expert Solution

Answer 18

Expert Solution

Answer 19

Interpretation Introduction

(b)

Interpretation:

The IUPAC nomenclature of Cycloalkanes having one branch needs to be determined.

Concept Introduction:

Every organic compound has its own unique name which is followed by the IUPAC (International Union of Pure and Applied Chemistry). For Cycloalkane also, there is a particular rule for IUPAC nomenclature. Some rules are same as for alkanes followed by some new rules. The rules are −

For all the Cycloalkens, the name will always end with the suffix "−ane.
Look for the cyclic ring/rings present.
If more than one ring is there, try to find out the parent cyclic ring. If more than 1 rings are there, then the ring having maximum no. of Carbon will be considered as the parent chain.
Number the carbons in the parent cyclic ring. Depends on the no. of carbon in the cyclic ring, "Pent (for 5)", "Hept (for 6)" this word will be added before "ane" in the nomenclature. The word 'cyclo' will add before it.
If any alkyl straight chain is present there and having a greater number of carbons than the cycloalkane, this alkyl chain becomes the primary parent chain. Cycloalkane act as a substituent having an ending "-yl" at the end.
Branched groups present in the main cyclic ring will be named by counting the number of carbon atoms in the groups. These groups have end in "-yl" (e.g.- propyl, pentyl)
The position of the group/brunch needs to be noted main cyclic ring. If there is more than one of the same types of branched group then both numbers must be listed (e.g.,5,4 -).
Numbering of the cyclic ring should start form the Carbon having most priority brunch/group.
The branched groups need to be listed before the main carbon chain alphabetically (ignoring di/tri).
Combine the elements of the name into a single word in the following order:

Branched groups in alphabetical order (ignoring prefixes).
Add cyclo
Prefix of main chain
End with "-ane" suffix.

Answer 20

Answer to Problem 12.51P

Methylcyclopropane

Answer 21

Explanation of Solution

The parent carbon ring has 3 carbons.

EBK GENERAL, ORGANIC, & BIOLOGICAL CHEM, Chapter 12, Problem 12.51P , additional homework tip 2

And there is only one methyl group in the cyclic ring.

So, following by the above mention rule, the name of the alkane is methyl (the name of the branch, no numbering as only one substituent is there) + prop ( 3carbon in main chain)+ "-ane"= Methylcyclopropane.

Answer 22

Expert Solution

Interpretation Introduction

(c)

Interpretation:

The IUPAC nomenclature of Cycloalkanes having more than one branch needs to be determined.

Concept Introduction:

Every organic compound has its own unique name which is followed by the IUPAC (International Union of Pure and Applied Chemistry). For Cycloalkane also, there is a particular rule for IUPAC nomenclature. Some rules are same as for alkanes followed by some new rules. The rules are −

For all the Cycloalkens, the name will always end with the suffix "−ane.
Look for the cyclic ring/rings present.
If more than one ring is there, try to find out the parent cyclic ring. If more than 1 rings are there, then the ring having maximum no. of Carbon will be considered as the parent chain.
Number the carbons in the parent cyclic ring. Depends on the no. of carbon in the cyclic ring, "Pent (for 5)", "Hept (for 6)" this word will be added before "ane" in the nomenclature. The word 'cyclo' will add before it.
If any alkyl straight chain is present there and having a greater number of carbons than the cycloalkane, this alkyl chain becomes the primary parent chain. Cycloalkane act as a substituent having an ending "-yl" at the end.
Branched groups present in the main cyclic ring will be named by counting the number of carbon atoms in the groups. These groups have end in "-yl" (e.g.- propyl, pentyl)
The position of the group/brunch needs to be noted main cyclic ring. If there is more than one of the same type of branched group then both numbers must be listed (e.g.,5,4 -).
Numbering of the cyclic ring should start form the Carbon having most priority brunch/group.
The branched groups need to be listed before the main carbon chain alphabetically (ignoring di/tri).
Combine the elements of the name into a single word in the following order:

Branched groups in alphabetical order (ignoring prefixes).
Add cyclo
Prefix of main chain
End with "-ane" suffix.

Answer to Problem 12.51P

1,1,2,2-tetramethylcyclobutane

Explanation of Solution

The parent carbon ring has 4 carbons.

EBK GENERAL, ORGANIC, & BIOLOGICAL CHEM, Chapter 12, Problem 12.51P , additional homework tip 3

And there are four methyl groups in the no. 1 and no. 2carbon. As the branch groups have CH₃, it is called 'methyl'. As both the groups are the same, any of the carbon having methyl substituents can be numbered as 1.

So, following by the above mention rule, the name of the alkane is 1,1,2,2 (the position of the branch) + tetramethyl (the name of the branch, tetra for having four methyl groups) + cyclo + but (4 carbon in main chain)+ "-ane"= 1,1,2,2-tetramethylcyclobutane.

Answer 23

Expert Solution

Answer 24

Expert Solution

Answer 25

Expert Solution

Answer 26

Interpretation Introduction

(c)

Interpretation:

The IUPAC nomenclature of Cycloalkanes having more than one branch needs to be determined.

Concept Introduction:

Every organic compound has its own unique name which is followed by the IUPAC (International Union of Pure and Applied Chemistry). For Cycloalkane also, there is a particular rule for IUPAC nomenclature. Some rules are same as for alkanes followed by some new rules. The rules are −

For all the Cycloalkens, the name will always end with the suffix "−ane.
Look for the cyclic ring/rings present.
If more than one ring is there, try to find out the parent cyclic ring. If more than 1 rings are there, then the ring having maximum no. of Carbon will be considered as the parent chain.
Number the carbons in the parent cyclic ring. Depends on the no. of carbon in the cyclic ring, "Pent (for 5)", "Hept (for 6)" this word will be added before "ane" in the nomenclature. The word 'cyclo' will add before it.
If any alkyl straight chain is present there and having a greater number of carbons than the cycloalkane, this alkyl chain becomes the primary parent chain. Cycloalkane act as a substituent having an ending "-yl" at the end.
Branched groups present in the main cyclic ring will be named by counting the number of carbon atoms in the groups. These groups have end in "-yl" (e.g.- propyl, pentyl)
The position of the group/brunch needs to be noted main cyclic ring. If there is more than one of the same type of branched group then both numbers must be listed (e.g.,5,4 -).
Numbering of the cyclic ring should start form the Carbon having most priority brunch/group.
The branched groups need to be listed before the main carbon chain alphabetically (ignoring di/tri).
Combine the elements of the name into a single word in the following order:

Branched groups in alphabetical order (ignoring prefixes).
Add cyclo
Prefix of main chain
End with "-ane" suffix.

Answer 27

Answer to Problem 12.51P

1,1,2,2-tetramethylcyclobutane

Answer 28

Explanation of Solution

The parent carbon ring has 4 carbons.

EBK GENERAL, ORGANIC, & BIOLOGICAL CHEM, Chapter 12, Problem 12.51P , additional homework tip 3

And there are four methyl groups in the no. 1 and no. 2carbon. As the branch groups have CH₃, it is called 'methyl'. As both the groups are the same, any of the carbon having methyl substituents can be numbered as 1.

So, following by the above mention rule, the name of the alkane is 1,1,2,2 (the position of the branch) + tetramethyl (the name of the branch, tetra for having four methyl groups) + cyclo + but (4 carbon in main chain)+ "-ane"= 1,1,2,2-tetramethylcyclobutane.

Answer 29

Expert Solution

Interpretation Introduction

(d)

Interpretation:

The IUPAC nomenclature of Cycloalkanes having more than one same branch needs to be determined.

Concept Introduction:

Every organic compound have their own unique name which is followed by the IUPAC (International Union of Pure and Applied Chemistry). For Cycloalkane also, there is a particular rule for IUPAC nomenclature. Some rules are the same as for alkanes followed by some new rules. The rules are −

For all the Cycloalkens, the name will always end with the suffix "−ane.
Look for the cyclic ring/rings present.
If more than one ring is there, try to find out the parent cyclic ring. If more than 1 rings are there, then the ring having maximum no. of Carbon will be considered as the parent chain.
Number the carbons in the parent cyclic ring. Depends on the no. of carbon in the cyclic ring, "Pent (for 5)", "Hept (for 6)" this word will be added before "ane" in the nomenclature. The word 'cyclo' will add before it.
If any alkyl straight chain is present there and having a greater number of carbons than the cycloalkane, this alkyl chain becomes the primary parent chain. Cycloalkane act as a substituent having an ending "-yl" at the end.
Branched groups present in the main cyclic ring will be named by counting the number of carbon atoms in the groups. These groups have end in "-yl" (e.g.- propyl, pentyl)
The position of the group/brunch needs to be noted main cyclic ring. If there is more than one of the same type of branched group then both numbers must be listed (e.g.,5,4 -).
Numbering of the cyclic ring should start form the Carbon having most priority brunch/group.
The branched groups need to be listed before the main carbon chain alphabetically (ignoring di/tri).
Combine the elements of the name into a single word in the following order:

Branched groups in alphabetical order (ignoring prefixes).
Add cyclo
Prefix of main chain
End with "-ane" suffix.

Answer to Problem 12.51P

1,3-diethylcyclohexane

Explanation of Solution

The parent carbon ring has 6 carbons.

EBK GENERAL, ORGANIC, & BIOLOGICAL CHEM, Chapter 12, Problem 12.51P , additional homework tip 4

And there are two ethyl groups in the no. 1 and no. 3 carbons. As the branch groups have CH₂CH₃, it is called 'ethyl'. As both the groups are the same, any of the carbon having methyl substituents can be numbered as 1.

So, following by the above mention rule, the name of the alkane is 1,3, (the position of the branch) + diethyl (the name of the branch, di for having 2 ethyl groups) + cyclo + hex (6 carbon in main chain) + "-ane"= 1,3-diethylcyclohexane.

Answer 30

Expert Solution

Answer 31

Expert Solution

Answer 32

Expert Solution

Answer 33

Interpretation Introduction

(d)

Interpretation:

The IUPAC nomenclature of Cycloalkanes having more than one same branch needs to be determined.

Concept Introduction:

Every organic compound have their own unique name which is followed by the IUPAC (International Union of Pure and Applied Chemistry). For Cycloalkane also, there is a particular rule for IUPAC nomenclature. Some rules are the same as for alkanes followed by some new rules. The rules are −

For all the Cycloalkens, the name will always end with the suffix "−ane.
Look for the cyclic ring/rings present.
If more than one ring is there, try to find out the parent cyclic ring. If more than 1 rings are there, then the ring having maximum no. of Carbon will be considered as the parent chain.
Number the carbons in the parent cyclic ring. Depends on the no. of carbon in the cyclic ring, "Pent (for 5)", "Hept (for 6)" this word will be added before "ane" in the nomenclature. The word 'cyclo' will add before it.
If any alkyl straight chain is present there and having a greater number of carbons than the cycloalkane, this alkyl chain becomes the primary parent chain. Cycloalkane act as a substituent having an ending "-yl" at the end.
Branched groups present in the main cyclic ring will be named by counting the number of carbon atoms in the groups. These groups have end in "-yl" (e.g.- propyl, pentyl)
The position of the group/brunch needs to be noted main cyclic ring. If there is more than one of the same type of branched group then both numbers must be listed (e.g.,5,4 -).
Numbering of the cyclic ring should start form the Carbon having most priority brunch/group.
The branched groups need to be listed before the main carbon chain alphabetically (ignoring di/tri).
Combine the elements of the name into a single word in the following order:

Branched groups in alphabetical order (ignoring prefixes).
Add cyclo
Prefix of main chain
End with "-ane" suffix.

Answer 34

Answer to Problem 12.51P

1,3-diethylcyclohexane

Answer 35

Explanation of Solution

The parent carbon ring has 6 carbons.

EBK GENERAL, ORGANIC, & BIOLOGICAL CHEM, Chapter 12, Problem 12.51P , additional homework tip 4

And there are two ethyl groups in the no. 1 and no. 3 carbons. As the branch groups have CH₂CH₃, it is called 'ethyl'. As both the groups are the same, any of the carbon having methyl substituents can be numbered as 1.

So, following by the above mention rule, the name of the alkane is 1,3, (the position of the branch) + diethyl (the name of the branch, di for having 2 ethyl groups) + cyclo + hex (6 carbon in main chain) + "-ane"= 1,3-diethylcyclohexane.