Introduction To General, Organic, And Biochemistry
Introduction To General, Organic, And Biochemistry
12th Edition
ISBN: 9781337571357
Author: Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher: Cengage Learning
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Chapter 11, Problem 55P

(a)

Interpretation Introduction

Interpretation: The IUPAC name for the given cycloalkane needs to be determined.

Concept Introduction: According to the IUPAC rule, numbering of atom is done to find the longest continuous carbon chain in the molecule. After that name of groups attached to the chain are identified. The location of substituent groups is designated by numbers and name. The last step is to assemble the name by listing the groups in alphabetical order. Prefixes such as di, tri, tetra etc. are used to represent groups of same kind.

(a)

Expert Solution
Check Mark

Explanation of Solution

The given structure is as follows:

Introduction To General, Organic, And Biochemistry, Chapter 11, Problem 55P , additional homework tip  1

The above structure contains a cycloalkane ring with 5 carbon atoms thus, it is cyclopentane.

Here, numbering will be done according to the number of substituents present of cyclopentane ring. There are 2 substituent at one position and 1 substituent at other.

The numbering can be done as follows:

Introduction To General, Organic, And Biochemistry, Chapter 11, Problem 55P , additional homework tip  2

From the above structure, there are 2 propyl groups at 1st position and 1 butyl group at 2nd position of cyclopentane ring.

Thus, the IUPAC name of the molecule will be:

Introduction To General, Organic, And Biochemistry, Chapter 11, Problem 55P , additional homework tip  3

(b)

Interpretation Introduction

Interpretation: The IUPAC name for the given alkane needs to be determined.

Concept Introduction: According to the IUPAC rule, numbering of atom is done to find the longest continuous carbon chain in the molecule. After that name of groups attached to the chain are identified. The location of substituent groups is designated by numbers and name. The last step is to assemble the name by listing the groups in alphabetical order. Prefixes such as di, tri, tetra etc. are used to represent groups of same kind.

(b)

Expert Solution
Check Mark

Explanation of Solution

The given structure is as follows:

Introduction To General, Organic, And Biochemistry, Chapter 11, Problem 55P , additional homework tip  4

The numbering will be done according to the longest carbon chain in the molecule.

The numbering is done as follows:

Introduction To General, Organic, And Biochemistry, Chapter 11, Problem 55P , additional homework tip  5

From the above structure, there is 1 ethyl group at 3rd position and 1 methyl group at 5th position of the main chain containing 7 carbon atoms.

Therefore, the IUPAC name of the structure will be:

Thus,

Introduction To General, Organic, And Biochemistry, Chapter 11, Problem 55P , additional homework tip  6

(c)

Interpretation Introduction

Interpretation: The IUPAC name for the given alkane needs to be determined.

Concept Introduction: According to the IUPAC rule, numbering of atom is done to find the longest continuous carbon chain in the molecule. After that name of groups attached to the chain are identified. The location of substituent groups is designated by numbers and name. The last step is to assemble the name by listing the groups in alphabetical order. Prefixes such as di, tri, tetra etc. are used to represent groups of same kind.

(c)

Expert Solution
Check Mark

Explanation of Solution

The given structure is as follows:

Introduction To General, Organic, And Biochemistry, Chapter 11, Problem 55P , additional homework tip  7

The numbering will be done according to the longest carbon chain in the molecule.

The numbering can be done as follows:

Introduction To General, Organic, And Biochemistry, Chapter 11, Problem 55P , additional homework tip  8

Thus, there are 5 carbon atoms in the parent chain. Also, there are 2 methyl groups at 2nd position, 1 methyl group at 3rd position and 1 methyl group at 4th position. There are total 4 methyl substituents.

Therefore, the IUPAC name of the molecule will be:

Introduction To General, Organic, And Biochemistry, Chapter 11, Problem 55P , additional homework tip  9

(d)

Interpretation Introduction

Interpretation: The IUPAC name for the given cycloalkane needs to be determined.

Concept Introduction: According to the IUPAC rule, numbering of atom is done to find the longest continuous carbon chain in the molecule. After that name of groups attached to the chain are identified. The location of substituent groups is designated by numbers and name. The last step is to assemble the name by listing the groups in alphabetical order. Prefixes such as di, tri, tetra etc. are used to represent groups of same kind.

(d)

Expert Solution
Check Mark

Explanation of Solution

The given structure is as follows:

Introduction To General, Organic, And Biochemistry, Chapter 11, Problem 55P , additional homework tip  10

It contains a cycloalkane with 8 carbon atoms. Two substituents are same thus, numbering will start from any one of the substituent side.

The numbering can be represented as follows:

Introduction To General, Organic, And Biochemistry, Chapter 11, Problem 55P , additional homework tip  11

From the above structure, there is 1 methyl and 1 propyl group at 1st and 6th position.

Thus, IUPAC name will be as follows:

Introduction To General, Organic, And Biochemistry, Chapter 11, Problem 55P , additional homework tip  12

Stereochemistry can also be determined by giving priority to the groups attached.

Introduction To General, Organic, And Biochemistry, Chapter 11, Problem 55P , additional homework tip  13

The 1-2 movement is clockwise but the lowest priority group is in front of the curved arrow so assignment will be reversed. Here, clockwise is S and anti or counterclockwise is R. Since, in the above structure the movement is clockwise so the configuration will be S for both sides. The IUPAC name with configuration will be:

Introduction To General, Organic, And Biochemistry, Chapter 11, Problem 55P , additional homework tip  14

(e)

Interpretation Introduction

Interpretation: The IUPAC name for the given cycloalkane needs to be determined.

Concept Introduction: According to the IUPAC rule, numbering of atom is done to find the longest continuous carbon chain in the molecule. After that name of groups attached to the chain are identified. The location of substituent groups is designated by numbers and name. The last step is to assemble the name by listing the groups in alphabetical order. Prefixes such as di, tri, tetra etc. are used to represent groups of same kind.

(e)

Expert Solution
Check Mark

Explanation of Solution

The given structure is as follows:

Introduction To General, Organic, And Biochemistry, Chapter 11, Problem 55P , additional homework tip  15

It contains a cycloalkane ring with 6 carbon atoms.

The numbering is represented as follows:

Introduction To General, Organic, And Biochemistry, Chapter 11, Problem 55P , additional homework tip  16

From the above structure, there is 1 methyl group at 1st position, 1 methyl group at 2nd position and 1 ethyl group at 4th position.

Thus, IUPAC name of the molecule will be:

Introduction To General, Organic, And Biochemistry, Chapter 11, Problem 55P , additional homework tip  17

(f)

Interpretation Introduction

Interpretation: The IUPAC name for the given alkane needs to be determined.

Concept Introduction: According to the IUPAC rule, numbering of atom is done to find the longest continuous carbon chain in the molecule. After that name of groups attached to the chain are identified. The location of substituent groups is designated by numbers and name. The last step is to assemble the name by listing the groups in alphabetical order. Prefixes such as di, tri, tetra etc. are used to represent groups of same kind.

(f)

Expert Solution
Check Mark

Explanation of Solution

The given structure is as follows:

Introduction To General, Organic, And Biochemistry, Chapter 11, Problem 55P , additional homework tip  18

The numbering will be done according to the longest carbon chain in the molecule.

The numbering can be done as follows:

Introduction To General, Organic, And Biochemistry, Chapter 11, Problem 55P , additional homework tip  19

From the above structure, there is 1 ethyl group at 4th position and 1 methyl group each at 3rd, 6th and 8th carbon atom in the chain.

Thus, the IUPAC name of the molecule will be:

Introduction To General, Organic, And Biochemistry, Chapter 11, Problem 55P , additional homework tip  20

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Chapter 11 Solutions

Introduction To General, Organic, And Biochemistry

Ch. 11 - 11-12 Why is it not accurate to describe an...Ch. 11 - 11-13 What is meant by the term line-angle formula...Ch. 11 - Prob. 4PCh. 11 - Write the molecular formula for each alkane.Ch. 11 - Answer true or false. Constitutional isomers have...Ch. 11 - Which statements are true about constitutional...Ch. 11 - Prob. 8PCh. 11 - Each member of the following set of compounds is...Ch. 11 - Prob. 10PCh. 11 - 11-21 In the six following sets, which pairs of...Ch. 11 - Draw line-angle formulas for the nine...Ch. 11 - Answer true or false. The parent name of an alkane...Ch. 11 - Prob. 14PCh. 11 - Among the ingredients listed in one commercial...Ch. 11 - Prob. 16PCh. 11 - Answer true or false. Cycloalkanes are saturated...Ch. 11 - Prob. 18PCh. 11 - Prob. 19PCh. 11 - Prob. 20PCh. 11 - Prob. 21PCh. 11 - 11-32 Calculate the actual C-C-C bond angles in...Ch. 11 - Prob. 23PCh. 11 - 11-34 What structural feature of cycloalkanes...Ch. 11 - Prob. 25PCh. 11 - 11-36 Name and draw structural formulas for the...Ch. 11 - Name and draw structural formulas for the six...Ch. 11 - 11-38 Why is equatorial methylcyclohexane more...Ch. 11 - Prob. 29PCh. 11 - Consider a cyclohexane ring substituted with one...Ch. 11 - Prob. 31PCh. 11 - Prob. 32PCh. 11 - Which unbranched alkane (Table 11-4) has about the...Ch. 11 - Prob. 34PCh. 11 - Prob. 35PCh. 11 - Prob. 36PCh. 11 - Prob. 37PCh. 11 - 11-48 How are the boiling points of hydrocarbons...Ch. 11 - Answer true or false. Combustion of alkanes is an...Ch. 11 - 11-50 Write balanced equations for the combustion...Ch. 11 - The heat of combustion of methane, a component of...Ch. 11 - 11-52 Draw structural formulas for these...Ch. 11 - Prob. 43PCh. 11 - 11-54 Complete and balance the equation for the...Ch. 11 - Name and draw structural formulas for all pos...Ch. 11 - Prob. 46PCh. 11 - Prob. 47PCh. 11 - 11-58 (Chemical Connections 11A) How many rings in...Ch. 11 - Prob. 49PCh. 11 - Prob. 50PCh. 11 - Prob. 51PCh. 11 - 11-62(Chemical Connections 11C) What are Freons?...Ch. 11 - 11-63 (Chemical Connections 11C) In what way do...Ch. 11 - (Chemical Connections 11C) What are HFCs and...Ch. 11 - Prob. 55PCh. 11 - Prob. 56PCh. 11 - Prob. 57PCh. 11 - Prob. 58PCh. 11 - Which of the following compounds can exist as...Ch. 11 - Prob. 60PCh. 11 - Dodecane, C12H26, is an unbranched alkane Predict...Ch. 11 - Prob. 62PCh. 11 - Prob. 63PCh. 11 - Prob. 64PCh. 11 - As stated in Section 11-9, the wax found in apple...Ch. 11 - Prob. 66PCh. 11 - Prob. 67P
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