Organic Chemistry: Principles And Mechanisms: Study Guide/solutions Manual (second)
Organic Chemistry: Principles And Mechanisms: Study Guide/solutions Manual (second)
2nd Edition
ISBN: 9780393655551
Author: KARTY, Joel
Publisher: W. W. Norton & Company
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Chapter A, Problem A.45P
Interpretation Introduction

(a)

Interpretation:

The IUPAC name of the given molecule is to be written.

Concept introduction:

The root name of the molecule is the name of the alkane which depends on the longest continuous chain of carbon atoms or the ring structure. The name of the substituent attached to the parent ring is written as a prefix to the left side of the root. The parent ring is numbered such that the carbon atom to which the substituent is attached, gets the lowest possible number. This number is written on the left side of the substituent and separated by a hyphen. If more than one substituent is present then numbering is determined by the alphabetical order of substituents.

Expert Solution
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Answer to Problem A.45P

The IUPAC name of the given molecule is 1-(1-bromoethyl)-4-tert-butylcyclohexane.

Explanation of Solution

The given molecule is:

Organic Chemistry: Principles And Mechanisms: Study Guide/solutions Manual (second), Chapter A, Problem A.45P , additional homework tip  1

In this molecule, the six carbons ring act as a parent. Hence, the root is cyclohexane. The ring has two substituents 1-bromoethyl and tert-butyl.

Organic Chemistry: Principles And Mechanisms: Study Guide/solutions Manual (second), Chapter A, Problem A.45P , additional homework tip  2

The ring is numbered in a way that the carbon to which the 1-bromoethyl substituent is attached gets first priority over tert-butyl.

Hence, the IUPAC name is 1-(1-bromoethyl)-4-tert-butylcyclohexane.

Conclusion

The IUPAC name of the given molecule is written as 1-(1-bromoethyl)-4-tert-butylcyclohexane using the root, prefix and locator number.

Interpretation Introduction

(b)

Interpretation:

The IUPAC name of the given molecule is to be written.

Concept introduction:

The root name of the molecule is the name of the alkane which depends on the longest continuous chain of carbon atoms. The name of the substituent attached to the parent chain is written as a prefix to the left side of the root. The chain is numbered such that the carbon atom to which the substituent is attached, gets the lowest possible number. This number is written on the left side of the substituent and separated by a hyphen. If more than one substituent is present, then the numbering is determined by the alphabetical order of substituents.

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Answer to Problem A.45P

The IUPAC name of the given molecule is 3-chloro-4-isopropyl-5-methoxyoctane.

Explanation of Solution

The given molecule is:

Organic Chemistry: Principles And Mechanisms: Study Guide/solutions Manual (second), Chapter A, Problem A.45P , additional homework tip  3

In this molecule, the longest continuous chain of carbon atoms has eight carbon atoms. Hence, the root is octane.

Organic Chemistry: Principles And Mechanisms: Study Guide/solutions Manual (second), Chapter A, Problem A.45P , additional homework tip  4

The parent chain has three substituents, thus the chain is numbered so as to provide the lowest set of locants.

Organic Chemistry: Principles And Mechanisms: Study Guide/solutions Manual (second), Chapter A, Problem A.45P , additional homework tip  5

Hence, the IUPAC name is 3-chloro-4-isopropyl-5-methoxyoctane.

Conclusion

The IUPAC name of the given molecule is written as 3-chloro-4-isopropyl-5-methoxyoctane using the root, prefix and locator number.

Interpretation Introduction

(c)

Interpretation:

The IUPAC name of the given molecule is to be written.

Concept introduction:

The root name of the molecule is the name of the alkane which depends on the longest continuous chain of carbon atoms or the ring structure. The name of the substituent attached to the parent chain is written as a prefix to the left side of the root.

Expert Solution
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Answer to Problem A.45P

The IUPAC name of the given molecule is Cyclopropoxycyclopentane.

Explanation of Solution

The given molecule is:

Organic Chemistry: Principles And Mechanisms: Study Guide/solutions Manual (second), Chapter A, Problem A.45P , additional homework tip  6

In this molecule, the five carbons ring is a parent. Hence, the root is cyclopentane. Since the ring has only one substituent, there is no need to number the ring to decide the position of the substituent.

Hence, the IUPAC name is Cyclopropoxycyclopentane.

Conclusion

The IUPAC name of the given molecule is written as Cyclopropoxycyclopentane using the root, prefix and locator number.

Interpretation Introduction

(d)

Interpretation:

The IUPAC name of the given molecule is to be written.

Concept introduction:

The root name of the molecule is the name of the alkane which depends on the longest continuous chain of carbon atoms or the ring structure. The name of the substituent attached to the parent ring is written as a prefix to the left side of the root. The parent ring is numbered such that the carbon atom to which the substituent is attached, gets the lowest possible number. This number is written on the left side of the substituent and separated by a hyphen. If more than one substituent is present, then the numbering is determined by the alphabetical order of substituents.

Expert Solution
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Answer to Problem A.45P

The IUPAC name of the given molecule is 1-chloro-2, 4-diethoxy-1-isopropylcycloheptane.

Explanation of Solution

The given molecule is:

Organic Chemistry: Principles And Mechanisms: Study Guide/solutions Manual (second), Chapter A, Problem A.45P , additional homework tip  7

In this molecule, the seven carbons ring is a parent. Hence, the root is cycloheptane. The ring has four substituents, thus the ring is numbered so as to provide the lowest set of locants.

Organic Chemistry: Principles And Mechanisms: Study Guide/solutions Manual (second), Chapter A, Problem A.45P , additional homework tip  8

Hence, the IUPAC name is 1-chloro-2, 4-diethoxy-1-isopropylcycloheptane.

Conclusion

The IUPAC name of the given molecule is written as 1-chloro-2, 4-diethoxy-1-isopropylcycloheptane using the root, prefix and locator number.

Interpretation Introduction

(e)

Interpretation:

The IUPAC name of the given molecule is to be written.

Concept introduction:

The root name of the molecule is the name of the alkane which depends on the longest continuous chain of carbon atoms. The name of the substituent attached to the parent chain is written as a prefix to the left side of the root. The chain is numbered such that the carbon atom to which the substituent is attached, gets the lowest possible number. This number is written on the left side of the substituent and separated by a hyphen. If more than one substituent is present then the numbering is determined by the alphabetical order of substituents.

Expert Solution
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Answer to Problem A.45P

The IUPAC name of the given molecule is 4-(methoxymethyl)-5-(1, 1-dinitroethyl)octane

Explanation of Solution

The given molecule is:

Organic Chemistry: Principles And Mechanisms: Study Guide/solutions Manual (second), Chapter A, Problem A.45P , additional homework tip  9

In this molecule, the longest continuous chain of carbon atoms has eight carbon atoms. Hence, the root is octane.

Organic Chemistry: Principles And Mechanisms: Study Guide/solutions Manual (second), Chapter A, Problem A.45P , additional homework tip  10

The parent chain has two substituents, thus the chain is numbered so as to provide the lowest set of locants according to alphabetical order.

Organic Chemistry: Principles And Mechanisms: Study Guide/solutions Manual (second), Chapter A, Problem A.45P , additional homework tip  11

Hence, the IUPAC name is 4-(methoxymethyl)-5-(1, 1-dinitroethyl)octane.

Conclusion

The IUPAC name of the given molecule is written as 4-(methoxymethyl)-5-(1, 1-dinitroethyl)octane using the root, prefix and locator number.

Interpretation Introduction

(f)

Interpretation:

The IUPAC name of the given molecule is to be written.

Concept introduction:

The root name of the molecule is the name of the alkane which depends on the longest continuous chain of carbon atoms or the ring structure. The name of the substituent attached to the parent ring is written as a prefix to the left side of the root. The parent ring is numbered such that the carbon atom to which the substituent is attached, gets the lowest possible number. This number is written on the left side of the substituent and separated by a hyphen. If more than one substituent present then numbering is determined by the alphabetical order of substituents in a way to provide the lowest set of locants.

Expert Solution
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Answer to Problem A.45P

The IUPAC name of the given molecule is 2-chloro-3-cyclopropyl-2-iodo-1, 1-dimethoxycyclobutane.

Explanation of Solution

The given molecule is:

Organic Chemistry: Principles And Mechanisms: Study Guide/solutions Manual (second), Chapter A, Problem A.45P , additional homework tip  12

In this molecule, the four carbons ring is a parent. Hence, the root is cyclobutane. The ring has five substituents, thus the ring is numbered so as to provide the lowest set of locants.

Organic Chemistry: Principles And Mechanisms: Study Guide/solutions Manual (second), Chapter A, Problem A.45P , additional homework tip  13

Hence, the IUPAC name is 2-chloro-3-cyclopropyl-2-iodo-1, 1-dimethoxycyclobutane.

Conclusion

The IUPAC name of the given molecule is written as 2-chloro-3-cyclopropyl-2-iodo-1, 1-dimethoxycyclobutane using the root, prefix and locator number.

Interpretation Introduction

(g)

Interpretation:

The IUPAC name of the given molecule is to be written.

Concept introduction:

The root name of the molecule is the name of the alkane which depends on the longest continuous chain of carbon atoms or the ring structure. The name of the substituent attached to the parent ring is written as a prefix to the left side of the root. The parent ring is numbered such that the carbon atom to which the substituent is attached, gets the lowest possible number. This number is written on the left side of the substituent and separated by a hyphen. If more than one substituent is present, then the numbering is determined by the alphabetical order of substituents.

Expert Solution
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Answer to Problem A.45P

The IUPAC name of the given molecule is 1-isopentyl-3-methoxy-5-(1-methoxyethyl)cyclohexane.

Explanation of Solution

The given molecule is:

Organic Chemistry: Principles And Mechanisms: Study Guide/solutions Manual (second), Chapter A, Problem A.45P , additional homework tip  14

In this molecule, the six carbons ring is a parent. Hence, the root is cyclohexane. The ring has three substituents, thus the ring is numbered so as to provide the lowest set of locants.

Organic Chemistry: Principles And Mechanisms: Study Guide/solutions Manual (second), Chapter A, Problem A.45P , additional homework tip  15

Hence, the IUPAC name is 1-isopentyl-3-methoxy-5-(1-methoxyethyl)cyclohexane.

Conclusion

The IUPAC name of the given molecule is written as 1-isopentyl-3-methoxy-5-(1-methoxyethyl)cyclohexane using the root, prefix and locator number.

Interpretation Introduction

(h)

Interpretation:

The IUPAC name of the given molecule is to be written.

Concept introduction:

The root name of the molecule is the name of the alkane which depends on the longest continuous chain of carbon atoms. The name of the substituent attached to the parent chain is written as a prefix to the left side of the root. The chain is numbered such that the carbon atom to which the substituent is attached, gets the lowest possible number. This number is written on the left side of the substituent and separated by a hyphen. If more than one substituent is present, then the numbering is determined by the alphabetical order of substituents.

Expert Solution
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Answer to Problem A.45P

The IUPAC name of the given molecule is 3, 3-dibromo-5-cyclobutyl-4-(1-methoxyethyl)heptane.

Explanation of Solution

The given molecule is:

Organic Chemistry: Principles And Mechanisms: Study Guide/solutions Manual (second), Chapter A, Problem A.45P , additional homework tip  16

In this molecule, the longest continuous chain of carbon atoms has eight carbon atoms. Hence, the root is octane.

Organic Chemistry: Principles And Mechanisms: Study Guide/solutions Manual (second), Chapter A, Problem A.45P , additional homework tip  17

The parent chain has two substituents, thus the chain is numbered so as to provide the lowest set of locants.

Organic Chemistry: Principles And Mechanisms: Study Guide/solutions Manual (second), Chapter A, Problem A.45P , additional homework tip  18

Hence, the IUPAC name is 3, 3-dibromo-5-cyclobutyl-4-(1-methoxyethyl)heptane.

Conclusion

The IUPAC name of the given molecule is written as 3, 3-dibromo-5-cyclobutyl-4-(1-methoxyethyl)heptane using the root, prefix and locator number.

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