Essential Organic Chemistry (3rd Edition)
Essential Organic Chemistry (3rd Edition)
3rd Edition
ISBN: 9780321937711
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Chapter 9, Problem 27P

What are the common and systematic names of the following ethers?

Chapter 9, Problem 27P, What are the common and systematic names of the following ethers? a. CH3CH2CH2CH2OCH2CH3 , example  1

  1. a. CH3CH2CH2CH2OCH2CH3

Chapter 9, Problem 27P, What are the common and systematic names of the following ethers? a. CH3CH2CH2CH2OCH2CH3 , example  2

Chapter 9, Problem 27P, What are the common and systematic names of the following ethers? a. CH3CH2CH2CH2OCH2CH3 , example  3

(a)

Expert Solution
Check Mark
Interpretation Introduction

Interpretation:

The systematic name and the common name of the given ether have to be given.

Concept introduction:

IUPAC naming of Ether compounds:

An ether group consists of oxygen atom attached between two carbon chains. The shorter of two chains becomes the first part of the name with ‘ane’ changes to ‘oxy’ and the longer alkane becomes the suffix of the name of the ether.

When the Oxygen is not at the terminal position of main chain of alkane, then the shorter alkyl group and the ether group together are treated as a side chain and prefixed with its position of bonding on the main chain.

Common name for ether compounds:

  • The name of the groups attached to the oxygen has to be given in alphabetical order followed by the word ether.

Explanation of Solution

The structure of the compound is given below:

  Essential Organic Chemistry (3rd Edition), Chapter 9, Problem 27P , additional homework tip  1

From the structure of the compound, it is understood that the compound is an ether with three carbons in the parent chain. Hence, the parent chain will be propane. The numbering of the longest chain will be in such a way to get the carbon atom attached to the oxygen the possible lowest number.

    Essential Organic Chemistry (3rd Edition), Chapter 9, Problem 27P , additional homework tip  2   

The shorter alkyl group attached to the oxygen is the isopropyl group.

Therefore, systematic name of the compound is given below:

Essential Organic Chemistry (3rd Edition), Chapter 9, Problem 27P , additional homework tip  3

The common name of the compound can be identified by naming the alkyl groups attached to the oxygen followed by the word ether. In the given compound, one iso propyl group and one propyl group is attached to oxygen.

Therefore, common name of the compound is given below:

Propyl isopropyl ether

(b)

Expert Solution
Check Mark
Interpretation Introduction

Interpretation:

The systematic name and the common name of the given ether has to be given.

Concept introduction:

IUPAC naming of Ether compounds:

An ether group consists of oxygen atom attached between two carbon chains. The shorter of two chains becomes the first part of the name with ‘ane’ changes to ‘oxy’ and the longer alkane becomes the suffix of the name of the ether.

When the Oxygen is not at the terminal position of main chain of alkane, then the shorter alkyl group and the ether group together are treated as a side chain and prefixed with its position of bonding on the main chain.

Common name for ether compounds:

  • The name of the groups attached to the oxygen has to be given in alphabetical order followed by the word ether.

Explanation of Solution

The structure of the compound is given below:

  Essential Organic Chemistry (3rd Edition), Chapter 9, Problem 27P , additional homework tip  4

From the structure of the compound, it is understood that the compound is an ether with four carbons in the parent chain. Thus the parent chain will be butane. The numbering of the longest chain will be in such a way to get the carbon atom attached to the oxygen the possible lowest number.

  Essential Organic Chemistry (3rd Edition), Chapter 9, Problem 27P , additional homework tip  5

The shorter alkyl group attached to the oxygen that is in the first carbon is the ethyl group and therefore, the prefix will be “ethoxy”.

Therefore, the systematic name of the compound is given below:

Essential Organic Chemistry (3rd Edition), Chapter 9, Problem 27P , additional homework tip  6

The common name of the compound can be identified by naming the alkyl groups attached to the oxygen followed by the word ether. In the given compound, one ethyl group and one butyl group is attached to oxygen.

Therefore, common name of the compound is given below:

butyl ethyl ether.

(c)

Expert Solution
Check Mark
Interpretation Introduction

Interpretation:

The systematic name and the common name of the given ether has to be given.

Concept introduction:

IUPAC naming of Ether compounds:

An ether group consists of oxygen atom attached between two carbon chains. The shorter of two chains becomes the first part of the name with ‘ane’ changes to ‘oxy’ and the longer alkane becomes the suffix of the name of the ether.

When the Oxygen is not at the terminal position of main chain of alkane, then the shorter alkyl group and the ether group together are treated as a side chain and prefixed with its position of bonding on the main chain.

Common name for ether compounds:

  • The name of the groups attached to the oxygen has to be given in alphabetical order followed by the word ether.

Explanation of Solution

The structure of the compound is given below:

  Essential Organic Chemistry (3rd Edition), Chapter 9, Problem 27P , additional homework tip  7

From the structure of the compound, it is understood that the compound is an ether with four carbons in the parent chain. Thus the parent chain will be butane. The numbering of the longest chain will be in such a way to get the carbon atom attached to the oxygen the possible lowest number.

  Essential Organic Chemistry (3rd Edition), Chapter 9, Problem 27P , additional homework tip  8

The oxygen is attached to the second carbon.

The shorter alkyl group attached to the oxygen is the methyl group and therefore, the prefix will be “methoxy”.

Therefore, the systematic name of the compound is given below:

  Essential Organic Chemistry (3rd Edition), Chapter 9, Problem 27P , additional homework tip  9

The common name of the compound can be identified by naming the alkyl groups attached to the oxygen followed by the word ether. In the given compound, one sec-butyl group and one methyl group is attached to oxygen.

Therefore, common name of the compound is given below:

Sec-butyl methyl ether.

(d)

Expert Solution
Check Mark
Interpretation Introduction

Interpretation:

The systematic name and the common name of the given ether has to be given.

Concept introduction:

IUPAC naming of Ether compounds:

An ether group consists of oxygen atom attached between two carbon chains. The shorter of two chains becomes the first part of the name with ‘ane’ changes to ‘oxy’ and the longer alkane becomes the suffix of the name of the ether.

When the Oxygen is not at the terminal position of main chain of alkane, then the shorter alkyl group and the ether group together are treated as a side chain and prefixed with its position of bonding on the main chain.

Common name for ether compounds:

  • The name of the groups attached to the oxygen has to be given in alphabetical order followed by the word ether.

Explanation of Solution

The structure of the compound is given below:

  Essential Organic Chemistry (3rd Edition), Chapter 9, Problem 27P , additional homework tip  10

From the structure of the compound, it is understood that the compound is an ether with three carbons in the parent chain. Hence, the parent chain will be propane.

    Essential Organic Chemistry (3rd Edition), Chapter 9, Problem 27P , additional homework tip  11

The shorter alkyl group attached to the oxygen that is in the second carbon is the isopropyl group and therefore, the prefix of the name will be “isopropoxy”.

Therefore, systematic name of the compound is given below:

Essential Organic Chemistry (3rd Edition), Chapter 9, Problem 27P , additional homework tip  12

The common name of the compound can be identified by naming the alkyl groups attached to the oxygen followed by the word ether. In the given compound, diisopropyl groups are attached to oxygen.

Therefore, common name of the compound is given below:

disopropyl ether.

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Chapter 9 Solutions

Essential Organic Chemistry (3rd Edition)

Ch. 9.4 - Prob. 13PCh. 9.5 - What product will be obtained from the reaction of...Ch. 9.5 - Prob. 15PCh. 9.6 - a. What is each ethers systematic name? 1....Ch. 9.8 - Draw the structure of the following: a....Ch. 9.8 - Prob. 20PCh. 9.8 - Would you expect the reactivity of a five-membered...Ch. 9.9 - Explain why the two arene oxides in Problem 22...Ch. 9.9 - Which compound is more likely to be...Ch. 9.11 - The following three nitrogen mustards were studied...Ch. 9 - What are the common and systematic names of the...Ch. 9 - Prob. 28PCh. 9 - Prob. 29PCh. 9 - Prob. 30PCh. 9 - Prob. 31PCh. 9 - What is the major product obtained from the...Ch. 9 - Draw structures for the following: a....Ch. 9 - Prob. 34PCh. 9 - Prob. 35PCh. 9 - Prob. 36PCh. 9 - Prob. 37PCh. 9 - Ethylene oxide reacts readily with HO.because of...Ch. 9 - Propose a mechanism for each of the following...Ch. 9 - Which of the following ethers would be obtained in...Ch. 9 - Show how each of the following syntheses could be...Ch. 9 - Prob. 42PCh. 9 - Prob. 43PCh. 9 - Prob. 44PCh. 9 - Propose a mechanism for each of the following...Ch. 9 - a. Propose a mechanism for the following reaction:...Ch. 9 - Three arene oxides can be obtained from...Ch. 9 - Prob. 48PCh. 9 - The following reaction takes place several times...Ch. 9 - Show how each of the following compounds could be...Ch. 9 - Propose a mechanism for the following reaction:Ch. 9 - Propose a mechanism for the following reaction:Ch. 9 - What alkenes would you expect to be obtained from...Ch. 9 - Triethylenemelamine (TEM) is an antitumor agent....Ch. 9 - When a diol that has OH groups on adjacent carbons...Ch. 9 - What product is obtained when...Ch. 9 - Prob. 58P
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