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Science Chemistry Organic Chemistry: Principles And Mechanisms

The sequence of reactions that will exclusively produce (1-ethylpropoxy)cyclopentane from the same two alcohols given in Problem 10.48 is to be proposed. Concept introduction: Under acidic conditions, two molecules of an alcohol react to produce a symmetrical ether. If a mixture of alcohols is used, a total of three ethers – two symmetrical and one non-symmetrical – are produced. If only a particular ether is to be produced, a different reaction called Williamson ether synthesis needs to be used. In Williamson ether synthesis, a primary alkyl halide is treated with an alkoxide anion to exclusively form one ether. Both the alkyl halide and the alkoxide anion can be generated from the alcohols, the first by treating the corresponding alcohol with PBr 3 and the second by treating the corresponding alcohol with a strong base.

The sequence of reactions that will exclusively produce (1-ethylpropoxy)cyclopentane from the same two alcohols given in Problem 10.48 is to be proposed. Concept introduction: Under acidic conditions, two molecules of an alcohol react to produce a symmetrical ether. If a mixture of alcohols is used, a total of three ethers – two symmetrical and one non-symmetrical – are produced. If only a particular ether is to be produced, a different reaction called Williamson ether synthesis needs to be used. In Williamson ether synthesis, a primary alkyl halide is treated with an alkoxide anion to exclusively form one ether. Both the alkyl halide and the alkoxide anion can be generated from the alcohols, the first by treating the corresponding alcohol with PBr 3 and the second by treating the corresponding alcohol with a strong base.

Solution Summary: The author proposes the sequence of reactions that will produce (1-ethylpropoxy)cyclopentane from the same two alcohols given in Problem 10.48.

Organic Chemistry: Principles And Mechanisms

Organic Chemistry: Principles And Mechanisms

2nd Edition

ISBN: 9780393630756

Author: KARTY, Joel

Publisher: W.w. Norton & Company,

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Epoxides are a special class of cyclic ethers which are an important functional group in organic chemistry and generate reactive centers due to their unusual high reactivity. Due to their high reactivity, epoxides are considered to be toxic and mutagenic…

Williamson Ether Synthesis

An organic reaction in which an organohalide and a deprotonated alcohol forms ether is known as Williamson ether synthesis. Alexander Williamson developed the Williamson ether synthesis in 1850. The formation of ether in this synthesis is an SN2 reaction…

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Chapter 10, Problem 10.71P

Interpretation Introduction

Interpretation:

The sequence of reactions that will exclusively produce (1-ethylpropoxy)cyclopentane from the same two alcohols given in Problem 10.48 is to be proposed.

Concept introduction:

Under acidic conditions, two molecules of an alcohol react to produce a symmetrical ether. If a mixture of alcohols is used, a total of three ethers – two symmetrical and one non-symmetrical – are produced.

If only a particular ether is to be produced, a different reaction called Williamson ether synthesis needs to be used. In Williamson ether synthesis, a primary alkyl halide is treated with an alkoxide anion to exclusively form one ether. Both the alkyl halide and the alkoxide anion can be generated from the alcohols, the first by treating the corresponding alcohol with PBr3 and the second by treating the corresponding alcohol with a strong base.

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Chapter 10, Problem 10.70P

Chapter 10, Problem 10.72P

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Chapter 10 Solutions

Organic Chemistry: Principles And Mechanisms

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