Answered: What steps are needed to prepare…

What steps are needed to prepare phenylacetylene, C6H5C = CH, from each compound: (a) C6H5CH2CHBr2; (b) C6H5CHBrCH3; (c) C6H5CH2CH2OH?

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter27: Biomolecules: Lipids

Section27.SE: Something Extra

Problem 42AP: Eleostearic acid, C18H30O2, is a rare fatty acid found in the tung oil used for finishing furniture....

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Concept explainers

Reactions of Ethers

Ethers (R-O-R’) are compounds formed by replacing hydrogen atoms of an alcohol (R-OH compound) or a phenol (C6H5OH) by an aryl/ acyl group (functional group after removing single hydrogen from an aromatic ring). In this section, reaction, preparation and behavior of ethers are discussed in the context of organic chemistry.

Epoxides

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.

Question

What steps are needed to prepare phenylacetylene, C6H5C = CH, from each compound: (a) C6H5CH2CHBr2; (b) C6H5CHBrCH3; (c) C6H5CH2CH2OH?

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