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There are two benzylic bromides that give (Z)-4,6-dimethyl-3-phenyl-3-heptene on E2 elimination. Draw them.

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter18: Ethers And Epoxides; Thiols And Sulfides

Section18.SE: Something Extra

Problem 66GP: Identify the reagents a-e in the following scheme:

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Concept explainers

Reactions at the Alpha Carbon Atom

The position next to the ketone or aldehyde functional group is termed as alpha position and the reaction which occurs at alpha position is called alpha substitution reaction. In an alpha substitution reaction, the alpha proton atom is substituted by an electrophile by the formation of an enol intermediate or enolate ion intermediate. Most of the carbonyl compounds go through an alpha substitution reaction.

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There are two benzylic bromides that give (Z)-4,6-dimethyl-3-phenyl-3-heptene on E2 elimination. Draw them.

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