Addition of 1-bromobut-2-ene to magnesium metal in dry ether results in formation of aGrignard reagent. Addition of water to this Grignard reagent gives a mixture of but-1-eneand but-2-ene (cis and trans). When the Grignard reagent is made using 3-bromobut-1-ene,addition of water produces exactly the same mixture of products in the same ratios.Explain this curious result.

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter21: Benzene And The Concept Of Aromaticity
Section: Chapter Questions
Problem 21.47P: When warmed in dilute sulfuric acid, 1-phenyl-1,2-propanediol undergoes dehydration and...
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Addition of 1-bromobut-2-ene to magnesium metal in dry ether results in formation of a
Grignard reagent. Addition of water to this Grignard reagent gives a mixture of but-1-ene
and but-2-ene (cis and trans). When the Grignard reagent is made using 3-bromobut-1-ene,
addition of water produces exactly the same mixture of products in the same ratios.
Explain this curious result.

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