5. Treating y-butyrolactone with two equivalents of methylmagnesium bromide, followed by hydrolysis in aqueous acid, gives a compound with the molecular formula CçH1402, as shown below. Propose a structural formula for this compound, and show using curly arrows the reaction mechanism. 1. CH,MgBr (2 equiv.) 2. H*/H,O y-butyrolactone

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
Chapter11: Ethers, Epoxides, And Sulfides
Section: Chapter Questions
Problem 11.26P: Acid-catalyzed hydrolysis of the following epoxide gives a trans diol. Of the two possible trans...
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5. Treating y-butyrolactone with two equivalents of methylmagnesium bromide, followed by
hydrolysis in aqueous acid, gives a compound with the molecular formula CçH1402, as shown
below. Propose a structural formula for this compound, and show using curly arrows the reaction
mechanism.
1. CH,MgBr (2 equiv.)
2. H*/H,O
y-butyrolactone
Transcribed Image Text:5. Treating y-butyrolactone with two equivalents of methylmagnesium bromide, followed by hydrolysis in aqueous acid, gives a compound with the molecular formula CçH1402, as shown below. Propose a structural formula for this compound, and show using curly arrows the reaction mechanism. 1. CH,MgBr (2 equiv.) 2. H*/H,O y-butyrolactone
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