5. Treating y-butyrolactone with two equivalents of methylmagnesium bromide, followed by hydrolysis in aqueous acid, gives a compound with the molecular formula CoH1402, 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

5. Treating y-butyrolactone with two equivalents of methylmagnesium bromide, followed by hydrolysis in aqueous acid, gives a compound with the molecular formula CoH1402, 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

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter19: Aldehydes And Ketones: Nucleophilic Addition Reactions

Section19.4: Nucleophilic Addition Reactions Of Aldehydes And Ketones

Problem 5P: Treatment of an aldehyde or ketone with cyanide ion (-:C=N), followed by protonation of the...

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