3. Imitation vanilla extract contains vanillin and propylene glycol. Analysis via GC-MS shows a small quantity of a racemic mixture of a vanillin-propylene glycol acetal. Draw the structure of this acetal (considering stereochemistry) and briefly explain why it is racemic. HO H3CO vanillin H HO OH propylene glycol

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
Chapter16: Aldehydes And Ketones
Section: Chapter Questions
Problem 16.26P: Wittig reactions with the following -chloroethers can be used for the synthesis of aldehydes and...
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3. Imitation vanilla extract contains vanillin and propylene glycol. Analysis via GC-MS shows a small
quantity of a racemic mixture of a vanillin-propylene glycol acetal. Draw the structure of this acetal
(considering stereochemistry) and briefly explain why it is racemic.
HO
H3CO
vanillin
H
HO
OH
propylene glycol
Transcribed Image Text:3. Imitation vanilla extract contains vanillin and propylene glycol. Analysis via GC-MS shows a small quantity of a racemic mixture of a vanillin-propylene glycol acetal. Draw the structure of this acetal (considering stereochemistry) and briefly explain why it is racemic. HO H3CO vanillin H HO OH propylene glycol
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