When a dilute solution of acetaldehyde in D2O containing NaOD is shaken, explain why the methyl hydro-gens are exchanged with deuterium but the hydrogen attached to the carbonyl carbon is not. −ODD2O CH3CHO CD3CH

When a dilute solution of acetaldehyde in D2O containing NaOD is shaken, explain why the methyl hydro-gens are exchanged with deuterium but the hydrogen attached to the carbonyl carbon is not. −ODD2O CH3CHO CD3CH

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

Chapter10: Alcohols

Section10.8: Oxidation Of Alcohols

Problem 10.12P: -Hydroxyketones and -hydroxyaldehydes are also oxidized by treatment with periodic acid. It is not...

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Question

When a dilute solution of acetaldehyde in D2O containing NaOD is shaken, explain why the methyl hydro-
gens are exchanged with deuterium but the hydrogen attached to the carbonyl carbon is not.

−OD
D2O CH3
C
H
O

CD3
C
H

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