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

Introduction to General, Organic and Biochemistry

11th Edition

ISBN:9781285869759

Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres

Publisher:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres

Chapter17: Aldehydes And Ketones

Section: Chapter Questions

Problem 17.26P: 17-26 Account for the fact that acetone has a higher boiling point (56°C) than ethyl methyl ether...

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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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