Propose a mechanism to account for the formation of a cyclic acetal from 4-hydroxypentanal and one equivalent of methanol. If the carbonyl oxygen of 4-hydroxypentanal is enriched with oxygen-18, do you predict that the oxygen label appears in the cyclic acetal or in the water? + CH,OH- + H,0 OCH ОН A cyclic acetal (гасеmic) 4-Hydroxypentanal

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 16.32P: Propose a mechanism to account for the formation of a cyclic acetal from 4-hydroxypentanal and one...
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Propose a mechanism to account for the formation of a cyclic acetal from
4-hydroxypentanal and one equivalent of methanol. If the carbonyl oxygen of
4-hydroxypentanal is enriched with oxygen-18, do you predict that the oxygen label
appears in the cyclic acetal or in the water?
+ CH,OH-
+ H,0
OCH
ОН
A cyclic acetal
(гасеmic)
4-Hydroxypentanal
Transcribed Image Text:Propose a mechanism to account for the formation of a cyclic acetal from 4-hydroxypentanal and one equivalent of methanol. If the carbonyl oxygen of 4-hydroxypentanal is enriched with oxygen-18, do you predict that the oxygen label appears in the cyclic acetal or in the water? + CH,OH- + H,0 OCH ОН A cyclic acetal (гасеmic) 4-Hydroxypentanal
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