Alkynes undergo hydroboration to give alkenylboranes, which can be oxidized to give carbonyl compounds with hydrogen peroxide. The net result of the two- step sequence is hydration, which gives aldehydes from terminal alkynes. In these reactions, the alkyne is oxidized to form an enol, which then tautomerizes to a carbonyl. Draw the structure of the enol formed in the conversion of 1-hexyne to hexanal. Click and drag to start drawing a structure.

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
Chapter7: Alkynes
Section: Chapter Questions
Problem 7.26P
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Alkynes undergo hydroboration to give alkenylboranes, which can be oxidized to give carbonyl compounds with hydrogen peroxide. The net result of the two-
step sequence is hydration, which gives aldehydes from terminal alkynes. In these reactions, the alkyne is oxidized to form an enol, which then tautomerizes to
a carbonyl.
Draw the structure of the enol formed in the conversion of 1-hexyne to hexanal.
Click and drag to start drawing a
structure.
Transcribed Image Text:Alkynes undergo hydroboration to give alkenylboranes, which can be oxidized to give carbonyl compounds with hydrogen peroxide. The net result of the two- step sequence is hydration, which gives aldehydes from terminal alkynes. In these reactions, the alkyne is oxidized to form an enol, which then tautomerizes to a carbonyl. Draw the structure of the enol formed in the conversion of 1-hexyne to hexanal. Click and drag to start drawing a structure.
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