Hydration of Alkynes Flashcards
1
Q
purpose
A
addition of H2O to form ketones or aldehydes
2
Q
to form a ketone only
A
markovnikov indirect hydration
use HgSO4, H2SO4 (aq)
3
Q
to form an aldehyde/ketone
A
anti-markovnikov indirect hydration
use 1) Sia2BH (disiamyl borane bulky)
2) H2O2, NaOH (aq)
4
Q
when using Sia2BH if internal alkyne…
A
get a ketone
5
Q
when using Sia2BH if terminal alkyne…
A
get an aldehyde
6
Q
why don’t we get alchohol formation?
A
addition of OH to the alkyne yields an enol which quickly rearranges to a keto
