Oh, My Ketone!
(to the tune of "Oh, My Darling Clementine")
Oh, my ketone! Oh, my ketone!
And my primary amine.
You reacted, lost some water and
You formed a new imine.
Now the lone pair on the N then
Bonds with carbonyl C.
Pi electrons go to O, a
Proton shifts fast as can be.
Now the O is feeling greedy
Grabs an H from OH3.
Free electrons from the N then
Form a pi bond, water leaves.
Now the N is protonated
And a plus charge can be seen.
So the water yanks the H off
And we've formed a new imine.
Oh, my ketone! Oh, my ketone!
And my primary amine.
You reacted, lost some water and
You formed a new imine.
by William Evans 6 May 1997.Source: Bucknell University, Lewisberg, Pa.
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