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Write a mechanism for the conversion of the aldol addition product, 3-hydroxy-3-(4-nitrophenyl)-1-(2-pyridyl)-1-propanone, to the aldol condensation product, (E)-3-(4-nitrophenyl)-1-(2-pyridyl)-1-propenone. Be as complete as possible and show electron flow for all steps.

Sagot :

Solution :

"Aldol" stands for the abbreviation, aldehyde and alcohol. When a ketone or an aldehyde's enolate reacts with the carbonyl of a  molecule at the alpha carbon, under the acidic or basic conditions so as to obtained the ketone or β-hydroxy aldehyde, is known as an aldol reaction.

For the conversion of the aldol addition product of a 3-hydroxy-3-(4-nitrophenyl)-1-(2-pyridyl)-1-propanone to an aldol condensation product of (E)-3-(4-nitrophenyl)-1-(2-pyridyl)-1-propenone, the mechanism is given in the diagram a below :

View image AbsorbingMan