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First the carbonyl-oxygen coordinates to the aluminumisopropylate 2. This makes the carbonyl-carbon even more positive. In the next step the hydride attacks the carbonyl-carbon and a 6-membered cyclic transition state is formed. After the hydride shift the alcoholate of the desired alcohol 5 and acetone 6 remain. The alcoholate reacts with another isopropanol molecule to form the alcohol 3 and recover the Aluminumisopropylate.
All of these reactions are equilibrium reactions. Distillation of acetone out of the reaction mixture shifts the equilibrium to the product side. This is easily achieved because acetone is the most volatile substance in the reaction mixture.
The same process in the opposite direction is called Oppenauer oxidation.
|This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Meerwein-Ponndorf-Verley_reduction". A list of authors is available in Wikipedia.|