Answered: Part 1 - Draw the full mechanism for…

Part 1 - Draw the full mechanism for the cross-aldol reaction between acetone and benzaldehyde Part 2 - Draw the product that would form if we added only one mole each of acetone and benzaldehyde.

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter26: Aldol And Claisen Reactions

Section: Chapter Questions

Problem 21E

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Concept explainers

Reactions at the Alpha Carbon Atom

The position next to the ketone or aldehyde functional group is termed as alpha position and the reaction which occurs at alpha position is called alpha substitution reaction. In an alpha substitution reaction, the alpha proton atom is substituted by an electrophile by the formation of an enol intermediate or enolate ion intermediate. Most of the carbonyl compounds go through an alpha substitution reaction.

Question

Part 1 - Draw the full mechanism for the cross-aldol reaction between acetone and benzaldehyde

Part 2 - Draw the product that would form if we added only one mole each of acetone and
benzaldehyde.

Part 3 - After forming the initial product, we see the elimination of water to give the final product as a
solid that we collect. What drives this product formation?

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