What is the product of cyclohexanone and cinnamaldehyde?

1 Answer
Ernest Z.
Nov 23, 2015

The product is #(2E,6E)#-2,6-bis(#(E)#-3-phenylallylidene)cyclohexanone.

Explanation:

The reaction is a crossed-aldol condensation.

The cinnamaldehyde has no acidic β-hydrogen atoms.

The cyclohexanone has acidic β-hydrogens at #"C-2"# and #"C-6"#, so it can undergo condensation at each of these positions.

The structure of the product is

Aldol
(from orgo.curvedarrow.com)

Related questions
See all questions in E1 and E2 Reactions
Impact of this question
13514 views around the world
You can reuse this answer
Creative Commons License