Q23-8P - Organic Chemistry (Mcmurry)

Question

Which of the following compounds can probably be prepared by a mixed aldol reaction? Show the reactants you would use in each case.

Step-by-Step Solution

Answer

a. Yes,4-phenyl-3-buten-2-one can be prepared by a mixed aldol reaction, While ketone can undergo a self-condensation reaction

b. Yes, this compound can be prepared by mixed aldol condensation.

c. Yes, this compound will also be prepared by mixed aldol condensation.

Step 1: by using benzaldehyde and propanone we can easily get

4-phenyl-3-buten-2-one because benzaldehyde is a good nucleophiles accepter and does not have α-hydrogen hence it gives a mixed aldol reaction:

Step 2: By reaction between acetophenone and acetone:

Step 3: by reaction between cyclohexanone and propanal: