12.9 Write structural formulas and names of four possible aldol condensation products from propanal and butanal. In each case, indicate which aldehyde acts as nucleophile and which as electrophile.

Hint: Follow cross-aldol condensation reaction

Step 1:

When aldol condensation is carried out between two different aldehydes and/or ketones, it is called cross aldol condensation. If both of them contain α-hydrogen atoms, it gives a mixture of four products.

When propanal and butanal undergo aldol condensation then four different products are obtained. 

The products are as follows:


(i)
When two molecules of propanal react with each other. Then one molecule acts as an electrophile and another molecule acts as a nucleophile. 

The reaction is as follows:

(ii)
When two molecules of butanal react with each other. Then one molecule acts as a nucleophile and the other molecule acts as an electrophile.

The reaction is as follows:


(iii)
When one molecule of propanal reacts with butanal in which propanal acts as a nucleophile and butanal acts as an electrophile.
The reaction is as follows:


(iv)
When one molecule of propanal reacts with butanal in which propanal acts as an electrophile and butanal act as a nucleophile.
The reaction is as follows: