First slide

Aldol Condensation

Question

Consider the reaction, Ethanal + Propanal $\to_{Δ}^{{OH}^{-}}$ products. Product of the reaction cannot be

Moderate

A

${CH}_{3} - {CH}_{2} - CH = CH - {CH}_{2} - CHO$
B

${CH}_{3} - CH = CH - CHO$
C

${CH}_{3} - {CH}_{2} - CH = C ({CH}_{3}) - CHO$
D

${CH}_{3} - {CH}_{2} - CH = CH - CHO$

Solution

This is an example of crossed aldol condensation between two aldehydes containing $α$ -Hydrogen atoms.
Possible Products :
1.
$C H_{3} - C H = O + H_{2} C H - C H O \to_{Δ}^{O H^{-}} C H_{3} - C H = C H - C H O + H_{2} O$
2.
3.
4.
$C H_{3} C H_{2} - C H = O + H_{2} C H - C H O \to_{Δ}^{O H^{-}} C H_{3} - C H_{2} - C H = C H - C H O$

3 – Hexenal, $C H_{3} - C H_{2} - C H = C H - C H_{2} - C H O$ can never be the product.

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