Explain aldol condensation reactions of ethanal & propanone.
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Solution
When an aldehyde (or a ketone) having alpha hydrogen atom is
treated with dilute base NaOH, KOH or sodium carbonate, two molecules of
aldehyde ( or ketone) add together to form β hydroxy aldehyde
(aldol) or β hydroxy ketone (ketol). New C−C bond is formed
in this reaction.
When aldol or ketol is heated in presence
of an acid, a molecule of water is lost and α−β
unsaturated aldehyde or α−β unsaturated ketone is
formed.
Aldol condensation of ethanal:
2CH3−CHO dil NaOH−−−−−−→CH3−CHOH−CH2−CHOH+−−→ΔCH3−CH=CH−CHO+H2O
Aldol condensation of propanone:
2(CH3)2CO dil NaOH−−−−−−→(CH3)2C−OH−CH2−CO−CH3H+−−→Δ(CH3)2C=CH−CO−CH3+H2O