Self-condensation is an organic reaction in which a chemical compound containing a carbonyl group acts both as the electrophile and the nucleophile in an aldol condensation. It is also called a symmetrical aldol condensation as opposed to a mixed aldol condensation in which the electrophile and nucleophile are different species.
- 2 CH3COCH3 → (CH3)2C=CH(CO)CH3 + H2O
For synthetic uses, this is generally an undesirable, but spontaneous and favored side-reaction of mixed aldol condensation, and special precautions are needed to prevent it.
- Ketone Condensations Using Sulfonic Acid Ion Exchange Resin N. Lorette; J. Org. Chem.; 1957; 22(3); 346-347.