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An aldol condensation is a condensation reaction in organic chemistry in which two carbonyl moieties (of aldehydes or ketones) react to form a β-hydroxyaldehyde or β-hydroxyketone (an aldol reaction), and this is then followed by dehydration to give a conjugated enone. The overall reaction equation is as follows (where the Rs can be H)
It can be considered as a specific variation of the aldol condensation. This reaction is named after two of its pioneering investigators Rainer Ludwig Claisen and J. Gustav Schmidt, who independently published on this topic in 1880 and 1881. [1] [2] [3] An example is the synthesis of dibenzylideneacetone ((1E, 4E)-1,5-diphenylpenta-1,4-dien-3 ...
The Dieckmann condensation, where a molecule with two ester groups reacts intramolecularly, forming a cyclic β-keto ester. In this case, the ring formed must not be strained, usually a 5- or 6-membered chain or ring. Retro-Claisen condensation is the reverse of the title reaction, i.e., the base-induced cleavage of 2-ketoesters
The aldol reaction (aldol addition) is a reaction in organic chemistry that combines two carbonyl compounds (e.g. aldehydes or ketones) to form a new β-hydroxy carbonyl compound. Its simplest form might involve the nucleophilic addition of an enolized ketone to another:
After which it may undergo dehydration to give a unsaturated carbonyl compound, the aldol condensation product. The scheme shows a simple mechanism for the base-catalyzed aldol reaction of an aldehyde with itself. Base-catalyzed aldol reaction. Simple mechanism for base-catalyzed aldol reaction of an aldehyde with itself. Base-catalyzed dehydration
Many variations of condensation reactions exist. Common examples include the aldol condensation and the Knoevenagel condensation, which both form water as a by-product, as well as the Claisen condensation and the Dieckman condensation (intramolecular Claisen condensation), which form alcohols as by-products. [5]
Michael condensation; Michaelis–Arbuzov reaction; Midland Alpine borane reduction; Mignonac reaction; Milas hydroxylation of olefins; Minisci reaction; Mislow–Evans rearrangement; Mitsunobu reaction; Miyaura borylation; Modified Wittig-Claisen tandem reaction; Molisch's test; Mozingo reduction; Mukaiyama aldol addition (Mukaiyama reaction ...
Described the condensation of aromatic aldehydes with aliphatic aldehydes or ketones in 1881. This variation of the now well-known aldol condensation reaction is called the Claisen–Schmidt condensation. Discovered (1887) the condensation reaction of an ester with an activated methylene group, now known as the Claisen condensation.